The CDNO provides structured terminologies to describe nutritional attributes of material entities that contribute to human diet. These terms are intended primarily to be associated with datasets that quantify concentration of chemical nutritional components derived from samples taken from any stage in the production of food raw materials (including from crops, livestock, fisheries) and through processing and supply chains. Additional knowledge associated with these dietary sources may be represented by terms that describe functional, physical and other attributes. Whilst recognising that dietary nutrients within food substrates may be present as complex and dynamic physical and chemical structures or mixtures, CDNO focuses on components typically quantified in an analytical chemistry laboratory. The primary CDNO class ‘dietary nutritional component’ contains hierarchical sets of terms organised to reflect commonly used classifications of chemical food composition. This class does not represent an exhaustive classification of chemical components, but focuses on structuring terms according to widely accepted categories. This class is independent of, but may be used in conjunction with, classes that describe ‘analytical methods’ for quantification, ‘physical properties’ or ‘dietary function’. Quantification data may be used and reported in research literature, to inform food composition tables and labelling, or for supply chain quality assurance and control. More specifically, terms within the ‘nutritional component concentration’ class may be used to represent quantification of components described in the ‘dietary nutritional component’ class. Concentration data are intended to be described in conjunction with post-composed metadata concepts, such as represented by the Food Ontology (FoodOn) ‘Food product by organism’, which derives from some food or anatomical entity and a NCBI organismal classification ontology (NCBITaxon) entity. The common vocabulary and relationships defined within CDNO should facilitate description, communication and exchange of material entity-derived nutritional composition datasets typically generated by analytical laboratories. The organisation of the vocabulary is structured to reflect common categories variously used by those involved in crop, livestock or other organismal production, associated R&D and breeding, as well as the food processing and supply sector, and nutritionists, inlcuding compilers and users of food composition databases. The CDNO therefore supports characterisation of genetic diversity and management of biodiversity collections, as well as sharing of knowledge relating to dietary composition between a wider set of researchers, breeders, farmers, processors and other stakeholders. Further development of the functional class should also assist in understanding how interactions between organismal genetic and environmental variation contribute to human diet and health in the farm to fork continuum. Compositional Dietary Nutrition Ontology definition The official definition, explaining the meaning of a class or property. Shall be Aristotelian, formalized and normalized. Can be augmented with colloquial definitions. 2012-04-05: Barry Smith The official OBI definition, explaining the meaning of a class or property: 'Shall be Aristotelian, formalized and normalized. Can be augmented with colloquial definitions' is terrible. Can you fix to something like: A statement of necessary and sufficient conditions explaining the meaning of an expression referring to a class or property. Alan Ruttenberg Your proposed definition is a reasonable candidate, except that it is very common that necessary and sufficient conditions are not given. Mostly they are necessary, occasionally they are necessary and sufficient or just sufficient. Often they use terms that are not themselves defined and so they effectively can't be evaluated by those criteria. On the specifics of the proposed definition: We don't have definitions of 'meaning' or 'expression' or 'property'. For 'reference' in the intended sense I think we use the term 'denotation'. For 'expression', I think we you mean symbol, or identifier. For 'meaning' it differs for class and property. For class we want documentation that let's the intended reader determine whether an entity is instance of the class, or not. For property we want documentation that let's the intended reader determine, given a pair of potential relata, whether the assertion that the relation holds is true. The 'intended reader' part suggests that we also specify who, we expect, would be able to understand the definition, and also generalizes over human and computer reader to include textual and logical definition. Personally, I am more comfortable weakening definition to documentation, with instructions as to what is desirable. We also have the outstanding issue of how to aim different definitions to different audiences. A clinical audience reading chebi wants a different sort of definition documentation/definition from a chemistry trained audience, and similarly there is a need for a definition that is adequate for an ontologist to work with. PERSON:Daniel Schober GROUP:OBI:<http://purl.obolibrary.org/obo/obi> definition definition editor note term replaced by Use on obsolete terms, relating the term to another term that can be used as a substitute Person:Alan Ruttenberg Person:Alan Ruttenberg Add as annotation triples in the granting ontology term replaced by term replaced by If R <- P o Q is a defining property chain axiom, then it also holds that R -> P o Q. Note that this cannot be expressed directly in OWL is a defining property chain axiom If R <- P o Q is a defining property chain axiom, then (1) R -> P o Q holds and (2) Q is either reflexive or locally reflexive. A corollary of this is that P SubPropertyOf R. is a defining property chain axiom where second argument is reflexive is part of my brain is part of my body (continuant parthood, two material entities) my stomach cavity is part of my stomach (continuant parthood, immaterial entity is part of material entity) this day is part of this year (occurrent parthood) a core relation that holds between a part and its whole Everything is part of itself. Any part of any part of a thing is itself part of that thing. Two distinct things cannot be part of each other. Occurrents are not subject to change and so parthood between occurrents holds for all the times that the part exists. Many continuants are subject to change, so parthood between continuants will only hold at certain times, but this is difficult to specify in OWL. See http://purl.obolibrary.org/obo/ro/docs/temporal-semantics/ Parthood requires the part and the whole to have compatible classes: only an occurrent can be part of an occurrent; only a process can be part of a process; only a continuant can be part of a continuant; only an independent continuant can be part of an independent continuant; only an immaterial entity can be part of an immaterial entity; only a specifically dependent continuant can be part of a specifically dependent continuant; only a generically dependent continuant can be part of a generically dependent continuant. (This list is not exhaustive.) A continuant cannot be part of an occurrent: use 'participates in'. An occurrent cannot be part of a continuant: use 'has participant'. A material entity cannot be part of an immaterial entity: use 'has location'. A specifically dependent continuant cannot be part of an independent continuant: use 'inheres in'. An independent continuant cannot be part of a specifically dependent continuant: use 'bearer of'. part_of part of http://www.obofoundry.org/ro/#OBO_REL:part_of https://wiki.geneontology.org/Part_of has part my body has part my brain (continuant parthood, two material entities) my stomach has part my stomach cavity (continuant parthood, material entity has part immaterial entity) this year has part this day (occurrent parthood) a core relation that holds between a whole and its part Everything has itself as a part. Any part of any part of a thing is itself part of that thing. Two distinct things cannot have each other as a part. Occurrents are not subject to change and so parthood between occurrents holds for all the times that the part exists. Many continuants are subject to change, so parthood between continuants will only hold at certain times, but this is difficult to specify in OWL. See http://purl.obolibrary.org/obo/ro/docs/temporal-semantics/ Parthood requires the part and the whole to have compatible classes: only an occurrent have an occurrent as part; only a process can have a process as part; only a continuant can have a continuant as part; only an independent continuant can have an independent continuant as part; only a specifically dependent continuant can have a specifically dependent continuant as part; only a generically dependent continuant can have a generically dependent continuant as part. (This list is not exhaustive.) A continuant cannot have an occurrent as part: use 'participates in'. An occurrent cannot have a continuant as part: use 'has participant'. An immaterial entity cannot have a material entity as part: use 'location of'. An independent continuant cannot have a specifically dependent continuant as part: use 'bearer of'. A specifically dependent continuant cannot have an independent continuant as part: use 'inheres in'. has_part BFO:0000051 chebi_ontology has_part false has_part has part has part preceded by x is preceded by y if and only if the time point at which y ends is before or equivalent to the time point at which x starts. Formally: x preceded by y iff ω(y) <= α(x), where α is a function that maps a process to a start point, and ω is a function that maps a process to an end point. An example is: translation preceded_by transcription; aging preceded_by development (not however death preceded_by aging). Where derives_from links classes of continuants, preceded_by links classes of processes. Clearly, however, these two relations are not independent of each other. Thus if cells of type C1 derive_from cells of type C, then any cell division involving an instance of C1 in a given lineage is preceded_by cellular processes involving an instance of C. The assertion P preceded_by P1 tells us something about Ps in general: that is, it tells us something about what happened earlier, given what we know about what happened later. Thus it does not provide information pointing in the opposite direction, concerning instances of P1 in general; that is, that each is such as to be succeeded by some instance of P. Note that an assertion to the effect that P preceded_by P1 is rather weak; it tells us little about the relations between the underlying instances in virtue of which the preceded_by relation obtains. Typically we will be interested in stronger relations, for example in the relation immediately_preceded_by, or in relations which combine preceded_by with a condition to the effect that the corresponding instances of P and P1 share participants, or that their participants are connected by relations of derivation, or (as a first step along the road to a treatment of causality) that the one process in some way affects (for example, initiates or regulates) the other. is preceded by preceded_by http://www.obofoundry.org/ro/#OBO_REL:preceded_by preceded by precedes x precedes y if and only if the time point at which x ends is before or equivalent to the time point at which y starts. Formally: x precedes y iff ω(x) <= α(y), where α is a function that maps a process to a start point, and ω is a function that maps a process to an end point. precedes occurs in b occurs_in c =def b is a process and c is a material entity or immaterial entity& there exists a spatiotemporal region r and b occupies_spatiotemporal_region r.& forall(t) if b exists_at t then c exists_at t & there exist spatial regions s and s’ where & b spatially_projects_onto s at t& c is occupies_spatial_region s’ at t& s is a proper_continuant_part_of s’ at t occurs_in unfolds in unfolds_in Paraphrase of definition: a relation between a process and an independent continuant, in which the process takes place entirely within the independent continuant occurs in https://wiki.geneontology.org/Occurs_in site of [copied from inverse property 'occurs in'] b occurs_in c =def b is a process and c is a material entity or immaterial entity& there exists a spatiotemporal region r and b occupies_spatiotemporal_region r.& forall(t) if b exists_at t then c exists_at t & there exist spatial regions s and s’ where & b spatially_projects_onto s at t& c is occupies_spatial_region s’ at t& s is a proper_continuant_part_of s’ at t Paraphrase of definition: a relation between an independent continuant and a process, in which the process takes place entirely within the independent continuant contains process A duck swimming in a pond is partially surrounded by air and partially surrounded by water. x partially_surrounded_by y if and only if (1) x is adjacent to y and for the region r that is adjacent to x, r partially overlaps y (2) the shared boundary between x and y occupies a non-trivial proportion of the outermost boundary of x Definition modified from 'surrounded by'. partially_surrounded_by A relation between two distinct material entities, the new entity and the old entity, in which the new entity begins to exist through the separation or transformation of a part of the old entity, and the new entity inherits a significant portion of the matter belonging to that part of the old entity. derives from part of A has part relationship between a whole and a part, where the number of parts present in the whole is higher than in comparable entities. This relation is present in ENVO to support compositional classes such as "X-enriched soil". These will later be formalized, and a different relation from RO may be chosen. has increased levels of inheres in this fragility is a characteristic of this vase this red color is a characteristic of this apple a relation between a specifically dependent continuant (the characteristic) and any other entity (the bearer), in which the characteristic depends on the bearer for its existence. inheres_in Note that this relation was previously called "inheres in", but was changed to be called "characteristic of" because BFO2 uses "inheres in" in a more restricted fashion. This relation differs from BFO2:inheres_in in two respects: (1) it does not impose a range constraint, and thus it allows qualities of processes, as well as of information entities, whereas BFO2 restricts inheres_in to only apply to independent continuants (2) it is declared functional, i.e. something can only be a characteristic of one thing. characteristic of bearer of this apple is bearer of this red color this vase is bearer of this fragility Inverse of characteristic_of A bearer can have many dependents, and its dependents can exist for different periods of time, but none of its dependents can exist when the bearer does not exist. bearer_of is bearer of has characteristic participates in this blood clot participates in this blood coagulation this input material (or this output material) participates in this process this investigator participates in this investigation a relation between a continuant and a process, in which the continuant is somehow involved in the process participates_in participates in has participant this blood coagulation has participant this blood clot this investigation has participant this investigator this process has participant this input material (or this output material) a relation between a process and a continuant, in which the continuant is somehow involved in the process Has_participant is a primitive instance-level relation between a process, a continuant, and a time at which the continuant participates in some way in the process. The relation obtains, for example, when this particular process of oxygen exchange across this particular alveolar membrane has_participant this particular sample of hemoglobin at this particular time. has_participant http://www.obofoundry.org/ro/#OBO_REL:has_participant has participant this catalysis function is a function of this enzyme a relation between a function and an independent continuant (the bearer), in which the function specifically depends on the bearer for its existence A function inheres in its bearer at all times for which the function exists, however the function need not be realized at all the times that the function exists. function_of is function of This relation is modeled after the BFO relation of the same name which was in BFO2, but is used in a more restricted sense - specifically, we model this relation as functional (inherited from characteristic-of). Note that this relation is now removed from BFO2020. function of this red color is a quality of this apple a relation between a quality and an independent continuant (the bearer), in which the quality specifically depends on the bearer for its existence A quality inheres in its bearer at all times for which the quality exists. is quality of quality_of This relation is modeled after the BFO relation of the same name which was in BFO2, but is used in a more restricted sense - specifically, we model this relation as functional (inherited from characteristic-of). Note that this relation is now removed from BFO2020. quality of this investigator role is a role of this person a relation between a role and an independent continuant (the bearer), in which the role specifically depends on the bearer for its existence A role inheres in its bearer at all times for which the role exists, however the role need not be realized at all the times that the role exists. is role of role_of This relation is modeled after the BFO relation of the same name which was in BFO2, but is used in a more restricted sense - specifically, we model this relation as functional (inherited from characteristic-of). Note that this relation is now removed from BFO2020. role of this enzyme has function this catalysis function (more colloquially: this enzyme has this catalysis function) a relation between an independent continuant (the bearer) and a function, in which the function specifically depends on the bearer for its existence A bearer can have many functions, and its functions can exist for different periods of time, but none of its functions can exist when the bearer does not exist. A function need not be realized at all the times that the function exists. has_function has function this apple has quality this red color a relation between an independent continuant (the bearer) and a quality, in which the quality specifically depends on the bearer for its existence A bearer can have many qualities, and its qualities can exist for different periods of time, but none of its qualities can exist when the bearer does not exist. has_quality has quality a relation between an independent continuant (the bearer) and a disposition, in which the disposition specifically depends on the bearer for its existence has disposition inverse of has disposition This relation is modeled after the BFO relation of the same name which was in BFO2, but is used in a more restricted sense - specifically, we model this relation as functional (inherited from characteristic-of). Note that this relation is now removed from BFO2020. disposition of this parent cell derives into this cell (cell division) this parent nucleus derives into this nucleus (nuclear division) a relation between two distinct material entities, the old entity and the new entity, in which the new entity begins to exist when the old entity ceases to exist, and the new entity inherits the significant portion of the matter of the old entity This is a very general relation. More specific relations are preferred when applicable, such as 'directly develops into'. To avoid making statements about a future that may not come to pass, it is often better to use the backward-looking 'derives from' rather than the forward-looking 'derives into'. derives_into derives into is location of my head is the location of my brain this cage is the location of this rat a relation between two independent continuants, the location and the target, in which the target is entirely within the location Most location relations will only hold at certain times, but this is difficult to specify in OWL. See http://purl.obolibrary.org/obo/ro/docs/temporal-semantics/ location_of location of located in my brain is located in my head this rat is located in this cage a relation between two independent continuants, the target and the location, in which the target is entirely within the location Location as a relation between instances: The primitive instance-level relation c located_in r at t reflects the fact that each continuant is at any given time associated with exactly one spatial region, namely its exact location. Following we can use this relation to define a further instance-level location relation - not between a continuant and the region which it exactly occupies, but rather between one continuant and another. c is located in c1, in this sense, whenever the spatial region occupied by c is part_of the spatial region occupied by c1. Note that this relation comprehends both the relation of exact location between one continuant and another which obtains when r and r1 are identical (for example, when a portion of fluid exactly fills a cavity), as well as those sorts of inexact location relations which obtain, for example, between brain and head or between ovum and uterus Most location relations will only hold at certain times, but this is difficult to specify in OWL. See http://purl.obolibrary.org/obo/ro/docs/temporal-semantics/ located_in http://www.obofoundry.org/ro/#OBO_REL:located_in located in https://wiki.geneontology.org/Located_in X outer_layer_of Y iff: . X :continuant that bearer_of some PATO:laminar . X part_of Y . exists Z :surface . X has_boundary Z . Z boundary_of Y has_boundary: http://purl.obolibrary.org/obo/RO_0002002 boundary_of: http://purl.obolibrary.org/obo/RO_0002000 A relationship that applies between a continuant and its outer, bounding layer. Examples include the relationship between a multicellular organism and its integument, between an animal cell and its plasma membrane, and between a membrane bound organelle and its outer/bounding membrane. bounding layer of A 'has regulatory component activity' B if A and B are GO molecular functions (GO_0003674), A has_component B and A is regulated by B. 2017-05-24T09:30:46Z has regulatory component activity A relationship that holds between a GO molecular function and a component of that molecular function that negatively regulates the activity of the whole. More formally, A 'has regulatory component activity' B iff :A and B are GO molecular functions (GO_0003674), A has_component B and A is negatively regulated by B. 2017-05-24T09:31:01Z By convention GO molecular functions are classified by their effector function. Internal regulatory functions are treated as components. For example, NMDA glutmate receptor activity is a cation channel activity with positive regulatory component 'glutamate binding' and negative regulatory components including 'zinc binding' and 'magnesium binding'. has negative regulatory component activity A relationship that holds between a GO molecular function and a component of that molecular function that positively regulates the activity of the whole. More formally, A 'has regulatory component activity' B iff :A and B are GO molecular functions (GO_0003674), A has_component B and A is positively regulated by B. 2017-05-24T09:31:17Z By convention GO molecular functions are classified by their effector function and internal regulatory functions are treated as components. So, for example calmodulin has a protein binding activity that has positive regulatory component activity calcium binding activity. Receptor tyrosine kinase activity is a tyrosine kinase activity that has positive regulatory component 'ligand binding'. has positive regulatory component activity 2017-05-24T09:44:33Z A 'has component activity' B if A is A and B are molecular functions (GO_0003674) and A has_component B. has component activity w 'has process component' p if p and w are processes, w 'has part' p and w is such that it can be directly disassembled into into n parts p, p2, p3, ..., pn, where these parts are of similar type. 2017-05-24T09:49:21Z has component process 2017-09-17T13:52:24Z Process(P2) is directly regulated by process(P1) iff: P1 regulates P2 via direct physical interaction between an agent executing P1 (or some part of P1) and an agent executing P2 (or some part of P2). For example, if protein A has protein binding activity(P1) that targets protein B and this binding regulates the kinase activity (P2) of protein B then P1 directly regulates P2. directly regulated by Process(P2) is directly regulated by process(P1) iff: P1 regulates P2 via direct physical interaction between an agent executing P1 (or some part of P1) and an agent executing P2 (or some part of P2). For example, if protein A has protein binding activity(P1) that targets protein B and this binding regulates the kinase activity (P2) of protein B then P1 directly regulates P2. Process(P2) is directly negatively regulated by process(P1) iff: P1 negatively regulates P2 via direct physical interaction between an agent executing P1 (or some part of P1) and an agent executing P2 (or some part of P2). For example, if protein A has protein binding activity(P1) that targets protein B and this binding negatively regulates the kinase activity (P2) of protein B then P2 directly negatively regulated by P1. 2017-09-17T13:52:38Z directly negatively regulated by Process(P2) is directly negatively regulated by process(P1) iff: P1 negatively regulates P2 via direct physical interaction between an agent executing P1 (or some part of P1) and an agent executing P2 (or some part of P2). For example, if protein A has protein binding activity(P1) that targets protein B and this binding negatively regulates the kinase activity (P2) of protein B then P2 directly negatively regulated by P1. Process(P2) is directly postively regulated by process(P1) iff: P1 positively regulates P2 via direct physical interaction between an agent executing P1 (or some part of P1) and an agent executing P2 (or some part of P2). For example, if protein A has protein binding activity(P1) that targets protein B and this binding positively regulates the kinase activity (P2) of protein B then P2 is directly postively regulated by P1. 2017-09-17T13:52:47Z directly positively regulated by Process(P2) is directly postively regulated by process(P1) iff: P1 positively regulates P2 via direct physical interaction between an agent executing P1 (or some part of P1) and an agent executing P2 (or some part of P2). For example, if protein A has protein binding activity(P1) that targets protein B and this binding positively regulates the kinase activity (P2) of protein B then P2 is directly postively regulated by P1. A 'has effector activity' B if A and B are GO molecular functions (GO_0003674), A 'has component activity' B and B is the effector (output function) of B. Each compound function has only one effector activity. 2017-09-22T14:14:36Z This relation is designed for constructing compound molecular functions, typically in combination with one or more regulatory component activity relations. has effector activity A 'has effector activity' B if A and B are GO molecular functions (GO_0003674), A 'has component activity' B and B is the effector (output function) of B. Each compound function has only one effector activity. David Osumi-Sutherland Previously had ID http://purl.obolibrary.org/obo/RO_0002122 in test files in sandpit - but this seems to have been dropped from ro-edit.owl at some point. No re-use under this ID AFAIK, but leaving note here in case we run in to clashes down the line. Official ID now chosen from DOS ID range. during which ends David Osumi-Sutherland X ends_after Y iff: end(Y) before_or_simultaneous_with end(X) ends after David Osumi-Sutherland starts_at_end_of X immediately_preceded_by Y iff: end(X) simultaneous_with start(Y) immediately preceded by David Osumi-Sutherland ends_at_start_of meets X immediately_precedes_Y iff: end(X) simultaneous_with start(Y) immediately precedes David Osumi-Sutherland o overlaps X ends_during Y iff: ((start(Y) before_or_simultaneous_with end(X)) AND end(X) before_or_simultaneous_with end(Y). ends during x overlaps y if and only if there exists some z such that x has part z and z part of y http://purl.obolibrary.org/obo/BFO_0000051 some (http://purl.obolibrary.org/obo/BFO_0000050 some ?Y) overlaps true A is spatially_disjoint_from B if and only if they have no parts in common There are two ways to encode this as a shortcut relation. The other possibility to use an annotation assertion between two classes, and expand this to a disjointness axiom. Note that it would be possible to use the relation to label the relationship between a near infinite number of structures - between the rings of saturn and my left earlobe. The intent is that this is used for parsiomoniously for disambiguation purposes - for example, between siblings in a jointly exhaustive pairwise disjointness hierarchy BFO_0000051 exactly 0 (BFO_0000050 some ?Y) spatially disjoint from https://github.com/obophenotype/uberon/wiki/Part-disjointness-Design-Pattern a 'toe distal phalanx bone' that is connected to a 'toe medial phalanx bone' (an interphalangeal joint *connects* these two bones). a is connected to b if and only if a and b are discrete structure, and there exists some connecting structure c, such that c connects a and b connected to https://github.com/obophenotype/uberon/wiki/Connectivity-Design-Pattern https://github.com/obophenotype/uberon/wiki/Modeling-articulations-Design-Pattern w 'has component' p if w 'has part' p and w is such that it can be directly disassembled into into n parts p, p2, p3, ..., pn, where these parts are of similar type. The definition of 'has component' is still under discussion. The challenge is in providing a definition that does not imply transitivity. For use in recording has_part with a cardinality constraint, because OWL does not permit cardinality constraints to be used in combination with transitive object properties. In situations where you would want to say something like 'has part exactly 5 digit, you would instead use has_component exactly 5 digit. has component x develops from y if and only if either (a) x directly develops from y or (b) there exists some z such that x directly develops from z and z develops from y This is the transitive form of the develops from relation develops from inverse of develops from develops into Candidate definition: x directly_develops from y if and only if there exists some developmental process (GO:0032502) p such that x and y both participate in p, and x is the output of p and y is the input of p, and a substantial portion of the matter of x comes from y, and the start of x is coincident with or after the end of y. FBbt has developmental precursor TODO - add child relations from DOS directly develops from inverse of directly develops from developmental precursor of directly develops into p regulates q iff p is causally upstream of q, the execution of p is not constant and varies according to specific conditions, and p influences the rate or magnitude of execution of q due to an effect either on some enabler of q or some enabler of a part of q. GO Regulation precludes parthood; the regulatory process may not be within the regulated process. regulates (processual) false regulates p negatively regulates q iff p regulates q, and p decreases the rate or magnitude of execution of q. negatively regulates (process to process) negatively regulates p positively regulates q iff p regulates q, and p increases the rate or magnitude of execution of q. positively regulates (process to process) positively regulates mechanosensory neuron capable of detection of mechanical stimulus involved in sensory perception (GO:0050974) osteoclast SubClassOf 'capable of' some 'bone resorption' A relation between a material entity (such as a cell) and a process, in which the material entity has the ability to carry out the process. has function realized in For compatibility with BFO, this relation has a shortcut definition in which the expression "capable of some P" expands to "bearer_of (some realized_by only P)". capable of c stands in this relationship to p if and only if there exists some p' such that c is capable_of p', and p' is part_of p. has function in capable of part of true x surrounded_by y if and only if (1) x is adjacent to y and for every region r that is adjacent to x, r overlaps y (2) the shared boundary between x and y occupies the majority of the outermost boundary of x surrounded by surrounded by A caterpillar walking on the surface of a leaf is adjacent_to the leaf, if one of the caterpillar appendages is touching the leaf. In contrast, a butterfly flying close to a flower is not considered adjacent, unless there are any touching parts. The epidermis layer of a vertebrate is adjacent to the dermis. The plasma membrane of a cell is adjacent to the cytoplasm, and also to the cell lumen which the cytoplasm occupies. The skin of the forelimb is adjacent to the skin of the torso if these are considered anatomical subdivisions with a defined border. Otherwise a relation such as continuous_with would be used. x adjacent to y if and only if x and y share a boundary. This relation acts as a join point with BSPO adjacent to A caterpillar walking on the surface of a leaf is adjacent_to the leaf, if one of the caterpillar appendages is touching the leaf. In contrast, a butterfly flying close to a flower is not considered adjacent, unless there are any touching parts. inverse of surrounded by surrounds Do not use this relation directly. It is ended as a grouping for relations between occurrents involving the relative timing of their starts and ends. https://docs.google.com/document/d/1kBv1ep_9g3sTR-SD3jqzFqhuwo9TPNF-l-9fUDbO6rM/edit?pli=1 A relation that holds between two occurrents. This is a grouping relation that collects together all the Allen relations. temporally related to x develops from part of y if and only if there exists some z such that x develops from z and z is part of y develops from part of x develops_in y if x is located in y whilst x is developing EHDAA2 Jonathan Bard, EHDAA2 develops in inverse of ends with Chris Mungall ends x ends with y if and only if x has part y and the time point at which x ends is equivalent to the time point at which y ends. Formally: α(y) > α(x) ∧ ω(y) = ω(x), where α is a function that maps a process to a start point, and ω is a function that maps a process to an end point. Chris Mungall finished by ends with x 'has end location' y if and only if there exists some process z such that x 'ends with' z and z 'occurs in' y ends with process that occurs in has end location p has input c iff: p is a process, c is a material entity, c is a participant in p, c is present at the start of p, and the state of c is modified during p. consumes has input https://wiki.geneontology.org/Has_input p has output c iff c is a participant in p, c is present at the end of p, and c is not present in the same state at the beginning of p. produces has output https://wiki.geneontology.org/Has_output Mammalian thymus has developmental contribution from some pharyngeal pouch 3; Mammalian thymus has developmental contribution from some pharyngeal pouch 4 [Kardong] x has developmental contribution from y iff x has some part z such that z develops from y has developmental contribution from inverse of has developmental contribution from developmentally contributes to Candidate definition: x developmentally related to y if and only if there exists some developmental process (GO:0032502) p such that x and y both participates in p, and x is the output of p and y is the input of p false In general you should not use this relation to make assertions - use one of the more specific relations below this one This relation groups together various other developmental relations. It is fairly generic, encompassing induction, developmental contribution and direct and transitive develops from developmentally preceded by A faulty traffic light (material entity) whose malfunctioning (a process) is causally upstream of a traffic collision (a process): the traffic light acts upstream of the collision. c acts upstream of p if and only if c enables some f that is involved in p' and p' occurs chronologically before p, is not part of p, and affects the execution of p. c is a material entity and f, p, p' are processes. acts upstream of A gene product that has some activity, where that activity may be a part of a pathway or upstream of the pathway. c acts upstream of or within p if c is enables f, and f is causally upstream of or within p. c is a material entity and p is an process. affects acts upstream of or within https://wiki.geneontology.org/Acts_upstream_of_or_within Inverse of developmentally preceded by developmentally succeeded by 'hypopharyngeal eminence' SubClassOf 'part of precursor of' some tongue part of developmental precursor of p results in the developmental progression of s iff p is a developmental process and s is an anatomical entity and p causes s to undergo a change in state at some point along its natural developmental cycle (this cycle starts with its formation, through the mature structure, and ends with its loss). This property and its subproperties are being used primarily for the definition of GO developmental processes. The property hierarchy mirrors the core GO hierarchy. In future we may be able to make do with a more minimal set of properties, but due to the way GO is currently structured we require highly specific relations to avoid incorrect entailments. To avoid this, the corresponding genus terms in GO should be declared mutually disjoint. results in developmental progression of an annotation of gene X to anatomical structure formation with results_in_formation_of UBERON:0000007 (pituitary gland) means that at the beginning of the process a pituitary gland does not exist and at the end of the process a pituitary gland exists. every "endocardial cushion formation" (GO:0003272) results_in_formation_of some "endocardial cushion" (UBERON:0002062) GOC:mtg_berkeley_2013 results in formation of anatomical entity p is causally upstream of, positive effect q iff p is casually upstream of q, and the execution of p is required for the execution of q. holds between x and y if and only if x is causally upstream of y and the progression of x increases the frequency, rate or extent of y causally upstream of, positive effect p is causally upstream of, negative effect q iff p is casually upstream of q, and the execution of p decreases the execution of q. causally upstream of, negative effect q characteristic of part of w if and only if there exists some p such that q inheres in p and p part of w. Because part_of is transitive, inheres in is a sub-relation of characteristic of part of inheres in part of characteristic of part of true A mereological relationship or a topological relationship Do not use this relation directly. It is ended as a grouping for a diverse set of relations, all involving parthood or connectivity relationships mereotopologically related to A relationship that holds between entities participating in some developmental process (GO:0032502) Do not use this relation directly. It is ended as a grouping for a diverse set of relations, all involving organismal development developmentally related to a particular instances of akt-2 enables some instance of protein kinase activity c enables p iff c is capable of p and c acts to execute p. catalyzes executes has is catalyzing is executing This relation differs from the parent relation 'capable of' in that the parent is weaker and only expresses a capability that may not be actually realized, whereas this relation is always realized. enables https://wiki.geneontology.org/Enables A grouping relationship for any relationship directly involving a function, or that holds because of a function of one of the related entities. This is a grouping relation that collects relations used for the purpose of connecting structure and function functionally related to this relation holds between c and p when c is part of some c', and c' is capable of p. false part of structure that is capable of true c involved_in p if and only if c enables some process p', and p' is part of p actively involved in enables part of involved in https://wiki.geneontology.org/Involved_in inverse of enables enabled by https://wiki.geneontology.org/Enabled_by inverse of regulates regulated by (processual) regulated by inverse of negatively regulates negatively regulated by inverse of positively regulates positively regulated by An organism that is a member of a population of organisms is member of is a mereological relation between a item and a collection. is member of member part of SIO member of has member is a mereological relation between a collection and an item. SIO has member inverse of has input input of inverse of has output output of formed as result of A lump of clay and a statue x spatially_coextensive_with y if and inly if x and y have the same location This relation is added for formal completeness. It is unlikely to be used in many practical scenarios spatially coextensive with x has developmental potential involving y iff x is capable of a developmental process with output y. y may be the successor of x, or may be a different structure in the vicinity (as for example in the case of developmental induction). has developmental potential involving x has potential to developmentrally contribute to y iff x developmentally contributes to y or x is capable of developmentally contributing to y has potential to developmentally contribute to x has the potential to develop into y iff x develops into y or if x is capable of developing into y This relation has a stronger meaning than merely indicating that X may develop into Y, in that the capability of developing into Y is always present, even if X does not always actually develop into Y. In particular, this means that if Y is restricted to a given taxon T, X is necessarily likewise restricted. has potential to develop into x has potential to directly develop into y iff x directly develops into y or x is capable of directly developing into y has potential to directly develop into inverse of upstream of causally downstream of immediately causally downstream of p indirectly positively regulates q iff p is indirectly causally upstream of q and p positively regulates q. indirectly activates indirectly positively regulates https://wiki.geneontology.org/Indirectly_positively_regulates p indirectly negatively regulates q iff p is indirectly causally upstream of q and p negatively regulates q. indirectly inhibits indirectly negatively regulates https://wiki.geneontology.org/Indirectly_negatively_regulates relation that links two events, processes, states, or objects such that one event, process, state, or object (a cause) contributes to the production of another event, process, state, or object (an effect) where the cause is partly or wholly responsible for the effect, and the effect is partly or wholly dependent on the cause. This branch of the ontology deals with causal relations between entities. It is divided into two branches: causal relations between occurrents/processes, and causal relations between material entities. We take an 'activity flow-centric approach', with the former as primary, and define causal relations between material entities in terms of causal relations between occurrents. To define causal relations in an activity-flow type network, we make use of 3 primitives: * Temporal: how do the intervals of the two occurrents relate? * Is the causal relation regulatory? * Is the influence positive or negative? The first of these can be formalized in terms of the Allen Interval Algebra. Informally, the 3 bins we care about are 'direct', 'indirect' or overlapping. Note that all causal relations should be classified under a RO temporal relation (see the branch under 'temporally related to'). Note that all causal relations are temporal, but not all temporal relations are causal. Two occurrents can be related in time without being causally connected. We take causal influence to be primitive, elucidated as being such that has the upstream changed, some qualities of the donwstream would necessarily be modified. For the second, we consider a relationship to be regulatory if the system in which the activities occur is capable of altering the relationship to achieve some objective. This could include changing the rate of production of a molecule. For the third, we consider the effect of the upstream process on the output(s) of the downstream process. If the level of output is increased, or the rate of production of the output is increased, then the direction is increased. Direction can be positive, negative or neutral or capable of either direction. Two positives in succession yield a positive, two negatives in succession yield a positive, otherwise the default assumption is that the net effect is canceled and the influence is neutral. Each of these 3 primitives can be composed to yield a cross-product of different relation types. Do not use this relation directly. It is intended as a grouping for a diverse set of relations, all involving cause and effect. causally related to relation that links two events, processes, states, or objects such that one event, process, state, or object (a cause) contributes to the production of another event, process, state, or object (an effect) where the cause is partly or wholly responsible for the effect, and the effect is partly or wholly dependent on the cause. https://en.wikipedia.org/wiki/Causality p is causally upstream of q iff p is causally related to q, the end of p precedes the end of q, and p is not an occurrent part of q. causally upstream of p is immediately causally upstream of q iff p is causally upstream of q, and the end of p is coincident with the beginning of q. immediately causally upstream of p is 'causally upstream or within' q iff p is causally related to q, and the end of p precedes, or is coincident with, the end of q. We would like to make this disjoint with 'preceded by', but this is prohibited in OWL2 influences (processual) affects causally upstream of or within inverse of causally upstream of or within causally downstream of or within c involved in regulation of p if c is involved in some p' and p' regulates some p involved in regulation of c involved in regulation of p if c is involved in some p' and p' positively regulates some p involved in positive regulation of c involved in regulation of p if c is involved in some p' and p' negatively regulates some p involved in negative regulation of c involved in or regulates p if and only if either (i) c is involved in p or (ii) c is involved in regulation of p OWL does not allow defining object properties via a Union involved in or reguates involved in or involved in regulation of A relationship that holds between two entities in which the processes executed by the two entities are causally connected. Considering relabeling as 'pairwise interacts with' This relation and all sub-relations can be applied to either (1) pairs of entities that are interacting at any moment of time (2) populations or species of entity whose members have the disposition to interact (3) classes whose members have the disposition to interact. Note that this relationship type, and sub-relationship types may be redundant with process terms from other ontologies. For example, the symbiotic relationship hierarchy parallels GO. The relations are provided as a convenient shortcut. Consider using the more expressive processual form to capture your data. In the future, these relations will be linked to their cognate processes through rules. in pairwise interaction with interacts with http://purl.obolibrary.org/obo/ro/docs/interaction-relations/ http://purl.obolibrary.org/obo/MI_0914 An interaction relationship in which the two partners are molecular entities that directly physically interact with each other for example via a stable binding interaction or a brief interaction during which one modifies the other. binds molecularly binds with molecularly interacts with http://purl.obolibrary.org/obo/MI_0915 Axiomatization to GO to be added later An interaction relation between x and y in which x catalyzes a reaction in which a phosphate group is added to y. phosphorylates The entity A, immediately upstream of the entity B, has an activity that regulates an activity performed by B. For example, A and B may be gene products and binding of B by A regulates the kinase activity of B. A and B can be physically interacting but not necessarily. Immediately upstream means there are no intermediate entity between A and B. molecularly controls directly regulates activity of The entity A, immediately upstream of the entity B, has an activity that negatively regulates an activity performed by B. For example, A and B may be gene products and binding of B by A negatively regulates the kinase activity of B. directly inhibits molecularly decreases activity of directly negatively regulates activity of The entity A, immediately upstream of the entity B, has an activity that positively regulates an activity performed by B. For example, A and B may be gene products and binding of B by A positively regulates the kinase activity of B. directly activates molecularly increases activity of directly positively regulates activity of This property or its subproperties is not to be used directly. These properties exist as helper properties that are used to support OWL reasoning. helper property (not for use in curation) 'otolith organ' SubClassOf 'composed primarily of' some 'calcium carbonate' x composed_primarily_of y if and only if more than half of the mass of x is made from y or units of the same type as y. composed primarily of p has part that occurs in c if and only if there exists some p1, such that p has_part p1, and p1 occurs in c. has part that occurs in is kinase activity x transformation of y if x is the immediate transformation of y, or is linked to y through a chain of transformation relationships transformation of x immediate transformation of y iff x immediately succeeds y temporally at a time boundary t, and all of the matter present in x at t is present in y at t, and all the matter in y at t is present in x at t immediate transformation of A relationship between a material entity and a process where the material entity has some causal role that influences the process causal agent in process p is causally related to q if and only if p or any part of p and q or any part of q are linked by a chain of events where each event pair is one where the execution of p influences the execution of q. p may be upstream, downstream, part of, or a container of q. Do not use this relation directly. It is intended as a grouping for a diverse set of relations, all involving cause and effect. causal relation between processes depends on The intent is that the process branch of the causal property hierarchy is primary (causal relations hold between occurrents/processes), and that the material branch is defined in terms of the process branch Do not use this relation directly. It is intended as a grouping for a diverse set of relations, all involving cause and effect. causal relation between entities A coral reef environment is determined by a particular coral reef s determined by f if and only if s is a type of system, and f is a material entity that is part of s, such that f exerts a strong causal influence on the functioning of s, and the removal of f would cause the collapse of s. The label for this relation is probably too general for its restricted use, where the domain is a system. It may be relabeled in future determined by (system to material entity) determined by inverse of determined by determines (material entity to system) determines s 'determined by part of' w if and only if there exists some f such that (1) s 'determined by' f and (2) f part_of w, or f=w. determined by part of causally influenced by (entity-centric) causally influenced by interaction relation helper property http://purl.obolibrary.org/obo/ro/docs/interaction-relations/ molecular interaction relation helper property The entity or characteristic A is causally upstream of the entity or characteristic B, A having an effect on B. An entity corresponds to any biological type of entity as long as a mass is measurable. A characteristic corresponds to a particular specificity of an entity (e.g., phenotype, shape, size). causally influences (entity-centric) causally influences p directly regulates q iff p is immediately causally upstream of q and p regulates q. directly regulates (processual) directly regulates gland SubClassOf 'has part structure that is capable of' some 'secretion by cell' s 'has part structure that is capable of' p if and only if there exists some part x such that s 'has part' x and x 'capable of' p has part structure that is capable of A relationship that holds between a material entity and a process in which causality is involved, with either the material entity or some part of the material entity exerting some influence over the process, or the process influencing some aspect of the material entity. Do not use this relation directly. It is intended as a grouping for a diverse set of relations, all involving cause and effect. causal relation between material entity and a process pyrethroid -> growth Holds between c and p if and only if c is capable of some activity a, and a regulates p. capable of regulating Holds between c and p if and only if c is capable of some activity a, and a negatively regulates p. capable of negatively regulating renin -> arteriolar smooth muscle contraction Holds between c and p if and only if c is capable of some activity a, and a positively regulates p. capable of positively regulating Inverse of 'causal agent in process' process has causal agent p directly positively regulates q iff p is immediately causally upstream of q, and p positively regulates q. directly positively regulates (process to process) directly positively regulates https://wiki.geneontology.org/Directly_positively_regulates p directly negatively regulates q iff p is immediately causally upstream of q, and p negatively regulates q. directly negatively regulates (process to process) directly negatively regulates https://wiki.geneontology.org/Directly_negatively_regulates a produces b if some process that occurs_in a has_output b, where a and b are material entities. Examples: hybridoma cell line produces monoclonal antibody reagent; chondroblast produces avascular GAG-rich matrix. Note that this definition doesn't quite distinguish the output of a transformation process from a production process, which is related to the identity/granularity issue. produces a produced_by b iff some process that occurs_in b has_output a. produced by Holds between an entity and an process P where the entity enables some larger compound process, and that larger process has-part P. 2018-01-25T23:20:13Z enables subfunction 2018-01-26T23:49:30Z acts upstream of or within, positive effect https://wiki.geneontology.org/Acts_upstream_of_or_within,_positive_effect 2018-01-26T23:49:51Z acts upstream of or within, negative effect https://wiki.geneontology.org/Acts_upstream_of_or_within,_negative_effect c 'acts upstream of, positive effect' p if c is enables f, and f is causally upstream of p, and the direction of f is positive 2018-01-26T23:53:14Z acts upstream of, positive effect https://wiki.geneontology.org/Acts_upstream_of,_positive_effect c 'acts upstream of, negative effect' p if c is enables f, and f is causally upstream of p, and the direction of f is negative 2018-01-26T23:53:22Z acts upstream of, negative effect https://wiki.geneontology.org/Acts_upstream_of,_negative_effect 2018-03-13T23:55:05Z causally upstream of or within, negative effect https://wiki.geneontology.org/Causally_upstream_of_or_within,_negative_effect 2018-03-13T23:55:19Z causally upstream of or within, positive effect The entity A has an activity that regulates an activity of the entity B. For example, A and B are gene products where the catalytic activity of A regulates the kinase activity of B. regulates activity of p is indirectly causally upstream of q iff p is causally upstream of q and there exists some process r such that p is causally upstream of r and r is causally upstream of q. 2022-09-26T06:07:17Z indirectly causally upstream of p indirectly regulates q iff p is indirectly causally upstream of q and p regulates q. 2022-09-26T06:08:01Z indirectly regulates q1 reciprocal_of q2 if and only if : q1 and q2 are relational qualities and a phenotype e q1 e2 mutually implies a phenotype e2 q2 e. There are frequently two ways to state the same thing: we can say 'spermatocyte lacks asters' or 'asters absent from spermatocyte'. In this case the quality is 'lacking all parts of type' - it is a (relational) quality of the spermatocyte, and it is with respect to instances of 'aster'. One of the popular requirements of PATO is that it continue to support 'absent', so we need to relate statements which use this quality to the 'lacking all parts of type' quality. reciprocal of q1 reciprocal_of q2 if and only if : q1 and q2 are relational qualities and a phenotype e q1 e2 mutually implies a phenotype e2 q2 e. https://orcid.org/0000-0002-6601-2165 A diagnostic testing device utilizes a specimen. X device utilizes material Y means X and Y are material entities, and X is capable of some process P that has input Y. A diagnostic testing device utilizes a specimen means that the diagnostic testing device is capable of an assay, and this assay a specimen as its input. See github ticket https://github.com/oborel/obo-relations/issues/497 2021-11-08T12:00:00Z utilizes device utilizes material A relationship that holds between a process and a characteristic in which process (P) regulates characteristic (C) iff: P results in the existence of C OR affects the intensity or magnitude of C. regulates characteristic A relationship that holds between a process and a characteristic in which process (P) positively regulates characteristic (C) iff: P results in an increase in the intensity or magnitude of C. positively regulates characteristic A relationship that holds between a process and a characteristic in which process (P) negatively regulates characteristic (C) iff: P results in a decrease in the intensity or magnitude of C. negatively regulates characteristic This property only applies to anatomical entities. 2024-10-29T09:55:07Z is anatomical entity chebi_ontology has_functional_parent false false has functional parent chebi_ontology has_parent_hydride false false has parent hydride chebi_ontology is_conjugate_acid_of true false is conjugate acid of chebi_ontology is_conjugate_base_of true false is conjugate base of chebi_ontology is_enantiomer_of true false is enantiomer of chebi_ontology is_substituent_group_from false false is substituent group from chebi_ontology is_tautomer_of true is tautomer of BFO:0000023 A realizable entity the manifestation of which brings about some result or end that is not essential to a continuant in virtue of the kind of thing that it is but that can be served or participated in by that kind of continuant in some kinds of natural, social or institutional contexts. role BFO:0000040 An independent continuant that is spatially extended whose identity is independent of that of other entities and can be maintained through time. Elucidation: An independent continuant that is spatially extended whose identity is independent of that of other entities and can be maintained through time. material entity CDNO:0000001 A material entity that is ingested and contributes to survival, growth and development dietary chemical component CDNO:0000002 Material which remains after the removal of water from plant matter. dry matter dry plant matter CDNO:0000003 Carbohydrates that are absorbed in the small intestine and provide carbohydrate for metabolism in monogastric animals. digestible carbohydrate available carbohydrate Carbohydrates that are absorbed in the small intestine and provide carbohydrate for metabolism in monogastric animals. CDNO:0000004 Available carbohydrate in monosaccharide and disaccharide form free sugar Available carbohydrate in monosaccharide and disaccharide form CDNO:0000005 A carbohydrate or associated lignin that resists hydrolytic digestion in the small intestine of humans and other monogastric species, with fermentative digestion in the large intestine dietary fibre A carbohydrate or associated lignin that resists hydrolytic digestion in the small intestine of humans and other monogastric species, with fermentative digestion in the large intestine CDNO:0000006 Dietary fibre which dissolves in water and is partially or completely fermented in the colon of monogastric animals by gut bacteria. water soluble dietary fibre soluble dietary fibre Dietary fibre which dissolves in water and is partially or completely fermented in the colon of monogastric animals by gut bacteria. CDNO:0000007 A portion of starch that cannot be digested by amylases in the small intestine resistant starch A portion of starch that cannot be digested by amylases in the small intestine CDNO:0000008 Dietary fibre which does not dissolve in water and is inert to digestive enzymes in the upper gastrointestinal tract of monogastric animals, with variable fermentability in the large bowel. water insoluble dietary fibre insoluble dietary fibre Dietary fibre which does not dissolve in water and is inert to digestive enzymes in the upper gastrointestinal tract of monogastric animals, with variable fermentability in the large bowel. CDNO:0000009 A protein that accumulates in developing seeds or grains. seed storage protein A protein that accumulates in developing seeds or grains. CDNO:0000011 A mineral nutrient that represents a major proportion of the minerals required in the diet macromineral macro element CDNO:0000012 Mineral nutrient that is present in a very low concentration within the diet micromineral trace element CDNO:0000013 A plant metabolite that is not essential for growth or division of plant cells. secondary metabolite plant secondary metabolite CDNO:0000014 An organic molecule that has a vitamin(role) This term can be assigned to CHEBI or any other ontology that claims it vitamin (molecular entity) CDNO:0000015 Calcium ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary calcium Calcium ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000016 Chlorine ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary chlorine Chlorine ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000017 Magnesium ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary magnesium Magnesium ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000018 Phosphorus ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary phosphorus Phosphorus ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000019 Potassium ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary potassium CDNO:0000020 Sodium ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary sodium CDNO:0000021 Sulfur ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary sulfur Sulfur ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000022 Chromium ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary chromium Chromium ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000023 Copper ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary copper Copper ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000024 Fluorine ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary fluorine Fluorine ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000025 Iodine ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary iodine Iodine ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000026 Iron ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary iron CDNO:0000027 Manganese ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary manganese Manganese ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000028 Molybdenum ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary molybdenum Molybdenum ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000029 Selenium ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary selenium Selenium ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts CDNO:0000030 Zinc ingested by an organism that contributes to the survival, growth, development, or other biological function of itself, its bionts, or its holobionts dietary zinc CDNO:0000031 A complex carbohydrate with various rheological properties that result in viscoelastic behavior gum A complex carbohydrate with various rheological properties that result in viscoelastic behavior CDNO:0000032 Fractions of dietary fibre calculated as the sum of water insoluble dietary fibre (IDF)(e.g. cellulose) and soluble dietary fibre that precipitates in the presence of 78% aqueous ethanol (SDFP). high molecular weight dietary fibre Fractions of dietary fibre calculated as the sum of water insoluble dietary fibre (IDF)(e.g. cellulose) and soluble dietary fibre that precipitates in the presence of 78% aqueous ethanol (SDFP). CDNO:0000033 Dietary fibre of degree of polymerization (DP) > 2 resistant to digestion and absorption in the human small intestine but that is partially or completely fermented by the large bowel microbiota. fermentable dietary fibre CDNO:0000034 Dietary fibre that resists degradation by the bacteria in the colon, resulting in limited action by the large bowel microbiota. non-fermentable dietary fibre CDNO:0000035 Soluble dietary fibre that dissolves in water to form semifluid solutions or a gel-like matrix, and exhibits high shear strength in aqueous solutions. viscous dietary fibre CDNO:0000036 Dietary fibre which has been isolated or synthesized and is added to the diet of humans or other monogastric species that has beneficial physiological effects. added dietary fibre Dietary fibre which has been isolated or synthesized and is added to the diet of humans or other monogastric species that has beneficial physiological effects. CDNO:0000037 Dietary fibre that is selectively utilized by host microorganisms conferring a health benefit. prebiotic dietary fibre Dietary fibre that is selectively utilized by host microorganisms conferring a health benefit. CDNO:0000038 Water soluble dietary fibre which precipitates in 78% aqueous ethanol. soluble dietary fibre precipitate (SDFP) Water soluble dietary fibre which precipitates in 78% aqueous ethanol. CDNO:0000039 Water soluble dietary fibre which remains soluble in 78% aqueous ethanol. soluble dietary fibre soluble (SDFS) Water soluble dietary fibre which remains soluble in 78% aqueous ethanol. CDNO:0000040 Dietary fibre oligomers of degree of polymerization (DP) > 2 which remain soluble in 78% aqueous ethanol and are not digested by enzymes of the human digestive tract. low molecular weight dietary fibre Dietary fibre oligomers of degree of polymerization (DP) > 2 which remain soluble in 78% aqueous ethanol and are not digested by enzymes of the human digestive tract. CDNO:0000041 A polysaccharide fraction of dietary fibre that excludes lignin and all starch. NSP, polysaccharide, non-starch non-starch polysaccharide A polysaccharide fraction of dietary fibre that excludes lignin and all starch. CDNO:0000042 A non-starch polysaccharide composed of cellulose or its derivatives. polysaccharide, cellulosic, non-starch cellulosic polysaccharide cellulosic polysaccharide A non-starch polysaccharide composed of cellulose or its derivatives. CDNO:0000043 A non-starch polysaccharide, other than cellulose, composed of chains of various types of monosaccharide units, that may be substituted with side chains and by various functional groups. non-cellulosic polysaccharide, polysaccharides, non-cellulosic non-starch non-cellulosic polysaccharide A non-starch polysaccharide, other than cellulose, composed of chains of various types of monosaccharide units, that may be substituted with side chains and by various functional groups. CDNO:0000044 A linear α-glucan composed of repeating α-1,4-linked maltotriose or maltotetraose subunits, connected by α-1,6-glycosidic bonds. pullulan A linear α-glucan composed of repeating α-1,4-linked maltotriose or maltotetraose subunits, connected by α-1,6-glycosidic bonds. CDNO:0000045 A cellulosic polysaccharide to which substituent groups have been added. modified cellulose A cellulosic polysaccharide to which substituent groups have been added. CDNO:0000046 A non-starch polysaccharide composed of chitin (β-1,4-poly-N-acetyl-D-glucosamine) and β-1,3-D-glucan, obtained from Aspergillus niger mycelial cell walls. Chitin-glucan complex, CGC, CG chitin-glucan A non-starch polysaccharide composed of chitin (β-1,4-poly-N-acetyl-D-glucosamine) and β-1,3-D-glucan, obtained from Aspergillus niger mycelial cell walls. CDNO:0000047 A dietary fiber consisting of 3-9 monomeric units not digested by enzymes of the human digestive tract and soluble in water. Oligosaccharide, nondigestible, Resistant Oligosaccharide nondigestible oligosaccharide A dietary fiber consisting of 3-9 monomeric units not digested by enzymes of the human digestive tract and soluble in water. CDNO:0000048 A fructan consisting primarily of β-(2,6)-linked fructose residues with β-(1,2)-branches graminan A fructan consisting primarily of β-(2,6)-linked fructose residues with β-(1,2)-branches CDNO:0000049 A polysaccharide primarily composed of a backbone containing α−1,4-D-galacturonic acid residues pectic polysaccharide A polysaccharide primarily composed of a backbone containing α−1,4-D-galacturonic acid residues CDNO:0000050 A highly water-soluble or water-dispersible polysaccharide that readily dissolves or disperses to form highly hydrated entities of colloidal (nanoscale) dimensions hydrocolloid polysaccharide-based hydrocolloid A highly water-soluble or water-dispersible polysaccharide that readily dissolves or disperses to form highly hydrated entities of colloidal (nanoscale) dimensions CDNO:0000051 resistant glucan CDNO:0000052 A nondigestible oligosaccharide composed of a backbone of β-(1→4)-linked d-xylopyranosyl residues partially substituted with arabinofuranosyl side chains. arabinoxylo-oligosaccharide arabinoxylan-oligosaccharide A nondigestible oligosaccharide composed of a backbone of β-(1→4)-linked d-xylopyranosyl residues partially substituted with arabinofuranosyl side chains. CDNO:0100001 Amylopectin which is derived from starch. amylopectin derived from starch CDNO:0100002 Amylose which is derived from starch. amylose derived from starch CDNO:0100003 Galacturonan which is derived from pectin. galacturonan derived from pectin CDNO:0100004 Rhamnogalacturonan which is derived from pectin. rhamnogalacturonan derived from pectin CDNO:0100005 Mannan which is derived from hemicellulose. Term has been declared redundant by the The Fiber Ontology Working Group mannan derived from hemicellulose true CDNO:0100006 Xylan which is derived from hemicellulose. Term has been declared redundant by the The Fiber Ontology Working Group xylan derived from hemicellulose true CDNO:0100007 Xyloglucan which is derived from hemicellulose. Term has been declared redundant by the The Fiber Ontology Working Group xyloglucan derived from hemicellulose true CDNO:0100008 Glucomannan which is derived from hemicellulose. Term has been declared redundant by the The Fiber Ontology Working Group glucomannan derived from hemicellulose true CDNO:0100009 Arabinoxylan which is derived from hemicellulose. Term has been declared redundant by the The Fiber Ontology Working Group arabinoxylan derived from hemicellulose true CDNO:0100010 Fructan which is derived from hemicellulose. fructan derived from hemicellulose CDNO:0100011 Arabinan which is derived from hemicellulose. arabinan derived from hemicellulose CDNO:0100012 Galactomannan which is derived from hemicellulose. galactomannan derived from hemicellulose CDNO:0100013 Galactan which is derived from hemicellulose. galactan derived from hemicellulose CDNO:0100014 Glucose which is derived from amylopectin derived from starch. glucose derived from amylopectin derived from starch CDNO:0100015 Glucose which is derived from amylose derived from starch. glucose derived from amylose derived from starch CDNO:0100016 Glucose which is derived from sucrose. glucose derived from sucrose CDNO:0100017 Fructose which is derived from sucrose. fructose derived from sucrose CDNO:0100018 Glucose which is derived from maltose. glucose derived from maltose CDNO:0100019 Galacturonic acid which is derived from galacturonan derived from pectin. galacturonic acid derived from galacturonan derived from pectin CDNO:0100020 Rhamnose which is derived from rhamnogalacturonan derived from pectin. rhamnose derived from rhamnogalacturonan derived from pectin CDNO:0100021 D-apiose which is derived from rhamnogalacturonan derived from pectin. D-apiose derived from rhamnogalacturonan derived from pectin CDNO:0100022 Galacturonic acid which is derived from rhamnogalacturonan derived from pectin. galacturonic acid derived from rhamnogalacturonan derived from pectin CDNO:0100023 Fucose which is derived from rhamnogalacturonan derived from pectin. fucose derived from rhamnogalacturonan derived from pectin CDNO:0100024 Xylose which is derived from rhamnogalacturonan derived from pectin. xylose derived from rhamnogalacturonan derived from pectin CDNO:0100025 Arabinose which is derived from rhamnogalacturonan derived from pectin. arabinose derived from rhamnogalacturonan derived from pectin CDNO:0100026 Galactose which is derived from rhamnogalacturonan derived from pectin. galactose derived from rhamnogalacturonan derived from pectin CDNO:0100027 Raffinose which is derived from raffinose family oligosaccharide. raffinose derived from raffinose family oligosaccharide CDNO:0100028 Galactose which is derived from raffinose derived from raffinose family oligosaccharide. galactose derived from raffinose derived from raffinose family oligosaccharide CDNO:0100029 Glucose which is derived from raffinose derived from raffinose family oligosaccharide. glucose derived from raffinose derived from raffinose family oligosaccharide CDNO:0100030 Fructose which is derived from raffinose derived from raffinose family oligosaccharide. fructose derived from raffinose derived from raffinose family oligosaccharide CDNO:0100031 Stachyose which is derived from raffinose family oligosaccharide. stachyose derived from raffinose family oligosaccharide CDNO:0100032 Galactose which is derived from stachyose derived from raffinose family oligosaccharide. galactose derived from stachyose derived from raffinose family oligosaccharide CDNO:0100033 Glucose which is derived from stachyose derived from raffinose family oligosaccharide. glucose derived from stachyose derived from raffinose family oligosaccharidee CDNO:0100034 Fructose which is derived from stachyose derived from raffinose family oligosaccharide. fructose derived from stachyose derived from raffinose family oligosaccharide CDNO:0100035 Verbascose which is derived from raffinose family oligosaccharide. verbascose derived from raffinose family oligosaccharide CDNO:0100036 Galactose which is derived from verbascose derived from raffinose family oligosaccharide. galactose derived from verbascose derived from raffinose family oligosaccharide CDNO:0100037 Glucose which is derived from verbascose derived from raffinose family oligosaccharide. glucose derived from verbascose derived from raffinose family oligosaccharide CDNO:0100038 Fructose which is derived from verbascose derived from raffinose family oligosaccharide. fructose derived from verbascose derived from raffinose family oligosaccharide CDNO:0100039 Glucose which is derived from amorphous cellulose. glucose derived from amorphous cellulose CDNO:0100040 Mannose which is derived from mannan derived from hemicellulose. mannose derived from mannan derived from hemicellulose CDNO:0100041 Glucose which is derived from xylan derived from hemicellulose. glucose derived from xylan derived from hemicellulose CDNO:0100042 Xylose which is derived from xylan derived from hemicellulose. xylose derived from xylan derived from hemicellulose CDNO:0100043 Glucose which is derived from xyloglucan derived from hemicellulose. glucose derived from xyloglucan derived from hemicellulose CDNO:0100044 Xylose which is derived from xyloglucan derived from hemicellulose. xylose derived from xyloglucan derived from hemicellulose CDNO:0100045 Glucose which is derived from glucomannan derived from hemicellulose. glucose derived from glucomannan derived from hemicellulose CDNO:0100046 Mannose which is derived from glucomannan derived from hemicellulose. mannose derived from glucomannan derived from hemicellulose CDNO:0100047 Arabinose which is derived from arabinoxylan derived from hemicellulose. arabinose derived from arabinoxylan derived from hemicellulose CDNO:0100048 Xylose which is derived from arabinoxylan derived from hemicellulose. xylose derived from arabinoxylan derived from hemicellulose CDNO:0100049 Inulin which is derived from fructan. inulin derived from fructan CDNO:0100050 Fructose which is derived from inulin derived from fructan. fructose derived from inulin derived from fructan CDNO:0100051 Amino acid which is derived from protein. amino acid derived from protein CDNO:0200001 The concentration of dietary chemical component when measured in some material entity. material entity dietary chemical component concentration concentration of dietary chemical component in material entity CDNO:0200002 The concentration of water when measured in some material entity. INFOODs:WATER USDA_fdc_id:1051 USDA_nutrient_nbr:255 material entity water concentration concentration of water in material entity CDNO:0200003 The concentration of dry plant matter when measured in some material entity. INFOODs:DM INFOODs:SOLID INFOODs:SOLO material entity dry plant matter concentration concentration of dry plant matter in material entity CDNO:0200004 The concentration of ash when measured in some material entity. INFOODs:ASH USDA_fdc_id:1007 USDA_nutrient_nbr:207 material entity ash concentration concentration of ash in material entity CDNO:0200005 The concentration of carbohydrate when measured in some material entity. USDA_fdc_id:1005 USDA_fdc_id:1050 USDA_fdc_id:1072 USDA_fdc_id:2039 USDA_nutrient_nbr:205 USDA_nutrient_nbr:205.2 USDA_nutrient_nbr:284 USDA_nutrient_nbr:956 material entity carbohydrate concentration concentration of carbohydrate in material entity CDNO:0200006 The concentration of polysaccharide when measured in some material entity. INFOODs:POLYSAC material entity polysaccharide concentration concentration of polysaccharide in material entity CDNO:0200007 The concentration of starch when measured in some material entity. INFOODs:STARCH INFOODs:STARCH- INFOODs:STARCHM USDA_fdc_id:1009 USDA_nutrient_nbr:209 material entity starch concentration concentration of starch in material entity CDNO:0200008 The concentration of pectin when measured in some material entity. INFOODs:PECT USDA_fdc_id:1017 USDA_nutrient_nbr:220 material entity pectin concentration concentration of pectin in material entity CDNO:0200009 The concentration of amorphous cellulose when measured in some material entity. INFOODs:CELLU USDA_fdc_id:1022 USDA_nutrient_nbr:225 material entity amorphous cellulose concentration concentration of amorphous cellulose in material entity CDNO:0200010 The concentration of hemicellulose when measured in some material entity. INFOODs:HEMCEL USDA_fdc_id:1021 USDA_nutrient_nbr:224 material entity hemicellulose concentration concentration of hemicellulose in material entity CDNO:0200011 The concentration of inulin when measured in some material entity. INFOODs:INULN USDA_fdc_id:1403 USDA_nutrient_nbr:806 material entity inulin concentration concentration of inulin in material entity CDNO:0200012 The concentration of monosaccharide when measured in some material entity. INFOODs:MNSAC material entity monosaccharide concentration concentration of monosaccharide in material entity CDNO:0200013 The concentration of glucose when measured in some material entity. INFOODs:GLUFB INFOODs:GLUS USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose concentration concentration of glucose in material entity CDNO:0200014 The concentration of fructose when measured in some material entity. INFOODs:FRUFB INFOODs:FRUS USDA_fdc_id:1012 USDA_nutrient_nbr:212 material entity fructose concentration concentration of fructose in material entity CDNO:0200015 The concentration of rhamnose when measured in some material entity. INFOODs:RHAFB INFOODs:RHAS material entity rhamnose concentration concentration of rhamnose in material entity CDNO:0200016 The concentration of D-apiose when measured in some material entity. material entity D-apiose concentration concentration of D-apiose in material entity CDNO:0200017 The concentration of galacturonic acid when measured in some material entity. INFOODs:GALAAC USDA_fdc_id:1034 USDA_nutrient_nbr:238 material entity galacturonic acid concentration concentration of galacturonic acid in material entity CDNO:0200018 The concentration of fucose when measured in some material entity. INFOODs:FUCOS material entity fucose concentration concentration of fucose in material entity CDNO:0200019 The concentration of xylose when measured in some material entity. INFOODs:XYLFB USDA_fdc_id:1074 USDA_nutrient_nbr:286 material entity xylose concentration concentration of xylose in material entity CDNO:0200020 The concentration of arabinose when measured in some material entity. INFOODs:ARAFB INFOODs:ARAS USDA_fdc_id:1073 USDA_nutrient_nbr:285 material entity arabinose concentration concentration of arabinose in material entity CDNO:0200021 The concentration of galactose when measured in some material entity. INFOODs:GALS USDA_fdc_id:1075 USDA_nutrient_nbr:287 material entity galactose concentration concentration of galactose in material entity CDNO:0200022 The concentration of mannose when measured in some material entity. INFOODs:MANFB INFOODs:MANS USDA_fdc_id:1399 USDA_nutrient_nbr:801 material entity mannose concentration concentration of mannose in material entity CDNO:0200023 The concentration of ribose when measured in some material entity. INFOODs:RIBS USDA_fdc_id:1081 USDA_nutrient_nbr:294 material entity ribose concentration concentration of ribose in material entity CDNO:0200024 The concentration of disaccharide when measured in some material entity. INFOODs:DISAC material entity disaccharide concentration concentration of disaccharide in material entity CDNO:0200025 The concentration of sucrose when measured in some material entity. INFOODs:SUCS USDA_fdc_id:1010 USDA_nutrient_nbr:210 material entity sucrose concentration concentration of sucrose in material entity CDNO:0200026 The concentration of trehalose when measured in some material entity. INFOODs:TRES material entity trehalose concentration concentration of trehalose in material entity CDNO:0200027 The concentration of maltose when measured in some material entity. INFOODs:MALS USDA_fdc_id:1014 USDA_nutrient_nbr:214 material entity maltose concentration concentration of maltose in material entity CDNO:0200028 The concentration of oligosaccharide when measured in some material entity. INFOODs:OLSAC INFOODs:OLSACM USDA_fdc_id:1069 USDA_fdc_id:2064 USDA_nutrient_nbr:281 material entity oligosaccharide concentration concentration of oligosaccharide in material entity CDNO:0200029 The concentration of raffinose family oligosaccharide when measured in some material entity. INFOODs:RAFS material entity raffinose family oligosaccharide concentration concentration of raffinose family oligosaccharide in material entity CDNO:0200030 The concentration of raffinose when measured in some material entity. INFOODs:RAFS USDA_fdc_id:1076 USDA_nutrient_nbr:288 material entity raffinose concentration concentration of raffinose in material entity CDNO:0200031 The concentration of stachyose when measured in some material entity. INFOODs:STAS INFOODs:STASM USDA_fdc_id:1077 USDA_nutrient_nbr:289 material entity stachyose concentration concentration of stachyose in material entity CDNO:0200032 The concentration of verbascose when measured in some material entity. INFOODs:VERS INFOODs:VERSM USDA_fdc_id:2063 material entity verbascose concentration concentration of verbascose in material entity CDNO:0200033 The concentration of available carbohydrate when measured in some material entity. INFOODs:CHOAVL INFOODs:CHOAVL- INFOODs:CHOAVLDF INFOODs:CHOAVLM INFOODs:CHOAVLO USDA_fdc_id:1005 USDA_nutrient_nbr:205 material entity available carbohydrate concentration concentration of available carbohydrate in material entity CDNO:0200034 The concentration of free sugar when measured in some material entity. INFOODs:SUGAR INFOODs:SUGAR- INFOODs:SUGARM USDA_fdc_id:1063 USDA_nutrient_nbr:269.3 material entity free sugar concentration concentration of free sugar in material entity CDNO:0200035 The concentration of dietary fibre when measured in some material entity. INFOODs:FIB- INFOODs:FIBC INFOODs:FIBDF INFOODs:FIBTGLC USDA_fdc_id:1079 USDA_fdc_id:2033 USDA_nutrient_nbr:291 USDA_nutrient_nbr:293 material entity dietary fibre concentration concentration of dietary fibre in material entity CDNO:0200036 The concentration of soluble dietary fibre when measured in some material entity. INFOODs:FIBGLCSSOL INFOODs:PSACNSS USDA_fdc_id:1082 USDA_fdc_id:2035 USDA_fdc_id:2036 USDA_fdc_id:2037 USDA_nutrient_nbr:293.2 USDA_nutrient_nbr:295 USDA_nutrient_nbr:953 USDA_nutrient_nbr:954 material entity soluble dietary fibre concentration concentration of soluble dietary fibre in material entity CDNO:0200037 The concentration of resistant starch when measured in some material entity. INFOODs:STARES INFOODs:STARES1 INFOODs:STARES2 INFOODs:STARES3 INFOODs:STARES4 USDA_fdc_id:1009 USDA_fdc_id:1071 USDA_nutrient_nbr:209 USDA_nutrient_nbr:283 material entity resistant starch concentration concentration of resistant starch in material entity CDNO:0200038 The concentration of insoluble dietary fibre when measured in some material entity. INFOODs:FIBC INFOODs:FIBGLCSINS INFOODs:FIBGLCSINSOL INFOODs:FIBINS INFOODs:FIBTGLCS USDA_fdc_id:1084 USDA_fdc_id:2034 USDA_nutrient_nbr:293.1 USDA_nutrient_nbr:297 material entity insoluble dietary fibre concentration concentration of insoluble dietary fibre in material entity CDNO:0200039 The concentration of fructan when measured in some material entity. INFOODs:FRUTN INFOODs:FRUTNM material entity fructan concentration concentration of fructan in material entity CDNO:0200040 The concentration of protein when measured in some material entity. INFOODs:PROT- USDA_fdc_id:1003 USDA_nutrient_nbr:203 material entity protein concentration concentration of protein in material entity CDNO:0200041 The concentration of seed storage protein when measured in some material entity. INFOODs:PROTA INFOODs:PROTPL USDA_fdc_id:1003 USDA_nutrient_nbr:203 material entity seed storage protein concentration concentration of seed storage protein in material entity CDNO:0200042 The concentration of albumin type when measured in some material entity. INFOODs:ALBU material entity albumin type concentration concentration of albumin type in material entity CDNO:0200043 The concentration of globulin type when measured in some material entity. INFOODs:GLOB material entity globulin type concentration concentration of globulin type in material entity CDNO:0200044 The concentration of prolamin when measured in some material entity. material entity prolamin concentration concentration of prolamin in material entity CDNO:0200045 The concentration of cruciferin when measured in some material entity. material entity cruciferin concentration concentration of cruciferin in material entity CDNO:0200046 The concentration of glutenin when measured in some material entity. INFOODs:GLUTN material entity glutenin concentration concentration of glutenin in material entity CDNO:0200047 The concentration of alanine when measured in some material entity. INFOODs:ALA USDA_fdc_id:1222 USDA_nutrient_nbr:513 material entity alanine concentration concentration of alanine in material entity CDNO:0200048 The concentration of arginine when measured in some material entity. INFOODs:ARG USDA_fdc_id:1220 USDA_nutrient_nbr:511 material entity arginine concentration concentration of arginine in material entity CDNO:0200049 The concentration of asparagine when measured in some material entity. INFOODs:ASN USDA_fdc_id:1231 USDA_nutrient_nbr:525 material entity asparagine concentration concentration of asparagine in material entity CDNO:0200050 The concentration of aspartic acid when measured in some material entity. INFOODs:ASP USDA_fdc_id:1223 USDA_nutrient_nbr:514 material entity aspartic acid concentration concentration of aspartic acid in material entity CDNO:0200051 The concentration of cysteine when measured in some material entity. INFOODs:CYSTE USDA_fdc_id:1216 USDA_fdc_id:1232 USDA_nutrient_nbr:507 USDA_nutrient_nbr:526 material entity cysteine concentration concentration of cysteine in material entity CDNO:0200052 The concentration of glutamic acid when measured in some material entity. INFOODs:GLU USDA_fdc_id:1224 USDA_nutrient_nbr:515 material entity glutamic acid concentration concentration of glutamic acid in material entity CDNO:0200053 The concentration of glutamine when measured in some material entity. INFOODs:GLN USDA_fdc_id:1233 USDA_nutrient_nbr:528 material entity glutamine concentration concentration of glutamine in material entity CDNO:0200054 The concentration of glycine when measured in some material entity. INFOODs:GLY USDA_fdc_id:1225 USDA_nutrient_nbr:516 material entity glycine concentration concentration of glycine in material entity CDNO:0200055 The concentration of histidine when measured in some material entity. INFOODs:HIS USDA_fdc_id:1221 USDA_nutrient_nbr:512 material entity histidine concentration concentration of histidine in material entity CDNO:0200056 The concentration of hydroxyproline when measured in some material entity. INFOODs:HYP USDA_fdc_id:1228 USDA_nutrient_nbr:521 material entity hydroxyproline concentration concentration of hydroxyproline in material entity CDNO:0200057 The concentration of isoleucine when measured in some material entity. INFOODs:ILE USDA_fdc_id:1212 USDA_nutrient_nbr:503 material entity isoleucine concentration concentration of isoleucine in material entity CDNO:0200058 The concentration of leucine when measured in some material entity. INFOODs:LEU USDA_fdc_id:1213 USDA_nutrient_nbr:504 material entity leucine concentration concentration of leucine in material entity CDNO:0200059 The concentration of lysine when measured in some material entity. INFOODs:LYS USDA_fdc_id:1214 USDA_nutrient_nbr:505 material entity lysine concentration concentration of lysine in material entity CDNO:0200060 The concentration of methionine when measured in some material entity. INFOODs:MET USDA_fdc_id:1215 USDA_nutrient_nbr:506 material entity methionine concentration concentration of methionine in material entity CDNO:0200061 The concentration of phenylalanine when measured in some material entity. INFOODs:PHE USDA_fdc_id:1217 USDA_nutrient_nbr:508 material entity phenylalanine concentration concentration of phenylalanine in material entity CDNO:0200062 The concentration of proline when measured in some material entity. INFOODs:PRO USDA_fdc_id:1226 USDA_nutrient_nbr:517 material entity proline concentration concentration of proline in material entity CDNO:0200063 The concentration of serine when measured in some material entity. INFOODs:SER USDA_fdc_id:1227 USDA_nutrient_nbr:518 material entity serine concentration concentration of serine in material entity CDNO:0200064 The concentration of threonine when measured in some material entity. INFOODs:THR USDA_fdc_id:1211 USDA_nutrient_nbr:502 material entity threonine concentration concentration of threonine in material entity CDNO:0200065 The concentration of tryptophan when measured in some material entity. INFOODs:TRP USDA_fdc_id:1210 USDA_nutrient_nbr:501 material entity tryptophan concentration concentration of tryptophan in material entity CDNO:0200066 The concentration of tyrosine when measured in some material entity. INFOODs:TYR USDA_fdc_id:1218 USDA_nutrient_nbr:509 material entity tyrosine concentration concentration of tyrosine in material entity CDNO:0200067 The concentration of valine when measured in some material entity. INFOODs:VAL USDA_fdc_id:1219 USDA_nutrient_nbr:510 material entity valine concentration concentration of valine in material entity CDNO:0200068 The concentration of lipid when measured in some material entity. INFOODs:FATPL USDA_fdc_id:1004 USDA_fdc_id:1085 USDA_fdc_id:2044 USDA_nutrient_nbr:204 USDA_nutrient_nbr:298 USDA_nutrient_nbr:950 material entity lipid concentration concentration of lipid in material entity CDNO:0200069 The concentration of diglyceride when measured in some material entity. INFOODs:DGLY material entity diglyceride concentration concentration of diglyceride in material entity CDNO:0200070 The concentration of cis-fatty acid when measured in some material entity. INFOODs:FACIS material entity cis-fatty acid concentration concentration of cis-fatty acid in material entity CDNO:0200071 The concentration of octanoic acid when measured in some material entity. material entity octanoic acid concentration concentration of octanoic acid in material entity CDNO:0200072 The concentration of pentadecanoic acid when measured in some material entity. material entity pentadecanoic acid concentration concentration of pentadecanoic acid in material entity CDNO:0200073 The concentration of tetracosanoic acid when measured in some material entity. material entity tetracosanoic acid concentration concentration of tetracosanoic acid in material entity CDNO:0200074 The concentration of dodecanoic acid when measured in some material entity. material entity dodecanoic acid concentration concentration of dodecanoic acid in material entity CDNO:0200075 The concentration of tetradecanoic acid when measured in some material entity. material entity tetradecanoic acid concentration concentration of tetradecanoic acid in material entity CDNO:0200076 The concentration of hexadecanoic acid when measured in some material entity. material entity hexadecanoic acid concentration concentration of hexadecanoic acid in material entity CDNO:0200077 The concentration of heptadecanoic acid when measured in some material entity. material entity heptadecanoic acid concentration concentration of heptadecanoic acid in material entity CDNO:0200078 The concentration of octadecanoic acid when measured in some material entity. material entity octadecanoic acid concentration concentration of octadecanoic acid in material entity CDNO:0200079 The concentration of icosanoic acid when measured in some material entity. material entity icosanoic acid concentration concentration of icosanoic acid in material entity CDNO:0200080 The concentration of docosanoic acid when measured in some material entity. material entity docosanoic acid concentration concentration of docosanoic acid in material entity CDNO:0200082 The concentration of propionic acid when measured in some material entity. INFOODs:PROPAC material entity propionic acid concentration concentration of propionic acid in material entity CDNO:0200083 The concentration of myristoleic acid when measured in some material entity. material entity myristoleic acid concentration concentration of myristoleic acid in material entity CDNO:0200084 The concentration of palmitoleic acid when measured in some material entity. material entity palmitoleic acid concentration concentration of palmitoleic acid in material entity CDNO:0200085 The concentration of oleic acid when measured in some material entity. material entity oleic acid concentration concentration of oleic acid in material entity CDNO:0200086 The concentration of palmitelaidic acid when measured in some material entity. material entity palmitelaidic acid concentration concentration of palmitelaidic acid in material entity CDNO:0200087 The concentration of elaidic acid when measured in some material entity. material entity elaidic acid concentration concentration of elaidic acid in material entity CDNO:0200088 The concentration of vaccenic acid when measured in some material entity. material entity vaccenic acid concentration concentration of vaccenic acid in material entity CDNO:0200089 The concentration of (11Z)-icos-11-enoic acid when measured in some material entity. material entity (11Z)-icos-11-enoic acid concentration concentration of (11Z)-icos-11-enoic acid in material entity CDNO:0200090 The concentration of erucic acid when measured in some material entity. material entity erucic acid concentration concentration of erucic acid in material entity CDNO:0200091 The concentration of (15Z)-tetracosenoic acid when measured in some material entity. material entity (15Z)-tetracosenoic acid concentration concentration of (15Z)-tetracosenoic acid in material entity CDNO:0200092 The concentration of ω−3 fatty acid when measured in some material entity. material entity ω−3 fatty acid concentration concentration of ω−3 fatty acid in material entity CDNO:0200093 The concentration of all-cis-octadeca-6,9,12,15-tetraenoic acid when measured in some material entity. material entity all-cis-octadeca-6,9,12,15-tetraenoic acid concentration concentration of all-cis-octadeca-6,9,12,15-tetraenoic acid in material entity CDNO:0200094 The concentration of all-cis-icosa-11,14,17-trienoic acid when measured in some material entity. material entity all-cis-icosa-11,14,17-trienoic acid concentration concentration of all-cis-icosa-11,14,17-trienoic acid in material entity CDNO:0200095 The concentration of eicosatetraenoic acid when measured in some material entity. material entity eicosatetraenoic acid concentration concentration of eicosatetraenoic acid in material entity CDNO:0200096 The concentration of 6Z,9Z,12Z,15Z,18Z,21Z-tetracosahexaenoic acid when measured in some material entity. material entity 6Z,9Z,12Z,15Z,18Z,21Z-tetracosahexaenoic acid concentration concentration of 6Z,9Z,12Z,15Z,18Z,21Z-tetracosahexaenoic acid in material entity CDNO:0200097 The concentration of α-linolenic acid when measured in some material entity. material entity α-linolenic acid concentration concentration of α-linolenic acid in material entity CDNO:0200098 The concentration of icosapentaenoic acid when measured in some material entity. material entity icosapentaenoic acid concentration concentration of icosapentaenoic acid in material entity CDNO:0200099 The concentration of docosapentaenoic acid when measured in some material entity. material entity docosapentaenoic acid concentration concentration of docosapentaenoic acid in material entity CDNO:0200100 The concentration of docosahexaenoic acid when measured in some material entity. material entity docosahexaenoic acid concentration concentration of docosahexaenoic acid in material entity CDNO:0200101 The concentration of 9-hydroxy-5E,7Z,11Z,14Z-eicosatetraenoic acid when measured in some material entity. material entity 9-hydroxy-5E,7Z,11Z,14Z-eicosatetraenoic acid concentration concentration of 9-hydroxy-5E,7Z,11Z,14Z-eicosatetraenoic acid in material entity CDNO:0200102 The concentration of linolenic acid when measured in some material entity. material entity linolenic acid concentration concentration of linolenic acid in material entity CDNO:0200103 The concentration of ω−6 fatty acid when measured in some material entity. material entity ω−6 fatty acid concentration concentration of ω−6 fatty acid in material entity CDNO:0200104 The concentration of linoleic acid when measured in some material entity. material entity linoleic acid concentration concentration of linoleic acid in material entity CDNO:0200105 The concentration of all-cis-icosa-8,11,14-trienoic acid when measured in some material entity. material entity all-cis-icosa-8,11,14-trienoic acid concentration concentration of all-cis-icosa-8,11,14-trienoic acid in material entity CDNO:0200106 The concentration of γ-linolenic acid when measured in some material entity. material entity γ-linolenic acid concentration concentration of γ-linolenic acid in material entity CDNO:0200107 The concentration of icosadienoic acid when measured in some material entity. material entity icosadienoic acid concentration concentration of icosadienoic acid in material entity CDNO:0200108 The concentration of arachidonic acid when measured in some material entity. material entity arachidonic acid concentration concentration of arachidonic acid in material entity CDNO:0200109 The concentration of docosadienoic acid when measured in some material entity. material entity docosadienoic acid concentration concentration of docosadienoic acid in material entity CDNO:0200110 The concentration of 7,10,13,16-docosatetraenoic acid when measured in some material entity. material entity 7,10,13,16-docosatetraenoic acid concentration concentration of 7,10,13,16-docosatetraenoic acid in material entity CDNO:0200111 The concentration of trans-fatty acid when measured in some material entity. INFOODs:FATRN USDA_fdc_id:1257 USDA_nutrient_nbr:605 material entity trans-fatty acid concentration concentration of trans-fatty acid in material entity CDNO:0200112 The concentration of capsaicin when measured in some material entity. INFOODs:CAPSA material entity capsaicin concentration concentration of capsaicin in material entity CDNO:0200113 The concentration of phospholipid when measured in some material entity. INFOODs:PHOLIP USDA_fdc_id:1255 USDA_nutrient_nbr:603 material entity phospholipid concentration concentration of phospholipid in material entity CDNO:0200114 The concentration of phosphatidylcholine when measured in some material entity. INFOODs:CHLNP material entity phosphatidylcholine concentration concentration of phosphatidylcholine in material entity CDNO:0200115 The concentration of phosphatidylethanolamine when measured in some material entity. INFOODs:PHOETHN material entity phosphatidylethanolamine concentration concentration of phosphatidylethanolamine in material entity CDNO:0200116 The concentration of phosphatidyl-L-serine when measured in some material entity. INFOODs:PHOSER material entity phosphatidyl-L-serine concentration concentration of phosphatidyl-L-serine in material entity CDNO:0200117 The concentration of phosphatidylinositol when measured in some material entity. INFOODs:PHOINOTL material entity phosphatidylinositol concentration concentration of phosphatidylinositol in material entity CDNO:0200118 The concentration of lysophosphatidylcholine when measured in some material entity. material entity lysophosphatidylcholine concentration concentration of lysophosphatidylcholine in material entity CDNO:0200119 The concentration of glycolipid when measured in some material entity. INFOODs:GLYLIP USDA_fdc_id:1256 USDA_nutrient_nbr:604 material entity glycolipid concentration concentration of glycolipid in material entity CDNO:0200120 The concentration of glycoglycerolipid when measured in some material entity. material entity glycoglycerolipid concentration concentration of glycoglycerolipid in material entity CDNO:0200121 The concentration of sterol when measured in some material entity. INFOODs:STEOTH INFOODs:STERFRE INFOODs:STERT material entity sterol concentration concentration of sterol in material entity CDNO:0200122 The concentration of campestanol when measured in some material entity. USDA_fdc_id:1289 USDA_nutrient_nbr:642 material entity campestanol concentration concentration of campestanol in material entity CDNO:0200123 The concentration of cholesterol when measured in some material entity. INFOODs:CHOLEST USDA_fdc_id:1253 USDA_nutrient_nbr:601 material entity cholesterol concentration concentration of cholesterol in material entity CDNO:0200124 The concentration of lupeol when measured in some material entity. material entity lupeol concentration concentration of lupeol in material entity CDNO:0200125 The concentration of phytosterols when measured in some material entity. INFOODs:PHYSTR USDA_fdc_id:1283 USDA_nutrient_nbr:636 material entity phytosterols concentration concentration of phytosterols in material entity CDNO:0200126 The concentration of avenasterol when measured in some material entity. INFOODs:AVEDT material entity avenasterol concentration concentration of avenasterol in material entity CDNO:0200127 The concentration of isofucosterol when measured in some material entity. INFOODs:AVED5 USDA_fdc_id:1296 USDA_nutrient_nbr:649 material entity isofucosterol concentration concentration of isofucosterol in material entity CDNO:0200128 The concentration of delta7-avenasterol when measured in some material entity. INFOODs:AVED7 USDA_fdc_id:1295 USDA_nutrient_nbr:648 material entity delta7-avenasterol concentration concentration of delta7-avenasterol in material entity CDNO:0200129 The concentration of brassicasterol when measured in some material entity. INFOODs:BRASTR USDA_fdc_id:1287 USDA_nutrient_nbr:640 material entity brassicasterol concentration concentration of brassicasterol in material entity CDNO:0200130 The concentration of campesterol when measured in some material entity. INFOODs:CAMT USDA_fdc_id:1286 USDA_nutrient_nbr:639 material entity campesterol concentration concentration of campesterol in material entity CDNO:0200131 The concentration of ergosterol when measured in some material entity. INFOODs:ERGSTR USDA_fdc_id:1284 USDA_nutrient_nbr:637 material entity ergosterol concentration concentration of ergosterol in material entity CDNO:0200132 The concentration of sitosterol when measured in some material entity. INFOODs:SITSTR material entity sitosterol concentration concentration of sitosterol in material entity CDNO:0200133 The concentration of stigmastanol when measured in some material entity. material entity stigmastanol concentration concentration of stigmastanol in material entity CDNO:0200134 The concentration of stigmasterol when measured in some material entity. INFOODs:STGSTR USDA_fdc_id:1285 USDA_nutrient_nbr:638 material entity stigmasterol concentration concentration of stigmasterol in material entity CDNO:0200135 The concentration of delta7-stigmasterol when measured in some material entity. INFOODs:STID7 material entity delta7-stigmasterol concentration concentration of delta7-stigmasterol in material entity CDNO:0200136 The concentration of mineral nutrient when measured in some material entity. USDA_fdc_id:2043 USDA_nutrient_nbr:300 material entity mineral nutrient concentration concentration of mineral nutrient in material entity CDNO:0200137 The concentration of macro element when measured in some material entity. material entity macro element concentration concentration of macro element in material entity CDNO:0200138 The concentration of calcium(2+) when measured in some material entity. INFOODs:CA USDA_fdc_id:1087 USDA_nutrient_nbr:301 material entity calcium(2+) concentration concentration of calcium(2+) in material entity CDNO:0200139 The concentration of chloride when measured in some material entity. INFOODs:CLD material entity chloride concentration concentration of chloride in material entity CDNO:0200140 The concentration of magnesium(2+) when measured in some material entity. material entity magnesium(2+) concentration concentration of magnesium(2+) in material entity CDNO:0200141 The concentration of nitrogen atom when measured in some material entity. INFOODs:NAM INFOODs:NT USDA_fdc_id:1002 USDA_nutrient_nbr:202 material entity nitrogen atom concentration concentration of nitrogen atom in material entity CDNO:0200142 The concentration of phosphide(3−) when measured in some material entity. material entity phosphide(3−) concentration concentration of phosphide(3−) in material entity CDNO:0200143 The concentration of potassium(1+) when measured in some material entity. INFOODs:K USDA_fdc_id:1092 USDA_nutrient_nbr:306 material entity potassium(1+) concentration concentration of potassium(1+) in material entity CDNO:0200144 The concentration of sodium(1+) when measured in some material entity. INFOODs:NA USDA_fdc_id:1093 USDA_nutrient_nbr:307 material entity sodium(1+) concentration concentration of sodium(1+) in material entity CDNO:0200145 The concentration of sulfide(2−) when measured in some material entity. INFOODs:S USDA_fdc_id:1094 USDA_nutrient_nbr:308 material entity sulfide(2−) concentration concentration of sulfide(2−) in material entity CDNO:0200146 The concentration of trace element when measured in some material entity. material entity trace element concentration concentration of trace element in material entity CDNO:0200147 The concentration of aluminium(3+) when measured in some material entity. INFOODs:AL USDA_fdc_id:1132 USDA_nutrient_nbr:348 material entity aluminium(3+) concentration concentration of aluminium(3+) in material entity CDNO:0200148 The concentration of antimony(3+) when measured in some material entity. INFOODs:SB USDA_fdc_id:1133 USDA_nutrient_nbr:349 material entity antimony(3+) concentration concentration of antimony(3+) in material entity CDNO:0200149 The concentration of arsenic(3+) when measured in some material entity. INFOODs:AS USDA_fdc_id:1134 USDA_nutrient_nbr:350 material entity arsenic(3+) concentration concentration of arsenic(3+) in material entity CDNO:0200150 The concentration of boron(3+) when measured in some material entity. INFOODs:B USDA_fdc_id:1137 USDA_nutrient_nbr:354 material entity boron(3+) concentration concentration of boron(3+) in material entity CDNO:0200151 The concentration of cadmium(2+) when measured in some material entity. INFOODs:CD USDA_fdc_id:1139 USDA_nutrient_nbr:356 material entity cadmium(2+) concentration concentration of cadmium(2+) in material entity CDNO:0200152 The concentration of chromium(2+) when measured in some material entity. INFOODs:CR USDA_fdc_id:1096 USDA_nutrient_nbr:310 material entity chromium(2+) concentration concentration of chromium(2+) in material entity CDNO:0200153 The concentration of cobalt(2+) when measured in some material entity. INFOODs:CO USDA_fdc_id:1097 USDA_nutrient_nbr:311 material entity cobalt(2+) concentration concentration of cobalt(2+) in material entity CDNO:0200154 The concentration of copper(2+) when measured in some material entity. INFOODs:CU USDA_fdc_id:1098 USDA_nutrient_nbr:312 material entity copper(2+) concentration concentration of copper(2+) in material entity CDNO:0200155 The concentration of fluoride when measured in some material entity. INFOODs:FD USDA_fdc_id:1099 USDA_nutrient_nbr:313 material entity fluoride concentration concentration of fluoride in material entity CDNO:0200156 The concentration of iodide when measured in some material entity. INFOODs:ID USDA_fdc_id:1100 USDA_nutrient_nbr:314 material entity iodide concentration concentration of iodide in material entity CDNO:0200157 The concentration of iron(2+) when measured in some material entity. INFOODs:FE USDA_fdc_id:1089 USDA_nutrient_nbr:303 material entity iron(2+) concentration concentration of iron(2+) in material entity CDNO:0200158 The concentration of lead(2+) when measured in some material entity. INFOODs:PB USDA_fdc_id:1143 USDA_nutrient_nbr:367 material entity lead(2+) concentration concentration of lead(2+) in material entity CDNO:0200159 The concentration of lithium(1+) when measured in some material entity. INFOODs:LI USDA_fdc_id:1144 USDA_nutrient_nbr:368 material entity lithium(1+) concentration concentration of lithium(1+) in material entity CDNO:0200160 The concentration of manganese atom when measured in some material entity. INFOODs:MN USDA_fdc_id:1101 USDA_nutrient_nbr:315 material entity manganese atom concentration concentration of manganese atom in material entity CDNO:0200161 The concentration of mercury(2+) when measured in some material entity. INFOODs:HG USDA_fdc_id:1145 USDA_nutrient_nbr:370 material entity mercury(2+) concentration concentration of mercury(2+) in material entity CDNO:0200162 The concentration of molybdenum(4+) when measured in some material entity. INFOODs:MO USDA_fdc_id:1102 USDA_nutrient_nbr:316 material entity molybdenum(4+) concentration concentration of molybdenum(4+) in material entity CDNO:0200163 The concentration of nickel(2+) when measured in some material entity. INFOODs:NI USDA_fdc_id:1146 USDA_nutrient_nbr:371 material entity nickel(2+) concentration concentration of nickel(2+) in material entity CDNO:0200164 The concentration of rubidium(1+) when measured in some material entity. INFOODs:RB USDA_fdc_id:1147 USDA_nutrient_nbr:373 material entity rubidium(1+) concentration concentration of rubidium(1+) in material entity CDNO:0200165 The concentration of selenium(2+) when measured in some material entity. INFOODs:SE USDA_fdc_id:1103 USDA_nutrient_nbr:317 material entity selenium(2+) concentration concentration of selenium(2+) in material entity CDNO:0200166 The concentration of strontium(2+) when measured in some material entity. INFOODs:SR USDA_fdc_id:1152 USDA_nutrient_nbr:380 material entity strontium(2+) concentration concentration of strontium(2+) in material entity CDNO:0200167 The concentration of tin(2+) when measured in some material entity. INFOODs:SN USDA_fdc_id:1153 USDA_nutrient_nbr:385 material entity tin(2+) concentration concentration of tin(2+) in material entity CDNO:0200168 The concentration of titanium(3+) when measured in some material entity. INFOODs:TI USDA_fdc_id:1154 USDA_nutrient_nbr:386 material entity titanium(3+) concentration concentration of titanium(3+) in material entity CDNO:0200169 The concentration of vanadium(2+) when measured in some material entity. INFOODs:V USDA_fdc_id:1155 USDA_nutrient_nbr:389 material entity vanadium(2+) concentration concentration of vanadium(2+) in material entity CDNO:0200170 The concentration of zinc(2+) when measured in some material entity. INFOODs:ZN USDA_fdc_id:1095 USDA_nutrient_nbr:309 material entity zinc(2+) concentration concentration of zinc(2+) in material entity CDNO:0200171 The concentration of barium(2+) when measured in some material entity. INFOODs:BA USDA_fdc_id:1135 USDA_nutrient_nbr:351 material entity barium(2+) concentration concentration of barium(2+) in material entity CDNO:0200172 The concentration of caesium(1+) when measured in some material entity. INFOODs:CS material entity caesium(1+) concentration concentration of caesium(1+) in material entity CDNO:0200173 The concentration of bismuth(3+) when measured in some material entity. INFOODs:BI material entity bismuth(3+) concentration concentration of bismuth(3+) in material entity CDNO:0200174 The concentration of lanthanum(2+) when measured in some material entity. INFOODs:LA material entity lanthanum(2+) concentration concentration of lanthanum(2+) in material entity CDNO:0200175 The concentration of salt when measured in some material entity. INFOODs:NACL USDA_fdc_id:1149 USDA_nutrient_nbr:375 material entity salt concentration concentration of salt in material entity CDNO:0200176 The concentration of sodium chloride when measured in some material entity. material entity sodium chloride concentration concentration of sodium chloride in material entity CDNO:0200177 The concentration of inorganic nitrate salt when measured in some material entity. INFOODs:NITRA INFOODs:NITRI material entity inorganic nitrate salt concentration concentration of inorganic nitrate salt in material entity CDNO:0200178 The concentration of bromide when measured in some material entity. INFOODs:BRD USDA_fdc_id:1138 USDA_nutrient_nbr:355 material entity bromide concentration concentration of bromide in material entity CDNO:0200179 The concentration of vitamin (molecular entity) when measured in some material entity. USDA_fdc_id:2046 USDA_nutrient_nbr:952 material entity vitamin (molecular entity) concentration concentration of vitamin (molecular entity) in material entity CDNO:0200181 The concentration of 5-formyltetrahydrofolic acid when measured in some material entity. USDA_fdc_id:1192 USDA_nutrient_nbr:437 material entity 5-formyltetrahydrofolic acid concentration concentration of 5-formyltetrahydrofolic acid in material entity CDNO:0200182 The concentration of B vitamin when measured in some material entity. material entity B vitamin concentration concentration of B vitamin in material entity CDNO:0200183 The concentration of (6R)-5,10-methenyltetrahydrofolate when measured in some material entity. material entity (6R)-5,10-methenyltetrahydrofolate concentration concentration of (6R)-5,10-methenyltetrahydrofolate in material entity CDNO:0200184 The concentration of vitamin B1 when measured in some material entity. INFOODs:THIA- USDA_fdc_id:1165 USDA_nutrient_nbr:404 material entity vitamin B1 concentration concentration of vitamin B1 in material entity CDNO:0200185 The concentration of riboflavin when measured in some material entity. INFOODs:RIBF USDA_fdc_id:1166 USDA_nutrient_nbr:405 material entity riboflavin concentration concentration of riboflavin in material entity CDNO:0200186 The concentration of nicotinic acid when measured in some material entity. INFOODs:NIA- USDA_fdc_id:1167 USDA_nutrient_nbr:406 material entity nicotinic acid concentration concentration of nicotinic acid in material entity CDNO:0200187 The concentration of (R)-pantothenic acid when measured in some material entity. INFOODs:PANTAC USDA_fdc_id:1170 USDA_nutrient_nbr:410 material entity (R)-pantothenic acid concentration concentration of (R)-pantothenic acid in material entity CDNO:0200188 The concentration of pyridoxine when measured in some material entity. INFOODs:PYRXN USDA_fdc_id:1171 USDA_nutrient_nbr:411 material entity pyridoxine concentration concentration of pyridoxine in material entity CDNO:0200189 The concentration of biotin when measured in some material entity. INFOODs:BIOT USDA_fdc_id:1176 USDA_nutrient_nbr:416 material entity biotin concentration concentration of biotin in material entity CDNO:0200190 The concentration of folic acid when measured in some material entity. INFOODs:FOLAC USDA_fdc_id:1186 USDA_nutrient_nbr:431 material entity folic acid concentration concentration of folic acid in material entity CDNO:0200191 The concentration of cyanocob(III)alamin when measured in some material entity. material entity cyanocob(III)alamin concentration concentration of cyanocob(III)alamin in material entity CDNO:0200192 The concentration of vitamin C when measured in some material entity. INFOODs:VITC INFOODs:VITC- USDA_fdc_id:1162 USDA_nutrient_nbr:401 material entity vitamin C concentration concentration of vitamin C in material entity CDNO:0200193 The concentration of L-ascorbic acid when measured in some material entity. INFOODs:ASCL USDA_fdc_id:1162 USDA_nutrient_nbr:401 material entity L-ascorbic acid concentration concentration of L-ascorbic acid in material entity CDNO:0200195 The concentration of vitamin A when measured in some material entity. INFOODs:VITA INFOODs:VITA- INFOODs:VITAA USDA_fdc_id:1104 USDA_fdc_id:1106 USDA_fdc_id:1156 USDA_fdc_id:2067 USDA_nutrient_nbr:318 USDA_nutrient_nbr:320 USDA_nutrient_nbr:392 USDA_nutrient_nbr:960 material entity vitamin A concentration concentration of vitamin A in material entity CDNO:0200196 The concentration of carotenoid when measured in some material entity. INFOODs:CARTOID material entity carotenoid concentration concentration of carotenoid in material entity CDNO:0200197 The concentration of α-carotene when measured in some material entity. INFOODs:CARTA USDA_fdc_id:1108 USDA_nutrient_nbr:322 material entity α-carotene concentration concentration of α-carotene in material entity CDNO:0200198 The concentration of β-carotene when measured in some material entity. INFOODs:CARTB USDA_fdc_id:1107 USDA_nutrient_nbr:321 material entity β-carotene concentration concentration of β-carotene in material entity CDNO:0200199 The concentration of 4-hydroxy-all-trans-β-carotene when measured in some material entity. INFOODs:CARTB USDA_fdc_id:2028 USDA_nutrient_nbr:321.2 material entity 4-hydroxy-all-trans-β-carotene concentration concentration of 4-hydroxy-all-trans-β-carotene in material entity CDNO:0200200 The concentration of 9-cis-β-carotene when measured in some material entity. INFOODs:CARTBCIS USDA_fdc_id:1159 USDA_nutrient_nbr:321.1 material entity 9-cis-β-carotene concentration concentration of 9-cis-β-carotene in material entity CDNO:0200201 The concentration of vitamin D when measured in some material entity. INFOODs:VITD INFOODs:VITD- USDA_fdc_id:1110 USDA_fdc_id:1114 USDA_nutrient_nbr:324 USDA_nutrient_nbr:328 material entity vitamin D concentration concentration of vitamin D in material entity CDNO:0200202 The concentration of calcidiol when measured in some material entity. USDA_fdc_id:1113 USDA_nutrient_nbr:327 material entity calcidiol concentration concentration of calcidiol in material entity CDNO:0200203 The concentration of vitamin E when measured in some material entity. INFOODs:VITE INFOODs:VITE- INFOODs:VITEA USDA_fdc_id:1124 USDA_fdc_id:1158 USDA_fdc_id:2068 USDA_nutrient_nbr:340 USDA_nutrient_nbr:394 USDA_nutrient_nbr:959 material entity vitamin E concentration concentration of vitamin E in material entity CDNO:0200204 The concentration of tocopherol when measured in some material entity. INFOODs:TOCPHT USDA_fdc_id:2055 material entity tocopherol concentration concentration of tocopherol in material entity CDNO:0200205 The concentration of α-tocopherol when measured in some material entity. INFOODs:TOCPHA USDA_fdc_id:1109 USDA_nutrient_nbr:323 material entity α-tocopherol concentration concentration of α-tocopherol in material entity CDNO:0200206 The concentration of β-tocopherol when measured in some material entity. INFOODs:TOCPHB USDA_fdc_id:1125 USDA_nutrient_nbr:341 material entity β-tocopherol concentration concentration of β-tocopherol in material entity CDNO:0200207 The concentration of γ-tocopherol when measured in some material entity. INFOODs:TOCPHG USDA_fdc_id:1126 USDA_nutrient_nbr:342 material entity γ-tocopherol concentration concentration of γ-tocopherol in material entity CDNO:0200208 The concentration of δ-tocopherol when measured in some material entity. INFOODs:TOCPHD USDA_fdc_id:1127 USDA_nutrient_nbr:343 material entity δ-tocopherol concentration concentration of δ-tocopherol in material entity CDNO:0200209 The concentration of tocotrienol when measured in some material entity. INFOODs:TOCTRT USDA_fdc_id:2054 material entity tocotrienol concentration concentration of tocotrienol in material entity CDNO:0200210 The concentration of α-tocotrienol when measured in some material entity. INFOODs:TOCTRA USDA_fdc_id:1128 USDA_nutrient_nbr:344 material entity α-tocotrienol concentration concentration of α-tocotrienol in material entity CDNO:0200211 The concentration of β-tocotrienol when measured in some material entity. INFOODs:TOCTRB USDA_fdc_id:1129 USDA_nutrient_nbr:345 material entity β-tocotrienol concentration concentration of β-tocotrienol in material entity CDNO:0200212 The concentration of γ-tocotrienol when measured in some material entity. INFOODs:TOCTRG USDA_fdc_id:1130 USDA_nutrient_nbr:346 material entity γ-tocotrienol concentration concentration of γ-tocotrienol in material entity CDNO:0200213 The concentration of δ-tocotrienol when measured in some material entity. INFOODs:TOCTRD USDA_fdc_id:1131 USDA_nutrient_nbr:347 material entity δ-tocotrienol concentration concentration of δ-tocotrienol in material entity CDNO:0200214 The concentration of vitamin K when measured in some material entity. INFOODs:VITK USDA_fdc_id:1183 USDA_fdc_id:1184 USDA_nutrient_nbr:428 USDA_nutrient_nbr:429 material entity vitamin K concentration concentration of vitamin K in material entity CDNO:0200215 The concentration of plant secondary metabolite when measured in some material entity. material entity plant secondary metabolite concentration concentration of plant secondary metabolite in material entity CDNO:0200216 The concentration of alkaloid when measured in some material entity. material entity alkaloid concentration concentration of alkaloid in material entity CDNO:0200217 The concentration of caffeine when measured in some material entity. INFOODs:CAFFN USDA_fdc_id:1057 USDA_nutrient_nbr:262 material entity caffeine concentration concentration of caffeine in material entity CDNO:0200218 The concentration of mescaline when measured in some material entity. material entity mescaline concentration concentration of mescaline in material entity CDNO:0200219 The concentration of theobromine when measured in some material entity. INFOODs:THEBRN USDA_fdc_id:1058 USDA_nutrient_nbr:263 material entity theobromine concentration concentration of theobromine in material entity CDNO:0200220 The concentration of phenols when measured in some material entity. material entity phenols concentration concentration of phenols in material entity CDNO:0200221 The concentration of polyphenol when measured in some material entity. INFOODs:POLYPHENT USDA_fdc_id:1209 USDA_nutrient_nbr:470 material entity polyphenol concentration concentration of polyphenol in material entity CDNO:0200222 The concentration of tannin when measured in some material entity. INFOODs:TAN material entity tannin concentration concentration of tannin in material entity CDNO:0200223 The concentration of chlorogenic acid when measured in some material entity. INFOODs:CHLRAC USDA_fdc_id:1030 USDA_nutrient_nbr:234 material entity chlorogenic acid concentration concentration of chlorogenic acid in material entity CDNO:0200224 The concentration of proanthocyanidin when measured in some material entity. INFOODs:PAPOLY INFOODs:TAN material entity proanthocyanidin concentration concentration of proanthocyanidin in material entity CDNO:0200225 The concentration of hydrolysable tannin when measured in some material entity. INFOODs:TAN material entity hydrolysable tannin concentration concentration of hydrolysable tannin in material entity CDNO:0200226 The concentration of ellagitannin when measured in some material entity. INFOODs:ELLAC material entity ellagitannin concentration concentration of ellagitannin in material entity CDNO:0200227 The concentration of gallotannin when measured in some material entity. material entity gallotannin concentration concentration of gallotannin in material entity CDNO:0200228 The concentration of phlorotannin when measured in some material entity. material entity phlorotannin concentration concentration of phlorotannin in material entity CDNO:0200229 The concentration of catechol when measured in some material entity. material entity catechol concentration concentration of catechol in material entity CDNO:0200230 The concentration of phloroglucinol when measured in some material entity. material entity phloroglucinol concentration concentration of phloroglucinol in material entity CDNO:0200231 The concentration of (−)-epigallocatechin 3-gallate when measured in some material entity. INFOODs:EPICATEGC USDA_fdc_id:1368 USDA_nutrient_nbr:753 material entity (−)-epigallocatechin 3-gallate concentration concentration of (−)-epigallocatechin 3-gallate in material entity CDNO:0200232 The concentration of phenolic acid when measured in some material entity. USDA_fdc_id:1208 USDA_nutrient_nbr:469 material entity phenolic acid concentration concentration of phenolic acid in material entity CDNO:0200233 The concentration of gallic acid when measured in some material entity. INFOODs:GALLAC USDA_fdc_id:1035 USDA_nutrient_nbr:239 material entity gallic acid concentration concentration of gallic acid in material entity CDNO:0200234 The concentration of hydroxybenzoic acid when measured in some material entity. material entity hydroxybenzoic acid concentration concentration of hydroxybenzoic acid in material entity CDNO:0200235 The concentration of salicylic acid when measured in some material entity. INFOODs:SALAC USDA_fdc_id:1045 USDA_nutrient_nbr:249 material entity salicylic acid concentration concentration of salicylic acid in material entity CDNO:0200236 The concentration of hydroquinone O-β-D-glucopyranoside when measured in some material entity. material entity hydroquinone O-β-D-glucopyranoside concentration concentration of hydroquinone O-β-D-glucopyranoside in material entity CDNO:0200237 The concentration of vanillic acid when measured in some material entity. INFOODs:VANAC USDA_fdc_id:1207 USDA_nutrient_nbr:467 material entity vanillic acid concentration concentration of vanillic acid in material entity CDNO:0200238 The concentration of syringic acid when measured in some material entity. INFOODs:SYRAC material entity syringic acid concentration concentration of syringic acid in material entity CDNO:0200239 The concentration of methyl ketone when measured in some material entity. material entity methyl ketone concentration concentration of methyl ketone in material entity CDNO:0200240 The concentration of acetophenone when measured in some material entity. material entity acetophenone concentration concentration of acetophenone in material entity CDNO:0200241 The concentration of phenylacetic acid when measured in some material entity. material entity phenylacetic acid concentration concentration of phenylacetic acid in material entity CDNO:0200242 The concentration of hydroxycinnamic acid when measured in some material entity. material entity hydroxycinnamic acid concentration concentration of hydroxycinnamic acid in material entity CDNO:0200243 The concentration of caffeic acid when measured in some material entity. INFOODs:CAFFAC USDA_fdc_id:1201 USDA_nutrient_nbr:461 material entity caffeic acid concentration concentration of caffeic acid in material entity CDNO:0200244 The concentration of sinapic acid when measured in some material entity. INFOODs:SINPAC material entity sinapic acid concentration concentration of sinapic acid in material entity CDNO:0200245 The concentration of chromones when measured in some material entity. material entity chromones concentration concentration of chromones in material entity CDNO:0200246 The concentration of Chicoric acid when measured in some material entity. material entity Chicoric acid concentration concentration of Chicoric acid in material entity CDNO:0200247 The concentration of coumaric acid when measured in some material entity. material entity coumaric acid concentration concentration of coumaric acid in material entity CDNO:0200248 The concentration of 4-coumaric acid when measured in some material entity. INFOODs:PCHOUAC material entity 4-coumaric acid concentration concentration of 4-coumaric acid in material entity CDNO:0200249 The concentration of 2-coumaric acid when measured in some material entity. material entity 2-coumaric acid concentration concentration of 2-coumaric acid in material entity CDNO:0200250 The concentration of 3-coumaric acid when measured in some material entity. material entity 3-coumaric acid concentration concentration of 3-coumaric acid in material entity CDNO:0200251 The concentration of ferulic acid when measured in some material entity. INFOODs:FERAC USDA_fdc_id:1204 USDA_nutrient_nbr:464 material entity ferulic acid concentration concentration of ferulic acid in material entity CDNO:0200252 The concentration of scopoletin when measured in some material entity. material entity scopoletin concentration concentration of scopoletin in material entity CDNO:0200253 The concentration of phenylpropane when measured in some material entity. material entity phenylpropane concentration concentration of phenylpropane in material entity CDNO:0200254 The concentration of naphthoquinone when measured in some material entity. material entity naphthoquinone concentration concentration of naphthoquinone in material entity CDNO:0200255 The concentration of 1,2-napthoquinone when measured in some material entity. material entity 1,2-napthoquinone concentration concentration of 1,2-napthoquinone in material entity CDNO:0200256 The concentration of 1,4-napthoquinone when measured in some material entity. material entity 1,4-napthoquinone concentration concentration of 1,4-napthoquinone in material entity CDNO:0200257 The concentration of juglone when measured in some material entity. material entity juglone concentration concentration of juglone in material entity CDNO:0200258 The concentration of stilbenoid when measured in some material entity. material entity stilbenoid concentration concentration of stilbenoid in material entity CDNO:0200259 The concentration of stilbene when measured in some material entity. material entity stilbene concentration concentration of stilbene in material entity CDNO:0200260 The concentration of anthraquinone when measured in some material entity. material entity anthraquinone concentration concentration of anthraquinone in material entity CDNO:0200261 The concentration of aglycone when measured in some material entity. material entity aglycone concentration concentration of aglycone in material entity CDNO:0200262 The concentration of emodin when measured in some material entity. material entity emodin concentration concentration of emodin in material entity CDNO:0200263 The concentration of xanthones when measured in some material entity. material entity xanthones concentration concentration of xanthones in material entity CDNO:0200264 The concentration of simple oxygenated xanthones when measured in some material entity. material entity simple oxygenated xanthones concentration concentration of simple oxygenated xanthones in material entity CDNO:0200265 The concentration of xanthone glycoside when measured in some material entity. material entity xanthone glycoside concentration concentration of xanthone glycoside in material entity CDNO:0200266 The concentration of prenylated and related xanthones when measured in some material entity. material entity prenylated and related xanthones concentration concentration of prenylated and related xanthones in material entity CDNO:0200267 The concentration of xanthonolignoid when measured in some material entity. material entity xanthonolignoid concentration concentration of xanthonolignoid in material entity CDNO:0200268 The concentration of flavonoids when measured in some material entity. INFOODs:FLAVD USDA_fdc_id:1347 USDA_nutrient_nbr:729 material entity flavonoids concentration concentration of flavonoids in material entity CDNO:0200269 The concentration of flavonoid when measured in some material entity. INFOODs:FLAVD material entity flavonoid concentration concentration of flavonoid in material entity CDNO:0200270 The concentration of malvidin when measured in some material entity. INFOODs:MALVIDIN USDA_fdc_id:1358 USDA_nutrient_nbr:742 material entity malvidin concentration concentration of malvidin in material entity CDNO:0200271 The concentration of kaempferol when measured in some material entity. INFOODs:KAEMF USDA_fdc_id:1388 USDA_nutrient_nbr:786 material entity kaempferol concentration concentration of kaempferol in material entity CDNO:0200272 The concentration of flavan when measured in some material entity. USDA_fdc_id:1362 USDA_nutrient_nbr:747 material entity flavan concentration concentration of flavan in material entity CDNO:0200273 The concentration of flavanone when measured in some material entity. USDA_fdc_id:1372 USDA_nutrient_nbr:757 material entity flavanone concentration concentration of flavanone in material entity CDNO:0200274 The concentration of 6-prenylnaringenin when measured in some material entity. material entity 6-prenylnaringenin concentration concentration of 6-prenylnaringenin in material entity CDNO:0200275 The concentration of sophoraflavanone B when measured in some material entity. material entity sophoraflavanone B concentration concentration of sophoraflavanone B in material entity CDNO:0200276 The concentration of eriocitrin when measured in some material entity. material entity eriocitrin concentration concentration of eriocitrin in material entity CDNO:0200277 The concentration of eriodictyol when measured in some material entity. USDA_fdc_id:1373 USDA_nutrient_nbr:758 material entity eriodictyol concentration concentration of eriodictyol in material entity CDNO:0200278 The concentration of hesperetin when measured in some material entity. INFOODs:HESPT USDA_fdc_id:1374 USDA_nutrient_nbr:759 material entity hesperetin concentration concentration of hesperetin in material entity CDNO:0200279 The concentration of hesperidin when measured in some material entity. INFOODs:HESPD material entity hesperidin concentration concentration of hesperidin in material entity CDNO:0200280 The concentration of homoeriodictyol when measured in some material entity. material entity homoeriodictyol concentration concentration of homoeriodictyol in material entity CDNO:0200281 The concentration of 4'-methoxy-5,7-dihydroxyflavanone when measured in some material entity. USDA_fdc_id:1375 USDA_nutrient_nbr:760 material entity 4'-methoxy-5,7-dihydroxyflavanone concentration concentration of 4'-methoxy-5,7-dihydroxyflavanone in material entity CDNO:0200282 The concentration of naringenin when measured in some material entity. INFOODs:NARING USDA_fdc_id:1377 USDA_nutrient_nbr:762 material entity naringenin concentration concentration of naringenin in material entity CDNO:0200283 The concentration of naringin when measured in some material entity. INFOODs:NARIN material entity naringin concentration concentration of naringin in material entity CDNO:0200284 The concentration of narirutin when measured in some material entity. INFOODs:NARIR material entity narirutin concentration concentration of narirutin in material entity CDNO:0200285 The concentration of neoeriocitrin when measured in some material entity. material entity neoeriocitrin concentration concentration of neoeriocitrin in material entity CDNO:0200286 The concentration of neohesperidin when measured in some material entity. material entity neohesperidin concentration concentration of neohesperidin in material entity CDNO:0200287 The concentration of pinocembrin when measured in some material entity. material entity pinocembrin concentration concentration of pinocembrin in material entity CDNO:0200288 The concentration of (2S)-poncirin when measured in some material entity. material entity (2S)-poncirin concentration concentration of (2S)-poncirin in material entity CDNO:0200289 The concentration of sakuranetin when measured in some material entity. material entity sakuranetin concentration concentration of sakuranetin in material entity CDNO:0200290 The concentration of flavone when measured in some material entity. USDA_fdc_id:1378 USDA_nutrient_nbr:768 material entity flavone concentration concentration of flavone in material entity CDNO:0200291 The concentration of 6-hydroxyluteolin when measured in some material entity. material entity 6-hydroxyluteolin concentration concentration of 6-hydroxyluteolin in material entity CDNO:0200292 The concentration of 6-hydroxyluteolin 7-O-laminaribioside when measured in some material entity. material entity 6-hydroxyluteolin 7-O-laminaribioside concentration concentration of 6-hydroxyluteolin 7-O-laminaribioside in material entity CDNO:0200293 The concentration of 4',7-dihydroxyflavone when measured in some material entity. material entity 4',7-dihydroxyflavone concentration concentration of 4',7-dihydroxyflavone in material entity CDNO:0200294 The concentration of apigenin when measured in some material entity. INFOODs:APIGEN USDA_fdc_id:1379 USDA_nutrient_nbr:770 material entity apigenin concentration concentration of apigenin in material entity CDNO:0200295 The concentration of baicalein when measured in some material entity. material entity baicalein concentration concentration of baicalein in material entity CDNO:0200296 The concentration of chrysin when measured in some material entity. material entity chrysin concentration concentration of chrysin in material entity CDNO:0200297 The concentration of cirsilineol when measured in some material entity. material entity cirsilineol concentration concentration of cirsilineol in material entity CDNO:0200298 The concentration of cirsimaritin when measured in some material entity. material entity cirsimaritin concentration concentration of cirsimaritin in material entity CDNO:0200299 The concentration of diosmin when measured in some material entity. material entity diosmin concentration concentration of diosmin in material entity CDNO:0200300 The concentration of dihydromyricetin when measured in some material entity. material entity dihydromyricetin concentration concentration of dihydromyricetin in material entity CDNO:0200301 The concentration of eupatorin when measured in some material entity. material entity eupatorin concentration concentration of eupatorin in material entity CDNO:0200302 The concentration of gardenin B when measured in some material entity. material entity gardenin B concentration concentration of gardenin B in material entity CDNO:0200303 The concentration of geraldone when measured in some material entity. material entity geraldone concentration concentration of geraldone in material entity CDNO:0200304 The concentration of hispidulin when measured in some material entity. material entity hispidulin concentration concentration of hispidulin in material entity CDNO:0200305 The concentration of isovitexin when measured in some material entity. material entity isovitexin concentration concentration of isovitexin in material entity CDNO:0200306 The concentration of jaceosidin when measured in some material entity. material entity jaceosidin concentration concentration of jaceosidin in material entity CDNO:0200307 The concentration of luteolin when measured in some material entity. INFOODs:LUTEOL USDA_fdc_id:1382 USDA_nutrient_nbr:773 material entity luteolin concentration concentration of luteolin in material entity CDNO:0200308 The concentration of luteolin 7-O-β-D-glucoside(1−) when measured in some material entity. material entity luteolin 7-O-β-D-glucoside(1−) concentration concentration of luteolin 7-O-β-D-glucoside(1−) in material entity CDNO:0200309 The concentration of myricitrin when measured in some material entity. material entity myricitrin concentration concentration of myricitrin in material entity CDNO:0200310 The concentration of nobiletin when measured in some material entity. USDA_fdc_id:1383 USDA_nutrient_nbr:781 material entity nobiletin concentration concentration of nobiletin in material entity CDNO:0200311 The concentration of quercetin when measured in some material entity. INFOODs:QUERCE USDA_fdc_id:1391 USDA_nutrient_nbr:789 material entity quercetin concentration concentration of quercetin in material entity CDNO:0200312 The concentration of apigenin 7-O-neohesperidoside when measured in some material entity. material entity apigenin 7-O-neohesperidoside concentration concentration of apigenin 7-O-neohesperidoside in material entity CDNO:0200313 The concentration of scutellarein when measured in some material entity. material entity scutellarein concentration concentration of scutellarein in material entity CDNO:0200314 The concentration of sinensetin when measured in some material entity. USDA_fdc_id:1384 USDA_nutrient_nbr:782 material entity sinensetin concentration concentration of sinensetin in material entity CDNO:0200315 The concentration of tangeretin when measured in some material entity. INFOODs:TANGER USDA_fdc_id:1385 USDA_nutrient_nbr:783 material entity tangeretin concentration concentration of tangeretin in material entity CDNO:0200316 The concentration of vitexin when measured in some material entity. material entity vitexin concentration concentration of vitexin in material entity CDNO:0200317 The concentration of dihydroflavonols when measured in some material entity. material entity dihydroflavonols concentration concentration of dihydroflavonols in material entity CDNO:0200318 The concentration of hydroxyflavan when measured in some material entity. material entity hydroxyflavan concentration concentration of hydroxyflavan in material entity CDNO:0200319 The concentration of catechin when measured in some material entity. INFOODs:CATEC INFOODs:CATECT USDA_fdc_id:1363 USDA_fdc_id:1364 USDA_nutrient_nbr:748 USDA_nutrient_nbr:749 material entity catechin concentration concentration of catechin in material entity CDNO:0200320 The concentration of (+)-catechin 3-O-gallate when measured in some material entity. material entity (+)-catechin 3-O-gallate concentration concentration of (+)-catechin 3-O-gallate in material entity CDNO:0200321 The concentration of (+)-gallocatechin when measured in some material entity. INFOODs:GALCATEGC material entity (+)-gallocatechin concentration concentration of (+)-gallocatechin in material entity CDNO:0200322 The concentration of (-)-epicatechin when measured in some material entity. INFOODs:EPICATEC material entity (-)-epicatechin concentration concentration of (-)-epicatechin in material entity CDNO:0200323 The concentration of (+)-epicatechin when measured in some material entity. INFOODs:EPICATEC material entity (+)-epicatechin concentration concentration of (+)-epicatechin in material entity CDNO:0200324 The concentration of (-)-gallocatechin when measured in some material entity. INFOODs:GALCATEGC material entity (-)-gallocatechin concentration concentration of (-)-gallocatechin in material entity CDNO:0200325 The concentration of (-)-epicatechin-3-O-gallate when measured in some material entity. INFOODs:EPICATECG3 material entity (-)-epicatechin-3-O-gallate concentration concentration of (-)-epicatechin-3-O-gallate in material entity CDNO:0200326 The concentration of (-)-epigallocatechin when measured in some material entity. INFOODs:EPICATEGC material entity (-)-epigallocatechin concentration concentration of (-)-epigallocatechin in material entity CDNO:0200327 The concentration of 3'-O-methylepicatechin when measured in some material entity. material entity 3'-O-methylepicatechin concentration concentration of 3'-O-methylepicatechin in material entity CDNO:0200328 The concentration of 4'-O-methylepigallocatechin-3-O-gallate when measured in some material entity. material entity 4'-O-methylepigallocatechin-3-O-gallate concentration concentration of 4'-O-methylepigallocatechin-3-O-gallate in material entity CDNO:0200329 The concentration of 4'-O-methylepigallocatechin when measured in some material entity. material entity 4'-O-methylepigallocatechin concentration concentration of 4'-O-methylepigallocatechin in material entity CDNO:0200331 The concentration of cinnamtannin A2 when measured in some material entity. material entity cinnamtannin A2 concentration concentration of cinnamtannin A2 in material entity CDNO:0200332 The concentration of procyanidin when measured in some material entity. INFOODs:PROCYA material entity procyanidin concentration concentration of procyanidin in material entity CDNO:0200333 The concentration of procyanidin B1 when measured in some material entity. material entity procyanidin B1 concentration concentration of procyanidin B1 in material entity CDNO:0200334 The concentration of procyanidin B2 when measured in some material entity. material entity procyanidin B2 concentration concentration of procyanidin B2 in material entity CDNO:0200335 The concentration of procyanidin B3 when measured in some material entity. material entity procyanidin B3 concentration concentration of procyanidin B3 in material entity CDNO:0200336 The concentration of procyanidin B4 when measured in some material entity. material entity procyanidin B4 concentration concentration of procyanidin B4 in material entity CDNO:0200337 The concentration of procyanidin B5 when measured in some material entity. material entity procyanidin B5 concentration concentration of procyanidin B5 in material entity CDNO:0200338 The concentration of procyanidin B6 when measured in some material entity. material entity procyanidin B6 concentration concentration of procyanidin B6 in material entity CDNO:0200339 The concentration of procyanidin C1 when measured in some material entity. material entity procyanidin C1 concentration concentration of procyanidin C1 in material entity CDNO:0200340 The concentration of procyanidin C2 when measured in some material entity. material entity procyanidin C2 concentration concentration of procyanidin C2 in material entity CDNO:0200341 The concentration of theaflavin when measured in some material entity. USDA_fdc_id:1370 USDA_nutrient_nbr:755 material entity theaflavin concentration concentration of theaflavin in material entity CDNO:0200342 The concentration of peltogynoid when measured in some material entity. material entity peltogynoid concentration concentration of peltogynoid in material entity CDNO:0200343 The concentration of dihydrochalcones when measured in some material entity. material entity dihydrochalcones concentration concentration of dihydrochalcones in material entity CDNO:0200344 The concentration of 3-hydroxyphloretin 2'-O-xylosylglucoside when measured in some material entity. material entity 3-hydroxyphloretin 2'-O-xylosylglucoside concentration concentration of 3-hydroxyphloretin 2'-O-xylosylglucoside in material entity CDNO:0200345 The concentration of phloretin when measured in some material entity. material entity phloretin concentration concentration of phloretin in material entity CDNO:0200346 The concentration of phlorizin when measured in some material entity. material entity phlorizin concentration concentration of phlorizin in material entity CDNO:0200347 The concentration of chalcones when measured in some material entity. material entity chalcones concentration concentration of chalcones in material entity CDNO:0200348 The concentration of butein when measured in some material entity. material entity butein concentration concentration of butein in material entity CDNO:0200349 The concentration of xanthohumol when measured in some material entity. material entity xanthohumol concentration concentration of xanthohumol in material entity CDNO:0200350 The concentration of aurone when measured in some material entity. material entity aurone concentration concentration of aurone in material entity CDNO:0200351 The concentration of anthocyanidin when measured in some material entity. INFOODs:ANTCYAN USDA_fdc_id:1348 USDA_nutrient_nbr:730 material entity anthocyanidin concentration concentration of anthocyanidin in material entity CDNO:0200352 The concentration of cyanidin cation when measured in some material entity. INFOODs:CYAD USDA_fdc_id:1349 USDA_nutrient_nbr:731 material entity cyanidin cation concentration concentration of cyanidin cation in material entity CDNO:0200353 The concentration of cyanidin 3-O-β-D-galactoside when measured in some material entity. material entity cyanidin 3-O-β-D-galactoside concentration concentration of cyanidin 3-O-β-D-galactoside in material entity CDNO:0200354 The concentration of cyanidin 3-O-rutinoside when measured in some material entity. material entity cyanidin 3-O-rutinoside concentration concentration of cyanidin 3-O-rutinoside in material entity CDNO:0200355 The concentration of cyanidin 3-O-β-D-sambubioside when measured in some material entity. material entity cyanidin 3-O-β-D-sambubioside concentration concentration of cyanidin 3-O-β-D-sambubioside in material entity CDNO:0200356 The concentration of Cyanidin 3-O-sophoroside when measured in some material entity. material entity Cyanidin 3-O-sophoroside concentration concentration of Cyanidin 3-O-sophoroside in material entity CDNO:0200357 The concentration of isopeonidin 3-rutinoside when measured in some material entity. material entity isopeonidin 3-rutinoside concentration concentration of isopeonidin 3-rutinoside in material entity CDNO:0200358 The concentration of pelargonidin when measured in some material entity. USDA_fdc_id:1359 USDA_nutrient_nbr:743 material entity pelargonidin concentration concentration of pelargonidin in material entity CDNO:0200359 The concentration of pelargonidin 3-O-rutinoside when measured in some material entity. material entity pelargonidin 3-O-rutinoside concentration concentration of pelargonidin 3-O-rutinoside in material entity CDNO:0200360 The concentration of anthocyanin when measured in some material entity. material entity anthocyanin concentration concentration of anthocyanin in material entity CDNO:0200361 The concentration of anthocyanin chlorides when measured in some material entity. material entity anthocyanin chlorides concentration concentration of anthocyanin chlorides in material entity CDNO:0200362 The concentration of cyanidin 3-O-β-D-galactoside chloride when measured in some material entity. material entity cyanidin 3-O-β-D-galactoside chloride concentration concentration of cyanidin 3-O-β-D-galactoside chloride in material entity CDNO:0200363 The concentration of cyanidin 3-O-rutinoside chloride when measured in some material entity. material entity cyanidin 3-O-rutinoside chloride concentration concentration of cyanidin 3-O-rutinoside chloride in material entity CDNO:0200364 The concentration of cyanin chloride when measured in some material entity. material entity cyanin chloride concentration concentration of cyanin chloride in material entity CDNO:0200365 The concentration of pelargonidin 3-O-β-D-glucoside chloride when measured in some material entity. material entity pelargonidin 3-O-β-D-glucoside chloride concentration concentration of pelargonidin 3-O-β-D-glucoside chloride in material entity CDNO:0200366 The concentration of β-D-glucoside when measured in some material entity. material entity β-D-glucoside concentration concentration of β-D-glucoside in material entity CDNO:0200367 The concentration of delphinidin 3-O-β-D-glucoside when measured in some material entity. material entity delphinidin 3-O-β-D-glucoside concentration concentration of delphinidin 3-O-β-D-glucoside in material entity CDNO:0200368 The concentration of petunidin 3-O-β-D-glucoside when measured in some material entity. material entity petunidin 3-O-β-D-glucoside concentration concentration of petunidin 3-O-β-D-glucoside in material entity CDNO:0200369 The concentration of malvidin 3-O-β-D-glucoside when measured in some material entity. material entity malvidin 3-O-β-D-glucoside concentration concentration of malvidin 3-O-β-D-glucoside in material entity CDNO:0200370 The concentration of isoflavonoid when measured in some material entity. INFOODs:ISOFLVND material entity isoflavonoid concentration concentration of isoflavonoid in material entity CDNO:0200371 The concentration of isoflavans when measured in some material entity. material entity isoflavans concentration concentration of isoflavans in material entity CDNO:0200372 The concentration of isoflavanone when measured in some material entity. material entity isoflavanone concentration concentration of isoflavanone in material entity CDNO:0200373 The concentration of isoflavones when measured in some material entity. USDA_fdc_id:1343 USDA_nutrient_nbr:713 material entity isoflavones concentration concentration of isoflavones in material entity CDNO:0200374 The concentration of hydroxyisoflavone when measured in some material entity. material entity hydroxyisoflavone concentration concentration of hydroxyisoflavone in material entity CDNO:0200375 The concentration of daidzein when measured in some material entity. INFOODs:DDZEIN USDA_fdc_id:1340 USDA_nutrient_nbr:710 material entity daidzein concentration concentration of daidzein in material entity CDNO:0200376 The concentration of genistein when measured in some material entity. INFOODs:GNSTEIN USDA_fdc_id:1341 USDA_nutrient_nbr:711 material entity genistein concentration concentration of genistein in material entity CDNO:0200377 The concentration of glycitein when measured in some material entity. INFOODs:GLYCTEIN USDA_fdc_id:1342 USDA_nutrient_nbr:712 material entity glycitein concentration concentration of glycitein in material entity CDNO:0200378 The concentration of glucoside when measured in some material entity. material entity glucoside concentration concentration of glucoside in material entity CDNO:0200379 The concentration of daidzein 7-O-β-D-glucoside when measured in some material entity. material entity daidzein 7-O-β-D-glucoside concentration concentration of daidzein 7-O-β-D-glucoside in material entity CDNO:0200380 The concentration of genistein 7-O-β-D-glucoside when measured in some material entity. INFOODs:GNSTIN material entity genistein 7-O-β-D-glucoside concentration concentration of genistein 7-O-β-D-glucoside in material entity CDNO:0200381 The concentration of glycitin when measured in some material entity. INFOODs:GLYCTN USDA_fdc_id:2051 USDA_nutrient_nbr:719 material entity glycitin concentration concentration of glycitin in material entity CDNO:0200382 The concentration of glycosyloxyisoflavone when measured in some material entity. material entity glycosyloxyisoflavone concentration concentration of glycosyloxyisoflavone in material entity CDNO:0200383 The concentration of malonyldaidzin when measured in some material entity. INFOODs:DAIDZNM material entity malonyldaidzin concentration concentration of malonyldaidzin in material entity CDNO:0200384 The concentration of malonylgenistin when measured in some material entity. INFOODs:GNSTINM material entity malonylgenistin concentration concentration of malonylgenistin in material entity CDNO:0200385 The concentration of malonylglycitin when measured in some material entity. INFOODs:GLYCTNM material entity malonylglycitin concentration concentration of malonylglycitin in material entity CDNO:0200386 The concentration of glycitein 7-(6-O-acetyl-β-D-glucoside) when measured in some material entity. INFOODs:GLYCTNA material entity glycitein 7-(6-O-acetyl-β-D-glucoside) concentration concentration of glycitein 7-(6-O-acetyl-β-D-glucoside) in material entity CDNO:0200387 The concentration of rotenoid when measured in some material entity. material entity rotenoid concentration concentration of rotenoid in material entity CDNO:0200388 The concentration of coumestans when measured in some material entity. material entity coumestans concentration concentration of coumestans in material entity CDNO:0200389 The concentration of coumestan when measured in some material entity. material entity coumestan concentration concentration of coumestan in material entity CDNO:0200390 The concentration of coumestrol when measured in some material entity. INFOODs:COUMEST USDA_fdc_id:1346 USDA_nutrient_nbr:716 material entity coumestrol concentration concentration of coumestrol in material entity CDNO:0200391 The concentration of 3-arylcoumarin when measured in some material entity. material entity 3-arylcoumarin concentration concentration of 3-arylcoumarin in material entity CDNO:0200392 The concentration of pterocarpans when measured in some material entity. material entity pterocarpans concentration concentration of pterocarpans in material entity CDNO:0200393 The concentration of pterocarpan when measured in some material entity. material entity pterocarpan concentration concentration of pterocarpan in material entity CDNO:0200394 The concentration of (_)-phaseolin when measured in some material entity. material entity (_)-phaseolin concentration concentration of (_)-phaseolin in material entity CDNO:0200395 The concentration of (+)-pisatin when measured in some material entity. material entity (+)-pisatin concentration concentration of (+)-pisatin in material entity CDNO:0200396 The concentration of neoflavonoid when measured in some material entity. material entity neoflavonoid concentration concentration of neoflavonoid in material entity CDNO:0200397 The concentration of biflavonoid when measured in some material entity. material entity biflavonoid concentration concentration of biflavonoid in material entity CDNO:0200398 The concentration of phenylpropanoid when measured in some material entity. material entity phenylpropanoid concentration concentration of phenylpropanoid in material entity CDNO:0200399 The concentration of lignan when measured in some material entity. INFOODs:LIGNANS material entity lignan concentration concentration of lignan in material entity CDNO:0200400 The concentration of 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one when measured in some material entity. material entity 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one concentration concentration of 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one in material entity CDNO:0200401 The concentration of neolignan when measured in some material entity. material entity neolignan concentration concentration of neolignan in material entity CDNO:0200402 The concentration of lignin when measured in some material entity. INFOODs:LIGN USDA_fdc_id:1080 USDA_nutrient_nbr:292 material entity lignin concentration concentration of lignin in material entity CDNO:0200403 The concentration of Melanin when measured in some material entity. material entity Melanin concentration concentration of Melanin in material entity CDNO:0200404 The concentration of catechol melanin when measured in some material entity. material entity catechol melanin concentration concentration of catechol melanin in material entity CDNO:0200405 The concentration of allomelanin when measured in some material entity. material entity allomelanin concentration concentration of allomelanin in material entity CDNO:0200406 The concentration of terpenoid when measured in some material entity. material entity terpenoid concentration concentration of terpenoid in material entity CDNO:0200407 The concentration of monoterpenoid when measured in some material entity. material entity monoterpenoid concentration concentration of monoterpenoid in material entity CDNO:0200408 The concentration of sesquiterpenoid when measured in some material entity. material entity sesquiterpenoid concentration concentration of sesquiterpenoid in material entity CDNO:0200409 The concentration of diterpenoid when measured in some material entity. material entity diterpenoid concentration concentration of diterpenoid in material entity CDNO:0200410 The concentration of xanthophyll when measured in some material entity. material entity xanthophyll concentration concentration of xanthophyll in material entity CDNO:0200411 The concentration of zeaxanthin when measured in some material entity. INFOODs:ZEA USDA_fdc_id:1119 USDA_nutrient_nbr:338.2 material entity zeaxanthin concentration concentration of zeaxanthin in material entity CDNO:0200412 The concentration of α-cryptoxanthin when measured in some material entity. INFOODs:CRYPXA USDA_fdc_id:2032 USDA_nutrient_nbr:335 material entity α-cryptoxanthin concentration concentration of α-cryptoxanthin in material entity CDNO:0200413 The concentration of β-cryptoxanthin when measured in some material entity. USDA_fdc_id:1120 USDA_nutrient_nbr:334 material entity β-cryptoxanthin concentration concentration of β-cryptoxanthin in material entity CDNO:0200414 The concentration of lutein when measured in some material entity. INFOODs:LUTN USDA_fdc_id:1121 USDA_nutrient_nbr:338.1 material entity lutein concentration concentration of lutein in material entity CDNO:0200415 The concentration of phytoene when measured in some material entity. USDA_fdc_id:1116 USDA_nutrient_nbr:330 material entity phytoene concentration concentration of phytoene in material entity CDNO:0200416 The concentration of neoxanthin when measured in some material entity. INFOODs:NEOX material entity neoxanthin concentration concentration of neoxanthin in material entity CDNO:0200417 The concentration of violaxanthin when measured in some material entity. INFOODs:VIOLX material entity violaxanthin concentration concentration of violaxanthin in material entity CDNO:0200418 The concentration of lycopene when measured in some material entity. INFOODs:LYCPN USDA_fdc_id:1122 USDA_nutrient_nbr:337 material entity lycopene concentration concentration of lycopene in material entity CDNO:0200419 The concentration of 7,7',9,9'-tetra-cis-lycopene when measured in some material entity. USDA_fdc_id:1160 USDA_nutrient_nbr:337.1 material entity 7,7',9,9'-tetra-cis-lycopene concentration concentration of 7,7',9,9'-tetra-cis-lycopene in material entity CDNO:0200420 The concentration of retinol when measured in some material entity. INFOODs:RETOL USDA_fdc_id:1105 USDA_nutrient_nbr:319 material entity retinol concentration concentration of retinol in material entity CDNO:0200421 The concentration of triterpenoid when measured in some material entity. material entity triterpenoid concentration concentration of triterpenoid in material entity CDNO:0200422 The concentration of organic acid when measured in some material entity. INFOODs:OA USDA_fdc_id:1025 USDA_nutrient_nbr:229 material entity organic acid concentration concentration of organic acid in material entity CDNO:0200423 The concentration of acetic acid when measured in some material entity. INFOODs:ACEAC USDA_fdc_id:1026 USDA_nutrient_nbr:230 material entity acetic acid concentration concentration of acetic acid in material entity CDNO:0200424 The concentration of citric acid when measured in some material entity. INFOODs:CITAC USDA_fdc_id:1032 USDA_nutrient_nbr:236 material entity citric acid concentration concentration of citric acid in material entity CDNO:0200425 The concentration of 2-hydroxypropanoic acid when measured in some material entity. INFOODs:LACAC USDA_fdc_id:1038 USDA_nutrient_nbr:243 material entity 2-hydroxypropanoic acid concentration concentration of 2-hydroxypropanoic acid in material entity CDNO:0200426 The concentration of (R)-lactic acid when measured in some material entity. INFOODs:LACACD USDA_fdc_id:1038 USDA_nutrient_nbr:244 material entity (R)-lactic acid concentration concentration of (R)-lactic acid in material entity CDNO:0200427 The concentration of (S)-lactic acid when measured in some material entity. INFOODs:LACACL USDA_fdc_id:1038 USDA_nutrient_nbr:245 material entity (S)-lactic acid concentration concentration of (S)-lactic acid in material entity CDNO:0200428 The concentration of malic acid when measured in some material entity. INFOODs:MALAC USDA_fdc_id:1039 USDA_nutrient_nbr:243 material entity malic acid concentration concentration of malic acid in material entity CDNO:0200429 The concentration of malonic acid when measured in some material entity. material entity malonic acid concentration concentration of malonic acid in material entity CDNO:0200430 The concentration of ascorbic acid when measured in some material entity. material entity ascorbic acid concentration concentration of ascorbic acid in material entity CDNO:0200431 The concentration of L-dehydroascorbic acid when measured in some material entity. material entity L-dehydroascorbic acid concentration concentration of L-dehydroascorbic acid in material entity CDNO:0200432 The concentration of oxalic acid when measured in some material entity. INFOODs:OXALAC USDA_fdc_id:1041 USDA_nutrient_nbr:245 material entity oxalic acid concentration concentration of oxalic acid in material entity CDNO:0200433 The concentration of myo-inositol hexakisphosphate when measured in some material entity. INFOODs:IP6 material entity myo-inositol hexakisphosphate concentration concentration of myo-inositol hexakisphosphate in material entity CDNO:0200434 The concentration of quinic acid when measured in some material entity. INFOODs:QUINAC USDA_fdc_id:1044 USDA_nutrient_nbr:248 material entity quinic acid concentration concentration of quinic acid in material entity CDNO:0200435 The concentration of pyruvic acid when measured in some material entity. INFOODs:PYRAC USDA_fdc_id:1043 USDA_nutrient_nbr:247 material entity pyruvic acid concentration concentration of pyruvic acid in material entity CDNO:0200436 The concentration of shikimic acid when measured in some material entity. INFOODs:SHIKAC material entity shikimic acid concentration concentration of shikimic acid in material entity CDNO:0200437 The concentration of succinic acid when measured in some material entity. INFOODs:SUCAC USDA_fdc_id:1046 USDA_nutrient_nbr:250 material entity succinic acid concentration concentration of succinic acid in material entity CDNO:0200438 The concentration of tartaric acid when measured in some material entity. INFOODs:TARAC USDA_fdc_id:1047 USDA_fdc_id:1048 USDA_nutrient_nbr:251 USDA_nutrient_nbr:252 material entity tartaric acid concentration concentration of tartaric acid in material entity CDNO:0200439 The concentration of isocitric acid when measured in some material entity. INFOODs:ISOCAC USDA_fdc_id:1037 USDA_nutrient_nbr:241 material entity isocitric acid concentration concentration of isocitric acid in material entity CDNO:0200440 The concentration of oxaloacetic acid when measured in some material entity. INFOODs:OXACAC USDA_fdc_id:1040 USDA_nutrient_nbr:244 material entity oxaloacetic acid concentration concentration of oxaloacetic acid in material entity CDNO:0200441 The concentration of inositol when measured in some material entity. INFOODs:INOTL USDA_fdc_id:1181 USDA_nutrient_nbr:422 material entity inositol concentration concentration of inositol in material entity CDNO:0200442 The concentration of taurine when measured in some material entity. USDA_fdc_id:1234 USDA_nutrient_nbr:529 material entity taurine concentration concentration of taurine in material entity CDNO:0200443 The concentration of glycine betaine when measured in some material entity. INFOODs:BETN material entity glycine betaine concentration concentration of glycine betaine in material entity CDNO:0200444 The concentration of polyol when measured in some material entity. INFOODs:POLYL material entity polyol concentration concentration of polyol in material entity CDNO:0200445 The concentration of mannitol when measured in some material entity. INFOODs:MANTL USDA_fdc_id:1055 USDA_nutrient_nbr:260 material entity mannitol concentration concentration of mannitol in material entity CDNO:0200446 The concentration of xylitol when measured in some material entity. INFOODs:XYLTL USDA_fdc_id:1078 USDA_nutrient_nbr:290 material entity xylitol concentration concentration of xylitol in material entity CDNO:0200447 The concentration of glucitol when measured in some material entity. material entity glucitol concentration concentration of glucitol in material entity CDNO:0200448 The concentration of choline when measured in some material entity. INFOODs:CHOLN INFOODs:CHOLNF USDA_fdc_id:1180 USDA_fdc_id:1194 USDA_nutrient_nbr:421 USDA_nutrient_nbr:450 material entity choline concentration concentration of choline in material entity CDNO:0200449 The concentration of polyunsaturated fatty acid when measured in some material entity. INFOODs:FAPU INFOODs:FAPULC USDA_fdc_id:1293 USDA_nutrient_nbr:646 material entity polyunsaturated fatty acid concentration concentration of polyunsaturated fatty acid in material entity CDNO:0200450 The concentration of glucomannan when measured in some material entity. INFOODs:GLUMN INFOODs:GLUMNM material entity glucomannan concentration concentration of glucomannan in material entity CDNO:0200451 The concentration of glycerol when measured in some material entity. INFOODs:GLYRL material entity glycerol concentration concentration of glycerol in material entity CDNO:0200452 The concentration of triglyceride when measured in some material entity. material entity triglyceride concentration concentration of triglyceride in material entity CDNO:0200453 The concentration of xyloglucan when measured in some material entity. material entity xyloglucan concentration concentration of xyloglucan in material entity CDNO:0200454 The concentration of arabinan when measured in some material entity. INFOODs:ARAN material entity arabinan concentration concentration of arabinan in material entity CDNO:0200455 The concentration of galacturonan when measured in some material entity. material entity galacturonan concentration concentration of galacturonan in material entity CDNO:0200456 The concentration of monounsaturated fatty acid when measured in some material entity. USDA_fdc_id:1292 USDA_nutrient_nbr:645 material entity monounsaturated fatty acid concentration concentration of monounsaturated fatty acid in material entity CDNO:0200457 The concentration of rhamnogalacturonan when measured in some material entity. material entity rhamnogalacturonan concentration concentration of rhamnogalacturonan in material entity CDNO:0200458 The concentration of saturated fatty acid when measured in some material entity. INFOODs:FASAT USDA_fdc_id:1258 USDA_nutrient_nbr:606 material entity saturated fatty acid concentration concentration of saturated fatty acid in material entity CDNO:0200459 The concentration of galactomannan when measured in some material entity. INFOODs:GALMN INFOODs:GALMNM material entity galactomannan concentration concentration of galactomannan in material entity CDNO:0200460 The concentration of amylopectin when measured in some material entity. INFOODs:AMYP USDA_fdc_id:1016 USDA_nutrient_nbr:219 material entity amylopectin concentration concentration of amylopectin in material entity CDNO:0200461 The concentration of amylose when measured in some material entity. INFOODs:AMYS USDA_fdc_id:1015 USDA_nutrient_nbr:218 material entity amylose concentration concentration of amylose in material entity CDNO:0200462 The concentration of arabinoxylan when measured in some material entity. material entity arabinoxylan concentration concentration of arabinoxylan in material entity CDNO:0200463 The concentration of mannan when measured in some material entity. INFOODs:MANN material entity mannan concentration concentration of mannan in material entity CDNO:0200464 The concentration of amino acid when measured in some material entity. USDA_fdc_id:2042 USDA_nutrient_nbr:500 material entity amino acid concentration concentration of amino acid in material entity CDNO:0200465 The concentration of fatty acid when measured in some material entity. material entity fatty acid concentration concentration of fatty acid in material entity CDNO:0200466 The concentration of galactan when measured in some material entity. INFOODs:GALTN material entity galactan concentration concentration of galactan in material entity CDNO:0200467 The concentration of xylan when measured in some material entity. INFOODs:XYLN material entity xylan concentration concentration of xylan in material entity CDNO:0200468 The concentration of glucan when measured in some material entity. material entity glucan concentration concentration of glucan in material entity CDNO:0200469 The concentration of amylopectin derived from starch when measured in some material entity. INFOODs:AMYP material entity amylopectin derived from starch concentration concentration of amylopectin derived from starch in material entity CDNO:0200470 The concentration of amylose derived from starch when measured in some material entity. INFOODs:AMYS material entity amylose derived from starch concentration concentration of amylose derived from starch in material entity CDNO:0200471 The concentration of galacturonan derived from pectin when measured in some material entity. material entity galacturonan derived from pectin concentration concentration of galacturonan derived from pectin in material entity CDNO:0200472 The concentration of rhamnogalacturonan derived from pectin when measured in some material entity. material entity rhamnogalacturonan derived from pectin concentration concentration of rhamnogalacturonan derived from pectin in material entity CDNO:0200473 The concentration of mannan derived from hemicellulose when measured in some material entity. INFOODs:MANN material entity mannan derived from hemicellulose concentration concentration of mannan derived from hemicellulose in material entity CDNO:0200474 The concentration of xylan derived from hemicellulose when measured in some material entity. INFOODs:XYLN material entity xylan derived from hemicellulose concentration concentration of xylan derived from hemicellulose in material entity CDNO:0200475 The concentration of xyloglucan derived from hemicellulose when measured in some material entity. material entity xyloglucan derived from hemicellulose concentration concentration of xyloglucan derived from hemicellulose in material entity CDNO:0200476 The concentration of glucomannan derived from hemicellulose when measured in some material entity. INFOODs:GLUMNM material entity glucomannan derived from hemicellulose concentration concentration of glucomannan derived from hemicellulose in material entity CDNO:0200477 The concentration of arabinoxylan derived from hemicellulose when measured in some material entity. material entity arabinoxylan derived from hemicellulose concentration concentration of arabinoxylan derived from hemicellulose in material entity CDNO:0200478 The concentration of fructan derived from hemicellulose when measured in some material entity. INFOODs:FRUTN material entity fructan derived from hemicellulose concentration concentration of fructan derived from hemicellulose in material entity CDNO:0200479 The concentration of arabinan derived from hemicellulose when measured in some material entity. INFOODs:ARAN material entity arabinan derived from hemicellulose concentration concentration of arabinan derived from hemicellulose in material entity CDNO:0200480 The concentration of galactomannan derived from hemicellulose when measured in some material entity. INFOODs:GALMN material entity galactomannan derived from hemicellulose concentration concentration of galactomannan derived from hemicellulose in material entity CDNO:0200481 The concentration of galactan derived from hemicellulose when measured in some material entity. INFOODs:GALTN material entity galactan derived from hemicellulose concentration concentration of galactan derived from hemicellulose in material entity CDNO:0200482 The concentration of glucose derived from amylopectin derived from starch when measured in some material entity. INFOODs:GLUS USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from amylopectin derived from starch concentration concentration of glucose derived from amylopectin derived from starch in material entity CDNO:0200483 The concentration of glucose derived from amylose derived from starch when measured in some material entity. INFOODs:GLUS USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from amylose derived from starch concentration concentration of glucose derived from amylose derived from starch in material entity CDNO:0200484 The concentration of glucose derived from sucrose when measured in some material entity. INFOODs:GLUS USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from sucrose concentration concentration of glucose derived from sucrose in material entity CDNO:0200485 The concentration of fructose derived from sucrose when measured in some material entity. INFOODs:FRUS USDA_fdc_id:1012 USDA_nutrient_nbr:212 material entity fructose derived from sucrose concentration concentration of fructose derived from sucrose in material entity CDNO:0200486 The concentration of glucose derived from maltose when measured in some material entity. INFOODs:GLUS USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from maltose concentration concentration of glucose derived from maltose in material entity CDNO:0200487 The concentration of galacturonic acid derived from galacturonan derived from pectin when measured in some material entity. INFOODs:GALAAC material entity galacturonic acid derived from galacturonan derived from pectin concentration concentration of galacturonic acid derived from galacturonan derived from pectin in material entity CDNO:0200488 The concentration of rhamnose derived from rhamnogalacturonan derived from pectin when measured in some material entity. INFOODs:RHAS material entity rhamnose derived from rhamnogalacturonan derived from pectin concentration concentration of rhamnose derived from rhamnogalacturonan derived from pectin in material entity CDNO:0200489 The concentration of D-apiose derived from rhamnogalacturonan derived from pectin when measured in some material entity. material entity D-apiose derived from rhamnogalacturonan derived from pectin concentration concentration of D-apiose derived from rhamnogalacturonan derived from pectin in material entity CDNO:0200490 The concentration of galacturonic acid derived from rhamnogalacturonan derived from pectin when measured in some material entity. INFOODs:GALAAC material entity galacturonic acid derived from rhamnogalacturonan derived from pectin concentration concentration of galacturonic acid derived from rhamnogalacturonan derived from pectin in material entity CDNO:0200491 The concentration of fucose derived from rhamnogalacturonan derived from pectin when measured in some material entity. INFOODs:FUCOS material entity fucose derived from rhamnogalacturonan derived from pectin concentration concentration of fucose derived from rhamnogalacturonan derived from pectin in material entity CDNO:0200492 The concentration of xylose derived from rhamnogalacturonan derived from pectin when measured in some material entity. INFOODs:XYLFB material entity xylose derived from rhamnogalacturonan derived from pectin concentration concentration of xylose derived from rhamnogalacturonan derived from pectin in material entity CDNO:0200493 The concentration of arabinose derived from rhamnogalacturonan derived from pectin when measured in some material entity. INFOODs:ARAS material entity arabinose derived from rhamnogalacturonan derived from pectin concentration concentration of arabinose derived from rhamnogalacturonan derived from pectin in material entity CDNO:0200494 The concentration of galactose derived from rhamnogalacturonan derived from pectin when measured in some material entity. INFOODs:GALS USDA_fdc_id:1075 USDA_nutrient_nbr:287 material entity galactose derived from rhamnogalacturonan derived from pectin concentration concentration of galactose derived from rhamnogalacturonan derived from pectin in material entity CDNO:0200495 The concentration of raffinose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:RAFS material entity raffinose derived from raffinose family oligosaccharide concentration concentration of raffinose derived from raffinose family oligosaccharide in material entity CDNO:0200496 The concentration of galactose derived from raffinose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:GALS USDA_fdc_id:1075 USDA_nutrient_nbr:287 material entity galactose derived from raffinose derived from raffinose family oligosaccharide concentration concentration of galactose derived from raffinose derived from raffinose family oligosaccharide in material entity CDNO:0200497 The concentration of glucose derived from raffinose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:GLUS USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from raffinose derived from raffinose family oligosaccharide concentration concentration of glucose derived from raffinose derived from raffinose family oligosaccharide in material entity CDNO:0200498 The concentration of fructose derived from raffinose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:FRUS USDA_fdc_id:1012 USDA_nutrient_nbr:212 material entity fructose derived from raffinose derived from raffinose family oligosaccharide concentration concentration of fructose derived from raffinose derived from raffinose family oligosaccharide in material entity CDNO:0200499 The concentration of stachyose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:STAS material entity stachyose derived from raffinose family oligosaccharide concentration concentration of stachyose derived from raffinose family oligosaccharide in material entity CDNO:0200500 The concentration of galactose derived from stachyose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:GALS USDA_fdc_id:1075 USDA_nutrient_nbr:287 material entity galactose derived from stachyose derived from raffinose family oligosaccharide concentration concentration of galactose derived from stachyose derived from raffinose family oligosaccharide in material entity CDNO:0200501 The concentration of glucose derived from stachyose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:GLUS USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from stachyose derived from raffinose family oligosaccharide concentration concentration of glucose derived from stachyose derived from raffinose family oligosaccharide in material entity CDNO:0200502 The concentration of fructose derived from stachyose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:FRUS USDA_fdc_id:1012 USDA_nutrient_nbr:212 material entity fructose derived from stachyose derived from raffinose family oligosaccharide concentration concentration of fructose derived from stachyose derived from raffinose family oligosaccharide in material entity CDNO:0200503 The concentration of verbascose derived from rraffinose family oligosaccharide when measured in some material entity. INFOODs:VERS material entity verbascose derived from rraffinose family oligosaccharide concentration concentration of verbascose derived from rraffinose family oligosaccharide in material entity CDNO:0200504 The concentration of galactose derived from verbascose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:GALS USDA_fdc_id:1075 USDA_nutrient_nbr:287 material entity galactose derived from verbascose derived from raffinose family oligosaccharide concentration concentration of galactose derived from verbascose derived from raffinose family oligosaccharide in material entity CDNO:0200505 The concentration of glucose derived from verbascose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:GLUS USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from verbascose derived from raffinose family oligosaccharide concentration concentration of glucose derived from verbascose derived from raffinose family oligosaccharide in material entity CDNO:0200506 The concentration of fructose derived from verbascose derived from raffinose family oligosaccharide when measured in some material entity. INFOODs:FRUS USDA_fdc_id:1012 USDA_nutrient_nbr:212 material entity fructose derived from verbascose derived from raffinose family oligosaccharide concentration concentration of fructose derived from verbascose derived from raffinose family oligosaccharide in material entity CDNO:0200507 The concentration of glucose derived from cellulose when measured in some material entity. INFOODs:GLUFB USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from cellulose concentration concentration of glucose derived from cellulose in material entity CDNO:0200508 The concentration of mannose derived from mannan derived from hemicellulose when measured in some material entity. INFOODs:MANFB material entity mannose derived from mannan derived from hemicellulose concentration concentration of mannose derived from mannan derived from hemicellulose in material entity CDNO:0200509 The concentration of glucose derived from xylan derived from hemicellulose when measured in some material entity. INFOODs:GLUFB USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from xylan derived from hemicellulose concentration concentration of glucose derived from xylan derived from hemicellulose in material entity CDNO:0200510 The concentration of xylose derived from xylan derived from hemicellulose when measured in some material entity. INFOODs:XYLFB material entity xylose derived from xylan derived from hemicellulose concentration concentration of xylose derived from xylan derived from hemicellulose in material entity CDNO:0200511 The concentration of glucose derived from xyloglucan derived from hemicellulose when measured in some material entity. INFOODs:GLUFB USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from xyloglucan derived from hemicellulose concentration concentration of glucose derived from xyloglucan derived from hemicellulose in material entity CDNO:0200512 The concentration of xylose derived from xyloglucan derived from hemicellulose when measured in some material entity. INFOODs:XYLFB material entity xylose derived from xyloglucan derived from hemicellulose concentration concentration of xylose derived from xyloglucan derived from hemicellulose in material entity CDNO:0200513 The concentration of glucose derived from glucomannan derived from hemicellulose when measured in some material entity. INFOODs:GLUFB USDA_fdc_id:1011 USDA_nutrient_nbr:211 material entity glucose derived from glucomannan derived from hemicellulose concentration concentration of glucose derived from glucomannan derived from hemicellulose in material entity CDNO:0200514 The concentration of mannose derived from glucomannan derived from hemicellulose when measured in some material entity. INFOODs:MANFB material entity mannose derived from glucomannan derived from hemicellulose concentration concentration of mannose derived from glucomannan derived from hemicellulose in material entity CDNO:0200515 The concentration of arabinose derived from arabinoxylan derived from hemicellulose when measured in some material entity. INFOODs:ARAFB material entity arabinose derived from arabinoxylan derived from hemicellulose concentration concentration of arabinose derived from arabinoxylan derived from hemicellulose in material entity CDNO:0200516 The concentration of xylose derived from arabinoxylan derived from hemicellulose when measured in some material entity. INFOODs:XYLFB material entity xylose derived from arabinoxylan derived from hemicellulose concentration concentration of xylose derived from arabinoxylan derived from hemicellulose in material entity CDNO:0200517 The concentration of inulin derived from fructan when measured in some material entity. INFOODs:INULN USDA_fdc_id:1403 USDA_nutrient_nbr:806 material entity inulin derived from fructan concentration concentration of inulin derived from fructan in material entity CDNO:0200518 The concentration of fructose derived from inulin derived from fructan when measured in some material entity. INFOODs:FRUS USDA_fdc_id:1012 USDA_nutrient_nbr:212 material entity fructose derived from inulin derived from fructan concentration concentration of fructose derived from inulin derived from fructan in material entity CDNO:0200519 The concentration of amino acid derived from protein when measured in some material entity. material entity amino acid derived from protein concentration concentration of amino acid derived from protein in material entity CDNO:0200520 The concentration of isoprenoid when measured in some material entity. material entity isoprenoid concentration concentration of isoprenoid in material entity CDNO:0200521 The concentration of terpene when measured in some material entity. material entity terpene concentration concentration of terpene in material entity CDNO:0200522 The concentration of tetraterpene when measured in some material entity. material entity tetraterpene concentration concentration of tetraterpene in material entity CDNO:0200523 The concentration of carotene when measured in some material entity. USDA_fdc_id:1157 USDA_nutrient_nbr:393 material entity carotene concentration concentration of carotene in material entity CDNO:0200524 The concentration of tetraterpenoid when measured in some material entity. material entity tetraterpenoid concentration concentration of tetraterpenoid in material entity CDNO:0200525 The concentration of methylmercury compound when measured in some material entity. material entity methylmercury compound concentration concentration of methylmercury compound in material entity CDNO:0200526 The concentration of thiamine hydrochloride when measured in some material entity. INFOODs:THIAHCL material entity thiamine hydrochloride concentration concentration of thiamine hydrochloride in material entity CDNO:0200527 The concentration of vitamin B2 when measured in some material entity. material entity vitamin B2 concentration concentration of vitamin B2 in material entity CDNO:0200528 The concentration of vitamin B3 when measured in some material entity. USDA_fdc_id:1167 USDA_nutrient_nbr:406 material entity vitamin B3 concentration concentration of vitamin B3 in material entity CDNO:0200529 The concentration of vitamin B5 when measured in some material entity. material entity vitamin B5 concentration concentration of vitamin B5 in material entity CDNO:0200530 The concentration of vitamin B6 when measured in some material entity. INFOODs:VITB6- USDA_fdc_id:1175 USDA_nutrient_nbr:415 material entity vitamin B6 concentration concentration of vitamin B6 in material entity CDNO:0200531 The concentration of vitamin B7 when measured in some material entity. material entity vitamin B7 concentration concentration of vitamin B7 in material entity CDNO:0200532 The concentration of vitamin B9 when measured in some material entity. USDA_fdc_id:1177 USDA_fdc_id:1187 USDA_nutrient_nbr:417 USDA_nutrient_nbr:432 material entity vitamin B9 concentration concentration of vitamin B9 in material entity CDNO:0200533 The concentration of tetrahydrofolate when measured in some material entity. INFOODs:FOLH4 material entity tetrahydrofolate concentration concentration of tetrahydrofolate in material entity CDNO:0200534 The concentration of vitamin B12 when measured in some material entity. INFOODs:VITB12 USDA_fdc_id:1178 USDA_nutrient_nbr:418 material entity vitamin B12 concentration concentration of vitamin B12 in material entity CDNO:0200535 The concentration of all-trans-retinol when measured in some material entity. material entity all-trans-retinol concentration concentration of all-trans-retinol in material entity CDNO:0200536 The concentration of D3 vitamins when measured in some material entity. USDA_fdc_id:1112 USDA_nutrient_nbr:326 material entity D3 vitamins concentration concentration of D3 vitamins in material entity CDNO:0200537 The concentration of calciol when measured in some material entity. material entity calciol concentration concentration of calciol in material entity CDNO:0200538 The concentration of vitamin D2 when measured in some material entity. material entity vitamin D2 concentration concentration of vitamin D2 in material entity CDNO:0200539 The concentration of vitamin D4 when measured in some material entity. USDA_fdc_id:1111 USDA_nutrient_nbr:325 material entity vitamin D4 concentration concentration of vitamin D4 in material entity CDNO:0200540 The concentration of vitamin D5 when measured in some material entity. USDA_fdc_id:2059 material entity vitamin D5 concentration concentration of vitamin D5 in material entity CDNO:0200541 The concentration of menadione when measured in some material entity. material entity menadione concentration concentration of menadione in material entity CDNO:0200542 The concentration of menaquinone when measured in some material entity. INFOODs:MK4 INFOODs:MK5 INFOODs:MK6 INFOODs:MK7 INFOODs:MK8 INFOODs:MK9 USDA_fdc_id:1183 USDA_nutrient_nbr:428 material entity menaquinone concentration concentration of menaquinone in material entity CDNO:0200543 The concentration of phylloquinone when measured in some material entity. USDA_fdc_id:1185 USDA_nutrient_nbr:430 material entity phylloquinone concentration concentration of phylloquinone in material entity CDNO:0200544 The concentration of dietary calcium when measured in some material entity. USDA_fdc_id:1087 USDA_nutrient_nbr:301 material entity dietary calcium concentration concentration of dietary calcium in material entity CDNO:0200545 The concentration of inorganic calcium salt when measured in some material entity. material entity inorganic calcium salt concentration concentration of inorganic calcium salt in material entity CDNO:0200546 The concentration of calcium dichloride when measured in some material entity. material entity calcium dichloride concentration concentration of calcium dichloride in material entity CDNO:0200547 The concentration of calcium carbonate when measured in some material entity. material entity calcium carbonate concentration concentration of calcium carbonate in material entity CDNO:0200548 The concentration of calcium difluoride when measured in some material entity. material entity calcium difluoride concentration concentration of calcium difluoride in material entity CDNO:0200549 The concentration of calcium sulfate when measured in some material entity. material entity calcium sulfate concentration concentration of calcium sulfate in material entity CDNO:0200550 The concentration of calcium phosphate when measured in some material entity. material entity calcium phosphate concentration concentration of calcium phosphate in material entity CDNO:0200551 The concentration of calcium hydroxide when measured in some material entity. material entity calcium hydroxide concentration concentration of calcium hydroxide in material entity CDNO:0200552 The concentration of calcium hypochlorite when measured in some material entity. material entity calcium hypochlorite concentration concentration of calcium hypochlorite in material entity CDNO:0200553 The concentration of calcium silicate when measured in some material entity. material entity calcium silicate concentration concentration of calcium silicate in material entity CDNO:0200554 The concentration of organic calcium salt when measured in some material entity. material entity organic calcium salt concentration concentration of organic calcium salt in material entity CDNO:0200555 The concentration of calcium citrate when measured in some material entity. material entity calcium citrate concentration concentration of calcium citrate in material entity CDNO:0200556 The concentration of calcium glycerophosphate when measured in some material entity. material entity calcium glycerophosphate concentration concentration of calcium glycerophosphate in material entity CDNO:0200557 The concentration of calcium stearate when measured in some material entity. material entity calcium stearate concentration concentration of calcium stearate in material entity CDNO:0200558 The concentration of organic calcium compound when measured in some material entity. material entity organic calcium compound concentration concentration of organic calcium compound in material entity CDNO:0200559 The concentration of dietary chlorine when measured in some material entity. USDA_fdc_id:1088 USDA_nutrient_nbr:302 material entity dietary chlorine concentration concentration of dietary chlorine in material entity CDNO:0200560 The concentration of inorganic chloride when measured in some material entity. material entity inorganic chloride concentration concentration of inorganic chloride in material entity CDNO:0200561 The concentration of sodium chloride when measured in some material entity. The equivalency statement has been duplicated material entity sodium chloride concentration concentration of sodium chloride in material entity true CDNO:0200562 The concentration of calcium dichloride when measured in some material entity. The equivalency statement has been duplicated material entity calcium dichloride concentration concentration of calcium dichloride in material entity true CDNO:0200563 The concentration of magnesium dichloride when measured in some material entity. material entity magnesium dichloride concentration concentration of magnesium dichloride in material entity CDNO:0200564 The concentration of potassium chloride when measured in some material entity. material entity potassium chloride concentration concentration of potassium chloride in material entity CDNO:0200565 The concentration of lithium chloride when measured in some material entity. material entity lithium chloride concentration concentration of lithium chloride in material entity CDNO:0200566 The concentration of organic chloride salt when measured in some material entity. material entity organic chloride salt concentration concentration of organic chloride salt in material entity CDNO:0200567 The concentration of organochlorine compound when measured in some material entity. material entity organochlorine compound concentration concentration of organochlorine compound in material entity CDNO:0200568 The concentration of hydrogen chloride when measured in some material entity. material entity hydrogen chloride concentration concentration of hydrogen chloride in material entity CDNO:0200569 The concentration of hypochlorite when measured in some material entity. material entity hypochlorite concentration concentration of hypochlorite in material entity CDNO:0200570 The concentration of dietary magnesium when measured in some material entity. USDA_fdc_id:1090 USDA_nutrient_nbr:304 material entity dietary magnesium concentration concentration of dietary magnesium in material entity CDNO:0200571 The concentration of inorganic magnesium salt when measured in some material entity. material entity inorganic magnesium salt concentration concentration of inorganic magnesium salt in material entity CDNO:0200572 The concentration of magnesium dichloride when measured in some material entity. The equivalency statement has been duplicated material entity magnesium dichloride concentration concentration of magnesium dichloride in material entity true CDNO:0200573 The concentration of magnesium phosphate when measured in some material entity. material entity magnesium phosphate concentration concentration of magnesium phosphate in material entity CDNO:0200574 The concentration of magnesium hydroxide when measured in some material entity. material entity magnesium hydroxide concentration concentration of magnesium hydroxide in material entity CDNO:0200575 The concentration of organic magnesium salt when measured in some material entity. material entity organic magnesium salt concentration concentration of organic magnesium salt in material entity CDNO:0200576 The concentration of magnesium distearate when measured in some material entity. material entity magnesium distearate concentration concentration of magnesium distearate in material entity CDNO:0200577 The concentration of magnesium carbonate when measured in some material entity. material entity magnesium carbonate concentration concentration of magnesium carbonate in material entity CDNO:0200578 The concentration of dietary phosphorus when measured in some material entity. USDA_fdc_id:1091 USDA_nutrient_nbr:305 material entity dietary phosphorus concentration concentration of dietary phosphorus in material entity CDNO:0200579 The concentration of phosphoric acid when measured in some material entity. material entity phosphoric acid concentration concentration of phosphoric acid in material entity CDNO:0200580 The concentration of inorganic phosphate salt when measured in some material entity. material entity inorganic phosphate salt concentration concentration of inorganic phosphate salt in material entity CDNO:0200581 The concentration of sodium phosphate when measured in some material entity. material entity sodium phosphate concentration concentration of sodium phosphate in material entity CDNO:0200582 The concentration of tripotassium phosphate when measured in some material entity. material entity tripotassium phosphate concentration concentration of tripotassium phosphate in material entity CDNO:0200583 The concentration of iron(3+) phosphate when measured in some material entity. material entity iron(3+) phosphate concentration concentration of iron(3+) phosphate in material entity CDNO:0200584 The concentration of organic phosphate salt when measured in some material entity. material entity organic phosphate salt concentration concentration of organic phosphate salt in material entity CDNO:0200585 The concentration of organic phosphate compound when measured in some material entity. material entity organic phosphate compound concentration concentration of organic phosphate compound in material entity CDNO:0200586 The concentration of lysophosphatidylcholine when measured in some material entity. The equivalency statement has been duplicated material entity lysophosphatidylcholine concentration concentration of lysophosphatidylcholine in material entity true CDNO:0200587 The concentration of phosphatidylcholine when measured in some material entity. The equivalency statement has been duplicated material entity phosphatidylcholine concentration concentration of phosphatidylcholine in material entity true CDNO:0200588 The concentration of phosphatidylethanolamine when measured in some material entity. The equivalency statement has been duplicated material entity phosphatidylethanolamine concentration concentration of phosphatidylethanolamine in material entity true CDNO:0200589 The concentration of phosphatidylinositol when measured in some material entity. The equivalency statement has been duplicated material entity phosphatidylinositol concentration concentration of phosphatidylinositol in material entity true CDNO:0200590 The concentration of 3-sn-phosphatidyl-L-serine when measured in some material entity. material entity 3-sn-phosphatidyl-L-serine concentration concentration of 3-sn-phosphatidyl-L-serine in material entity CDNO:0200591 The concentration of myo-inositol hexakisphosphate when measured in some material entity. The equivalency statement has been duplicated material entity myo-inositol hexakisphosphate concentration concentration of myo-inositol hexakisphosphate in material entity true CDNO:0200592 The concentration of dietary potassium when measured in some material entity. USDA_fdc_id:1092 USDA_nutrient_nbr:306 material entity dietary potassium concentration concentration of dietary potassium in material entity CDNO:0200593 The concentration of inorganic potassium salt when measured in some material entity. material entity inorganic potassium salt concentration concentration of inorganic potassium salt in material entity CDNO:0200595 The concentration of potassium sulfate when measured in some material entity. material entity potassium sulfate concentration concentration of potassium sulfate in material entity CDNO:0200596 The concentration of organic potassium salt when measured in some material entity. material entity organic potassium salt concentration concentration of organic potassium salt in material entity CDNO:0200597 The concentration of potassium formate when measured in some material entity. material entity potassium formate concentration concentration of potassium formate in material entity CDNO:0200598 The concentration of potassium bitartrate when measured in some material entity. material entity potassium bitartrate concentration concentration of potassium bitartrate in material entity CDNO:0200599 The concentration of dietary sodium when measured in some material entity. USDA_fdc_id:1093 USDA_nutrient_nbr:307 material entity dietary sodium concentration concentration of dietary sodium in material entity CDNO:0200600 The concentration of inorganic sodium salt when measured in some material entity. material entity inorganic sodium salt concentration concentration of inorganic sodium salt in material entity CDNO:0200601 The concentration of sodium chloride when measured in some material entity. The equivalency statement has been duplicated material entity sodium chloride concentration concentration of sodium chloride in material entity true CDNO:0200602 The concentration of sodium hydrogencarbonate when measured in some material entity. material entity sodium hydrogencarbonate concentration concentration of sodium hydrogencarbonate in material entity CDNO:0200603 The concentration of sodium sulfate when measured in some material entity. material entity sodium sulfate concentration concentration of sodium sulfate in material entity CDNO:0200604 The concentration of sodium hydrogensulfite when measured in some material entity. material entity sodium hydrogensulfite concentration concentration of sodium hydrogensulfite in material entity CDNO:0200605 The concentration of sodium borohydride when measured in some material entity. material entity sodium borohydride concentration concentration of sodium borohydride in material entity CDNO:0200606 The concentration of sodium bromate when measured in some material entity. material entity sodium bromate concentration concentration of sodium bromate in material entity CDNO:0200607 The concentration of sodium chlorate when measured in some material entity. material entity sodium chlorate concentration concentration of sodium chlorate in material entity CDNO:0200608 The concentration of sodium cyanide when measured in some material entity. material entity sodium cyanide concentration concentration of sodium cyanide in material entity CDNO:0200609 The concentration of sodium fluoride when measured in some material entity. material entity sodium fluoride concentration concentration of sodium fluoride in material entity CDNO:0200610 The concentration of sodium hydroxide when measured in some material entity. material entity sodium hydroxide concentration concentration of sodium hydroxide in material entity CDNO:0200611 The concentration of Sodium iodate when measured in some material entity. material entity Sodium iodate concentration concentration of Sodium iodate in material entity CDNO:0200612 The concentration of sodium nitrate when measured in some material entity. material entity sodium nitrate concentration concentration of sodium nitrate in material entity CDNO:0200613 The concentration of organic sodium salt when measured in some material entity. material entity organic sodium salt concentration concentration of organic sodium salt in material entity CDNO:0200614 The concentration of sodium oxalate when measured in some material entity. material entity sodium oxalate concentration concentration of sodium oxalate in material entity CDNO:0200615 The concentration of sodium L-tartrate when measured in some material entity. material entity sodium L-tartrate concentration concentration of sodium L-tartrate in material entity CDNO:0200616 The concentration of sodium formate when measured in some material entity. material entity sodium formate concentration concentration of sodium formate in material entity CDNO:0200617 The concentration of sodium phenolate when measured in some material entity. material entity sodium phenolate concentration concentration of sodium phenolate in material entity CDNO:0200618 The concentration of sodium citrate when measured in some material entity. material entity sodium citrate concentration concentration of sodium citrate in material entity CDNO:0200619 The concentration of dietary sulfur when measured in some material entity. USDA_fdc_id:1094 USDA_nutrient_nbr:308 material entity dietary sulfur concentration concentration of dietary sulfur in material entity CDNO:0200620 The concentration of sulfite when measured in some material entity. material entity sulfite concentration concentration of sulfite in material entity CDNO:0200621 The concentration of inorganic sulfate salt when measured in some material entity. material entity inorganic sulfate salt concentration concentration of inorganic sulfate salt in material entity CDNO:0200622 The concentration of magnesium sulfate when measured in some material entity. material entity magnesium sulfate concentration concentration of magnesium sulfate in material entity CDNO:0200623 The concentration of iron(2+) sulfate (anhydrous) when measured in some material entity. material entity iron(2+) sulfate (anhydrous) concentration concentration of iron(2+) sulfate (anhydrous) in material entity CDNO:0200624 The concentration of sodium hydrogensulfite when measured in some material entity. The equivalency statement has been duplicated material entity sodium hydrogensulfite concentration concentration of sodium hydrogensulfite in material entity true CDNO:0200625 The concentration of copper(II) sulfate when measured in some material entity. material entity copper(II) sulfate concentration concentration of copper(II) sulfate in material entity CDNO:0200626 The concentration of organic sulfate when measured in some material entity. material entity organic sulfate concentration concentration of organic sulfate in material entity CDNO:0200627 The concentration of organosulfur compound when measured in some material entity. material entity organosulfur compound concentration concentration of organosulfur compound in material entity CDNO:0200628 The concentration of thiol when measured in some material entity. material entity thiol concentration concentration of thiol in material entity CDNO:0200629 The concentration of glutathione when measured in some material entity. USDA_fdc_id:2069 USDA_nutrient_nbr:961 material entity glutathione concentration concentration of glutathione in material entity CDNO:0200630 The concentration of sulfonyldimethane when measured in some material entity. material entity sulfonyldimethane concentration concentration of sulfonyldimethane in material entity CDNO:0200631 The concentration of dimethyl sulfoxide when measured in some material entity. material entity dimethyl sulfoxide concentration concentration of dimethyl sulfoxide in material entity CDNO:0200632 The concentration of cysteine when measured in some material entity. The equivalency statement has been duplicated USDA_fdc_id:1232 USDA_nutrient_nbr:526 material entity cysteine concentration concentration of cysteine in material entity true CDNO:0200633 The concentration of methionine when measured in some material entity. The equivalency statement has been duplicated USDA_fdc_id:1215 USDA_nutrient_nbr:506 material entity methionine concentration concentration of methionine in material entity true CDNO:0200634 The concentration of glycosinolate when measured in some material entity. material entity glycosinolate concentration concentration of glycosinolate in material entity CDNO:0200635 The concentration of sinigrin when measured in some material entity. material entity sinigrin concentration concentration of sinigrin in material entity CDNO:0200636 The concentration of isothiocyanate when measured in some material entity. material entity isothiocyanate concentration concentration of isothiocyanate in material entity CDNO:0200637 The concentration of allyl isothiocyanate when measured in some material entity. material entity allyl isothiocyanate concentration concentration of allyl isothiocyanate in material entity CDNO:0200638 The concentration of sulfur dioxide when measured in some material entity. material entity sulfur dioxide concentration concentration of sulfur dioxide in material entity CDNO:0200639 The concentration of dietary chromium when measured in some material entity. USDA_fdc_id:1096 USDA_nutrient_nbr:310 material entity dietary chromium concentration concentration of dietary chromium in material entity CDNO:0200640 The concentration of inorganic chromium salt when measured in some material entity. material entity inorganic chromium salt concentration concentration of inorganic chromium salt in material entity CDNO:0200641 The concentration of organic chromium salt when measured in some material entity. material entity organic chromium salt concentration concentration of organic chromium salt in material entity CDNO:0200642 The concentration of dietary copper when measured in some material entity. USDA_fdc_id:1098 USDA_nutrient_nbr:312 material entity dietary copper concentration concentration of dietary copper in material entity CDNO:0200643 The concentration of inorganic copper salt when measured in some material entity. material entity inorganic copper salt concentration concentration of inorganic copper salt in material entity CDNO:0200644 The concentration of organic copper salt when measured in some material entity. material entity organic copper salt concentration concentration of organic copper salt in material entity CDNO:0200645 The concentration of dietary fluorine when measured in some material entity. USDA_fdc_id:1099 USDA_nutrient_nbr:313 material entity dietary fluorine concentration concentration of dietary fluorine in material entity CDNO:0200646 The concentration of inorganic fluoride salt when measured in some material entity. material entity inorganic fluoride salt concentration concentration of inorganic fluoride salt in material entity CDNO:0200647 The concentration of organic fluoride salt when measured in some material entity. material entity organic fluoride salt concentration concentration of organic fluoride salt in material entity CDNO:0200648 The concentration of dietary iodine when measured in some material entity. USDA_fdc_id:1100 USDA_nutrient_nbr:314 material entity dietary iodine concentration concentration of dietary iodine in material entity CDNO:0200649 The concentration of inorganic iodine salt when measured in some material entity. material entity inorganic iodine salt concentration concentration of inorganic iodine salt in material entity CDNO:0200650 The concentration of organic iodine salt when measured in some material entity. material entity organic iodine salt concentration concentration of organic iodine salt in material entity CDNO:0200651 The concentration of dietary iron when measured in some material entity. USDA_fdc_id:1089 USDA_nutrient_nbr:303 material entity dietary iron concentration concentration of dietary iron in material entity CDNO:0200652 The concentration of inorganic iron salt when measured in some material entity. material entity inorganic iron salt concentration concentration of inorganic iron salt in material entity CDNO:0200653 The concentration of iron(2+) sulfate (anhydrous) when measured in some material entity. The equivalency statement has been duplicated material entity iron(2+) sulfate (anhydrous) concentration concentration of iron(2+) sulfate (anhydrous) in material entity true CDNO:0200654 The concentration of organic iron salt when measured in some material entity. material entity organic iron salt concentration concentration of organic iron salt in material entity CDNO:0200655 The concentration of organic iron compound when measured in some material entity. material entity organic iron compound concentration concentration of organic iron compound in material entity CDNO:0200656 The concentration of ferric ammonium citrate when measured in some material entity. material entity ferric ammonium citrate concentration concentration of ferric ammonium citrate in material entity CDNO:0200657 The concentration of dietary manganese when measured in some material entity. USDA_fdc_id:1101 USDA_nutrient_nbr:315 material entity dietary manganese concentration concentration of dietary manganese in material entity CDNO:0200658 The concentration of manganese(3+) when measured in some material entity. material entity manganese(3+) concentration concentration of manganese(3+) in material entity CDNO:0200659 The concentration of inorganic manganese salt when measured in some material entity. material entity inorganic manganese salt concentration concentration of inorganic manganese salt in material entity CDNO:0200660 The concentration of organic manganese salt when measured in some material entity. material entity organic manganese salt concentration concentration of organic manganese salt in material entity CDNO:0200661 The concentration of dietary molybdenum when measured in some material entity. USDA_fdc_id:1102 USDA_nutrient_nbr:316 material entity dietary molybdenum concentration concentration of dietary molybdenum in material entity CDNO:0200662 The concentration of molybdenum(6+) when measured in some material entity. material entity molybdenum(6+) concentration concentration of molybdenum(6+) in material entity CDNO:0200663 The concentration of inorganic molybdenum salt when measured in some material entity. material entity inorganic molybdenum salt concentration concentration of inorganic molybdenum salt in material entity CDNO:0200664 The concentration of organic molybdenum salt when measured in some material entity. material entity organic molybdenum salt concentration concentration of organic molybdenum salt in material entity CDNO:0200665 The concentration of dietary selenium when measured in some material entity. USDA_fdc_id:1103 USDA_nutrient_nbr:317 material entity dietary selenium concentration concentration of dietary selenium in material entity CDNO:0200666 The concentration of selenium(4+) when measured in some material entity. material entity selenium(4+) concentration concentration of selenium(4+) in material entity CDNO:0200667 The concentration of selenium(6+) when measured in some material entity. material entity selenium(6+) concentration concentration of selenium(6+) in material entity CDNO:0200668 The concentration of inorganic selenium salt when measured in some material entity. material entity inorganic selenium salt concentration concentration of inorganic selenium salt in material entity CDNO:0200669 The concentration of organic selenium salt when measured in some material entity. material entity organic selenium salt concentration concentration of organic selenium salt in material entity CDNO:0200670 The concentration of dietary zinc when measured in some material entity. USDA_fdc_id:1095 USDA_nutrient_nbr:309 material entity dietary zinc concentration concentration of dietary zinc in material entity CDNO:0200671 The concentration of inorganic zinc salt when measured in some material entity. material entity inorganic zinc salt concentration concentration of inorganic zinc salt in material entity CDNO:0200672 The concentration of organic zinc salt when measured in some material entity. material entity organic zinc salt concentration concentration of organic zinc salt in material entity CDNO:0200673 The concentration of collagen when measured in some material entity. material entity collagen concentration concentration of collagen in material entity CDNO:0200674 The concentration of elastin when measured in some material entity. material entity elastin concentration concentration of elastin in material entity CDNO:0200675 The concentration of fibrin when measured in some material entity. material entity fibrin concentration concentration of fibrin in material entity CDNO:0200676 The concentration of hemoglobin when measured in some material entity. material entity hemoglobin concentration concentration of hemoglobin in material entity CDNO:0200677 The concentration of myoglobin when measured in some material entity. material entity myoglobin concentration concentration of myoglobin in material entity CDNO:0200678 The concentration of beta-lactoglobulin when measured in some material entity. material entity beta-lactoglobulin concentration concentration of beta-lactoglobulin in material entity CDNO:0200679 The concentration of napin when measured in some material entity. material entity napin concentration concentration of napin in material entity CDNO:0200680 The concentration of gliadin when measured in some material entity. material entity gliadin concentration concentration of gliadin in material entity CDNO:0200681 The concentration of L-fucose when measured in some material entity. material entity L-fucose concentration concentration of L-fucose in material entity CDNO:0200682 The concentration of D-xylose when measured in some material entity. material entity D-xylose concentration concentration of D-xylose in material entity CDNO:0200683 The concentration of L-arabinofuranose when measured in some material entity. material entity L-arabinofuranose concentration concentration of L-arabinofuranose in material entity CDNO:0200684 The concentration of L-arabinopyranose when measured in some material entity. material entity L-arabinopyranose concentration concentration of L-arabinopyranose in material entity CDNO:0200685 The concentration of lactose when measured in some material entity. INFOODs:LACS USDA_fdc_id:1013 USDA_nutrient_nbr:213 material entity lactose concentration concentration of lactose in material entity CDNO:0200686 The concentration of lactulose when measured in some material entity. material entity lactulose concentration concentration of lactulose in material entity CDNO:0200687 The concentration of D-mannose when measured in some material entity. material entity D-mannose concentration concentration of D-mannose in material entity CDNO:0200688 The concentration of β-D-Gal-(1→3)-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-D-Glc when measured in some material entity. material entity β-D-Gal-(1→3)-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-D-Glc concentration concentration of β-D-Gal-(1→3)-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-D-Glc in material entity CDNO:0200689 The concentration of dextrins when measured in some material entity. INFOODs:DEXTN material entity dextrins concentration concentration of dextrins in material entity CDNO:0200690 The concentration of maltodextrin when measured in some material entity. INFOODs:MALTDEX material entity maltodextrin concentration concentration of maltodextrin in material entity CDNO:0200691 The concentration of cyclodextrin when measured in some material entity. material entity cyclodextrin concentration concentration of cyclodextrin in material entity CDNO:0200692 The concentration of amylodextrin when measured in some material entity. material entity amylodextrin concentration concentration of amylodextrin in material entity CDNO:0200693 The concentration of cellodextrin when measured in some material entity. material entity cellodextrin concentration concentration of cellodextrin in material entity CDNO:0200694 The concentration of gum when measured in some material entity. INFOODs:GUMS material entity gum concentration concentration of gum in material entity CDNO:0200695 The concentration of heteroglycan when measured in some material entity. material entity heteroglycan concentration concentration of heteroglycan in material entity CDNO:0200696 The concentration of alginic acid when measured in some material entity. material entity alginic acid concentration concentration of alginic acid in material entity CDNO:0200697 The concentration of carrageenan when measured in some material entity. material entity carrageenan concentration concentration of carrageenan in material entity CDNO:0200698 The concentration of ι-carrageenan when measured in some material entity. material entity ι-carrageenan concentration concentration of ι-carrageenan in material entity CDNO:0200699 The concentration of κ-carrageenan when measured in some material entity. material entity κ-carrageenan concentration concentration of κ-carrageenan in material entity CDNO:0200700 The concentration of λ-carrageenan when measured in some material entity. material entity λ-carrageenan concentration concentration of λ-carrageenan in material entity CDNO:0200701 The concentration of xanthan when measured in some material entity. material entity xanthan concentration concentration of xanthan in material entity CDNO:0200702 The concentration of ketose when measured in some material entity. material entity ketose concentration concentration of ketose in material entity CDNO:0200703 The concentration of ketohexose when measured in some material entity. material entity ketohexose concentration concentration of ketohexose in material entity CDNO:0200704 The concentration of psicose when measured in some material entity. material entity psicose concentration concentration of psicose in material entity CDNO:0200705 The concentration of polyol when measured in some material entity. The equivalency statement has been duplicated material entity polyol concentration concentration of polyol in material entity true CDNO:0200706 The concentration of maltitol when measured in some material entity. INFOODs:MALTL material entity maltitol concentration concentration of maltitol in material entity CDNO:0200707 The concentration of mannitol when measured in some material entity. The equivalency statement has been duplicated material entity mannitol concentration concentration of mannitol in material entity true CDNO:0200708 The concentration of glycerol when measured in some material entity. The equivalency statement has been duplicated material entity glycerol concentration concentration of glycerol in material entity true CDNO:0200709 The concentration of glucitol when measured in some material entity. The equivalency statement has been duplicated material entity glucitol concentration concentration of glucitol in material entity true CDNO:0200710 The concentration of xylitol when measured in some material entity. The equivalency statement has been duplicated material entity xylitol concentration concentration of xylitol in material entity true CDNO:0200711 The concentration of lactitol when measured in some material entity. INFOODs:LACTL material entity lactitol concentration concentration of lactitol in material entity CDNO:0200712 The concentration of isomalt when measured in some material entity. INFOODs:ISOMALT material entity isomalt concentration concentration of isomalt in material entity CDNO:0200713 The concentration of erythritol when measured in some material entity. INFOODs:ERYTHL material entity erythritol concentration concentration of erythritol in material entity CDNO:0200714 The concentration of alditol when measured in some material entity. material entity alditol concentration concentration of alditol in material entity CDNO:0200715 The concentration of D-galacturonic acid when measured in some material entity. material entity D-galacturonic acid concentration concentration of D-galacturonic acid in material entity CDNO:0200716 The concentration of 6-O-α-D-glucopyranosyl-D-fructofuranose when measured in some material entity. material entity 6-O-α-D-glucopyranosyl-D-fructofuranose concentration concentration of 6-O-α-D-glucopyranosyl-D-fructofuranose in material entity CDNO:0200717 The concentration of sialic acid when measured in some material entity. material entity sialic acid concentration concentration of sialic acid in material entity CDNO:0200718 The concentration of Polydextrose when measured in some material entity. material entity Polydextrose concentration concentration of Polydextrose in material entity CDNO:0200719 The concentration of chitosan when measured in some material entity. material entity chitosan concentration concentration of chitosan in material entity CDNO:0200720 The concentration of 8,5'-diferulic acid when measured in some material entity. material entity 8,5'-diferulic acid concentration concentration of 8,5'-diferulic acid in material entity CDNO:0200721 The concentration of piceatannol when measured in some material entity. material entity piceatannol concentration concentration of piceatannol in material entity CDNO:0200722 The concentration of acteoside when measured in some material entity. material entity acteoside concentration concentration of acteoside in material entity CDNO:0200723 The concentration of pelargonin when measured in some material entity. material entity pelargonin concentration concentration of pelargonin in material entity CDNO:0200724 The concentration of (+)-pinoresinol when measured in some material entity. material entity (+)-pinoresinol concentration concentration of (+)-pinoresinol in material entity CDNO:0200725 The concentration of (-)-secoisolariciresinol when measured in some material entity. material entity (-)-secoisolariciresinol concentration concentration of (-)-secoisolariciresinol in material entity CDNO:0200726 The concentration of demethoxycurcumin when measured in some material entity. material entity demethoxycurcumin concentration concentration of demethoxycurcumin in material entity CDNO:0200727 The concentration of (-)-matairesinol when measured in some material entity. material entity (-)-matairesinol concentration concentration of (-)-matairesinol in material entity CDNO:0200728 The concentration of bisdemethoxycurcumin when measured in some material entity. material entity bisdemethoxycurcumin concentration concentration of bisdemethoxycurcumin in material entity CDNO:0200729 The concentration of (+)-catechin-3'-methyl ether when measured in some material entity. material entity (+)-catechin-3'-methyl ether concentration concentration of (+)-catechin-3'-methyl ether in material entity CDNO:0200730 The concentration of 4'-O-methyl-(−)-epicatechin when measured in some material entity. material entity 4'-O-methyl-(−)-epicatechin concentration concentration of 4'-O-methyl-(−)-epicatechin in material entity CDNO:0200731 The concentration of curcumin when measured in some material entity. material entity curcumin concentration concentration of curcumin in material entity CDNO:0200732 The concentration of (2-cis,6-cis)-farnesol when measured in some material entity. material entity (2-cis,6-cis)-farnesol concentration concentration of (2-cis,6-cis)-farnesol in material entity CDNO:0200733 The concentration of (E)-trans-miyabenol C when measured in some material entity. material entity (E)-trans-miyabenol C concentration concentration of (E)-trans-miyabenol C in material entity CDNO:0200734 The concentration of trans-rhaponticin when measured in some material entity. material entity trans-rhaponticin concentration concentration of trans-rhaponticin in material entity CDNO:0200735 The concentration of stilbenol when measured in some material entity. material entity stilbenol concentration concentration of stilbenol in material entity CDNO:0200736 The concentration of pinosylvin when measured in some material entity. material entity pinosylvin concentration concentration of pinosylvin in material entity CDNO:0200737 The concentration of resveratrol sulfate when measured in some material entity. material entity resveratrol sulfate concentration concentration of resveratrol sulfate in material entity CDNO:0200738 The concentration of guaiacol when measured in some material entity. material entity guaiacol concentration concentration of guaiacol in material entity CDNO:0200739 The concentration of (E)-sinapaldehyde when measured in some material entity. material entity (E)-sinapaldehyde concentration concentration of (E)-sinapaldehyde in material entity CDNO:0200740 The concentration of 4-hydroxyphenylacetic acid when measured in some material entity. material entity 4-hydroxyphenylacetic acid concentration concentration of 4-hydroxyphenylacetic acid in material entity CDNO:0200741 The concentration of hydroxybenzaldehyde when measured in some material entity. material entity hydroxybenzaldehyde concentration concentration of hydroxybenzaldehyde in material entity CDNO:0200742 The concentration of 4-hydroxybenzaldehyde when measured in some material entity. material entity 4-hydroxybenzaldehyde concentration concentration of 4-hydroxybenzaldehyde in material entity CDNO:0200743 The concentration of benzenetriol when measured in some material entity. material entity benzenetriol concentration concentration of benzenetriol in material entity CDNO:0200744 The concentration of digallic acid when measured in some material entity. material entity digallic acid concentration concentration of digallic acid in material entity CDNO:0200745 The concentration of pyrogallol when measured in some material entity. material entity pyrogallol concentration concentration of pyrogallol in material entity CDNO:0200746 The concentration of Dodecyl gallate when measured in some material entity. material entity Dodecyl gallate concentration concentration of Dodecyl gallate in material entity CDNO:0200747 The concentration of trans-2-coumaric acid when measured in some material entity. material entity trans-2-coumaric acid concentration concentration of trans-2-coumaric acid in material entity CDNO:0200748 The concentration of vanillin when measured in some material entity. material entity vanillin concentration concentration of vanillin in material entity CDNO:0200749 The concentration of eugenol when measured in some material entity. material entity eugenol concentration concentration of eugenol in material entity CDNO:0200750 The concentration of benzenediols when measured in some material entity. material entity benzenediols concentration concentration of benzenediols in material entity CDNO:0200751 The concentration of 3,4-dihydroxybenzaldehyde when measured in some material entity. material entity 3,4-dihydroxybenzaldehyde concentration concentration of 3,4-dihydroxybenzaldehyde in material entity CDNO:0200752 The concentration of 5-heptadecylresorcinol when measured in some material entity. material entity 5-heptadecylresorcinol concentration concentration of 5-heptadecylresorcinol in material entity CDNO:0200753 The concentration of 5-tricosylresorcinol when measured in some material entity. material entity 5-tricosylresorcinol concentration concentration of 5-tricosylresorcinol in material entity CDNO:0200754 The concentration of cardol when measured in some material entity. material entity cardol concentration concentration of cardol in material entity CDNO:0200755 The concentration of 3,5-dihydroxybenzoic acid when measured in some material entity. material entity 3,5-dihydroxybenzoic acid concentration concentration of 3,5-dihydroxybenzoic acid in material entity CDNO:0200756 The concentration of 2',4'-dihydroxyacetophenone when measured in some material entity. material entity 2',4'-dihydroxyacetophenone concentration concentration of 2',4'-dihydroxyacetophenone in material entity CDNO:0200757 The concentration of hydroquinone when measured in some material entity. material entity hydroquinone concentration concentration of hydroquinone in material entity CDNO:0200758 The concentration of dopamine when measured in some material entity. material entity dopamine concentration concentration of dopamine in material entity CDNO:0200759 The concentration of resorcinol when measured in some material entity. material entity resorcinol concentration concentration of resorcinol in material entity CDNO:0200760 The concentration of 2-(4-hydroxyphenyl)ethanol when measured in some material entity. USDA_fdc_id:1206 USDA_nutrient_nbr:466 material entity 2-(4-hydroxyphenyl)ethanol concentration concentration of 2-(4-hydroxyphenyl)ethanol in material entity CDNO:0200761 The concentration of 4-hydroxystyrene when measured in some material entity. material entity 4-hydroxystyrene concentration concentration of 4-hydroxystyrene in material entity CDNO:0200762 The concentration of 2-methoxy-4-vinylphenol when measured in some material entity. material entity 2-methoxy-4-vinylphenol concentration concentration of 2-methoxy-4-vinylphenol in material entity CDNO:0200763 The concentration of (−)-lariciresinol when measured in some material entity. material entity (−)-lariciresinol concentration concentration of (−)-lariciresinol in material entity CDNO:0200764 The concentration of (+)-lariciresinol when measured in some material entity. material entity (+)-lariciresinol concentration concentration of (+)-lariciresinol in material entity CDNO:0200765 The concentration of Sesamolinol when measured in some material entity. material entity Sesamolinol concentration concentration of Sesamolinol in material entity CDNO:0200766 The concentration of 2-O-sulfate-4-hydroxyacetophenone when measured in some material entity. material entity 2-O-sulfate-4-hydroxyacetophenone concentration concentration of 2-O-sulfate-4-hydroxyacetophenone in material entity CDNO:0200767 The concentration of 2,3-dihydrobiochanin A when measured in some material entity. material entity 2,3-dihydrobiochanin A concentration concentration of 2,3-dihydrobiochanin A in material entity CDNO:0200768 The concentration of 4-hydroxymandelic acid when measured in some material entity. material entity 4-hydroxymandelic acid concentration concentration of 4-hydroxymandelic acid in material entity CDNO:0200769 The concentration of vestitone when measured in some material entity. material entity vestitone concentration concentration of vestitone in material entity CDNO:0200770 The concentration of 3-hydroxyphenylacetic acid when measured in some material entity. material entity 3-hydroxyphenylacetic acid concentration concentration of 3-hydroxyphenylacetic acid in material entity CDNO:0200771 The concentration of (2-hydroxyphenyl)acetic acid when measured in some material entity. material entity (2-hydroxyphenyl)acetic acid concentration concentration of (2-hydroxyphenyl)acetic acid in material entity CDNO:0200772 The concentration of Paeonol when measured in some material entity. material entity Paeonol concentration concentration of Paeonol in material entity CDNO:0200773 The concentration of m-hydroxyhippuric acid when measured in some material entity. material entity m-hydroxyhippuric acid concentration concentration of m-hydroxyhippuric acid in material entity CDNO:0200774 The concentration of 3-(3-hydroxyphenyl)-3-hydroxypropanoic acid when measured in some material entity. material entity 3-(3-hydroxyphenyl)-3-hydroxypropanoic acid concentration concentration of 3-(3-hydroxyphenyl)-3-hydroxypropanoic acid in material entity CDNO:0200775 The concentration of deoxyhumulone when measured in some material entity. material entity deoxyhumulone concentration concentration of deoxyhumulone in material entity CDNO:0200776 The concentration of tyramine when measured in some material entity. material entity tyramine concentration concentration of tyramine in material entity CDNO:0200777 The concentration of 3-(2-hydroxyphenyl)propanoic acid when measured in some material entity. material entity 3-(2-hydroxyphenyl)propanoic acid concentration concentration of 3-(2-hydroxyphenyl)propanoic acid in material entity CDNO:0200778 The concentration of kievitone when measured in some material entity. material entity kievitone concentration concentration of kievitone in material entity CDNO:0200779 The concentration of vanillyl alcohol when measured in some material entity. material entity vanillyl alcohol concentration concentration of vanillyl alcohol in material entity CDNO:0200780 The concentration of vanillylmandelic acid when measured in some material entity. material entity vanillylmandelic acid concentration concentration of vanillylmandelic acid in material entity CDNO:0200781 The concentration of serotonin when measured in some material entity. material entity serotonin concentration concentration of serotonin in material entity CDNO:0200782 The concentration of dopamine 3-O-sulfate when measured in some material entity. material entity dopamine 3-O-sulfate concentration concentration of dopamine 3-O-sulfate in material entity CDNO:0200783 The concentration of gentisyl alcohol when measured in some material entity. material entity gentisyl alcohol concentration concentration of gentisyl alcohol in material entity CDNO:0200784 The concentration of quinol sulfate when measured in some material entity. material entity quinol sulfate concentration concentration of quinol sulfate in material entity CDNO:0200785 The concentration of biphenyl-2-ol when measured in some material entity. material entity biphenyl-2-ol concentration concentration of biphenyl-2-ol in material entity CDNO:0200786 The concentration of (3,4-dihydroxyphenyl)acetic acid when measured in some material entity. material entity (3,4-dihydroxyphenyl)acetic acid concentration concentration of (3,4-dihydroxyphenyl)acetic acid in material entity CDNO:0200787 The concentration of 3,4-dihydroxybenzoic acid when measured in some material entity. material entity 3,4-dihydroxybenzoic acid concentration concentration of 3,4-dihydroxybenzoic acid in material entity CDNO:0200788 The concentration of 4-methylcatechol when measured in some material entity. material entity 4-methylcatechol concentration concentration of 4-methylcatechol in material entity CDNO:0200789 The concentration of 3-methylcatechol when measured in some material entity. material entity 3-methylcatechol concentration concentration of 3-methylcatechol in material entity CDNO:0200790 The concentration of 3,4-dihydroxyphenylethyleneglycol when measured in some material entity. material entity 3,4-dihydroxyphenylethyleneglycol concentration concentration of 3,4-dihydroxyphenylethyleneglycol in material entity CDNO:0200791 The concentration of 3-phenylpropionic acid when measured in some material entity. material entity 3-phenylpropionic acid concentration concentration of 3-phenylpropionic acid in material entity CDNO:0200792 The concentration of 3-O-methylgallic acid when measured in some material entity. material entity 3-O-methylgallic acid concentration concentration of 3-O-methylgallic acid in material entity CDNO:0200793 The concentration of anthoxanthin when measured in some material entity. material entity anthoxanthin concentration concentration of anthoxanthin in material entity CDNO:0200794 The concentration of flavones when measured in some material entity. material entity flavones concentration concentration of flavones in material entity CDNO:0200795 The concentration of diosmetin when measured in some material entity. USDA_fdc_id:1381 USDA_nutrient_nbr:772 material entity diosmetin concentration concentration of diosmetin in material entity CDNO:0200796 The concentration of myricetin when measured in some material entity. USDA_fdc_id:1390 USDA_nutrient_nbr:788 material entity myricetin concentration concentration of myricetin in material entity CDNO:0200797 The concentration of hydroxyflavone when measured in some material entity. material entity hydroxyflavone concentration concentration of hydroxyflavone in material entity CDNO:0200798 The concentration of luteolin 7-O-neohesperidoside when measured in some material entity. material entity luteolin 7-O-neohesperidoside concentration concentration of luteolin 7-O-neohesperidoside in material entity CDNO:0200799 The concentration of isopimpinellin when measured in some material entity. material entity isopimpinellin concentration concentration of isopimpinellin in material entity CDNO:0200800 The concentration of kaempferol 3-O-beta-D-glucoside when measured in some material entity. material entity kaempferol 3-O-beta-D-glucoside concentration concentration of kaempferol 3-O-beta-D-glucoside in material entity CDNO:0200801 The concentration of rutin when measured in some material entity. material entity rutin concentration concentration of rutin in material entity CDNO:0200802 The concentration of naringenin 7-O-β-D-glucoside when measured in some material entity. material entity naringenin 7-O-β-D-glucoside concentration concentration of naringenin 7-O-β-D-glucoside in material entity CDNO:0200803 The concentration of luteolin 7-O-beta-D-glucoside when measured in some material entity. material entity luteolin 7-O-beta-D-glucoside concentration concentration of luteolin 7-O-beta-D-glucoside in material entity CDNO:0200804 The concentration of quercetin 3-O-beta-D-glucofuranoside when measured in some material entity. material entity quercetin 3-O-beta-D-glucofuranoside concentration concentration of quercetin 3-O-beta-D-glucofuranoside in material entity CDNO:0200805 The concentration of luteolin 7-O-beta-D-glucosiduronic acid when measured in some material entity. material entity luteolin 7-O-beta-D-glucosiduronic acid concentration concentration of luteolin 7-O-beta-D-glucosiduronic acid in material entity CDNO:0200806 The concentration of apigenin 7-O-beta-D-glucoside when measured in some material entity. material entity apigenin 7-O-beta-D-glucoside concentration concentration of apigenin 7-O-beta-D-glucoside in material entity CDNO:0200807 The concentration of quercitrin when measured in some material entity. material entity quercitrin concentration concentration of quercitrin in material entity CDNO:0200808 The concentration of (S)-naringenin when measured in some material entity. material entity (S)-naringenin concentration concentration of (S)-naringenin in material entity CDNO:0200809 The concentration of galangin when measured in some material entity. material entity galangin concentration concentration of galangin in material entity CDNO:0200810 The concentration of kaempferide when measured in some material entity. material entity kaempferide concentration concentration of kaempferide in material entity CDNO:0200811 The concentration of luteolin 7-O-(6-O-malonyl-β-D-glucoside) when measured in some material entity. material entity luteolin 7-O-(6-O-malonyl-β-D-glucoside) concentration concentration of luteolin 7-O-(6-O-malonyl-β-D-glucoside) in material entity CDNO:0200812 The concentration of quercetin 3,4'-di-O-β-D-glucoside when measured in some material entity. material entity quercetin 3,4'-di-O-β-D-glucoside concentration concentration of quercetin 3,4'-di-O-β-D-glucoside in material entity CDNO:0200813 The concentration of quercetin 7,4'-di-O-β-D-glucoside when measured in some material entity. material entity quercetin 7,4'-di-O-β-D-glucoside concentration concentration of quercetin 7,4'-di-O-β-D-glucoside in material entity CDNO:0200814 The concentration of kaempferol 3-O-β-D-glucosyl-(1→2)-β-D-glucoside when measured in some material entity. material entity kaempferol 3-O-β-D-glucosyl-(1→2)-β-D-glucoside concentration concentration of kaempferol 3-O-β-D-glucosyl-(1→2)-β-D-glucoside in material entity CDNO:0200815 The concentration of quercetin 3-O-β-D-glucosyl-(1→2)-β-D-glucoside when measured in some material entity. material entity quercetin 3-O-β-D-glucosyl-(1→2)-β-D-glucoside concentration concentration of quercetin 3-O-β-D-glucosyl-(1→2)-β-D-glucoside in material entity CDNO:0200816 The concentration of isorhamnetin when measured in some material entity. USDA_fdc_id:1387 USDA_nutrient_nbr:785 material entity isorhamnetin concentration concentration of isorhamnetin in material entity CDNO:0200817 The concentration of quercetin 3-O-β-D-galactopyranoside when measured in some material entity. material entity quercetin 3-O-β-D-galactopyranoside concentration concentration of quercetin 3-O-β-D-galactopyranoside in material entity CDNO:0200818 The concentration of 4',5,7-trihydroxy-3'-methoxyflavone when measured in some material entity. material entity 4',5,7-trihydroxy-3'-methoxyflavone concentration concentration of 4',5,7-trihydroxy-3'-methoxyflavone in material entity CDNO:0200819 The concentration of kaempferol 3-O-β-D-galactoside when measured in some material entity. material entity kaempferol 3-O-β-D-galactoside concentration concentration of kaempferol 3-O-β-D-galactoside in material entity CDNO:0200820 The concentration of fisetin when measured in some material entity. material entity fisetin concentration concentration of fisetin in material entity CDNO:0200821 The concentration of 3',5'-di-O-methyltricetin when measured in some material entity. material entity 3',5'-di-O-methyltricetin concentration concentration of 3',5'-di-O-methyltricetin in material entity CDNO:0200822 The concentration of lucenin-2 when measured in some material entity. material entity lucenin-2 concentration concentration of lucenin-2 in material entity CDNO:0200823 The concentration of quercetin 3-O-β-D-glucopyranoside when measured in some material entity. material entity quercetin 3-O-β-D-glucopyranoside concentration concentration of quercetin 3-O-β-D-glucopyranoside in material entity CDNO:0200824 The concentration of kaempferol 3-O-glucuronide when measured in some material entity. material entity kaempferol 3-O-glucuronide concentration concentration of kaempferol 3-O-glucuronide in material entity CDNO:0200825 The concentration of quercetin 4ʼ-O-β-D-glucopyranoside when measured in some material entity. material entity quercetin 4ʼ-O-β-D-glucopyranoside concentration concentration of quercetin 4ʼ-O-β-D-glucopyranoside in material entity CDNO:0200826 The concentration of flavonols when measured in some material entity. USDA_fdc_id:1386 USDA_nutrient_nbr:784 material entity flavonols concentration concentration of flavonols in material entity CDNO:0200827 The concentration of isoorientin when measured in some material entity. material entity isoorientin concentration concentration of isoorientin in material entity CDNO:0200828 The concentration of miquelianin when measured in some material entity. material entity miquelianin concentration concentration of miquelianin in material entity CDNO:0200829 The concentration of eupatilin when measured in some material entity. material entity eupatilin concentration concentration of eupatilin in material entity CDNO:0200830 The concentration of cyanin when measured in some material entity. material entity cyanin concentration concentration of cyanin in material entity CDNO:0200831 The concentration of galangin 3,5,7-trimethyl ether when measured in some material entity. material entity galangin 3,5,7-trimethyl ether concentration concentration of galangin 3,5,7-trimethyl ether in material entity CDNO:0200832 The concentration of anthocyanin cation when measured in some material entity. material entity anthocyanin cation concentration concentration of anthocyanin cation in material entity CDNO:0200833 The concentration of Tulipanin when measured in some material entity. material entity Tulipanin concentration concentration of Tulipanin in material entity CDNO:0200834 The concentration of petunidin when measured in some material entity. USDA_fdc_id:1361 USDA_nutrient_nbr:746 material entity petunidin concentration concentration of petunidin in material entity CDNO:0200835 The concentration of Dalbergin when measured in some material entity. material entity Dalbergin concentration concentration of Dalbergin in material entity CDNO:0200836 The concentration of pelargonidin 3-O-beta-D-glucoside when measured in some material entity. material entity pelargonidin 3-O-beta-D-glucoside concentration concentration of pelargonidin 3-O-beta-D-glucoside in material entity CDNO:0200837 The concentration of peonidin 3-O-β-D-glucoside when measured in some material entity. material entity peonidin 3-O-β-D-glucoside concentration concentration of peonidin 3-O-β-D-glucoside in material entity CDNO:0200838 The concentration of isoliquiritigenin when measured in some material entity. material entity isoliquiritigenin concentration concentration of isoliquiritigenin in material entity CDNO:0200839 The concentration of trilobatin when measured in some material entity. material entity trilobatin concentration concentration of trilobatin in material entity CDNO:0200840 The concentration of 3,6,9-trihydroxypterocarpan when measured in some material entity. material entity 3,6,9-trihydroxypterocarpan concentration concentration of 3,6,9-trihydroxypterocarpan in material entity CDNO:0200841 The concentration of phaseollidin when measured in some material entity. material entity phaseollidin concentration concentration of phaseollidin in material entity CDNO:0200842 The concentration of delphinidin chloride when measured in some material entity. material entity delphinidin chloride concentration concentration of delphinidin chloride in material entity CDNO:0200843 The concentration of pelargonidin chloride when measured in some material entity. material entity pelargonidin chloride concentration concentration of pelargonidin chloride in material entity CDNO:0200844 The concentration of peonidin chloride when measured in some material entity. material entity peonidin chloride concentration concentration of peonidin chloride in material entity CDNO:0200845 The concentration of delphinidin when measured in some material entity. USDA_fdc_id:1357 USDA_nutrient_nbr:741 material entity delphinidin concentration concentration of delphinidin in material entity CDNO:0200846 The concentration of peonidin when measured in some material entity. USDA_fdc_id:1360 USDA_nutrient_nbr:745 material entity peonidin concentration concentration of peonidin in material entity CDNO:0200847 The concentration of hydroxyflavanone when measured in some material entity. material entity hydroxyflavanone concentration concentration of hydroxyflavanone in material entity CDNO:0200848 The concentration of astilbin when measured in some material entity. material entity astilbin concentration concentration of astilbin in material entity CDNO:0200849 The concentration of flavanonol when measured in some material entity. material entity flavanonol concentration concentration of flavanonol in material entity CDNO:0200850 The concentration of (+)-taxifolin when measured in some material entity. material entity (+)-taxifolin concentration concentration of (+)-taxifolin in material entity CDNO:0200851 The concentration of garbanzol when measured in some material entity. material entity garbanzol concentration concentration of garbanzol in material entity CDNO:0200852 The concentration of liquiritigenin when measured in some material entity. USDA_fdc_id:1376 USDA_nutrient_nbr:761 material entity liquiritigenin concentration concentration of liquiritigenin in material entity CDNO:0200853 The concentration of betagarin when measured in some material entity. material entity betagarin concentration concentration of betagarin in material entity CDNO:0200854 The concentration of (+)-catechin when measured in some material entity. material entity (+)-catechin concentration concentration of (+)-catechin in material entity CDNO:0200855 The concentration of Cyclokievitone when measured in some material entity. material entity Cyclokievitone concentration concentration of Cyclokievitone in material entity CDNO:0200856 The concentration of equol when measured in some material entity. material entity equol concentration concentration of equol in material entity CDNO:0200857 The concentration of Sayanedine when measured in some material entity. material entity Sayanedine concentration concentration of Sayanedine in material entity CDNO:0200858 The concentration of formononetin when measured in some material entity. USDA_fdc_id:1345 USDA_nutrient_nbr:715 material entity formononetin concentration concentration of formononetin in material entity CDNO:0200859 The concentration of methoxyisoflavone when measured in some material entity. material entity methoxyisoflavone concentration concentration of methoxyisoflavone in material entity CDNO:0200860 The concentration of Irisolidone when measured in some material entity. material entity Irisolidone concentration concentration of Irisolidone in material entity CDNO:0200861 The concentration of biochanin A when measured in some material entity. USDA_fdc_id:1344 USDA_nutrient_nbr:714 material entity biochanin A concentration concentration of biochanin A in material entity CDNO:0200862 The concentration of 2'-hydroxyformononetin when measured in some material entity. material entity 2'-hydroxyformononetin concentration concentration of 2'-hydroxyformononetin in material entity CDNO:0200863 The concentration of calycosin when measured in some material entity. material entity calycosin concentration concentration of calycosin in material entity CDNO:0200864 The concentration of 4',6,7-trihydroxyisoflavone when measured in some material entity. material entity 4',6,7-trihydroxyisoflavone concentration concentration of 4',6,7-trihydroxyisoflavone in material entity CDNO:0200865 The concentration of orobol when measured in some material entity. material entity orobol concentration concentration of orobol in material entity CDNO:0200866 The concentration of irilone when measured in some material entity. material entity irilone concentration concentration of irilone in material entity CDNO:0200867 The concentration of 3',4',7-trihydroxyisoflavone when measured in some material entity. material entity 3',4',7-trihydroxyisoflavone concentration concentration of 3',4',7-trihydroxyisoflavone in material entity CDNO:0200868 The concentration of prunetin when measured in some material entity. material entity prunetin concentration concentration of prunetin in material entity CDNO:0200869 The concentration of 2'-hydroxydaidzein when measured in some material entity. material entity 2'-hydroxydaidzein concentration concentration of 2'-hydroxydaidzein in material entity CDNO:0200870 The concentration of licoisoflavone A when measured in some material entity. material entity licoisoflavone A concentration concentration of licoisoflavone A in material entity CDNO:0200871 The concentration of genistein(1−) when measured in some material entity. material entity genistein(1−) concentration concentration of genistein(1−) in material entity CDNO:0200872 The concentration of sanguiin H6 when measured in some material entity. material entity sanguiin H6 concentration concentration of sanguiin H6 in material entity CDNO:0200873 The concentration of lambertianin C when measured in some material entity. material entity lambertianin C concentration concentration of lambertianin C in material entity CDNO:0200874 The concentration of punicalagin when measured in some material entity. material entity punicalagin concentration concentration of punicalagin in material entity CDNO:0200875 The concentration of Punicalin when measured in some material entity. material entity Punicalin concentration concentration of Punicalin in material entity CDNO:0200876 The concentration of agrimoniin when measured in some material entity. material entity agrimoniin concentration concentration of agrimoniin in material entity CDNO:0200877 The concentration of theogallin when measured in some material entity. material entity theogallin concentration concentration of theogallin in material entity CDNO:0200878 The concentration of cinnamtannin B-1 when measured in some material entity. material entity cinnamtannin B-1 concentration concentration of cinnamtannin B-1 in material entity CDNO:0200879 The concentration of theasinensin A when measured in some material entity. material entity theasinensin A concentration concentration of theasinensin A in material entity CDNO:0200880 The concentration of arecatannin a2 when measured in some material entity. material entity arecatannin a2 concentration concentration of arecatannin a2 in material entity CDNO:0200881 The concentration of Schisantherin A when measured in some material entity. material entity Schisantherin A concentration concentration of Schisantherin A in material entity CDNO:0200882 The concentration of Terminalin when measured in some material entity. material entity Terminalin concentration concentration of Terminalin in material entity CDNO:0200883 The concentration of (-)-Variabilin when measured in some material entity. material entity (-)-Variabilin concentration concentration of (-)-Variabilin in material entity CDNO:0200884 The concentration of Casuarictin when measured in some material entity. material entity Casuarictin concentration concentration of Casuarictin in material entity CDNO:0200885 The concentration of Casuarinin when measured in some material entity. material entity Casuarinin concentration concentration of Casuarinin in material entity CDNO:0200886 The concentration of Chebulinic acid when measured in some material entity. material entity Chebulinic acid concentration concentration of Chebulinic acid in material entity CDNO:0200887 The concentration of Fucofuroeckol B when measured in some material entity. material entity Fucofuroeckol B concentration concentration of Fucofuroeckol B in material entity CDNO:0200888 The concentration of Geraniin when measured in some material entity. material entity Geraniin concentration concentration of Geraniin in material entity CDNO:0200889 The concentration of Pedunculagin when measured in some material entity. material entity Pedunculagin concentration concentration of Pedunculagin in material entity CDNO:0200890 The concentration of Tellimagrandin I when measured in some material entity. material entity Tellimagrandin I concentration concentration of Tellimagrandin I in material entity CDNO:0200891 The concentration of 4-hydroxybenzoic acid when measured in some material entity. material entity 4-hydroxybenzoic acid concentration concentration of 4-hydroxybenzoic acid in material entity CDNO:0200892 The concentration of 3-hydroxybenzoic acid when measured in some material entity. material entity 3-hydroxybenzoic acid concentration concentration of 3-hydroxybenzoic acid in material entity CDNO:0200893 The concentration of 2,3-dihydroxybenzoic acid when measured in some material entity. material entity 2,3-dihydroxybenzoic acid concentration concentration of 2,3-dihydroxybenzoic acid in material entity CDNO:0200894 The concentration of 2,5-dihydroxybenzoic acid when measured in some material entity. material entity 2,5-dihydroxybenzoic acid concentration concentration of 2,5-dihydroxybenzoic acid in material entity CDNO:0200895 The concentration of 2,6-dihydroxybenzoic acid when measured in some material entity. material entity 2,6-dihydroxybenzoic acid concentration concentration of 2,6-dihydroxybenzoic acid in material entity CDNO:0200896 The concentration of 2,4,6-Trihydroxybenzoic acid when measured in some material entity. material entity 2,4,6-Trihydroxybenzoic acid concentration concentration of 2,4,6-Trihydroxybenzoic acid in material entity CDNO:0200897 The concentration of 3-hydroxy-4-methoxybenzoic acid when measured in some material entity. material entity 3-hydroxy-4-methoxybenzoic acid concentration concentration of 3-hydroxy-4-methoxybenzoic acid in material entity CDNO:0200898 The concentration of n-propyl gallate when measured in some material entity. material entity n-propyl gallate concentration concentration of n-propyl gallate in material entity CDNO:0200899 The concentration of resveratrol when measured in some material entity. material entity resveratrol concentration concentration of resveratrol in material entity CDNO:0200900 The concentration of pterostilbene when measured in some material entity. material entity pterostilbene concentration concentration of pterostilbene in material entity CDNO:0200901 The concentration of coumarin when measured in some material entity. material entity coumarin concentration concentration of coumarin in material entity CDNO:0200902 The concentration of umbelliferone when measured in some material entity. material entity umbelliferone concentration concentration of umbelliferone in material entity CDNO:0200903 The concentration of trans-4-coumaric acid when measured in some material entity. material entity trans-4-coumaric acid concentration concentration of trans-4-coumaric acid in material entity CDNO:0200904 The concentration of trans-3-coumaric acid when measured in some material entity. material entity trans-3-coumaric acid concentration concentration of trans-3-coumaric acid in material entity CDNO:0200905 The concentration of trans-caffeic acid when measured in some material entity. material entity trans-caffeic acid concentration concentration of trans-caffeic acid in material entity CDNO:0200906 The concentration of rosmarinic acid when measured in some material entity. material entity rosmarinic acid concentration concentration of rosmarinic acid in material entity CDNO:0200907 The concentration of (R)-rosmarinic acid when measured in some material entity. material entity (R)-rosmarinic acid concentration concentration of (R)-rosmarinic acid in material entity CDNO:0200908 The concentration of cis-caffeic acid when measured in some material entity. material entity cis-caffeic acid concentration concentration of cis-caffeic acid in material entity CDNO:0200909 The concentration of Trachelogenin when measured in some material entity. material entity Trachelogenin concentration concentration of Trachelogenin in material entity CDNO:0200910 The concentration of isoeugenol when measured in some material entity. material entity isoeugenol concentration concentration of isoeugenol in material entity CDNO:0200911 The concentration of 4-methylumbelliferone β-D-glucuronide when measured in some material entity. material entity 4-methylumbelliferone β-D-glucuronide concentration concentration of 4-methylumbelliferone β-D-glucuronide in material entity CDNO:0200912 The concentration of 4-methylumbelliferone sulfate when measured in some material entity. material entity 4-methylumbelliferone sulfate concentration concentration of 4-methylumbelliferone sulfate in material entity CDNO:0200913 The concentration of 7-ethoxycoumarin when measured in some material entity. material entity 7-ethoxycoumarin concentration concentration of 7-ethoxycoumarin in material entity CDNO:0200914 The concentration of esculin when measured in some material entity. material entity esculin concentration concentration of esculin in material entity CDNO:0200915 The concentration of scoparone when measured in some material entity. material entity scoparone concentration concentration of scoparone in material entity CDNO:0200916 The concentration of coniferyl aldehyde when measured in some material entity. material entity coniferyl aldehyde concentration concentration of coniferyl aldehyde in material entity CDNO:0200917 The concentration of cinnamaldehydes when measured in some material entity. material entity cinnamaldehydes concentration concentration of cinnamaldehydes in material entity CDNO:0200918 The concentration of theophylline when measured in some material entity. USDA_fdc_id:1083 USDA_nutrient_nbr:296 material entity theophylline concentration concentration of theophylline in material entity CDNO:0200919 The concentration of solanine when measured in some material entity. material entity solanine concentration concentration of solanine in material entity CDNO:0200920 The concentration of tomatine when measured in some material entity. material entity tomatine concentration concentration of tomatine in material entity CDNO:0200921 The concentration of piperine when measured in some material entity. USDA_fdc_id:1054 USDA_nutrient_nbr:259 material entity piperine concentration concentration of piperine in material entity CDNO:0200922 The concentration of gingerol when measured in some material entity. material entity gingerol concentration concentration of gingerol in material entity CDNO:0200923 The concentration of harman when measured in some material entity. material entity harman concentration concentration of harman in material entity CDNO:0200924 The concentration of hordenine when measured in some material entity. material entity hordenine concentration concentration of hordenine in material entity CDNO:0200925 The concentration of Isobetanin when measured in some material entity. material entity Isobetanin concentration concentration of Isobetanin in material entity CDNO:0200926 The concentration of Physoperuvine when measured in some material entity. material entity Physoperuvine concentration concentration of Physoperuvine in material entity CDNO:0200927 The concentration of Prebetanin when measured in some material entity. material entity Prebetanin concentration concentration of Prebetanin in material entity CDNO:0200928 The concentration of trans-4-hydroxy-L-proline betaine when measured in some material entity. material entity trans-4-hydroxy-L-proline betaine concentration concentration of trans-4-hydroxy-L-proline betaine in material entity CDNO:0200929 The concentration of humulone when measured in some material entity. material entity humulone concentration concentration of humulone in material entity CDNO:0200930 The concentration of Rishitin when measured in some material entity. material entity Rishitin concentration concentration of Rishitin in material entity CDNO:0200931 The concentration of propane-1,2-diol when measured in some material entity. material entity propane-1,2-diol concentration concentration of propane-1,2-diol in material entity CDNO:0200932 The concentration of myo-inositol when measured in some material entity. material entity myo-inositol concentration concentration of myo-inositol in material entity CDNO:0200933 The concentration of farnesol when measured in some material entity. material entity farnesol concentration concentration of farnesol in material entity CDNO:0200934 The concentration of capsidiol when measured in some material entity. material entity capsidiol concentration concentration of capsidiol in material entity CDNO:0200935 The concentration of Cynaropicrin when measured in some material entity. material entity Cynaropicrin concentration concentration of Cynaropicrin in material entity CDNO:0200936 The concentration of Isocaryophyllene when measured in some material entity. material entity Isocaryophyllene concentration concentration of Isocaryophyllene in material entity CDNO:0200937 The concentration of (+)-valencene when measured in some material entity. material entity (+)-valencene concentration concentration of (+)-valencene in material entity CDNO:0200938 The concentration of Lactupicrin when measured in some material entity. material entity Lactupicrin concentration concentration of Lactupicrin in material entity CDNO:0200939 The concentration of Matricin when measured in some material entity. material entity Matricin concentration concentration of Matricin in material entity CDNO:0200940 The concentration of Nobilin when measured in some material entity. material entity Nobilin concentration concentration of Nobilin in material entity CDNO:0200941 The concentration of (+)-nootkatone when measured in some material entity. material entity (+)-nootkatone concentration concentration of (+)-nootkatone in material entity CDNO:0200942 The concentration of lactucopicrin when measured in some material entity. material entity lactucopicrin concentration concentration of lactucopicrin in material entity CDNO:0200943 The concentration of Tricyclodehydroisohumulone when measured in some material entity. material entity Tricyclodehydroisohumulone concentration concentration of Tricyclodehydroisohumulone in material entity CDNO:0200944 The concentration of crocetin when measured in some material entity. material entity crocetin concentration concentration of crocetin in material entity CDNO:0200945 The concentration of Ineketone when measured in some material entity. material entity Ineketone concentration concentration of Ineketone in material entity CDNO:0200946 The concentration of Norbixin when measured in some material entity. material entity Norbixin concentration concentration of Norbixin in material entity CDNO:0200947 The concentration of Phaseoloside D when measured in some material entity. material entity Phaseoloside D concentration concentration of Phaseoloside D in material entity CDNO:0200948 The concentration of stevioside when measured in some material entity. material entity stevioside concentration concentration of stevioside in material entity CDNO:0200949 The concentration of steviol glycoside when measured in some material entity. material entity steviol glycoside concentration concentration of steviol glycoside in material entity CDNO:0200950 The concentration of Carnosol when measured in some material entity. material entity Carnosol concentration concentration of Carnosol in material entity CDNO:0200951 The concentration of carnosic acid when measured in some material entity. material entity carnosic acid concentration concentration of carnosic acid in material entity CDNO:0200952 The concentration of sesterterpenoid when measured in some material entity. material entity sesterterpenoid concentration concentration of sesterterpenoid in material entity CDNO:0200953 The concentration of Avenacin B-2 when measured in some material entity. material entity Avenacin B-2 concentration concentration of Avenacin B-2 in material entity CDNO:0200954 The concentration of glycyrrhetinic acid when measured in some material entity. material entity glycyrrhetinic acid concentration concentration of glycyrrhetinic acid in material entity CDNO:0200955 The concentration of betulinic acid when measured in some material entity. material entity betulinic acid concentration concentration of betulinic acid in material entity CDNO:0200956 The concentration of Cucurbitacin C when measured in some material entity. material entity Cucurbitacin C concentration concentration of Cucurbitacin C in material entity CDNO:0200957 The concentration of diosgenin when measured in some material entity. material entity diosgenin concentration concentration of diosgenin in material entity CDNO:0200958 The concentration of erythrodiol when measured in some material entity. material entity erythrodiol concentration concentration of erythrodiol in material entity CDNO:0200959 The concentration of (20S)-ginsenoside Rg3 when measured in some material entity. material entity (20S)-ginsenoside Rg3 concentration concentration of (20S)-ginsenoside Rg3 in material entity CDNO:0200960 The concentration of nomilin when measured in some material entity. material entity nomilin concentration concentration of nomilin in material entity CDNO:0200961 The concentration of Obacunone when measured in some material entity. material entity Obacunone concentration concentration of Obacunone in material entity CDNO:0200962 The concentration of ginsenoside Rg2 when measured in some material entity. material entity ginsenoside Rg2 concentration concentration of ginsenoside Rg2 in material entity CDNO:0200963 The concentration of ginsenoside Rb2 when measured in some material entity. material entity ginsenoside Rb2 concentration concentration of ginsenoside Rb2 in material entity CDNO:0200964 The concentration of ginsenoside Rc when measured in some material entity. material entity ginsenoside Rc concentration concentration of ginsenoside Rc in material entity CDNO:0200965 The concentration of soyasapogenol B when measured in some material entity. material entity soyasapogenol B concentration concentration of soyasapogenol B in material entity CDNO:0200966 The concentration of Soyasaponin A1 when measured in some material entity. material entity Soyasaponin A1 concentration concentration of Soyasaponin A1 in material entity CDNO:0200967 The concentration of ursolic acid when measured in some material entity. material entity ursolic acid concentration concentration of ursolic acid in material entity CDNO:0200968 The concentration of all-trans-phytoene when measured in some material entity. material entity all-trans-phytoene concentration concentration of all-trans-phytoene in material entity CDNO:0200969 The concentration of lutein 5,6-epoxide when measured in some material entity. material entity lutein 5,6-epoxide concentration concentration of lutein 5,6-epoxide in material entity CDNO:0200970 The concentration of antheraxanthin when measured in some material entity. material entity antheraxanthin concentration concentration of antheraxanthin in material entity CDNO:0200971 The concentration of all-trans-neoxanthin when measured in some material entity. material entity all-trans-neoxanthin concentration concentration of all-trans-neoxanthin in material entity CDNO:0200972 The concentration of canthaxanthin when measured in some material entity. material entity canthaxanthin concentration concentration of canthaxanthin in material entity CDNO:0200973 The concentration of capsanthin when measured in some material entity. material entity capsanthin concentration concentration of capsanthin in material entity CDNO:0200974 The concentration of capsorubin when measured in some material entity. material entity capsorubin concentration concentration of capsorubin in material entity CDNO:0200975 The concentration of all-trans-violaxanthin when measured in some material entity. material entity all-trans-violaxanthin concentration concentration of all-trans-violaxanthin in material entity CDNO:0200976 The concentration of astaxanthin when measured in some material entity. material entity astaxanthin concentration concentration of astaxanthin in material entity CDNO:0200977 The concentration of echinenone when measured in some material entity. material entity echinenone concentration concentration of echinenone in material entity CDNO:0200978 The concentration of Flavoxanthin when measured in some material entity. material entity Flavoxanthin concentration concentration of Flavoxanthin in material entity CDNO:0200979 The concentration of fucoxanthin when measured in some material entity. material entity fucoxanthin concentration concentration of fucoxanthin in material entity CDNO:0200980 The concentration of lactucaxanthin when measured in some material entity. material entity lactucaxanthin concentration concentration of lactucaxanthin in material entity CDNO:0200981 The concentration of zeinoxanthin when measured in some material entity. material entity zeinoxanthin concentration concentration of zeinoxanthin in material entity CDNO:0200982 The concentration of lycoxanthin when measured in some material entity. material entity lycoxanthin concentration concentration of lycoxanthin in material entity CDNO:0200983 The concentration of Mutatochrome when measured in some material entity. material entity Mutatochrome concentration concentration of Mutatochrome in material entity CDNO:0200984 The concentration of Physalien when measured in some material entity. material entity Physalien concentration concentration of Physalien in material entity CDNO:0200985 The concentration of rubixanthin when measured in some material entity. material entity rubixanthin concentration concentration of rubixanthin in material entity CDNO:0200986 The concentration of paeoniflorin when measured in some material entity. material entity paeoniflorin concentration concentration of paeoniflorin in material entity CDNO:0200987 The concentration of Yamogenin when measured in some material entity. material entity Yamogenin concentration concentration of Yamogenin in material entity CDNO:0200988 The concentration of rebaudioside A when measured in some material entity. material entity rebaudioside A concentration concentration of rebaudioside A in material entity CDNO:0200989 The concentration of rebaudioside B(1−) when measured in some material entity. material entity rebaudioside B(1−) concentration concentration of rebaudioside B(1−) in material entity CDNO:0200990 The concentration of rebaudioside E when measured in some material entity. material entity rebaudioside E concentration concentration of rebaudioside E in material entity CDNO:0200991 The concentration of rebaudioside D when measured in some material entity. material entity rebaudioside D concentration concentration of rebaudioside D in material entity CDNO:0200992 The concentration of retinal when measured in some material entity. material entity retinal concentration concentration of retinal in material entity CDNO:0200993 The concentration of 13-cis-retinal when measured in some material entity. material entity 13-cis-retinal concentration concentration of 13-cis-retinal in material entity CDNO:0200994 The concentration of (R)-camphor when measured in some material entity. material entity (R)-camphor concentration concentration of (R)-camphor in material entity CDNO:0200995 The concentration of (+)-exo-5-hydroxycamphor when measured in some material entity. material entity (+)-exo-5-hydroxycamphor concentration concentration of (+)-exo-5-hydroxycamphor in material entity CDNO:0200996 The concentration of (+)-carvone when measured in some material entity. material entity (+)-carvone concentration concentration of (+)-carvone in material entity CDNO:0200997 The concentration of perillyl alcohol when measured in some material entity. material entity perillyl alcohol concentration concentration of perillyl alcohol in material entity CDNO:0200998 The concentration of (S)-(-)-perillyl alcohol when measured in some material entity. material entity (S)-(-)-perillyl alcohol concentration concentration of (S)-(-)-perillyl alcohol in material entity CDNO:0200999 The concentration of glycyrrhizinic acid when measured in some material entity. material entity glycyrrhizinic acid concentration concentration of glycyrrhizinic acid in material entity CDNO:0201000 The concentration of limonin when measured in some material entity. material entity limonin concentration concentration of limonin in material entity CDNO:0201001 The concentration of (1S,4R)-fenchone when measured in some material entity. material entity (1S,4R)-fenchone concentration concentration of (1S,4R)-fenchone in material entity CDNO:0201002 The concentration of limonene-1,2-diol when measured in some material entity. material entity limonene-1,2-diol concentration concentration of limonene-1,2-diol in material entity CDNO:0201003 The concentration of phytol when measured in some material entity. material entity phytol concentration concentration of phytol in material entity CDNO:0201004 The concentration of 2-trans,6-trans-farnesyl diphosphate when measured in some material entity. material entity 2-trans,6-trans-farnesyl diphosphate concentration concentration of 2-trans,6-trans-farnesyl diphosphate in material entity CDNO:0201005 The concentration of geraniol when measured in some material entity. material entity geraniol concentration concentration of geraniol in material entity CDNO:0201006 The concentration of all-trans-retinal when measured in some material entity. material entity all-trans-retinal concentration concentration of all-trans-retinal in material entity CDNO:0201007 The concentration of absinthin when measured in some material entity. material entity absinthin concentration concentration of absinthin in material entity CDNO:0201008 The concentration of myrtenic acid when measured in some material entity. material entity myrtenic acid concentration concentration of myrtenic acid in material entity CDNO:0201009 The concentration of avenacin A-1 when measured in some material entity. material entity avenacin A-1 concentration concentration of avenacin A-1 in material entity CDNO:0201010 The concentration of lubimin when measured in some material entity. material entity lubimin concentration concentration of lubimin in material entity CDNO:0201011 The concentration of 1,8-cineole when measured in some material entity. material entity 1,8-cineole concentration concentration of 1,8-cineole in material entity CDNO:0201012 The concentration of borneol when measured in some material entity. material entity borneol concentration concentration of borneol in material entity CDNO:0201013 The concentration of Azukisaponin III when measured in some material entity. material entity Azukisaponin III concentration concentration of Azukisaponin III in material entity CDNO:0201014 The concentration of (2E,6E)-farnesyl monophosphate when measured in some material entity. material entity (2E,6E)-farnesyl monophosphate concentration concentration of (2E,6E)-farnesyl monophosphate in material entity CDNO:0201015 The concentration of soyasaponin I when measured in some material entity. material entity soyasaponin I concentration concentration of soyasaponin I in material entity CDNO:0201016 The concentration of Spinasaponin A when measured in some material entity. material entity Spinasaponin A concentration concentration of Spinasaponin A in material entity CDNO:0201017 The concentration of Theasaponin when measured in some material entity. material entity Theasaponin concentration concentration of Theasaponin in material entity CDNO:0201018 The concentration of (−)-α-thujone when measured in some material entity. material entity (−)-α-thujone concentration concentration of (−)-α-thujone in material entity CDNO:0201019 The concentration of phloretic acid when measured in some material entity. material entity phloretic acid concentration concentration of phloretic acid in material entity CDNO:0201020 The concentration of amino acid derived from non-proteinacious when measured in some material entity. material entity amino acid derived from non-proteinacious concentration concentration of amino acid derived from non-proteinacious in material entity CDNO:0201021 The concentration of citrulline when measured in some material entity. material entity citrulline concentration concentration of citrulline in material entity CDNO:0201022 The concentration of ornithine when measured in some material entity. material entity ornithine concentration concentration of ornithine in material entity CDNO:0201023 The concentration of glucosinolate when measured in some material entity. material entity glucosinolate concentration concentration of glucosinolate in material entity CDNO:0201024 The concentration of glucoberteroin(1-) when measured in some material entity. material entity glucoberteroin(1-) concentration concentration of glucoberteroin(1-) in material entity CDNO:0201025 The concentration of glucocapparin(1-) when measured in some material entity. material entity glucocapparin(1-) concentration concentration of glucocapparin(1-) in material entity CDNO:0201026 The concentration of glucocochlearin(1-) when measured in some material entity. material entity glucocochlearin(1-) concentration concentration of glucocochlearin(1-) in material entity CDNO:0201027 The concentration of glucoerucin(1-) when measured in some material entity. material entity glucoerucin(1-) concentration concentration of glucoerucin(1-) in material entity CDNO:0201028 The concentration of glucoiberverin(1-) when measured in some material entity. material entity glucoiberverin(1-) concentration concentration of glucoiberverin(1-) in material entity CDNO:0201029 The concentration of gluconapin(1-) when measured in some material entity. material entity gluconapin(1-) concentration concentration of gluconapin(1-) in material entity CDNO:0201030 The concentration of gluconapoleiferin(1-) when measured in some material entity. material entity gluconapoleiferin(1-) concentration concentration of gluconapoleiferin(1-) in material entity CDNO:0201031 The concentration of gluconasturtiin(1-) when measured in some material entity. material entity gluconasturtiin(1-) concentration concentration of gluconasturtiin(1-) in material entity CDNO:0201032 The concentration of glucoputranjivin(1-) when measured in some material entity. material entity glucoputranjivin(1-) concentration concentration of glucoputranjivin(1-) in material entity CDNO:0201033 The concentration of glucoraphenin(1-) when measured in some material entity. material entity glucoraphenin(1-) concentration concentration of glucoraphenin(1-) in material entity CDNO:0201034 The concentration of glucobrassicin(1-) when measured in some material entity. material entity glucobrassicin(1-) concentration concentration of glucobrassicin(1-) in material entity CDNO:0201035 The concentration of progoitrin(1−) when measured in some material entity. material entity progoitrin(1−) concentration concentration of progoitrin(1−) in material entity CDNO:0201036 The concentration of Sinalbin when measured in some material entity. material entity Sinalbin concentration concentration of Sinalbin in material entity CDNO:0201037 The concentration of sinigrin(1-) when measured in some material entity. material entity sinigrin(1-) concentration concentration of sinigrin(1-) in material entity CDNO:0201038 The concentration of diarylheptanoid when measured in some material entity. material entity diarylheptanoid concentration concentration of diarylheptanoid in material entity CDNO:0201039 The concentration of myricanone when measured in some material entity. material entity myricanone concentration concentration of myricanone in material entity CDNO:0201040 The concentration of high molecular weight dietary fibre when measured in some material entity. material entity high molecular weight dietary fibre concentration concentration of high molecular weight dietary fibre in material entity CDNO:0201041 The concentration of fermentable dietary fibre when measured in some material entity. material entity fermentable dietary fibre concentration concentration of fermentable dietary fibre in material entity CDNO:0201042 The concentration of non-fermentable dietary fibre when measured in some material entity. material entity non-fermentable dietary fibre concentration concentration of non-fermentable dietary fibre in material entity CDNO:0201043 The concentration of viscous dietary fibre when measured in some material entity. material entity viscous dietary fibre concentration concentration of viscous dietary fibre in material entity CDNO:0201044 The concentration of added dietary fibre when measured in some material entity. material entity added dietary fibre concentration concentration of added dietary fibre in material entity CDNO:0201045 The concentration of prebiotic dietary fibre when measured in some material entity. material entity prebiotic dietary fibre concentration concentration of prebiotic dietary fibre in material entity CDNO:0201046 The concentration of soluble dietary fibre precipitate (SDFP) when measured in some material entity. material entity soluble dietary fibre precipitate (SDFP) concentration concentration of soluble dietary fibre precipitate (SDFP) in material entity CDNO:0201047 The concentration of soluble dietary fibre soluble (SDFS) when measured in some material entity. material entity soluble dietary fibre soluble (SDFS) concentration concentration of soluble dietary fibre soluble (SDFS) in material entity CDNO:0201048 The concentration of low molecular weight dietary fibre when measured in some material entity. material entity low molecular weight dietary fibre concentration concentration of low molecular weight dietary fibre in material entity CDNO:0201049 The concentration of non-starch polysaccharide when measured in some material entity. material entity non-starch polysaccharide concentration concentration of non-starch polysaccharide in material entity CDNO:0201050 The concentration of cellulosic polysaccharide when measured in some material entity. material entity cellulosic polysaccharide concentration concentration of cellulosic polysaccharide in material entity CDNO:0201051 The concentration of non-starch non-cellulosic polysaccharide when measured in some material entity. material entity non-starch non-cellulosic polysaccharide concentration concentration of non-starch non-cellulosic polysaccharide in material entity CDNO:0201052 The concentration of chitin when measured in some material entity. material entity chitin concentration concentration of chitin in material entity CDNO:0201053 The concentration of pullulan when measured in some material entity. material entity pullulan concentration concentration of pullulan in material entity CDNO:0201054 The concentration of modified cellulose when measured in some material entity. material entity modified cellulose concentration concentration of modified cellulose in material entity CDNO:0201055 The concentration of chitin-glucan when measured in some material entity. material entity chitin-glucan concentration concentration of chitin-glucan in material entity CDNO:0201056 The concentration of nondigestible oligosaccharide when measured in some material entity. material entity nondigestible oligosaccharide concentration concentration of nondigestible oligosaccharide in material entity CDNO:0201057 The concentration of ajugose when measured in some material entity. material entity ajugose concentration concentration of ajugose in material entity CDNO:0201058 The concentration of graminan when measured in some material entity. material entity graminan concentration concentration of graminan in material entity CDNO:0201059 The concentration of pectic polysaccharide when measured in some material entity. material entity pectic polysaccharide concentration concentration of pectic polysaccharide in material entity CDNO:0201060 The concentration of polysaccharide-based hydrocolloid when measured in some material entity. material entity polysaccharide-based hydrocolloid concentration concentration of polysaccharide-based hydrocolloid in material entity CDNO:0201061 The concentration of resistant glucan when measured in some material entity. material entity resistant glucan concentration concentration of resistant glucan in material entity CDNO:0201062 The concentration of arabinoxylan-oligosaccharide when measured in some material entity. material entity arabinoxylan-oligosaccharide concentration concentration of arabinoxylan-oligosaccharide in material entity CDNO:0300001 A functional attribute that inheres in one or more dietary nutritional component (or food material) and may contribute to a dietary role. The parent term can be changed at any point nutritional functional attribute CDNO:0400001 A physical property that inheres in a food material or one or more dietary nutritional component dietary material physical attribute CDNO:0500001 A biological role that may be assigned to a dietary nutritional component based on supporting evidence defined at the levels of molecular interaction, cellular process or physiology. dietary role CDNO:0500002 A biological role in humans that may be assigned to a dietary nutritional component based on supporting evidence defined at the levels of molecular interaction, cellular process or physiology. human dietary role 0 C27H42O3 InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17-,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1 WQLVFSAGQJTQCK-CAKNJAFZSA-N 414.622 414.31340 C[C@H]1[C@H]2[C@H](C[C@H]3[C@@H]4CC=C5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]23C)O[C@]11CC[C@H](C)CO1 CAS:512-06-1 KEGG:C08918 KNApSAcK:C00003597 Yamogenin chebi_ontology CHEBI:10086 Yamogenin CHEBI:10086 CAS:512-06-1 KEGG COMPOUND Yamogenin KEGG_COMPOUND A beta-hydroxy ketone that is 5-hydroxydecan-3-one substituted by a 4-hydroxy-3-methoxyphenyl moiety at position 1; believed to inhibit adipogenesis. It is a constituent of fresh ginger. 0 C17H26O4 InChI=1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3/t14-/m0/s1 NLDDIKRKFXEWBK-AWEZNQCLSA-N 294.38590 294.18311 CCCCC[C@H](O)CC(=O)CCc1ccc(O)c(OC)c1 CAS:23513-14-6 HMDB:HMDB0005783 KEGG:C10462 KNApSAcK:C00002748 LINCS:LSM-2569 MetaCyc:CPD-13494 PMID:22719783 PMID:23369342 PMID:23437345 PMID:23519881 Reaxys:5287467 Wikipedia:Gingerol (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one chebi_ontology (+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone (S)-(+)-[6]Gingerol (S)-(6)-Gingerol 6-Gingerol [6]-Gingerol CHEBI:10136 gingerol CHEBI:10136 CAS:23513-14-6 ChemIDplus CAS:23513-14-6 KEGG COMPOUND PMID:22719783 Europe PMC PMID:23369342 Europe PMC PMID:23437345 Europe PMC PMID:23519881 Europe PMC Reaxys:5287467 Reaxys (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one IUPAC (+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone ChemIDplus (S)-(+)-[6]Gingerol KEGG_COMPOUND (S)-(6)-Gingerol ChemIDplus 6-Gingerol HMDB 6-Gingerol KEGG_COMPOUND [6]-Gingerol KEGG_COMPOUND A carotenol, the structure of which is (6'R)-beta,epsilon-carotene hydroxy-substituted at C-3' with R-stereochemistry. 0 C40H56O InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,28,36,38,41H,15,22,27,29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-,38-/m0/s1 ORAKUVXRZWMARG-XBBNTEQGSA-N 552.87200 552.43312 CC(\C=C\C=C(C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C Beilstein:2342912 CAS:24480-38-4 KEGG:C15981 LIPID_MAPS_instance:LMPR01070268 PMID:16923233 PMID:19813226 PMID:2262812 (3'R,6'R)-beta,epsilon-caroten-3'-ol alpha-Cryptoxanthin alpha-cryptoxanthin chebi_ontology CHEBI:10223 alpha-cryptoxanthin CHEBI:10223 Beilstein:2342912 Beilstein CAS:24480-38-4 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070268 LIPID MAPS PMID:16923233 Europe PMC PMID:19813226 Europe PMC PMID:2262812 Europe PMC (3'R,6'R)-beta,epsilon-caroten-3'-ol IUPAC alpha-Cryptoxanthin KEGG_COMPOUND alpha-cryptoxanthin UniProt A carotenol that exhibits antioxidant activity. It has been isolated from fruits such as papaya and oranges. 0 C40H56O InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,36,41H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-/m1/s1 DMASLKHVQRHNES-FKKUPVFPSA-N 552.87204 552.43312 CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C Beilstein:2230123 CAS:472-70-8 HMDB:HMDB0033844 KEGG:C08591 KNApSAcK:C00000920 LIPID_MAPS_instance:LMPR01070269 MetaCyc:CPD-7409 PMID:15386932 PMID:19703237 Reaxys:2230123 Wikipedia:Cryptoxanthin (3R)-beta,beta-caroten-3-ol beta-Cryptoxanthin beta-cryptoxanthin chebi_ontology cryptoxanthin CHEBI:10362 beta-cryptoxanthin CHEBI:10362 Beilstein:2230123 Beilstein CAS:472-70-8 ChemIDplus CAS:472-70-8 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070269 LIPID MAPS PMID:15386932 Europe PMC PMID:19703237 Europe PMC Reaxys:2230123 Reaxys (3R)-beta,beta-caroten-3-ol IUPAC beta-Cryptoxanthin KEGG_COMPOUND beta-cryptoxanthin UniProt cryptoxanthin ChemIDplus -2 (C12H17O12S)n Beilstein:8971047 CAS:11114-20-8 KEGG:C02607 (1->4)-3,6-anhydro-alpha-D-galactopyranosyl-(1->3)-4-O-sulfonato-beta-D-galactopyranan kappa-Carrageenan chebi_ontology CHEBI:10583 kappa-carrageenan CHEBI:10583 Beilstein:8971047 Beilstein CAS:11114-20-8 ChemIDplus CAS:11114-20-8 KEGG COMPOUND (1->4)-3,6-anhydro-alpha-D-galactopyranosyl-(1->3)-4-O-sulfonato-beta-D-galactopyranan IUPAC kappa-Carrageenan KEGG_COMPOUND 0 C10H12O5 InChI=1S/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H3 ZTHYODDOHIVTJV-UHFFFAOYSA-N 212.200 212.06847 CCCOC(=O)c1cc(O)c(O)c(O)c1 CAS:121-79-9 HMDB:HMDB0033835 KEGG:C11155 KEGG:D02382 n-Propyl gallate chebi_ontology Propyl gallate CHEBI:10607 n-propyl gallate CHEBI:10607 CAS:121-79-9 KEGG COMPOUND n-Propyl gallate KEGG_COMPOUND Propyl gallate KEGG_COMPOUND A perillyl alcohol in which the chiral centre has S configuration. 0 C10H16O InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m1/s1 NDTYTMIUWGWIMO-SNVBAGLBSA-N 152.23340 152.12012 CC(=C)[C@H]1CCC(CO)=CC1 CAS:18457-55-1 CAS:536-59-4 KEGG:C02452 KNApSAcK:C00010885 LIPID_MAPS_instance:LMPR0102090008 MetaCyc:CPD-261 PMID:24125633 PMID:24623736 PMID:28233648 Reaxys:2501605 [(4S)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol chebi_ontology (-)-Perillylalcohol (4S)-perillyl alcohol 4-isopropenylcyclohex-1-en-1-ylmethanol Perillyl alcohol p-Mentha-1,8-dien-7-ol CHEBI:10782 (S)-(-)-perillyl alcohol (S)-(-)-perillyl alcohol CHEBI:10782 CAS:18457-55-1 KEGG COMPOUND CAS:536-59-4 KEGG COMPOUND LIPID_MAPS_instance:LMPR0102090008 LIPID MAPS PMID:24125633 Europe PMC PMID:24623736 Europe PMC PMID:28233648 Europe PMC Reaxys:2501605 Reaxys [(4S)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol IUPAC (-)-Perillylalcohol KEGG_COMPOUND (4S)-perillyl alcohol UniProt 4-isopropenylcyclohex-1-en-1-ylmethanol ChEBI Perillyl alcohol KEGG_COMPOUND p-Mentha-1,8-dien-7-ol KEGG_COMPOUND A prenylated member of the class of pterocarpans and an organic heteropentacyclic compound that is 2,3,6b,12b-tetrahydro-1H,7H-chromeno[6',5':4,5]furo[3,2-c]chromen-10-ol in which both of the hydrogens at position 3 have been replaced by methyl groups (the R,R stereoisomer). It is found in found in the seeds of Phaseolus vulgaris (French bean) and in the stems of Erythrina subumbrans. 0 C20H20O4 InChI=1S/C20H20O4/c1-20(2)8-7-14-16(24-20)6-5-12-15-10-22-17-9-11(21)3-4-13(17)19(15)23-18(12)14/h3-6,9,15,19,21H,7-8,10H2,1-2H3/t15-,19-/m0/s1 YAHJJEDSBUXVRQ-KXBFYZLASA-N 324.371 324.13616 C12=C3C(=CC=C2OC(CC1)(C)C)[C@]4([C@@](O3)(C=5C=CC(O)=CC5OC4)[H])[H] CAS:13401-40-6 HMDB:HMDB0034173 KEGG:C10514 KNApSAcK:C00002559 LIPID_MAPS_instance:LMPK12070020 PMID:17964704 Wikipedia:Phaseolin_(pterocarpan) (6bR,12bR)-3,3-dimethyl-2,3,6b,12b-tetrahydro-1H,7H-chromeno[6',5':4,5]furo[3,2-c]chromen-10-ol chebi_ontology (-)-Phaseollin phaseolin phaseollin CHEBI:108 (-)-phaseolin CHEBI:108 CAS:13401-40-6 ChemIDplus CAS:13401-40-6 KEGG COMPOUND LIPID_MAPS_instance:LMPK12070020 LIPID MAPS PMID:17964704 Europe PMC (6bR,12bR)-3,3-dimethyl-2,3,6b,12b-tetrahydro-1H,7H-chromeno[6',5':4,5]furo[3,2-c]chromen-10-ol IUPAC (-)-Phaseollin KEGG_COMPOUND phaseolin KEGG_COMPOUND phaseollin ChEBI A 3-sn-glycerophosphoserine compound having acyl substituents at the 1- and 2-hydroxy positions. 0 C8H12NO10PR2 313.156 313.01988 N[C@@H](COP(O)(=O)OC[C@@H](COC([*])=O)OC([*])=O)C(O)=O CHEBI:64388 KEGG:C02737 LIPID_MAPS_instance:LMGP03010000 PMID:16341241 phosphatidylserine chebi_ontology 1,2-diacyl-sn-glycero-3-phospho-L-serine 1,2-diacyl-sn-glycerol 3-phospho-L-serine 1-D-phosphatidyl-L-serine 3-L-phosphatidyl-L-serine 3-O-sn-phosphatidyl-L-serine 3-sn-phosphatidyl-L-serines L-alpha-phosphatidylserine CHEBI:11750 3-sn-phosphatidyl-L-serine 3-sn-phosphatidyl-L-serine CHEBI:11750 LIPID_MAPS_instance:LMGP03010000 LIPID MAPS PMID:16341241 Europe PMC 1,2-diacyl-sn-glycero-3-phospho-L-serine ChEBI 1,2-diacyl-sn-glycerol 3-phospho-L-serine LIPID_MAPS 1-D-phosphatidyl-L-serine ChEBI 3-L-phosphatidyl-L-serine ChEBI 3-O-sn-phosphatidyl-L-serine KEGG_COMPOUND 3-sn-phosphatidyl-L-serines KEGG_COMPOUND L-alpha-phosphatidylserine ChEBI 0 C17H16O5 InChI=1S/C17H16O5/c1-19-10-3-5-12-14(7-10)21-9-17(18)13-6-4-11(20-2)8-15(13)22-16(12)17/h3-8,16,18H,9H2,1-2H3/t16-,17+/m1/s1 VVPGAJNPGZZNBM-SJORKVTESA-N 300.307 300.09977 COc1ccc2c(O[C@@H]3c4ccc(OC)cc4OC[C@]23O)c1 CAS:3187-52-8 KEGG:C10539 KNApSAcK:C00002582 (-)-Variabilin chebi_ontology CHEBI:123 (-)-Variabilin CHEBI:123 CAS:3187-52-8 KEGG COMPOUND (-)-Variabilin KEGG_COMPOUND 0 C25H22O10 InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3 SEBFKMXJBCUCAI-UHFFFAOYSA-N 482.437 482.12130 COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O HMDB:HMDB0030583 LINCS:LSM-36943 chebi_ontology IN00106 silymarin CHEBI:125451 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one CHEBI:125451 IN00106 ChEBI Any member of a group of fat-soluble retinoids produced via metabolism of provitamin A carotenoids that exhibit biological activity against vitamin A deficiency. Vitamin A is involved in immune function, vision, reproduction, and cellular communication. MetaCyc:Vitamin-A Wikipedia:Vitamin_A chebi_ontology vitamin A vitamer vitamin A vitamers vitamin-A vitamins A CHEBI:12777 vitamin A vitamin A CHEBI:12777 vitamin A vitamer ChEBI vitamin A vitamers ChEBI vitamin-A ChEBI vitamins A ChEBI An inorganic phosphate having Fe(3+) as the counterion. 0 FeO4P InChI=1S/Fe.H3O4P/c;1-5(2,3)4/h;(H3,1,2,3,4)/q+3;/p-3 WBJZTOZJJYAKHQ-UHFFFAOYSA-K 150.817 150.88836 [Fe+3].[O-]P([O-])(=O)[O-] CAS:10045-86-0 PMID:25582353 PPDB:1478 Reaxys:11343340 Wikipedia:Iron(III)_phosphate iron(3+) phosphate chebi_ontology FePO4 Ferric orthophosphate Iron orthophosphate Iron phosphate ferric phosphate iron(III) phosphate CHEBI:131371 iron(3+) phosphate iron(3+) phosphate CHEBI:131371 CAS:10045-86-0 ChemIDplus PMID:25582353 Europe PMC Reaxys:11343340 Reaxys iron(3+) phosphate IUPAC FePO4 ChEBI Ferric orthophosphate ChemIDplus Iron orthophosphate ChemIDplus Iron phosphate ChemIDplus ferric phosphate ChEBI iron(III) phosphate ChEBI CHEBI:131498 CHEBI:131499 A docosatetraenoic acid in which the four double bonds are located at positions 7, 10, 13 and 16 (geometry unspecified). 0 C22H36O2 InChI=1S/C22H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24) TWSWSIQAPQLDBP-UHFFFAOYSA-N 332.521 332.27153 OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC Chemspider:1955 Reaxys:1914610 docosa-7,10,13,16-tetraenoic acid chebi_ontology docosatetraenoic acid CHEBI:131693 7,10,13,16-docosatetraenoic acid 7,10,13,16-docosatetraenoic acid CHEBI:131693 Reaxys:1914610 Reaxys docosa-7,10,13,16-tetraenoic acid IUPAC CHEBI:132141 1,2-naphthoquinones A naphthoquinone in which the oxo groups of the quinone moiety are at positions 1 and 4 of the parent naphthalene ring. chebi_ontology CHEBI:132142 1,4-naphthoquinones 1,4-naphthoquinones CHEBI:132142 An organic sodium salt consisting of sodium and oxalate ions in a 2:1 ratio. 0 C2Na2O4 InChI=1S/C2H2O4.2Na/c3-1(4)2(5)6;;/h(H,3,4)(H,5,6);;/q;2*+1/p-2 ZNCPFRVNHGOPAG-UHFFFAOYSA-L 133.999 133.95920 C(C(=O)[O-])(=O)[O-].[Na+].[Na+] CAS:62-76-0 PMID:26898643 PMID:26974482 PMID:27064297 PMID:27085940 Reaxys:3631622 Wikipedia:Sodium_oxalate disodium ethanedioate chebi_ontology Disodium oxalate Ethanedioic acid, disodium salt Natriumoxalat Oxalic acid, disodium salt CHEBI:132764 sodium oxalate sodium oxalate CHEBI:132764 CAS:62-76-0 ChemIDplus CAS:62-76-0 NIST Chemistry WebBook PMID:26898643 Europe PMC PMID:26974482 Europe PMC PMID:27064297 Europe PMC PMID:27085940 Europe PMC Reaxys:3631622 Reaxys disodium ethanedioate IUPAC Disodium oxalate ChemIDplus Ethanedioic acid, disodium salt ChemIDplus Natriumoxalat ChemIDplus Oxalic acid, disodium salt ChemIDplus A glycoside that is the alpha-L-rhamnosyl-(1->3)-beta-D-glucoside of hydroxytyrosol in which the hydroxy group at position 4 of the glucopyranosyl moiety has undergone esterification by formal condensation with trans-caffeic acid. 0 C29H36O15 InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29-/m0/s1 FBSKJMQYURKNSU-ZLSOWSIRSA-N 624.588 624.20542 [C@H]1([C@H]([C@@H](O[C@@H]([C@H]1OC(/C=C/C=2C=CC(=C(C2)O)O)=O)CO)OCCC=3C=C(C(=CC3)O)O)O)O[C@@H]4O[C@H]([C@@H]([C@H]([C@H]4O)O)O)C CHEBI:9953 CAS:61276-17-3 HMDB:HMDB0034843 KEGG:C10501 KNApSAcK:C00002783 PMID:10432210 PMID:25628651 PMID:25900014 PMID:25900087 PMID:26427909 PMID:26453510 PMID:26700563 PMID:26827721 PMID:26856531 PMID:26981096 PMID:26990576 PMID:27096224 PMID:27125592 PMID:27191581 PMID:27223850 PMID:27326537 PMID:27428333 Reaxys:1278646 Wikipedia:Verbascoside 2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-alpha-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside chebi_ontology 2-(3,4-dihydroxyphenyl)ethyl 3-O-(alpha-L-rhamnopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside kusaginin verbascoside CHEBI:132853 acteoside acteoside CHEBI:132853 CAS:61276-17-3 ChemIDplus CAS:61276-17-3 KEGG COMPOUND PMID:10432210 Europe PMC PMID:25628651 Europe PMC PMID:25900014 Europe PMC PMID:25900087 Europe PMC PMID:26427909 Europe PMC PMID:26453510 Europe PMC PMID:26700563 Europe PMC PMID:26827721 Europe PMC PMID:26856531 Europe PMC PMID:26981096 Europe PMC PMID:26990576 Europe PMC PMID:27096224 Europe PMC PMID:27125592 Europe PMC PMID:27191581 Europe PMC PMID:27223850 Europe PMC PMID:27326537 Europe PMC PMID:27428333 Europe PMC Reaxys:1278646 Reaxys 2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-alpha-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside IUPAC 2-(3,4-dihydroxyphenyl)ethyl 3-O-(alpha-L-rhamnopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside ChEBI kusaginin ChemIDplus verbascoside ChemIDplus A glycosyloxyisoflavone that is glycitin carrying an acetyl substituent at position 6 on the glucose moiety. 0 C24H24O11 InChI=1S/C24H24O11/c1-11(25)32-10-19-21(28)22(29)23(30)24(35-19)34-18-8-16-14(7-17(18)31-2)20(27)15(9-33-16)12-3-5-13(26)6-4-12/h3-9,19,21-24,26,28-30H,10H2,1-2H3/t19-,21-,22+,23-,24-/m1/s1 DUBPGEJGGVZKDD-PFKOEMKTSA-N 488.442 488.13186 C1(=C(C=C2C(=C1)OC=C(C2=O)C3=CC=C(C=C3)O)OC)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)COC(=O)C AGR:IND43644848 AGR:IND44656670 AGR:IND604381583 CAS:134859-96-4 Chemspider:8403585 HMDB:HMDB0039489 KNApSAcK:C00019122 PMID:11879011 PMID:16038195 PMID:18729453 PMID:19256558 PMID:21614173 PMID:22980879 PMID:9848519 Reaxys:4341444 3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-1-benzopyran-7-yl 6-O-acetyl-beta-D-glucopyranoside acetyl glycitin chebi_ontology 6''-O-Acetylglycitin 7,4'-Dihydroxy-6-methoxyisoflavone 7-O-(6''-acetylglucoside) Acetylglycitin Glycitein 6''-O-acetylglucoside Glycitein 7-(6-O-acetyl-beta-D-glucopyranoside) Glycitin 6''-O-acetate glycitein 7-O-beta-D-(6''-O-acetyl)glucopyranoside glycitein 7-O-beta-D-(6''-O-acetyl)glucoside CHEBI:133348 glycitein 7-(6-O-acetyl-beta-D-glucoside) CHEBI:133348 AGR:IND43644848 Europe PMC AGR:IND44656670 Europe PMC AGR:IND604381583 Europe PMC CAS:134859-96-4 ChemIDplus PMID:11879011 Europe PMC PMID:16038195 Europe PMC PMID:18729453 Europe PMC PMID:19256558 Europe PMC PMID:21614173 Europe PMC PMID:22980879 Europe PMC PMID:9848519 Europe PMC Reaxys:4341444 Reaxys 3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-1-benzopyran-7-yl 6-O-acetyl-beta-D-glucopyranoside IUPAC 6''-O-Acetylglycitin HMDB 7,4'-Dihydroxy-6-methoxyisoflavone 7-O-(6''-acetylglucoside) KNApSAcK Acetylglycitin ChemIDplus Glycitein 6''-O-acetylglucoside ChemIDplus Glycitein 7-(6-O-acetyl-beta-D-glucopyranoside) ChemIDplus Glycitin 6''-O-acetate ChemIDplus glycitein 7-O-beta-D-(6''-O-acetyl)glucopyranoside ChEBI glycitein 7-O-beta-D-(6''-O-acetyl)glucoside ChEBI An anthocyanidin glycoside that is pelargonidin in which the two phenolic hydrogens at positions 3 and 5 have been replaced by beta-D-glucosyl residues. +1 C27H31O15 InChI=1S/C27H30O15/c28-8-17-19(32)21(34)23(36)26(41-17)39-15-6-12(31)5-14-13(15)7-16(25(38-14)10-1-3-11(30)4-2-10)40-27-24(37)22(35)20(33)18(9-29)42-27/h1-7,17-24,26-29,32-37H,8-9H2,(H-,30,31)/p+1/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1 SLCKJKWFULXZBD-ZOTFFYTFSA-O 595.527 595.16575 O1[C@@H]([C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC=2C=C3C(O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)CO)=CC(O)=CC3=[O+]C2C5=CC=C(O)C=C5)CO CHEBI:7951 AGR:IND20370875 AGR:IND44068587 AGR:IND44185850 AGR:IND44517122 AGR:IND500657886 CAS:17334-58-6 Chemspider:390369 HMDB:HMDB0033681 KEGG:C08725 KNApSAcK:C00002387 LIPID_MAPS_instance:LMPK12010015 PMID:10637045 PMID:16395794 PMID:21936496 PMID:23132311 PMID:23216001 PMID:24493900 PMID:25650327 Reaxys:3827597 Wikipedia:Pelargonin 3-(beta-D-glucopyranosyloxy)-7-hydroxy-2-(4-hydroxyphenyl)-1-benzopyran-1-ium-5-yl beta-D-glucopyranoside chebi_ontology Pelargonidin 3,5-di-beta-D-glucopyranoside Pelargonidin 3,5-di-beta-D-glucoside Pelargonidin 3,5-diglucoside pelargonidin 3,5-O-diglucoside pelargonidin 3,5-di-O-beta-D-glucoside pelargonidin 3,5-di-O-beta-glucoside CHEBI:133365 pelargonin pelargonin CHEBI:133365 AGR:IND20370875 Europe PMC AGR:IND44068587 Europe PMC AGR:IND44185850 Europe PMC AGR:IND44517122 Europe PMC AGR:IND500657886 Europe PMC CAS:17334-58-6 KEGG COMPOUND LIPID_MAPS_instance:LMPK12010015 LIPID MAPS PMID:10637045 Europe PMC PMID:16395794 Europe PMC PMID:21936496 Europe PMC PMID:23132311 Europe PMC PMID:23216001 Europe PMC PMID:24493900 Europe PMC PMID:25650327 Europe PMC Reaxys:3827597 Reaxys 3-(beta-D-glucopyranosyloxy)-7-hydroxy-2-(4-hydroxyphenyl)-1-benzopyran-1-ium-5-yl beta-D-glucopyranoside IUPAC Pelargonidin 3,5-di-beta-D-glucopyranoside HMDB Pelargonidin 3,5-di-beta-D-glucoside KEGG_COMPOUND Pelargonidin 3,5-diglucoside HMDB pelargonidin 3,5-O-diglucoside ChEBI pelargonidin 3,5-di-O-beta-D-glucoside ChEBI pelargonidin 3,5-di-O-beta-glucoside ChEBI A 2-acyl-4,6-diprenylphloroglucinol in which the acyl group is specified as 3-methylbutanoyl. 0 C21H30O4 InChI=1S/C21H30O4/c1-12(2)7-9-15-19(23)16(10-8-13(3)4)21(25)18(20(15)24)17(22)11-14(5)6/h7-8,14,23-25H,9-11H2,1-6H3 NQYBQBZOHCACCR-UHFFFAOYSA-N 346.461 346.21441 C1(O)=C(CC=C(C)C)C(=C(C(O)=C1CC=C(C)C)C(=O)CC(C)C)O CAS:4374-93-0 HMDB:HMDB0036624 MetaCyc:CPD-7105 PMID:25564559 Reaxys:2061212 deoxyhumulone chebi_ontology 3,5-Bis(3-methyl-2-butenyl)phlorisovalerophenone 3,5-diprenylphlorisovalerophenone 4-Deoxy-humulone 4-Deoxyhumulone diprenylphlorisovalerophenone CHEBI:134345 deoxyhumulone deoxyhumulone CHEBI:134345 CAS:4374-93-0 ChemIDplus PMID:25564559 SUBMITTER Reaxys:2061212 Reaxys deoxyhumulone UniProt 3,5-Bis(3-methyl-2-butenyl)phlorisovalerophenone HMDB 3,5-diprenylphlorisovalerophenone ChEBI 4-Deoxy-humulone HMDB 4-Deoxyhumulone ChemIDplus diprenylphlorisovalerophenone MetaCyc A biflavonoid that is 3,4,5-trihydroxybenzocyclohepten-6-one which is substituted at positions 1 and 8 by (2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl groups. It is the main red pigment in black tea. 0 C29H24O12 InChI=1S/C29H24O12/c30-11-3-17(32)15-8-21(36)28(40-23(15)5-11)10-1-13-14(7-20(35)27(39)25(13)26(38)19(34)2-10)29-22(37)9-16-18(33)4-12(31)6-24(16)41-29/h1-7,21-22,28-33,35-37,39H,8-9H2,(H,34,38)/t21-,22-,28-,29-/m1/s1 IPMYMEWFZKHGAX-ZKSIBHASSA-N 564.495 564.12678 [C@@]1(OC=2C=C(O)C=C(O)C2C[C@H]1O)([H])C3=CC(=O)C(=C4C(=C3)C([C@]5(OC=6C=C(O)C=C(O)C6C[C@H]5O)[H])=CC(O)=C4O)O CAS:4670-05-7 Chemspider:102754 FooDB:FDB012511 HMDB:HMDB0005788 KNApSAcK:C00009348 PMID:26386739 PMID:26851019 PMID:27237789 PMID:27756182 PMID:27838465 PMID:28190756 PMID:28381812 PMID:28639145 PMID:28939421 Patent:KR20080052675 Reaxys:25497520 Wikipedia:Theaflavin 3,4,5-trihydroxy-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-6H-benzocyclohepten-6-one chebi_ontology (-)-theaflavin 1,8-bis((2R,3R)-3,5,7-trihydroxy-2H-1-benzopyran-2-yl)-3,4,6-trihydroxy-5H-benzocyclohepten-5-one 1,8-bis(3-alpha,5,7-trihydroxy-2-alpha-chromanyl)-5H-benzocyclohepten-5-one 3,4,5-trihydroxy-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-6H-benzo[7]annulen-6-one theaflavine CHEBI:136609 theaflavin theaflavin CHEBI:136609 CAS:4670-05-7 ChemIDplus PMID:26386739 Europe PMC PMID:26851019 Europe PMC PMID:27237789 Europe PMC PMID:27756182 Europe PMC PMID:27838465 Europe PMC PMID:28190756 Europe PMC PMID:28381812 Europe PMC PMID:28639145 Europe PMC PMID:28939421 Europe PMC Reaxys:25497520 Reaxys 3,4,5-trihydroxy-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-6H-benzocyclohepten-6-one IUPAC (-)-theaflavin ChEBI 1,8-bis((2R,3R)-3,5,7-trihydroxy-2H-1-benzopyran-2-yl)-3,4,6-trihydroxy-5H-benzocyclohepten-5-one ChemIDplus 1,8-bis(3-alpha,5,7-trihydroxy-2-alpha-chromanyl)-5H-benzocyclohepten-5-one ChemIDplus 3,4,5-trihydroxy-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-6H-benzo[7]annulen-6-one IUPAC theaflavine ChemIDplus A trimethoxyflavone that is 6-hydroxyluteolin in which the phenolic hydogens at positions 4', 6 and 7 have been replaced by methyl groups. 0 C18H16O7 InChI=1S/C18H16O7/c1-22-12-5-4-9(6-10(12)19)13-7-11(20)16-14(25-13)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3 KLAOKWJLUQKWIF-UHFFFAOYSA-N 344.316 344.08960 O1C=2C(=C(O)C(OC)=C(OC)C2)C(=O)C=C1C3=CC(O)=C(OC)C=C3 AGR:IND43745404 AGR:IND605417569 CAS:855-96-9 Chemspider:87743 KNApSAcK:C00003894 LIPID_MAPS_instance:LMPK12111239 PMID:18454852 PMID:19601638 PMID:22227008 PMID:22516932 PMID:22698713 PMID:22898066 PMID:23839090 PMID:24422962 PMID:25390937 PMID:25442272 PMID:25598631 PMID:26281557 PMID:26322527 PMID:26404257 PMID:26649063 PMID:26983579 PMID:27187805 PMID:27370961 PMID:27470387 PMID:27679866 PMID:27695261 PMID:27834876 PMID:27991400 PMID:28044092 PMID:28347190 PMID:29373904 PMID:5847037 PMID:905420 Reaxys:1355109 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one eupatorin chebi_ontology 3',5-Dihydroxy-4',6,7-trimethoxyflavone Eupatorine CHEBI:136666 eupatorin eupatorin CHEBI:136666 AGR:IND43745404 Europe PMC AGR:IND605417569 Europe PMC CAS:855-96-9 ChemIDplus CAS:855-96-9 NIST Chemistry WebBook LIPID_MAPS_instance:LMPK12111239 LIPID MAPS PMID:18454852 Europe PMC PMID:19601638 Europe PMC PMID:22227008 Europe PMC PMID:22516932 Europe PMC PMID:22698713 Europe PMC PMID:22898066 Europe PMC PMID:23839090 Europe PMC PMID:24422962 Europe PMC PMID:25390937 Europe PMC PMID:25442272 Europe PMC PMID:25598631 Europe PMC PMID:26281557 Europe PMC PMID:26322527 Europe PMC PMID:26404257 Europe PMC PMID:26649063 Europe PMC PMID:26983579 Europe PMC PMID:27187805 Europe PMC PMID:27370961 Europe PMC PMID:27470387 Europe PMC PMID:27679866 Europe PMC PMID:27695261 Europe PMC PMID:27834876 Europe PMC PMID:27991400 Europe PMC PMID:28044092 Europe PMC PMID:28347190 Europe PMC PMID:29373904 Europe PMC PMID:5847037 Europe PMC PMID:905420 Europe PMC Reaxys:1355109 Reaxys 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one IUPAC eupatorin UniProt 3',5-Dihydroxy-4',6,7-trimethoxyflavone KNApSAcK Eupatorine ChemIDplus CHEBI:1387 A beta-carotene carrying one additional hydroxy substituent at position 4. 0 C40H56O InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-36-34(5)22-15-28-39(36,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-37-35(6)38(41)27-29-40(37,9)10/h11-14,16-21,23-26,38,41H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+ JCRCKXUPYKELBT-QQGJMDNJSA-N 552.874 552.43312 C1(=C(C(CCC1(C)C)O)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(CCCC2(C)C)C)\C)\C)/C)/C MetaCyc:CPD-17650 PMID:15659105 4-hydroxy-all-trans-beta-carotene trans-beta-carotene chebi_ontology 4-hydroxy-beta-carotene beta-caroten-4-ol isocryptoxanthin CHEBI:140677 4-hydroxy-all-trans-beta-carotene CHEBI:140677 MetaCyc:CPD-17650 SUBMITTER PMID:15659105 SUBMITTER 4-hydroxy-all-trans-beta-carotene UniProt 4-hydroxy-beta-carotene SUBMITTER beta-caroten-4-ol SUBMITTER isocryptoxanthin SUBMITTER A cyclic ketone isolated from the bark of Morella species and has been shown to exhibit cytotoxic activity against cancer cells. 0 C21H24O5 InChI=1S/C21H24O5/c1-25-20-17-12-14(19(24)21(20)26-2)5-3-4-6-15(22)9-7-13-8-10-18(23)16(17)11-13/h8,10-12,23-24H,3-7,9H2,1-2H3 ZTSNTUQTNQSIDC-UHFFFAOYSA-N 356.413 356.16237 O(C1=C2C=C(CCCCC(=O)CCC3=CC2=C(O)C=C3)C(O)=C1OC)C CAS:32492-74-3 Chemspider:142062 FooDB:FDB002739 HMDB:HMDB0030798 KNApSAcK:C00033235 PMID:10996724 PMID:11848211 PMID:12413852 PMID:23066712 PMID:23972241 PMID:24299604 PMID:24810013 PMID:25720464 PMID:27492128 PMID:29257058 Reaxys:2064341 Wikipedia:Myricanone chebi_ontology CHEBI:141540 Myricanone Myricanone CHEBI:141540 CAS:32492-74-3 ChemIDplus CAS:32492-74-3 KNApSAcK Chemspider:142062 SUBMITTER PMID:10996724 Europe PMC PMID:11848211 Europe PMC PMID:12413852 Europe PMC PMID:23066712 Europe PMC PMID:23972241 Europe PMC PMID:24299604 Europe PMC PMID:24810013 Europe PMC PMID:25720464 Europe PMC PMID:27492128 Europe PMC PMID:29257058 Europe PMC Reaxys:2064341 Reaxys +1 C28H33O15 InChI=1S/C28H32O15/c1-10-20(32)22(34)24(36)27(40-10)39-9-19-21(33)23(35)25(37)28(43-19)42-18-8-13-14(30)6-12(29)7-17(13)41-26(18)11-3-4-16(38-2)15(31)5-11/h3-8,10,19-25,27-28,32-37H,9H2,1-2H3,(H2-,29,30,31)/p+1/t10-,19+,20-,21+,22+,23-,24+,25+,27+,28+/m0/s1 CLKYQBTVJZYKOK-HUJUZFAXSA-O 609.554 609.18140 O(C1=CC=2C(O)=CC(O)=CC2[O+]=C1C3=CC=C(C(=C3)O)OC)[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@@H]([C@H]([C@H]5O)O)O)[C@H]([C@@H]([C@H]4O)O)O Chemspider:30777638 HMDB:HMDB0041753 chebi_ontology CHEBI:142263 isopeonidin 3-rutinoside isopeonidin 3-rutinoside CHEBI:142263 Chemspider:30777638 SUBMITTER An acetophenone substituted by a sulfooxy group at position 2 and by a hydroxy group at position 4. 0 C8H8O6S InChI=1S/C8H8O6S/c1-5(9)7-3-2-6(10)4-8(7)14-15(11,12)13/h2-4,10H,1H3,(H,11,12,13) COXWPCPYWFBNJH-UHFFFAOYSA-N 232.210 232.00416 O(C1=C(C=CC(O)=C1)C(=O)C)S(O)(=O)=O FooDB:FDB029801 HMDB:HMDB0041646 Pubchem:10657183 2-acetyl-5-hydroxyphenyl hydrogen sulfate chebi_ontology 2,4-dihydroxyacetophenone 5-sulfate CHEBI:143237 2-O-sulfate-4-hydroxyacetophenone 2-O-sulfate-4-hydroxyacetophenone CHEBI:143237 Pubchem:10657183 SUBMITTER 2-acetyl-5-hydroxyphenyl hydrogen sulfate IUPAC 2,4-dihydroxyacetophenone 5-sulfate ChEBI A rebaudioside that is rubusoside in which the hydroxy groups at positions 3 and 4 of the beta-D-glucopyranosyloxy group at the 13alpha position have both been converted to the corresponding beta-D-glucopyranoside. 0 C44H70O23 InChI=1S/C44H70O23/c1-17-11-43-9-5-22-41(2,7-4-8-42(22,3)40(59)66-38-33(58)30(55)26(51)20(14-47)62-38)23(43)6-10-44(17,16-43)67-39-35(65-37-32(57)29(54)25(50)19(13-46)61-37)34(27(52)21(15-48)63-39)64-36-31(56)28(53)24(49)18(12-45)60-36/h18-39,45-58H,1,4-16H2,2-3H3/t18-,19-,20-,21-,22+,23+,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,34+,35-,36+,37+,38+,39+,41-,42-,43-,44+/m1/s1 HELXLJCILKEWJH-NCGAPWICSA-N 967.021 966.43079 [C@]123[C@]([C@]4([C@@]([C@](CCC4)(C)C(O[C@@H]5O[C@@H]([C@@H](O)[C@@H]([C@H]5O)O)CO)=O)(CC1)[H])C)(CC[C@@](C2)(O[C@H]6[C@H](O[C@@H]7O[C@@H]([C@@H](O)[C@@H]([C@H]7O)O)CO)[C@H]([C@H](O)[C@H](O6)CO)O[C@@H]8O[C@@H]([C@@H](O)[C@@H]([C@H]8O)O)CO)C(C3)=C)[H] AGR:IND606339833 CAS:58543-16-1 FooDB:FDB013543 HMDB:HMDB0034950 KNApSAcK:C00023175 MetaCyc:CPD-14506 PMID:15610349 PMID:25353385 PMID:26776281 PMID:27352150 PMID:27638403 PMID:28218969 PMID:29262312 PMID:29355553 PMID:29433626 PMID:29461634 PMID:29655729 PMID:30291959 PMID:30666114 PMID:30883860 PMID:31030274 PMID:31159256 PMID:31324778 Wikipedia:Rebaudioside_A 1-O-(13alpha-{[beta-D-glucopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-glucopyranosyl]oxy}-18-oxo-5beta,8alpha,9beta,10alpha-kaur-16-en-18-yl)-beta-D-glucopyranose rebaudioside A chebi_ontology 13-[(2-O-beta-D-glucopyranosyl-3-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-ent-kaur-16-en-19-oic acid beta-D-glucopyranosyl ester 19-O-beta-glucopyranosyl-13-O-(beta-glucopyranosyl(1-2)-beta-glucopyranosyl(1-3))-beta-glucopyranosyl-13-hydroxykaur-16-en-19-oic acid 19-O-beta-glucopyranosyl-13-O-(beta-glucopyranosyl(1-2)-beta-glucopyranosyl(1-3))-beta-glucopyranosylsteviol Reb A Reb-A Stevia Sweetener 4G-S rebaudioside-A CHEBI:145012 rebaudioside A rebaudioside A CHEBI:145012 AGR:IND606339833 Europe PMC CAS:58543-16-1 ChemIDplus PMID:15610349 SUBMITTER PMID:25353385 Europe PMC PMID:26776281 Europe PMC PMID:27352150 Europe PMC PMID:27638403 Europe PMC PMID:28218969 Europe PMC PMID:29262312 Europe PMC PMID:29355553 Europe PMC PMID:29433626 Europe PMC PMID:29461634 Europe PMC PMID:29655729 Europe PMC PMID:30291959 Europe PMC PMID:30666114 Europe PMC PMID:30883860 Europe PMC PMID:31030274 Europe PMC PMID:31159256 Europe PMC PMID:31324778 SUBMITTER 1-O-(13alpha-{[beta-D-glucopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-glucopyranosyl]oxy}-18-oxo-5beta,8alpha,9beta,10alpha-kaur-16-en-18-yl)-beta-D-glucopyranose IUPAC rebaudioside A UniProt 13-[(2-O-beta-D-glucopyranosyl-3-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-ent-kaur-16-en-19-oic acid beta-D-glucopyranosyl ester IUPAC 19-O-beta-glucopyranosyl-13-O-(beta-glucopyranosyl(1-2)-beta-glucopyranosyl(1-3))-beta-glucopyranosyl-13-hydroxykaur-16-en-19-oic acid ChemIDplus 19-O-beta-glucopyranosyl-13-O-(beta-glucopyranosyl(1-2)-beta-glucopyranosyl(1-3))-beta-glucopyranosylsteviol ChemIDplus Reb A ChemIDplus Reb-A ChemIDplus Stevia ChEBI Sweetener 4G-S ChemIDplus rebaudioside-A ChemIDplus -1 C38H59O18 InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(49)50)21(37)6-10-38(16,15-37)56-33-30(55-32-28(48)26(46)23(43)18(13-40)52-32)29(24(44)19(14-41)53-33)54-31-27(47)25(45)22(42)17(12-39)51-31/h17-33,39-48H,1,4-15H2,2-3H3,(H,49,50)/p-1/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27-,28-,29+,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1 DRSKVOAJKLUMCL-MMUIXFKXSA-M 803.873 803.37069 [O-]C([C@]1([C@@]2([C@]([C@]3([C@]4(C[C@@](O[C@H]5[C@H](O[C@@H]6O[C@@H]([C@@H](O)[C@@H]([C@H]6O)O)CO)[C@H]([C@H](O)[C@H](O5)CO)O[C@@H]7O[C@@H]([C@@H](O)[C@@H]([C@H]7O)O)CO)(CC3)C(C4)=C)CC2)[H])(CCC1)C)[H])C)=O MetaCyc:CPD-14507 PMID:15610349 PMID:31324778 chebi_ontology rebaudioside B CHEBI:145013 rebaudioside B(1-) CHEBI:145013 MetaCyc:CPD-14507 SUBMITTER PMID:15610349 SUBMITTER PMID:31324778 SUBMITTER rebaudioside B UniProt A rebaudioside that is stevioside in which the hydroxy group at position 2 of the glucosyl ester moiety has been converted into the corresponding beta-D-glucoside. 0 C44H70O23 InChI=1S/C44H70O23/c1-17-11-43-9-5-22-41(2,7-4-8-42(22,3)40(59)66-38-34(30(55)26(51)20(14-47)62-38)64-36-32(57)28(53)24(49)18(12-45)60-36)23(43)6-10-44(17,16-43)67-39-35(31(56)27(52)21(15-48)63-39)65-37-33(58)29(54)25(50)19(13-46)61-37/h18-39,45-58H,1,4-16H2,2-3H3/t18-,19-,20-,21-,22+,23+,24-,25-,26-,27-,28+,29+,30+,31+,32-,33-,34-,35-,36+,37+,38+,39+,41-,42-,43-,44+/m1/s1 RLLCWNUIHGPAJY-SFUUMPFESA-N 967.021 966.43079 O([C@@H]1O[C@@H]([C@@H](O)[C@@H]([C@H]1O[C@@H]2O[C@@H]([C@@H](O)[C@@H]([C@H]2O)O)CO)O)CO)C([C@]3([C@@]4([C@]([C@]5([C@]6(C[C@@](CC5)(C(C6)=C)O[C@H]7[C@H](O[C@@H]8O[C@@H]([C@@H](O)[C@@H]([C@H]8O)O)CO)[C@H]([C@H](O)[C@H](O7)CO)O)CC4)[H])(CCC3)C)[H])C)=O CAS:63279-14-1 PMID:24758242 PMID:26003514 PMID:29889557 PMID:31324778 Patent:EP1361870 Patent:WO02060419 2-O-beta-D-glucopyranosyl-1-O-({(4R,4aS,6aR,9S,11aR,11bS)-9-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-4,11b-dimethyl-8-methylenetetradecahydro-6a,9-methanocyclohepta[a]naphthalen-4-yl}carbonyl)-beta-D-glucopyranose rebaudioside E chebi_ontology (-)-rebaudioside E (2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}tetrahydro-2H-pyran-2-yl (4R,4aS,6aR,9S,11aR,11bS)-9-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}tetrahydro-2H-pyran-2-yl]oxy}-4,11b-dimethyl-8-methylenetetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylate CHEBI:145018 rebaudioside E CHEBI:145018 CAS:63279-14-1 ChemIDplus PMID:24758242 Europe PMC PMID:26003514 Europe PMC PMID:29889557 Europe PMC PMID:31324778 SUBMITTER 2-O-beta-D-glucopyranosyl-1-O-({(4R,4aS,6aR,9S,11aR,11bS)-9-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-4,11b-dimethyl-8-methylenetetradecahydro-6a,9-methanocyclohepta[a]naphthalen-4-yl}carbonyl)-beta-D-glucopyranose IUPAC rebaudioside E UniProt (-)-rebaudioside E ChemIDplus (2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}tetrahydro-2H-pyran-2-yl (4R,4aS,6aR,9S,11aR,11bS)-9-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}tetrahydro-2H-pyran-2-yl]oxy}-4,11b-dimethyl-8-methylenetetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylate IUPAC A rebaudioside that is rebaudioside A in which the hydroxy group at position 2 of the beta-D-glucosyl ester moiety has been converted to the corresponding beta-D-glucoside. Found in minute quantities in the leaves of Stevia rebaudiana. 0 C50H80O28 InChI=1S/C50H80O28/c1-18-11-49-9-5-24-47(2,7-4-8-48(24,3)46(68)77-44-39(34(64)29(59)22(15-54)72-44)75-42-36(66)32(62)27(57)20(13-52)70-42)25(49)6-10-50(18,17-49)78-45-40(76-43-37(67)33(63)28(58)21(14-53)71-43)38(30(60)23(16-55)73-45)74-41-35(65)31(61)26(56)19(12-51)69-41/h19-45,51-67H,1,4-17H2,2-3H3/t19-,20-,21-,22-,23-,24+,25+,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38+,39-,40-,41+,42+,43+,44+,45+,47-,48-,49-,50+/m1/s1 RPYRMTHVSUWHSV-CUZJHZIBSA-N 1129.162 1128.48361 [C@]123[C@]([C@]4([C@@]([C@](CCC4)(C)C(O[C@@H]5O[C@@H]([C@@H](O)[C@@H]([C@H]5O[C@@H]6O[C@@H]([C@@H](O)[C@@H]([C@H]6O)O)CO)O)CO)=O)(CC1)[H])C)(CC[C@@](C2)(O[C@H]7[C@H](O[C@@H]8O[C@@H]([C@@H](O)[C@@H]([C@H]8O)O)CO)[C@H]([C@H](O)[C@H](O7)CO)O[C@@H]9O[C@@H]([C@@H](O)[C@@H]([C@H]9O)O)CO)C(C3)=C)[H] CAS:63279-13-0 FooDB:FDB013541 HMDB:HMDB0034948 KNApSAcK:C00036203 PMID:23203115 PMID:23766392 PMID:24187601 PMID:25233591 PMID:25529720 PMID:27923373 PMID:29680056 PMID:31182573 Patent:US2010316782 Patent:US2011104353 Patent:WO2010146463 Patent:WO2011056834 2-O-beta-D-glucopyranosyl-1-O-(13alpha-{[beta-D-glucopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-glucopyranosyl]oxy}-18-oxo-5beta,8alpha,9beta,10alpha-kaur-16-en-18-yl)-beta-D-glucopyranose rebaudioside D chebi_ontology (-)-rebaudioside D Reb D Reb-D rebaudioside-D CHEBI:145022 rebaudioside D CHEBI:145022 CAS:63279-13-0 ChemIDplus PMID:23203115 Europe PMC PMID:23766392 Europe PMC PMID:24187601 Europe PMC PMID:25233591 Europe PMC PMID:25529720 Europe PMC PMID:27923373 Europe PMC PMID:29680056 Europe PMC PMID:31182573 SUBMITTER 2-O-beta-D-glucopyranosyl-1-O-(13alpha-{[beta-D-glucopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-glucopyranosyl]oxy}-18-oxo-5beta,8alpha,9beta,10alpha-kaur-16-en-18-yl)-beta-D-glucopyranose IUPAC rebaudioside D UniProt (-)-rebaudioside D ChemIDplus Reb D ChEBI Reb-D ChEBI rebaudioside-D ChEBI A diterpene glycoside derived from steviol by formal esterification of the carboxy group with glucose (or a glucose derivative) and glycosylation of the tertiary hydroxy group with combinations of glucose and rhamnose to give the corresponding glycosides. PMID:29537255 PMID:29863335 PMID:30466787 PMID:30506508 PMID:30897351 PMID:31063378 PMID:31195254 PMID:31295559 PMID:31438580 PMID:31491712 Wikipedia:Steviol_glycoside chebi_ontology steviol glycosides CHEBI:145027 steviol glycoside CHEBI:145027 PMID:29537255 Europe PMC PMID:29863335 Europe PMC PMID:30466787 Europe PMC PMID:30506508 Europe PMC PMID:30897351 Europe PMC PMID:31063378 Europe PMC PMID:31195254 Europe PMC PMID:31295559 Europe PMC PMID:31438580 Europe PMC PMID:31491712 Europe PMC steviol glycosides ChEBI An aryl beta-D-glucoside that is phloretin attached to a beta-D-glucopyranosyl residue at position 4' via a glycosidic linkage. It is isolated from the leaves of the Chinese sweet tea Lithocarpus polystachyus and exhibits significant anti-hyperglycemic, anti-oxidative and anti-inflammatory properties. 0 C21H24O10 InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-12-7-14(25)17(15(26)8-12)13(24)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-23,25-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1 GSTCPEBQYSOEHV-QNDFHXLGSA-N 436.413 436.13695 O1[C@@H]([C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC2=CC(O)=C(C(O)=C2)C(=O)CCC3=CC=C(O)C=C3)CO AGR:IND601124268 AGR:IND605946551 AGR:IND606090210 CAS:4192-90-9 FooDB:FDB016580 HMDB:HMDB0037505 KNApSAcK:C00007991 LIPID_MAPS_instance:LMPK12120518 PMID:22792798 PMID:23562371 PMID:25053100 PMID:26363372 PMID:27893760 PMID:28450013 PMID:29757201 PMID:29802645 PMID:29865928 PMID:31540429 3,5-dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenyl beta-D-glucopyranoside trilobatin chebi_ontology 1-(4-(beta-D-glucopyranosyloxy)-2,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-propanone p-phloridzin p-phlorizin phloretin-4'-beta-D-glucopyranoside phloretin-4'-beta-D-glucoside CHEBI:145829 trilobatin CHEBI:145829 AGR:IND601124268 Europe PMC AGR:IND605946551 Europe PMC AGR:IND606090210 Europe PMC CAS:4192-90-9 ChemIDplus LIPID_MAPS_instance:LMPK12120518 LIPID MAPS PMID:22792798 Europe PMC PMID:23562371 Europe PMC PMID:25053100 Europe PMC PMID:26363372 Europe PMC PMID:27893760 Europe PMC PMID:28450013 Europe PMC PMID:29757201 Europe PMC PMID:29802645 Europe PMC PMID:29865928 Europe PMC PMID:31540429 Europe PMC 3,5-dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenyl beta-D-glucopyranoside IUPAC trilobatin UniProt 1-(4-(beta-D-glucopyranosyloxy)-2,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-propanone ChemIDplus p-phloridzin ChemIDplus p-phlorizin ChemIDplus phloretin-4'-beta-D-glucopyranoside ChEBI phloretin-4'-beta-D-glucoside ChEBI A 5-alkylresorcinol that is resorcinol which is substituted by a heptadecyl group at position 5. It is found in wheat bran. 0 C23H40O2 InChI=1S/C23H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-22(24)20-23(25)19-21/h18-20,24-25H,2-17H2,1H3 BBGNINPPDHJETF-UHFFFAOYSA-N 348.571 348.30283 C1(=CC(=CC(=C1)CCCCCCCCCCCCCCCCC)O)O AGR:IND601124237 CAS:41442-57-3 FooDB:FDB017915 HMDB:HMDB0038530 LIPID_MAPS_instance:LMPK15030003 PMID:15241924 PMID:17542491 PMID:18297470 PMID:21658963 PMID:28252007 PMID:8579682 Reaxys:2287460 5-heptadecylbenzene-1,3-diol 5-heptadecylresorcinol chebi_ontology 1,3-dihydroxy-5-n-heptadecylbenzene 5-heptadecyl-1,3-benzenediol 5-heptadecyl-1,3-dihydroxybenzene 5-n-heptadecylresorcinol CHEBI:145967 5-heptadecylresorcinol 5-heptadecylresorcinol CHEBI:145967 AGR:IND601124237 Europe PMC CAS:41442-57-3 ChemIDplus LIPID_MAPS_instance:LMPK15030003 LIPID MAPS PMID:15241924 Europe PMC PMID:17542491 Europe PMC PMID:18297470 Europe PMC PMID:21658963 Europe PMC PMID:28252007 Europe PMC PMID:8579682 Europe PMC Reaxys:2287460 Reaxys 5-heptadecylbenzene-1,3-diol IUPAC 5-heptadecylresorcinol ChEBI 1,3-dihydroxy-5-n-heptadecylbenzene ChEBI 5-heptadecyl-1,3-benzenediol ChEBI 5-heptadecyl-1,3-dihydroxybenzene ChEBI 5-n-heptadecylresorcinol LIPID_MAPS A 5-alkylresorcinol that is resorcinol which is substituted by a tricosyl group at position 5. It is found in wheat bran. 0 C29H52O2 InChI=1S/C29H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-24-28(30)26-29(31)25-27/h24-26,30-31H,2-23H2,1H3 OHTBGMREZYLZQD-UHFFFAOYSA-N 432.733 432.39673 C1(=CC(=CC(=C1)CCCCCCCCCCCCCCCCCCCCCCC)O)O CAS:70110-60-0 FooDB:FDB017907 HMDB:HMDB0038524 LIPID_MAPS_instance:LMPK15030006 PMID:11140535 PMID:15241924 PMID:18998408 PMID:21658963 PMID:28208738 PMID:30795501 PMID:457611 PMID:7462162 5-tricosylbenzene-1,3-diol 5-tricosylresorcinol chebi_ontology 1,3-dihydroxy-5-n-tricosylbenzene 1,3-dihydroxy-5-tricosylbenzene 5-n-tricosylresorcinol 5-tricosyl-1,3-benzenediol CHEBI:145969 5-tricosylresorcinol 5-tricosylresorcinol CHEBI:145969 CAS:70110-60-0 ChemIDplus LIPID_MAPS_instance:LMPK15030006 LIPID MAPS PMID:11140535 Europe PMC PMID:15241924 Europe PMC PMID:18998408 Europe PMC PMID:21658963 Europe PMC PMID:28208738 Europe PMC PMID:30795501 Europe PMC PMID:457611 Europe PMC PMID:7462162 Europe PMC 5-tricosylbenzene-1,3-diol IUPAC 5-tricosylresorcinol HMDB 1,3-dihydroxy-5-n-tricosylbenzene ChEBI 1,3-dihydroxy-5-tricosylbenzene ChEBI 5-n-tricosylresorcinol LIPID_MAPS 5-tricosyl-1,3-benzenediol ChEBI A member of the class of catechins that is (+)-catechin in which the hydroxy group at position 3' has been replaced by a methoxy group. It is a metabolite of (+)-catechin, a major polyphenol found in several fruits and vegetables. 0 C16H16O6 InChI=1S/C16H16O6/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16/h2-6,13,16-20H,7H2,1H3/t13-,16+/m0/s1 NJHJXXLBWQXMRO-XJKSGUPXSA-N 304.298 304.09469 C1([C@H]2OC3=C(C[C@@H]2O)C(=CC(=C3)O)O)=CC=C(C(=C1)OC)O CAS:60383-97-3 FooDB:FDB021479 HMDB:HMDB0041507 LIPID_MAPS_instance:LMPK12020142 PMID:10460201 PMID:14611196 PMID:17536823 PMID:18251504 PMID:25612442 PMID:3604252 PMID:6111433 PMID:6861797 PMID:7669281 (2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol chebi_ontology (+)-3'-O-methylcatechin (2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol (2R-trans)-3,4-dihydro-2-(4-hydroxy-3-methoxyphenyl)-2H-1-benzopyran-3,5,7-triol 3'-O-methyl-(+)-catechin 3'-O-methylcatechin 3'-O-methylcyanidanol CHEBI:149610 (+)-catechin-3'-methyl ether (+)-catechin-3'-methyl ether CHEBI:149610 CAS:60383-97-3 ChEBI LIPID_MAPS_instance:LMPK12020142 LIPID MAPS PMID:10460201 Europe PMC PMID:14611196 Europe PMC PMID:17536823 Europe PMC PMID:18251504 Europe PMC PMID:25612442 Europe PMC PMID:3604252 Europe PMC PMID:6111433 Europe PMC PMID:6861797 Europe PMC PMID:7669281 Europe PMC (2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol IUPAC (+)-3'-O-methylcatechin ChEBI (2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol IUPAC (2R-trans)-3,4-dihydro-2-(4-hydroxy-3-methoxyphenyl)-2H-1-benzopyran-3,5,7-triol ChEBI 3'-O-methyl-(+)-catechin ChEBI 3'-O-methylcatechin HMDB 3'-O-methylcyanidanol ChEBI A diastereoisomeric mixture composed of 1-O-alpha-D-glucopyranosyl-D-mannitol dihydrate and 6-O-alpha-D-glucopyranosyl-D-glucitol in a 1:1 ratio. It is used in the food industry as a sugar substitute and in the pharmaceutical industry as a tabletting excipient. 0 C12H24O11 344.313 344.13186 CHEBI:140428 AGR:IND605400803 AGR:IND605716066 AGR:IND607070168 AGR:IND607703806 CAS:64519-82-0 Chemspider:2299218 PMID:19327398 PMID:21426952 PMID:23225025 PMID:23827942 PMID:24300366 PMID:24996006 PMID:25671493 PMID:27059921 PMID:27321131 PMID:28024614 PMID:29341910 PMID:30267819 PMID:31678381 PMID:32619664 PMID:33011867 PMID:33851132 PMID:33895296 PMID:34925781 PMID:425707 Wikipedia:Isomalt 6-O-alpha-D-glucopyranosyl-D-glucitol--1-O-alpha-D-glucopyranosyl-D-mannitol--water (1/1/2) chebi_ontology 6-O-alpha-D-glucopyranosyl-D-glucitol mixed with 1-O-alpha-D-glucopyranosyl-D-mannitol C* PharmIsoMaltidex E 953 E953 GalenIQ IsoMaltidex hydrogenated isomaltulose palatinit palatinitol CHEBI:150326 isomalt isomalt CHEBI:150326 AGR:IND605400803 Europe PMC AGR:IND605716066 Europe PMC AGR:IND607070168 Europe PMC AGR:IND607703806 Europe PMC CAS:64519-82-0 ChemIDplus PMID:19327398 Europe PMC PMID:21426952 Europe PMC PMID:23225025 Europe PMC PMID:23827942 Europe PMC PMID:24300366 Europe PMC PMID:24996006 Europe PMC PMID:25671493 Europe PMC PMID:27059921 Europe PMC PMID:27321131 Europe PMC PMID:28024614 Europe PMC PMID:29341910 Europe PMC PMID:30267819 Europe PMC PMID:31678381 Europe PMC PMID:32619664 Europe PMC PMID:33011867 Europe PMC PMID:33851132 Europe PMC PMID:33895296 Europe PMC PMID:34925781 Europe PMC PMID:425707 Europe PMC 6-O-alpha-D-glucopyranosyl-D-glucitol--1-O-alpha-D-glucopyranosyl-D-mannitol--water (1/1/2) IUPAC 6-O-alpha-D-glucopyranosyl-D-glucitol mixed with 1-O-alpha-D-glucopyranosyl-D-mannitol ChemIDplus C* PharmIsoMaltidex ChEBI E 953 ChEBI E953 ChEBI GalenIQ ChEBI IsoMaltidex ChemIDplus hydrogenated isomaltulose ChEBI palatinit ChemIDplus palatinitol ChemIDplus An enal that consists of 3,7-dimethyl-9-nona-2,4,6,8-tetraenal (double bond geometry unspecified) carrying a 2,6,6-trimethylcyclohex-1-en-1-yl group at the 9-position. 0 C20H28O InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3 NCYCYZXNIZJOKI-UHFFFAOYSA-N 284.43572 284.21402 [H]C(=O)C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C MetaCyc:Retinals Reaxys:2055098 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal retinal chebi_ontology CHEBI:15035 retinal CHEBI:15035 Reaxys:2055098 Reaxys 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal IUPAC retinal UniProt A divalent inorganic anion obtained by removal of both protons from hydrogen sulfide. -2 S InChI=1S/S/q-2 UCKMPCXJQFINFW-UHFFFAOYSA-N 32.06600 31.97317 [S--] CAS:18496-25-8 UM-BBD_compID:c0569 sulfanediide sulfide(2-) chebi_ontology S(2-) Sulfide sulphide CHEBI:15138 sulfide(2-) CHEBI:15138 CAS:18496-25-8 ChemIDplus UM-BBD_compID:c0569 UM-BBD sulfanediide IUPAC sulfide(2-) IUPAC S(2-) IUPAC Sulfide ChemIDplus sulphide ChEBI A choline that is the parent compound of the cholines class, consisting of ethanolamine having three methyl substituents attached to the amino function. +1 C5H14NO InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1 OEYIOHPDSNJKLS-UHFFFAOYSA-N 104.17080 104.10699 C[N+](C)(C)CCO CHEBI:13985 CHEBI:23212 CHEBI:3665 CHEBI:41524 Beilstein:1736748 CAS:62-49-7 DrugBank:DB00122 Drug_Central:3097 ECMDB:ECMDB00097 Gmelin:324597 HMDB:HMDB0000097 KEGG:C00114 KEGG:D07690 KNApSAcK:C00007298 MetaCyc:CHOLINE PDBeChem:CHT PMID:10930630 PMID:12826235 PMID:12946691 PMID:14972364 PMID:16210714 PMID:17087106 PMID:17283071 PMID:17344490 PMID:18204095 PMID:18230680 PMID:18786517 PMID:18786520 PMID:19246089 PMID:20038853 PMID:20446114 PMID:22770225 PMID:22961562 PMID:23095202 PMID:23616508 PMID:23637565 PMID:23733158 PMID:6420466 PMID:7590654 PMID:9517478 Reaxys:1736748 Wikipedia:Choline YMDB:YMDB00227 2-hydroxy-N,N,N-trimethylethanaminium Choline choline chebi_ontology Bilineurine CHOLINE ION N,N,N-trimethylethanol-ammonium N-trimethylethanolamine trimethylethanolamine CHEBI:15354 choline choline CHEBI:15354 Beilstein:1736748 Beilstein CAS:62-49-7 ChemIDplus CAS:62-49-7 KEGG COMPOUND Drug_Central:3097 DrugCentral Gmelin:324597 Gmelin PMID:10930630 Europe PMC PMID:12826235 Europe PMC PMID:12946691 Europe PMC PMID:14972364 Europe PMC PMID:16210714 Europe PMC PMID:17087106 Europe PMC PMID:17283071 Europe PMC PMID:17344490 Europe PMC PMID:18204095 Europe PMC PMID:18230680 Europe PMC PMID:18786517 Europe PMC PMID:18786520 Europe PMC PMID:19246089 Europe PMC PMID:20038853 Europe PMC PMID:20446114 Europe PMC PMID:22770225 Europe PMC PMID:22961562 Europe PMC PMID:23095202 Europe PMC PMID:23616508 Europe PMC PMID:23637565 Europe PMC PMID:23733158 Europe PMC PMID:6420466 Europe PMC PMID:7590654 Europe PMC PMID:9517478 Europe PMC Reaxys:1736748 Reaxys 2-hydroxy-N,N,N-trimethylethanaminium IUPAC Choline KEGG_COMPOUND choline UniProt Bilineurine KEGG_COMPOUND CHOLINE ION PDBeChem N,N,N-trimethylethanol-ammonium ChEBI N-trimethylethanolamine ChEBI trimethylethanolamine ChEBI A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3. 0 C3H7NO2S InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) XUJNEKJLAYXESH-UHFFFAOYSA-N 121.15922 121.01975 NC(CS)C(O)=O CHEBI:14061 CHEBI:23508 CHEBI:4050 Beilstein:1721406 CAS:3374-22-9 Gmelin:2933 KEGG:C00736 KNApSAcK:C00001351 KNApSAcK:C00007323 PMID:17439666 PMID:25181601 Reaxys:1721406 Wikipedia:Cysteine Cysteine cysteine chebi_ontology 2-Amino-3-mercaptopropionic acid 2-amino-3-mercaptopropanoic acid 2-amino-3-sulfanylpropanoic acid C Cys Cystein Hcys Zystein cisteina CHEBI:15356 cysteine cysteine CHEBI:15356 Beilstein:1721406 Beilstein CAS:3374-22-9 ChemIDplus CAS:3374-22-9 KEGG COMPOUND CAS:3374-22-9 NIST Chemistry WebBook Gmelin:2933 Gmelin PMID:17439666 Europe PMC PMID:25181601 Europe PMC Reaxys:1721406 Reaxys Cysteine KEGG_COMPOUND cysteine ChEBI cysteine IUPAC 2-Amino-3-mercaptopropionic acid KEGG_COMPOUND 2-amino-3-mercaptopropanoic acid JCBN 2-amino-3-sulfanylpropanoic acid IUPAC C ChEBI Cys ChEBI Cystein ChEBI Hcys IUPAC Zystein ChEBI cisteina ChEBI A simple monocarboxylic acid containing two carbons. 0 C2H4O2 InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4) QTBSBXVTEAMEQO-UHFFFAOYSA-N 60.05200 60.02113 CC(O)=O CHEBI:22169 CHEBI:2387 CHEBI:40486 Beilstein:506007 CAS:64-19-7 Drug_Central:4211 Gmelin:1380 HMDB:HMDB0000042 KEGG:C00033 KEGG:D00010 KNApSAcK:C00001176 LIPID_MAPS_instance:LMFA01010002 MetaCyc:ACET PDBeChem:ACT PDBeChem:ACY PMID:12005138 PMID:15107950 PMID:16630552 PMID:16774200 PMID:17190852 PMID:19416101 PMID:19469536 PMID:22153255 PMID:22173419 PPDB:1333 Reaxys:506007 Wikipedia:Acetic_acid ACETIC ACID Acetic acid acetic acid chebi_ontology AcOH CH3-COOH CH3CO2H E 260 E-260 E260 Essigsaeure Ethanoic acid Ethylic acid HOAc INS No. 260 MeCO2H MeCOOH Methanecarboxylic acid acide acetique ethoic acid CHEBI:15366 acetic acid acetic acid CHEBI:15366 Beilstein:506007 Beilstein CAS:64-19-7 ChemIDplus CAS:64-19-7 KEGG COMPOUND CAS:64-19-7 NIST Chemistry WebBook Drug_Central:4211 DrugCentral Gmelin:1380 Gmelin LIPID_MAPS_instance:LMFA01010002 LIPID MAPS PMID:12005138 Europe PMC PMID:15107950 Europe PMC PMID:16630552 Europe PMC PMID:16774200 Europe PMC PMID:17190852 Europe PMC PMID:19416101 Europe PMC PMID:19469536 Europe PMC PMID:22153255 Europe PMC PMID:22173419 Europe PMC Reaxys:506007 Reaxys ACETIC ACID PDBeChem Acetic acid KEGG_COMPOUND acetic acid IUPAC AcOH ChEBI CH3-COOH IUPAC CH3CO2H ChEBI E 260 ChEBI E-260 ChEBI E260 ChEBI Essigsaeure ChEBI Ethanoic acid KEGG_COMPOUND Ethylic acid ChemIDplus HOAc ChEBI INS No. 260 ChEBI MeCO2H ChEBI MeCOOH ChEBI Methanecarboxylic acid ChemIDplus acide acetique ChemIDplus ethoic acid ChEBI An oxygen hydride consisting of an oxygen atom that is covalently bonded to two hydrogen atoms 0 H2O InChI=1S/H2O/h1H2 XLYOFNOQVPJJNP-UHFFFAOYSA-N 18.01530 18.01056 [H]O[H] CHEBI:10743 CHEBI:13352 CHEBI:27313 CHEBI:42043 CHEBI:42857 CHEBI:43228 CHEBI:44292 CHEBI:44701 CHEBI:44819 CHEBI:5585 Beilstein:3587155 CAS:7732-18-5 Gmelin:117 HMDB:HMDB0002111 KEGG:C00001 KEGG:D00001 MetaCyc:WATER MolBase:1 PDBeChem:HOH Reaxys:3587155 Wikipedia:Water WATER Water oxidane water chebi_ontology BOUND WATER H2O HOH Wasser [OH2] acqua agua aqua dihydridooxygen dihydrogen oxide eau hydrogen hydroxide CHEBI:15377 water water CHEBI:15377 Beilstein:3587155 Beilstein CAS:7732-18-5 ChemIDplus CAS:7732-18-5 KEGG COMPOUND CAS:7732-18-5 NIST Chemistry WebBook Gmelin:117 Gmelin Reaxys:3587155 Reaxys WATER PDBeChem Water KEGG_COMPOUND oxidane IUPAC water IUPAC BOUND WATER PDBeChem H2O KEGG_COMPOUND H2O UniProt HOH ChEBI Wasser ChEBI [OH2] IUPAC acqua ChEBI agua ChEBI aqua ChEBI dihydridooxygen IUPAC dihydrogen oxide IUPAC eau ChEBI hydrogen hydroxide ChEBI The (R)- enantiomer of camphor. 0 C10H16O InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1 DSSYKIVIOFKYAU-XCBNKYQSSA-N 152.23344 152.12012 CC1(C)[C@@H]2CC[C@@]1(C)C(=O)C2 CHEBI:10758 CHEBI:16 CHEBI:18442 CHEBI:41334 Beilstein:2042745 CAS:464-49-3 CAS:76-22-2 Gmelin:83276 HMDB:HMDB0059838 KEGG:C00808 KEGG:D06392 KNApSAcK:C00000819 MetaCyc:CPD-862 PDBeChem:CAM PMID:12231778 PMID:24288289 Reaxys:2042745 UM-BBD_compID:c0407 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (R)-camphor chebi_ontology (+)-Camphor (+)-bornan-2-one (1R)-(+)-camphor (1R,4R)-camphor (R)-(+)-camphor CAMPHOR Camphor(D) D-Camphor CHEBI:15396 (R)-camphor CHEBI:15396 Beilstein:2042745 Beilstein CAS:464-49-3 ChemIDplus CAS:464-49-3 KEGG COMPOUND CAS:464-49-3 NIST Chemistry WebBook CAS:76-22-2 KEGG COMPOUND Gmelin:83276 Gmelin PMID:12231778 Europe PMC PMID:24288289 Europe PMC Reaxys:2042745 Reaxys UM-BBD_compID:c0407 UM-BBD (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one IUPAC (R)-camphor ChemIDplus (+)-Camphor KEGG_COMPOUND (+)-bornan-2-one ChemIDplus (1R)-(+)-camphor NIST_Chemistry_WebBook (1R,4R)-camphor UniProt (R)-(+)-camphor ChemIDplus CAMPHOR PDBeChem Camphor(D) NIST_Chemistry_WebBook D-Camphor KEGG_COMPOUND 0 C10H16O2 InChI=1S/C10H16O2/c1-9(2)6-4-8(12)10(9,3)5-7(6)11/h6-7,11H,4-5H2,1-3H3/t6-,7+,10-/m0/s1 DJQYBVLXBVJHMU-PJKMHFRUSA-N 168.23284 168.11503 [H][C@]12CC(=O)[C@](C)(C[C@H]1O)C2(C)C CHEBI:10762 CHEBI:18448 CHEBI:41399 CHEBI:57 Beilstein:2044882 DrugBank:DB02817 KEGG:C03448 LIPID_MAPS_instance:LMPR0102120010 PDBeChem:CAH UM-BBD_compID:c0408 (+)-exo-5-Hydroxycamphor (1R,4R,5R)-5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one chebi_ontology (1R,4R,5R)-5-hydroxycamphor 5-EXO-HYDROXYCAMPHOR CHEBI:15398 (+)-exo-5-hydroxycamphor (+)-exo-5-hydroxycamphor CHEBI:15398 Beilstein:2044882 Beilstein LIPID_MAPS_instance:LMPR0102120010 LIPID MAPS UM-BBD_compID:c0408 UM-BBD (+)-exo-5-Hydroxycamphor KEGG_COMPOUND (1R,4R,5R)-5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one IUPAC (1R,4R,5R)-5-hydroxycamphor UniProt 5-EXO-HYDROXYCAMPHOR PDBeChem A carvone having (S) configuration. 0 C10H14O InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m0/s1 ULDHMXUKGWMISQ-VIFPVBQESA-N 150.21756 150.10447 CC(=C)[C@H]1CC=C(C)C(=O)C1 CHEBI:10759 CHEBI:5 Beilstein:2042970 Beilstein:3588498 Beilstein:6767373 CAS:2244-16-8 Gmelin:637294 KEGG:C11383 KNApSAcK:C00010891 PMID:11380545 Reaxys:2042970 (+)-Carvone (4S)-p-mentha-1(6),8-dien-2-one (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one chebi_ontology (+)-(4S)-carvone (+)-(S)-Carvone (5S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one (S)-(+)-carvone (S)-(+)-p-mentha-6,8-dien-2-one (S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one (S)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-one (S)-5-isopropenyl-2-methylcyclohex-2-en-1-one (S)-carvone Carvol Carvone d-(+)-carvone d-carvone CHEBI:15399 (+)-carvone (+)-carvone CHEBI:15399 Beilstein:2042970 Beilstein Beilstein:3588498 Beilstein Beilstein:6767373 Beilstein CAS:2244-16-8 ChemIDplus CAS:2244-16-8 KEGG COMPOUND CAS:2244-16-8 NIST Chemistry WebBook Gmelin:637294 Gmelin PMID:11380545 Europe PMC Reaxys:2042970 Reaxys (+)-Carvone KEGG_COMPOUND (4S)-p-mentha-1(6),8-dien-2-one IUPAC (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one IUPAC (+)-(4S)-carvone ChEBI (+)-(S)-Carvone KEGG_COMPOUND (5S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one ChemIDplus (S)-(+)-carvone NIST_Chemistry_WebBook (S)-(+)-p-mentha-6,8-dien-2-one ChemIDplus (S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one ChemIDplus (S)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-one ChemIDplus (S)-5-isopropenyl-2-methylcyclohex-2-en-1-one ChEBI (S)-carvone UniProt Carvol KEGG_COMPOUND Carvone KEGG_COMPOUND d-(+)-carvone NIST_Chemistry_WebBook d-carvone ChemIDplus A limonene monoterpenoid consists of a cyclohexene ring substituted by a hydroxymethyl and a prop-1-en-2-yl group at positions 1 and 4 respectively. It is a constituent of a variety of essential oils including lavender. 0 C10H16O InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3 NDTYTMIUWGWIMO-UHFFFAOYSA-N 152.23344 152.12012 CC(=C)C1CCC(CO)=CC1 CHEBI:14772 CHEBI:18496 CHEBI:8022 CAS:536-59-4 HMDB:HMDB0003634 MetaCyc:Perillyl-Alcohols PMID:10379660 PMID:11840288 PMID:15210838 PMID:23727191 Reaxys:2044612 [4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol perillyl alcohol chebi_ontology 1-Hydroxymethyl-4-isopropenyl-1-cyclohexene 1-perillalcohol 4-(1-Methylethenyl)-1-cyclohexene-1-methanol 4-Isopropenyl-1-cyclohexene carbinol 4-Isopropenylcyclohex-1-en-1-ylmethanol Isocarveol Perilla alcohol Perillol dihydrocuminyl alcoholn p-Mentha-1,8-dien-7-ol CHEBI:15420 perillyl alcohol CHEBI:15420 CAS:536-59-4 ChemIDplus CAS:536-59-4 NIST Chemistry WebBook PMID:10379660 Europe PMC PMID:11840288 Europe PMC PMID:15210838 Europe PMC PMID:23727191 Europe PMC Reaxys:2044612 Reaxys [4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol IUPAC perillyl alcohol UniProt 1-Hydroxymethyl-4-isopropenyl-1-cyclohexene ChemIDplus 1-perillalcohol NIST_Chemistry_WebBook 4-(1-Methylethenyl)-1-cyclohexene-1-methanol ChemIDplus 4-Isopropenyl-1-cyclohexene carbinol ChemIDplus 4-Isopropenylcyclohex-1-en-1-ylmethanol ChemIDplus Isocarveol ChemIDplus Perilla alcohol ChemIDplus Perillol ChemIDplus dihydrocuminyl alcoholn NIST_Chemistry_WebBook p-Mentha-1,8-dien-7-ol ChemIDplus The simplest (and the only achiral) proteinogenic amino acid, with a hydrogen atom as its side chain. 0 C2H5NO2 InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) DHMQDGOQFOQNFH-UHFFFAOYSA-N 75.06664 75.03203 NCC(O)=O CHEBI:10792 CHEBI:14344 CHEBI:24368 CHEBI:42964 CHEBI:5460 Beilstein:635782 CAS:56-40-6 DrugBank:DB00145 Drug_Central:1319 ECMDB:ECMDB00123 Gmelin:1808 HMDB:HMDB0000123 KEGG:C00037 KEGG:D00011 KNApSAcK:C00001361 MetaCyc:GLY PDBeChem:GLY PMID:10930630 PMID:11019925 PMID:11174716 PMID:11542461 PMID:11806864 PMID:12631515 PMID:12754315 PMID:12770151 PMID:12921899 PMID:15331688 PMID:15388434 PMID:15710237 PMID:16105183 PMID:16151895 PMID:16214212 PMID:16417482 PMID:16444815 PMID:16664855 PMID:16901953 PMID:16918424 PMID:16986325 PMID:16998855 PMID:17154252 PMID:17383967 PMID:17582620 PMID:17970719 PMID:18079355 PMID:18396796 PMID:18440992 PMID:18593588 PMID:18816054 PMID:18840508 PMID:19028609 PMID:19120667 PMID:19449910 PMID:19526731 PMID:19544666 PMID:19738917 PMID:19916621 PMID:19924257 PMID:21751272 PMID:22044190 PMID:22079563 PMID:22234938 PMID:22264337 PMID:22293292 PMID:22401276 PMID:22434786 Reaxys:635782 Wikipedia:Glycine YMDB:YMDB00016 GLYCINE Glycine aminoacetic acid glycine chebi_ontology Aminoacetic acid Aminoessigsaeure G Gly Glycin Glycocoll Glykokoll Glyzin H2N-CH2-COOH Hgly Leimzucker aminoethanoic acid CHEBI:15428 glycine glycine CHEBI:15428 Beilstein:635782 Beilstein CAS:56-40-6 ChemIDplus CAS:56-40-6 KEGG COMPOUND CAS:56-40-6 NIST Chemistry WebBook Drug_Central:1319 DrugCentral Gmelin:1808 Gmelin PMID:10930630 Europe PMC PMID:11019925 Europe PMC PMID:11174716 Europe PMC PMID:11542461 Europe PMC PMID:11806864 Europe PMC PMID:12631515 Europe PMC PMID:12754315 Europe PMC PMID:12770151 Europe PMC PMID:12921899 Europe PMC PMID:15331688 Europe PMC PMID:15388434 Europe PMC PMID:15710237 Europe PMC PMID:16105183 Europe PMC PMID:16151895 Europe PMC PMID:16214212 Europe PMC PMID:16417482 Europe PMC PMID:16444815 Europe PMC PMID:16664855 Europe PMC PMID:16901953 Europe PMC PMID:16918424 Europe PMC PMID:16986325 Europe PMC PMID:16998855 Europe PMC PMID:17154252 Europe PMC PMID:17383967 Europe PMC PMID:17582620 Europe PMC PMID:17970719 Europe PMC PMID:18079355 Europe PMC PMID:18396796 Europe PMC PMID:18440992 Europe PMC PMID:18593588 Europe PMC PMID:18816054 Europe PMC PMID:18840508 Europe PMC PMID:19028609 Europe PMC PMID:19120667 Europe PMC PMID:19449910 Europe PMC PMID:19526731 Europe PMC PMID:19544666 Europe PMC PMID:19738917 Europe PMC PMID:19916621 Europe PMC PMID:19924257 Europe PMC PMID:21751272 Europe PMC PMID:22044190 Europe PMC PMID:22079563 Europe PMC PMID:22234938 Europe PMC PMID:22264337 Europe PMC PMID:22293292 Europe PMC PMID:22401276 Europe PMC PMID:22434786 Europe PMC Reaxys:635782 Reaxys GLYCINE PDBeChem Glycine KEGG_COMPOUND aminoacetic acid IUPAC glycine IUPAC Aminoacetic acid KEGG_COMPOUND Aminoessigsaeure ChEBI G ChEBI Gly KEGG_COMPOUND Glycin ChemIDplus Glycocoll ChemIDplus Glykokoll ChEBI Glyzin ChEBI H2N-CH2-COOH IUPAC Hgly IUPAC Leimzucker ChemIDplus aminoethanoic acid ChEBI aminoethanoic acid JCBN (C12H20O11)n CHEBI:10799 CHEBI:10845 CHEBI:169 CHEBI:18519 CHEBI:24854 CAS:9005-80-5 DrugBank:DB00638 KEGG:C03323 KEGG:D00171 KEGG:G10497 (2->1)-beta-D-fructofuranan Inulin chebi_ontology (1,2-beta-D-Fructosyl)n (1,2-beta-D-fructosyl)n (2,1-beta-D-Fructosyl)n (2,1-beta-D-fructosyl)n CHEBI:15443 inulin inulin CHEBI:15443 CAS:9005-80-5 ChemIDplus CAS:9005-80-5 KEGG COMPOUND (2->1)-beta-D-fructofuranan IUPAC Inulin KEGG_COMPOUND (1,2-beta-D-Fructosyl)n KEGG_COMPOUND (1,2-beta-D-fructosyl)n IUBMB (2,1-beta-D-Fructosyl)n KEGG_COMPOUND (2,1-beta-D-fructosyl)n IUBMB The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite. 0 C15H14O6 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 290.26810 290.07904 O[C@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1ccc(O)c(O)c1 CHEBI:10862 CHEBI:18 CHEBI:18443 CAS:154-23-4 Drug_Central:629 HMDB:HMDB0002780 KEGG:C06562 KNApSAcK:C00000947 LIPID_MAPS_instance:LMPK12020001 MetaCyc:CPD-1961 PDBeChem:KXN PMID:10617953 PMID:11196148 PMID:1502708 PMID:8224433 PMID:9438556 Reaxys:92761 Wikipedia:Catechin (+)-Catechin (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1H-chromene-3,5,7-triol chebi_ontology (+)-(2R,3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol (+)-3',4',5,7-Tetrahydroxy-2,3-trans-flavan-3-ol (+)-Catechol (+)-Cyanidan-3-ol (2R,3S)-(+)-Catechin (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol (2R,3S)-Catechin (2R,3S)-catechin (2R-trans)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-Benzopyran-3,5,7-triol Cianidanol Cyanidanol D-Catechin catechuic acid CHEBI:15600 (+)-catechin (+)-catechin CHEBI:15600 CAS:154-23-4 ChemIDplus CAS:154-23-4 KEGG COMPOUND Drug_Central:629 DrugCentral LIPID_MAPS_instance:LMPK12020001 LIPID MAPS PMID:10617953 Europe PMC PMID:11196148 Europe PMC PMID:1502708 Europe PMC PMID:8224433 Europe PMC PMID:9438556 Europe PMC Reaxys:92761 Reaxys (+)-Catechin KEGG_COMPOUND (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1H-chromene-3,5,7-triol IUPAC (+)-(2R,3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol ChemIDplus (+)-3',4',5,7-Tetrahydroxy-2,3-trans-flavan-3-ol ChemIDplus (+)-Catechol ChemIDplus (+)-Cyanidan-3-ol ChemIDplus (2R,3S)-(+)-Catechin KEGG_COMPOUND (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol ChEBI (2R,3S)-Catechin KEGG_COMPOUND (2R,3S)-catechin UniProt (2R-trans)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-Benzopyran-3,5,7-triol KEGG_COMPOUND Cianidanol KEGG_COMPOUND Cyanidanol KEGG_COMPOUND D-Catechin KEGG_COMPOUND catechuic acid ChEBI A formyltetrahydrofolic acid in which the formyl group is located at position 5. 0 C20H23N7O7 InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12?,13-/m0/s1 VVIAGPKUTFNRDU-ABLWVSNPSA-N 473.43930 473.16590 [H]C(=O)N1C(CNc2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNc2nc(N)[nH]c(=O)c12 CHEBI:12127 CHEBI:18607 CHEBI:2057 CAS:58-05-9 DrugBank:DB03256 Drug_Central:1232 KEGG:C03479 KEGG:D07986 LINCS:LSM-5146 Reaxys:101688 Wikipedia:Folinic_acid N-[4-({[2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid chebi_ontology (5-formyl-5,6,7,8-tetrahydropteroyl)glutamate 10-Formyl-7,8-dihydrofolic acid 5-Formyl-5,6,7,8-tetrahydrofolic acid 5-Formyl-5,6,7,8-tetrahydropteroyl-L-glutamic acid 5-Formyltetrahydrofolate Acide folinique Folinic acid L(-)-5-Formyl-5,6,7,8-tetrahydrofolic acid Leucovorin Leucovorinum N-(5-formyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid N5-Formyl-5,6,7,8-tetrahydrofolic acid N5-Formyltetrahydrofolic acid folinate CHEBI:15640 5-formyltetrahydrofolic acid 5-formyltetrahydrofolic acid CHEBI:15640 CAS:58-05-9 ChemIDplus CAS:58-05-9 KEGG COMPOUND Drug_Central:1232 DrugCentral Reaxys:101688 Reaxys N-[4-({[2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid IUPAC (5-formyl-5,6,7,8-tetrahydropteroyl)glutamate ChEBI 10-Formyl-7,8-dihydrofolic acid ChemIDplus 5-Formyl-5,6,7,8-tetrahydrofolic acid ChemIDplus 5-Formyl-5,6,7,8-tetrahydropteroyl-L-glutamic acid ChemIDplus 5-Formyltetrahydrofolate KEGG_COMPOUND Acide folinique ChemIDplus Folinic acid KEGG_COMPOUND L(-)-5-Formyl-5,6,7,8-tetrahydrofolic acid KEGG_COMPOUND Leucovorin KEGG_COMPOUND Leucovorinum ChemIDplus N-(5-formyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid ChEBI N5-Formyl-5,6,7,8-tetrahydrofolic acid ChemIDplus N5-Formyltetrahydrofolic acid ChemIDplus folinate ChEBI CHEBI:15649 3,6,9-trihydroxypterocarpan CHEBI:15712 2,3-dihydrobiochanin A An alpha,omega-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle. 0 C4H6O4 InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8) KDYFGRWQOYBRFD-UHFFFAOYSA-N 118.08800 118.02661 OC(=O)CCC(O)=O CHEBI:22943 CHEBI:26807 CHEBI:45639 CHEBI:9304 Beilstein:1754069 CAS:110-15-6 DrugBank:DB00139 Drug_Central:2487 ECMDB:ECMDB00254 Gmelin:2785 HMDB:HMDB0000254 KEGG:C00042 KNApSAcK:C00001205 LIPID_MAPS_instance:LMFA01170043 MetaCyc:SUC PDBeChem:SIN PMID:17439666 Reaxys:1754069 Wikipedia:Succinic_acid YMDB:YMDB00338 SUCCINIC ACID Succinic acid butanedioic acid succinic acid chebi_ontology 1,2-ethanedicarboxylic acid Bernsteinsaeure Butandisaeure Butanedionic acid Dihydrofumaric acid E363 Ethylenesuccinic acid HOOC-CH2-CH2-COOH acide butanedioique acide succinique acidum succinicum amber acid asuccin spirit of amber CHEBI:15741 succinic acid succinic acid CHEBI:15741 Beilstein:1754069 Beilstein CAS:110-15-6 ChemIDplus CAS:110-15-6 KEGG COMPOUND CAS:110-15-6 NIST Chemistry WebBook Drug_Central:2487 DrugCentral Gmelin:2785 Gmelin LIPID_MAPS_instance:LMFA01170043 LIPID MAPS PMID:17439666 Europe PMC Reaxys:1754069 Reaxys SUCCINIC ACID PDBeChem Succinic acid KEGG_COMPOUND butanedioic acid IUPAC succinic acid IUPAC 1,2-ethanedicarboxylic acid ChemIDplus Bernsteinsaeure ChEBI Butandisaeure ChemIDplus Butanedionic acid KEGG_COMPOUND Dihydrofumaric acid HMDB E363 ChEBI Ethylenesuccinic acid KEGG_COMPOUND HOOC-CH2-CH2-COOH IUPAC acide butanedioique ChEBI acide succinique ChEBI acidum succinicum ChemIDplus amber acid NIST_Chemistry_WebBook asuccin NIST_Chemistry_WebBook spirit of amber ChEBI A straight-chain, sixteen-carbon, saturated long-chain fatty acid. 0 C16H32O2 InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18) IPCSVZSSVZVIGE-UHFFFAOYSA-N 256.42410 256.24023 CCCCCCCCCCCCCCCC(O)=O CHEBI:14730 CHEBI:233028 CHEBI:24540 CHEBI:24541 CHEBI:24542 CHEBI:24550 CHEBI:29889 CHEBI:35978 CHEBI:44952 Beilstein:607489 CAS:57-10-3 DrugBank:DB03796 Gmelin:190200 HMDB:HMDB0000220 KEGG:C00249 KEGG:D05341 KNApSAcK:C00001233 KNApSAcK:C00030479 LIPID_MAPS_instance:LMFA01010001 MetaCyc:PALMITATE PDBeChem:PLM PMID:12492626 PMID:15357969 PMID:1589452 PMID:16509590 PMID:16884313 PMID:17439666 PMID:17502136 PMID:20001317 PMID:22735334 PMID:25584012 PMID:28600633 PPDB:1336 Reaxys:607489 Wikipedia:Palmitic_acid hexadecanoic acid chebi_ontology 1-Pentadecanecarboxylic acid 1-hexyldecanoic acid 16:00 C16 C16 fatty acid C16:0 CH3-[CH2]14-COOH FA 16:0 Hexadecanoate Hexadecylic acid Hexaectylic acid PALMITIC ACID Palmitate Palmitic acid Palmitinic acid Palmitinsaeure Pentadecanecarboxylic acid cetylic acid hexadecoic acid n-hexadecanoic acid n-hexadecoic acid palmitic acid CHEBI:15756 hexadecanoic acid hexadecanoic acid CHEBI:15756 Beilstein:607489 Beilstein CAS:57-10-3 ChemIDplus CAS:57-10-3 KEGG COMPOUND CAS:57-10-3 NIST Chemistry WebBook Gmelin:190200 Gmelin LIPID_MAPS_instance:LMFA01010001 LIPID MAPS PMID:12492626 Europe PMC PMID:15357969 ChEMBL PMID:1589452 Europe PMC PMID:16509590 ChEMBL PMID:16884313 ChEMBL PMID:17439666 Europe PMC PMID:17502136 ChEMBL PMID:20001317 Europe PMC PMID:22735334 Europe PMC PMID:25584012 Europe PMC PMID:28600633 Europe PMC Reaxys:607489 Reaxys hexadecanoic acid IUPAC 1-Pentadecanecarboxylic acid ChemIDplus 1-hexyldecanoic acid HMDB 16:00 ChEBI C16 ChEBI C16 fatty acid HMDB C16:0 LIPID_MAPS CH3-[CH2]14-COOH IUPAC FA 16:0 ChEBI Hexadecanoate KEGG_COMPOUND Hexadecylic acid HMDB Hexadecylic acid KEGG_COMPOUND Hexaectylic acid HMDB PALMITIC ACID PDBeChem Palmitate KEGG_COMPOUND Palmitic acid KEGG_COMPOUND Palmitinic acid HMDB Palmitinsaeure ChEBI Pentadecanecarboxylic acid ChemIDplus cetylic acid KEGG_COMPOUND hexadecoic acid ChEBI n-hexadecanoic acid NIST_Chemistry_WebBook n-hexadecoic acid NIST_Chemistry_WebBook palmitic acid ChEBI A primary amino compound obtained by formal decarboxylation of the amino acid tyrosine. 0 C8H11NO InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2 DZGWFCGJZKJUFP-UHFFFAOYSA-N 137.17900 137.08406 NCCc1ccc(O)cc1 CHEBI:15276 CHEBI:27174 CHEBI:9799 Beilstein:1099914 CAS:51-67-2 Drug_Central:2784 Gmelin:82946 HMDB:HMDB0000306 KEGG:C00483 KNApSAcK:C00001435 LINCS:LSM-19016 MetaCyc:TYRAMINE PDBeChem:AEF PMID:11361052 PMID:11919655 PMID:12183041 PMID:12707242 PMID:12811595 PMID:15000446 PMID:15848803 PMID:15932098 PMID:18422653 PMID:18970430 PMID:19137318 PMID:19189084 PMID:21570963 PMID:21628600 PMID:21651557 PMID:21679153 PMID:21850574 PMID:21909937 PMID:22735334 PMID:3137238 PMID:319927 PMID:6501508 PMID:9282832 PMID:9731223 Reaxys:1099914 Wikipedia:Tyramine 4-(2-aminoethyl)phenol Tyramine chebi_ontology 2-(p-Hydroxyphenyl)ethylamine 4-Hydroxy-beta-phenylethylamine 4-Hydroxyphenylethylamine 4-hydroxyphenethylamine Tyramin beta-(4-Hydroxyphenyl)ethylamine p-(2-Aminoethyl)phenol p-(2-aminoethyl)phenol p-hydroxyphenethylamine p-hydroxyphenylethylamine p-tyramine CHEBI:15760 tyramine tyramine CHEBI:15760 Beilstein:1099914 ChemIDplus CAS:51-67-2 ChemIDplus CAS:51-67-2 KEGG COMPOUND CAS:51-67-2 NIST Chemistry WebBook Drug_Central:2784 DrugCentral Gmelin:82946 Gmelin PMID:11361052 Europe PMC PMID:11919655 Europe PMC PMID:12183041 Europe PMC PMID:12707242 Europe PMC PMID:12811595 Europe PMC PMID:15000446 Europe PMC PMID:15848803 Europe PMC PMID:15932098 Europe PMC PMID:18422653 Europe PMC PMID:18970430 Europe PMC PMID:19137318 Europe PMC PMID:19189084 Europe PMC PMID:21570963 Europe PMC PMID:21628600 Europe PMC PMID:21651557 Europe PMC PMID:21679153 Europe PMC PMID:21850574 Europe PMC PMID:21909937 Europe PMC PMID:22735334 Europe PMC PMID:3137238 Europe PMC PMID:319927 Europe PMC PMID:6501508 Europe PMC PMID:9282832 Europe PMC PMID:9731223 Europe PMC Reaxys:1099914 Reaxys 4-(2-aminoethyl)phenol IUPAC Tyramine KEGG_COMPOUND 2-(p-Hydroxyphenyl)ethylamine KEGG_COMPOUND 4-Hydroxy-beta-phenylethylamine HMDB 4-Hydroxyphenylethylamine HMDB 4-hydroxyphenethylamine ChEBI Tyramin ChemIDplus beta-(4-Hydroxyphenyl)ethylamine HMDB p-(2-Aminoethyl)phenol HMDB p-(2-aminoethyl)phenol ChEBI p-hydroxyphenethylamine HMDB p-hydroxyphenylethylamine HMDB p-tyramine HMDB A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group. A plant-derived 1,4-naphthoquinone with confirmed antibacterial and antitumor activities. 0 C10H6O3 InChI=1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H KQPYUDDGWXQXHS-UHFFFAOYSA-N 174.15284 174.03169 Oc1cccc2C(=O)C=CC(=O)c12 CHEBI:12130 CHEBI:20574 CHEBI:2062 Beilstein:1909764 CAS:481-39-0 Gmelin:219094 KEGG:C03840 KNApSAcK:C00000144 PDBeChem:JUG PMID:19597959 PMID:23163769 PMID:27322260 PMID:27600097 PMID:27816681 PMID:28069455 PMID:28166217 Reaxys:1909764 5-hydroxy-1,4-naphthoquinone Juglone juglone chebi_ontology 5-Hydroxy-1,4-naphthoquinone 5-hydroxy-1,4-naphthalenedione 8-hydroxy-1,4-naphthoquinone CHEBI:15794 juglone juglone CHEBI:15794 Beilstein:1909764 Beilstein CAS:481-39-0 ChemIDplus CAS:481-39-0 KEGG COMPOUND CAS:481-39-0 NIST Chemistry WebBook Gmelin:219094 Gmelin PMID:19597959 Europe PMC PMID:23163769 Europe PMC PMID:27322260 Europe PMC PMID:27600097 Europe PMC PMID:27816681 Europe PMC PMID:28069455 Europe PMC PMID:28166217 Europe PMC Reaxys:1909764 Reaxys 5-hydroxy-1,4-naphthoquinone IUPAC Juglone KEGG_COMPOUND juglone UniProt 5-Hydroxy-1,4-naphthoquinone KEGG_COMPOUND 5-hydroxy-1,4-naphthalenedione ChemIDplus 8-hydroxy-1,4-naphthoquinone ChemIDplus A long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14. 0 C20H32O2 InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15- YZXBAPSDXZZRGB-DOFZRALJSA-N 304.46690 304.24023 CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:22608 CHEBI:2799 CHEBI:40501 Beilstein:1913991 CAS:506-32-1 DrugBank:DB04557 Gmelin:58972 HMDB:HMDB0001043 KEGG:C00219 KNApSAcK:C00000388 LIPID_MAPS_instance:LMFA01030001 MetaCyc:ARACHIDONIC_ACID PDBeChem:ACD PMID:15129302 PMID:18931599 PMID:18973997 PMID:25584012 PMID:2820055 Reaxys:1913991 Wikipedia:Arachidonic_acid (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid ARACHIDONIC ACID Arachidonic acid chebi_ontology (5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoic acid (5Z,8Z,11Z,14Z)-Icosatetraenoic acid AA ARA Arachidonate Arachidonsaeure all-cis-5,8,11,14-eicosatetraenoic acid cis-5,8,11,14-Eicosatetraenoic acid cis-Delta(5,8,11,14)-eicosatetraenoic acid CHEBI:15843 arachidonic acid arachidonic acid CHEBI:15843 Beilstein:1913991 Beilstein CAS:506-32-1 ChemIDplus CAS:506-32-1 KEGG COMPOUND CAS:506-32-1 NIST Chemistry WebBook Gmelin:58972 Gmelin LIPID_MAPS_instance:LMFA01030001 LIPID MAPS PMID:15129302 Europe PMC PMID:18931599 Europe PMC PMID:18973997 Europe PMC PMID:25584012 Europe PMC PMID:2820055 Europe PMC Reaxys:1913991 Reaxys (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid IUPAC ARACHIDONIC ACID PDBeChem Arachidonic acid KEGG_COMPOUND (5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoic acid NIST_Chemistry_WebBook (5Z,8Z,11Z,14Z)-Icosatetraenoic acid KEGG_COMPOUND AA ChEBI ARA ChEBI Arachidonate KEGG_COMPOUND Arachidonsaeure ChEBI all-cis-5,8,11,14-eicosatetraenoic acid ChEBI cis-5,8,11,14-Eicosatetraenoic acid KEGG_COMPOUND cis-Delta(5,8,11,14)-eicosatetraenoic acid ChEBI -1 Br InChI=1S/BrH/h1H/p-1 CPELXLSAUQHCOX-UHFFFAOYSA-M 79.90400 78.91889 [Br-] CHEBI:13918 CHEBI:3178 CHEBI:49515 Beilstein:3587179 CAS:24959-67-9 Gmelin:14908 KEGG:C00720 KEGG:C01324 PDBeChem:BR Bromide bromide bromide(1-) chebi_ontology BROMIDE ION Br(-) Br- bromine anion CHEBI:15858 bromide bromide CHEBI:15858 Beilstein:3587179 Beilstein CAS:24959-67-9 ChemIDplus CAS:24959-67-9 KEGG COMPOUND CAS:24959-67-9 NIST Chemistry WebBook Gmelin:14908 Gmelin Bromide KEGG_COMPOUND bromide IUPAC bromide UniProt bromide(1-) IUPAC BROMIDE ION PDBeChem Br(-) IUPAC Br- KEGG_COMPOUND bromine anion NIST_Chemistry_WebBook A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3', 4', 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. 0 C15H10O6 InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H IQPNAANSBPBGFQ-UHFFFAOYSA-N 286.239 286.04774 OC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C(O)=C1 CHEBI:12082 CHEBI:14536 CHEBI:25086 CHEBI:6578 CAS:491-70-3 Chemspider:4444102 DrugBank:DB15584 FooDB:FDB013255 HMDB:HMDB0005800 KEGG:C01514 KNApSAcK:C00000674 LINCS:LSM-5229 LIPID_MAPS_instance:LMPK12110006 MetaCyc:5734-TETRAHYDROXYFLAVONE PDBeChem:LU2 PMID:11478688 PMID:11897650 PMID:14574115 PMID:18720166 PMID:18946424 PMID:18991571 PMID:19263826 PMID:19509250 PMID:19854181 PMID:21899269 PMID:22391103 PMID:22749133 PMID:22794353 PMID:22842046 PMID:23035972 PMID:23229294 PMID:23574272 PMID:26020516 PMID:26322379 PMID:27595800 PMID:27764981 PMID:27853236 PMID:27878246 PMID:27879665 PMID:27886116 PMID:27919958 PMID:27927066 PMID:27959422 PMID:28004344 PMID:28029146 PMID:28031430 PMID:28035396 PMID:28067377 PMID:28069121 PMID:28071803 PMID:28090531 PMID:28096694 PMID:28101184 PMID:28101223 PMID:28110189 PMID:28111945 PMID:28112209 PMID:28113103 PMID:28166217 PMID:29423013 PMID:30624931 PMID:32883638 Reaxys:292084 Wikipedia:Luteolin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one Luteolin chebi_ontology 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one 3',4',5,7-Tetrahydroxyflavone 5,7,3',4'-Tetrahydroxyflavone Luteolol Salifazide digitoflavone flacitran CHEBI:15864 luteolin luteolin CHEBI:15864 CAS:491-70-3 ChemIDplus CAS:491-70-3 NIST Chemistry WebBook LIPID_MAPS_instance:LMPK12110006 LIPID MAPS PMID:11478688 Europe PMC PMID:11897650 Europe PMC PMID:14574115 Europe PMC PMID:18720166 Europe PMC PMID:18946424 Europe PMC PMID:18991571 Europe PMC PMID:19263826 Europe PMC PMID:19509250 Europe PMC PMID:19854181 Europe PMC PMID:21899269 Europe PMC PMID:22391103 Europe PMC PMID:22749133 Europe PMC PMID:22794353 Europe PMC PMID:22842046 Europe PMC PMID:23035972 Europe PMC PMID:23229294 Europe PMC PMID:23574272 Europe PMC PMID:26020516 Europe PMC PMID:26322379 Europe PMC PMID:27595800 Europe PMC PMID:27764981 Europe PMC PMID:27853236 Europe PMC PMID:27878246 Europe PMC PMID:27879665 Europe PMC PMID:27886116 Europe PMC PMID:27919958 Europe PMC PMID:27927066 Europe PMC PMID:27959422 Europe PMC PMID:28004344 Europe PMC PMID:28029146 Europe PMC PMID:28031430 Europe PMC PMID:28035396 Europe PMC PMID:28067377 Europe PMC PMID:28069121 Europe PMC PMID:28071803 Europe PMC PMID:28090531 Europe PMC PMID:28096694 Europe PMC PMID:28101184 Europe PMC PMID:28101223 Europe PMC PMID:28110189 Europe PMC PMID:28111945 Europe PMC PMID:28112209 Europe PMC PMID:28113103 Europe PMC PMID:28166217 Europe PMC PMID:29423013 Europe PMC PMID:30624931 Europe PMC PMID:32883638 Europe PMC Reaxys:292084 Reaxys 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one IUPAC Luteolin KEGG_COMPOUND 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone ChemIDplus 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one ChemIDplus 3',4',5,7-Tetrahydroxyflavone KEGG_COMPOUND 5,7,3',4'-Tetrahydroxyflavone KEGG_COMPOUND Luteolol ChemIDplus Salifazide ChemIDplus digitoflavone ChEBI flacitran ChEBI Any 3-hydroxy steroid whose skeleton is closely related to cholestan-3-ol (additional carbon atoms may be present in the side chain). 0 C19H31OR 275.450 275.23749 C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCC(C4)O)C CHEBI:13688 CHEBI:15114 CHEBI:26771 CHEBI:9266 KEGG:C00370 LIPID_MAPS_class:LMST01 MetaCyc:Sterols Wikipedia:Sterol Sterol sterols chebi_ontology 3-hydroxysteroids a sterol CHEBI:15889 sterol sterol CHEBI:15889 LIPID_MAPS_class:LMST01 LIPID MAPS Sterol KEGG_COMPOUND sterols IUPAC 3-hydroxysteroids ChEBI a sterol UniProt An amino sulfonic acid that is the 2-amino derivative of ethanesulfonic acid. It is a naturally occurring amino acid derived from methionine and cysteine metabolism. An abundant component of fish- and meat-based foods, it has been used as an oral supplement in the treatment of disorders such as cystic fibrosis and hypertension. 0 C2H7NO3S InChI=1S/C2H7NO3S/c3-1-2-7(4,5)6/h1-3H2,(H,4,5,6) XOAAWQZATWQOTB-UHFFFAOYSA-N 125.148 125.01466 C(CS(O)(=O)=O)N CHEBI:15195 CHEBI:26852 CHEBI:45877 CHEBI:9406 Beilstein:1751215 CAS:107-35-7 DrugBank:DB01956 Drug_Central:4486 Gmelin:82121 HMDB:HMDB0000251 KEGG:C00245 KEGG:D00047 KNApSAcK:C00048188 MetaCyc:TAURINE PDBeChem:TAU PMID:10098958 PMID:10325611 PMID:10349454 PMID:10827156 PMID:11162030 PMID:11842876 PMID:11918831 PMID:11931837 PMID:12297216 PMID:12499349 PMID:12834252 PMID:14992292 PMID:15503229 PMID:15780050 PMID:15911239 PMID:16169526 PMID:16444816 PMID:16923232 PMID:17053427 PMID:17081118 PMID:17875433 PMID:17997039 PMID:18060526 PMID:18171928 PMID:19074966 PMID:19212411 PMID:19309105 PMID:19940987 PMID:2122710 PMID:21761941 PMID:22770225 PMID:2370482 PMID:24027187 PMID:2494044 PMID:27291853 PMID:27334436 PMID:27345710 PMID:27380030 PMID:27412799 PMID:27471162 PMID:27535560 PMID:3106924 PMID:3393260 PMID:6198473 PMID:7588651 PMID:8692051 PMID:8818047 PMID:9635063 Reaxys:1751215 Wikipedia:Taurine 2-aminoethanesulfonic acid Taurine chebi_ontology 2-Aminoethanesulfonic acid 2-aminoethyl sulfonate Aminoethylsulfonic acid beta-aminoethylsulfonic acid CHEBI:15891 taurine taurine CHEBI:15891 Beilstein:1751215 Beilstein CAS:107-35-7 ChemIDplus CAS:107-35-7 KEGG COMPOUND CAS:107-35-7 NIST Chemistry WebBook Drug_Central:4486 DrugCentral Gmelin:82121 Gmelin PMID:10098958 Europe PMC PMID:10325611 Europe PMC PMID:10349454 Europe PMC PMID:10827156 Europe PMC PMID:11162030 Europe PMC PMID:11842876 Europe PMC PMID:11918831 Europe PMC PMID:11931837 Europe PMC PMID:12297216 Europe PMC PMID:12499349 Europe PMC PMID:12834252 Europe PMC PMID:14992292 Europe PMC PMID:15503229 Europe PMC PMID:15780050 Europe PMC PMID:15911239 Europe PMC PMID:16169526 Europe PMC PMID:16444816 Europe PMC PMID:16923232 Europe PMC PMID:17053427 Europe PMC PMID:17081118 Europe PMC PMID:17875433 Europe PMC PMID:17997039 Europe PMC PMID:18060526 Europe PMC PMID:18171928 Europe PMC PMID:19074966 Europe PMC PMID:19212411 Europe PMC PMID:19309105 Europe PMC PMID:19940987 Europe PMC PMID:2122710 Europe PMC PMID:21761941 Europe PMC PMID:22770225 Europe PMC PMID:2370482 Europe PMC PMID:24027187 Europe PMC PMID:2494044 Europe PMC PMID:27291853 Europe PMC PMID:27334436 Europe PMC PMID:27345710 Europe PMC PMID:27380030 Europe PMC PMID:27412799 Europe PMC PMID:27471162 Europe PMC PMID:27535560 Europe PMC PMID:3106924 Europe PMC PMID:3393260 Europe PMC PMID:6198473 Europe PMC PMID:7588651 Europe PMC PMID:8692051 Europe PMC PMID:8818047 Europe PMC PMID:9635063 Europe PMC Reaxys:1751215 Reaxys 2-aminoethanesulfonic acid IUPAC Taurine KEGG_COMPOUND 2-Aminoethanesulfonic acid KEGG_COMPOUND 2-aminoethyl sulfonate IUBMB Aminoethylsulfonic acid KEGG_COMPOUND beta-aminoethylsulfonic acid NIST_Chemistry_WebBook A triterpenoid saponin that is the glucosiduronide derivative of 3beta-hydroxy-11-oxoolean-12-en-30-oic acid. 0 C42H62O16 InChI=1S/C42H62O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+/m0/s1 LPLVUJXQOOQHMX-QWBHMCJMSA-N 822.93210 822.40379 [H][C@@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](O[C@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=O)C(O)=O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O CHEBI:24418 CHEBI:5508 Beilstein:77922 CAS:1405-86-3 Drug_Central:1325 HMDB:HMDB0029843 KEGG:C02284 LIPID_MAPS_instance:LMPR0106150013 MetaCyc:GLYCYRRHIZINATE PMID:11282481 PMID:15013279 PMID:24497916 Reaxys:77922 Wikipedia:Glycyrrhizin 30-hydroxy-11,30-dioxoolean-12-en-3beta-yl (2-O-beta-D-glucopyranosyluronic acid)-alpha-D-glucopyranosiduronic acid chebi_ontology (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl-2-O-beta-D-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid Glycyrrhizic acid Glycyrrhizin glycyrrhizic acid CHEBI:15939 glycyrrhizinic acid glycyrrhizinic acid CHEBI:15939 Beilstein:77922 Beilstein CAS:1405-86-3 ChemIDplus CAS:1405-86-3 KEGG COMPOUND Drug_Central:1325 DrugCentral LIPID_MAPS_instance:LMPR0106150013 LIPID MAPS PMID:11282481 Europe PMC PMID:15013279 Europe PMC PMID:24497916 Europe PMC Reaxys:77922 Reaxys 30-hydroxy-11,30-dioxoolean-12-en-3beta-yl (2-O-beta-D-glucopyranosyluronic acid)-alpha-D-glucopyranosiduronic acid IUPAC (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl-2-O-beta-D-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid ChemIDplus Glycyrrhizic acid KEGG_COMPOUND Glycyrrhizin KEGG_COMPOUND glycyrrhizic acid UniProt A pyridinemonocarboxylic acid that is pyridine in which the hydrogen at position 3 is replaced by a carboxy group. 0 C6H5NO2 InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9) PVNIIMVLHYAWGP-UHFFFAOYSA-N 123.10944 123.03203 OC(=O)c1cccnc1 CHEBI:25538 CHEBI:44319 CHEBI:7559 AGR:IND607088605 Beilstein:109591 CAS:59-67-6 Chemspider:913 DrugBank:DB00627 Drug_Central:2835 FooDB:FDB001014 Gmelin:3340 HMDB:HMDB0001488 KEGG:C00253 KEGG:D00049 KNApSAcK:C00000208 LINCS:LSM-4676 MetaCyc:NIACINE PDBeChem:NIO PMID:10540864 PMID:113218 PMID:12563315 PMID:12789870 PMID:135660 PMID:14550884 PMID:15037193 PMID:15183629 PMID:15205990 PMID:15311728 PMID:15627518 PMID:15651982 PMID:16018787 PMID:16172771 PMID:16322787 PMID:16400392 PMID:16449845 PMID:16767301 PMID:16877271 PMID:16945375 PMID:18037924 PMID:182198 PMID:186078 PMID:18993152 PMID:18996527 PMID:19369827 PMID:19592242 PMID:19678716 PMID:19779335 PMID:20979384 PMID:21632263 PMID:22116693 PMID:22155410 PMID:22229411 PMID:22366213 PMID:22458880 PMID:22770225 PMID:24029555 PMID:24568240 PMID:24675661 PMID:24848081 PMID:24975217 PMID:25040591 PMID:25241762 PMID:25429652 PMID:32954525 PMID:33273654 PMID:33932650 PMID:34066686 PMID:34085526 PMID:34117670 PMID:4033386 PMID:4259917 PMID:582105 PMID:699281 PMID:7217784 PMID:7581845 PMID:8306147 PMID:8423912 PMID:8679452 PMID:9107536 Reaxys:109591 Wikipedia:Niacin NICOTINIC ACID Nicotinic acid nicotinic acid pyridine-3-carboxylic acid chebi_ontology 3-Pyridylcarboxylic acid 3-carboxylpyridine 3-carboxypyridine 3-pyridinecarboxylic acid Niacin Niacor Niaspan Nicotinsaure Nikotinsaeure P.P. factor PP factor acide nicotinique acido nicotinico acidum nicotinicum anti-pellagra vitamin beta-pyridinecarboxylic acid m-pyridinecarboxylic acid niacin (b3) nicotinic acid pellagra preventive factor pyridine-beta-carboxylic acid pyridine-carboxylique-3 vitamin B3 CHEBI:15940 nicotinic acid nicotinic acid CHEBI:15940 AGR:IND607088605 Europe PMC Beilstein:109591 Beilstein CAS:59-67-6 ChemIDplus CAS:59-67-6 KEGG COMPOUND CAS:59-67-6 NIST Chemistry WebBook Drug_Central:2835 DrugCentral Gmelin:3340 Gmelin PMID:10540864 Europe PMC PMID:113218 Europe PMC PMID:12563315 Europe PMC PMID:12789870 Europe PMC PMID:135660 Europe PMC PMID:14550884 Europe PMC PMID:15037193 Europe PMC PMID:15183629 Europe PMC PMID:15205990 Europe PMC PMID:15311728 Europe PMC PMID:15627518 Europe PMC PMID:15651982 Europe PMC PMID:16018787 Europe PMC PMID:16172771 Europe PMC PMID:16322787 Europe PMC PMID:16400392 Europe PMC PMID:16449845 Europe PMC PMID:16767301 Europe PMC PMID:16877271 Europe PMC PMID:16945375 Europe PMC PMID:18037924 Europe PMC PMID:182198 Europe PMC PMID:186078 Europe PMC PMID:18993152 Europe PMC PMID:18996527 Europe PMC PMID:19369827 Europe PMC PMID:19592242 Europe PMC PMID:19678716 Europe PMC PMID:19779335 Europe PMC PMID:20979384 Europe PMC PMID:21632263 Europe PMC PMID:22116693 Europe PMC PMID:22155410 Europe PMC PMID:22229411 Europe PMC PMID:22366213 Europe PMC PMID:22458880 Europe PMC PMID:22770225 Europe PMC PMID:24029555 Europe PMC PMID:24568240 Europe PMC PMID:24675661 Europe PMC PMID:24848081 Europe PMC PMID:24975217 Europe PMC PMID:25040591 Europe PMC PMID:25241762 Europe PMC PMID:25429652 Europe PMC PMID:32954525 Europe PMC PMID:33273654 Europe PMC PMID:33932650 Europe PMC PMID:34066686 Europe PMC PMID:34085526 Europe PMC PMID:34117670 Europe PMC PMID:4033386 Europe PMC PMID:4259917 Europe PMC PMID:582105 Europe PMC PMID:699281 Europe PMC PMID:7217784 Europe PMC PMID:7581845 Europe PMC PMID:8306147 Europe PMC PMID:8423912 Europe PMC PMID:8679452 Europe PMC PMID:9107536 Europe PMC Reaxys:109591 Reaxys NICOTINIC ACID PDBeChem Nicotinic acid KEGG_COMPOUND nicotinic acid IUPAC pyridine-3-carboxylic acid IUPAC 3-Pyridylcarboxylic acid HMDB 3-carboxylpyridine ChemIDplus 3-carboxypyridine NIST_Chemistry_WebBook 3-pyridinecarboxylic acid KEGG_COMPOUND Niacin KEGG_COMPOUND Niacor KEGG_DRUG Niaspan KEGG_DRUG Nicotinsaure ChemIDplus Nikotinsaeure ChEBI P.P. factor NIST_Chemistry_WebBook PP factor NIST_Chemistry_WebBook acide nicotinique WHO_MedNet acido nicotinico WHO_MedNet acidum nicotinicum WHO_MedNet anti-pellagra vitamin NIST_Chemistry_WebBook beta-pyridinecarboxylic acid ChEBI m-pyridinecarboxylic acid NIST_Chemistry_WebBook nicotinic acid WHO_MedNet pellagra preventive factor NIST_Chemistry_WebBook pyridine-beta-carboxylic acid NIST_Chemistry_WebBook pyridine-carboxylique-3 ChemIDplus vitamin B3 ChEBI An acyclic carotene commonly obtained from tomatoes and other red fruits. 0 C40H56 InChI=1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+ OAIJSZIZWZSQBC-GYZMGTAESA-N 536.87264 536.43820 CC(C)=CCC\C(C)=C\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C=C(/C)CCC=C(C)C CHEBI:14541 CHEBI:26367 CHEBI:43789 CHEBI:6596 Beilstein:1730097 CAS:502-65-8 COMe:MOL000048 Drug_Central:4617 HMDB:HMDB0003000 KEGG:C05432 KNApSAcK:C00000911 LIPID_MAPS_instance:LMPR01070257 MetaCyc:CPD1F-114 PDBeChem:LYC PMID:10443333 PMID:10493308 PMID:10620348 PMID:10720168 PMID:10837319 PMID:11117277 PMID:11137891 PMID:12239422 PMID:12726756 PMID:12792623 PMID:12910307 PMID:13129444 PMID:15054415 PMID:15065899 PMID:15341191 PMID:1550343 PMID:15830922 PMID:16194683 PMID:16549453 PMID:24397737 PMID:7616301 PMID:9100211 Reaxys:1730097 Wikipedia:Lycopene LYCOPENE Lycopene psi,psi-carotene chebi_ontology (6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene all-trans-lycopene CHEBI:15948 lycopene lycopene CHEBI:15948 Beilstein:1730097 Beilstein CAS:502-65-8 ChemIDplus CAS:502-65-8 KEGG COMPOUND Drug_Central:4617 DrugCentral LIPID_MAPS_instance:LMPR01070257 LIPID MAPS PMID:10443333 Europe PMC PMID:10493308 Europe PMC PMID:10620348 Europe PMC PMID:10720168 Europe PMC PMID:10837319 Europe PMC PMID:11117277 Europe PMC PMID:11137891 Europe PMC PMID:12239422 Europe PMC PMID:12726756 Europe PMC PMID:12792623 Europe PMC PMID:12910307 Europe PMC PMID:13129444 Europe PMC PMID:15054415 Europe PMC PMID:15065899 Europe PMC PMID:15341191 Europe PMC PMID:1550343 Europe PMC PMID:15830922 Europe PMC PMID:16194683 Europe PMC PMID:16549453 Europe PMC PMID:24397737 Europe PMC PMID:7616301 Europe PMC PMID:9100211 Europe PMC Reaxys:1730097 Reaxys LYCOPENE PDBeChem Lycopene KEGG_COMPOUND psi,psi-carotene IUPAC (6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene ChEBI all-trans-lycopene ChemIDplus all-trans-lycopene UniProt An organic heterobicyclic compound that consists of 2-oxohexahydro-1H-thieno[3,4-d]imidazole having a valeric acid substituent attached to the tetrahydrothiophene ring. The parent of the class of biotins. 0 C10H16N2O3S InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 244.31172 244.08816 [H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2 CHEBI:13905 CHEBI:22882 CHEBI:22884 CHEBI:3108 CHEBI:41236 Beilstein:86838 CAS:58-85-5 COMe:MOL000144 Chemspider:149962 DrugBank:DB00121 Drug_Central:373 FooDB:FDB014510 Gmelin:1918703 HMDB:HMDB0000030 KEGG:C00120 KEGG:D00029 KNApSAcK:C00000756 LINCS:LSM-3994 MetaCyc:BIOTIN PDBeChem:BTN PMCID:PMC8089577 PMID:10064317 PMID:10215065 PMID:10577274 PMID:11435506 PMID:11481419 PMID:11800048 PMID:12055344 PMID:12070309 PMID:12603856 PMID:12803839 PMID:15012185 PMID:15202718 PMID:15272000 PMID:15690449 PMID:15863846 PMID:15899401 PMID:15992684 PMID:16011464 PMID:16195795 PMID:16419467 PMID:16676358 PMID:16677798 PMID:16704206 PMID:16769720 PMID:17297119 PMID:1814646 PMID:18202531 PMID:18452485 PMID:18509457 PMID:19212411 PMID:19319844 PMID:19727438 PMID:19928962 PMID:20967359 PMID:20974274 PMID:2100006 PMID:21248194 PMID:21356565 PMID:21373679 PMID:21596550 PMID:21871906 PMID:25515858 PMID:33346513 PMID:33461365 PMID:34077272 PMID:8333586 PMID:8750932 PMID:9022537 PMID:9038855 PMID:9094878 PMID:9164991 PMID:9176832 PMID:9371938 PMID:9416479 Reaxys:86838 Wikipedia:Biotin 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid BIOTIN chebi_ontology (+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valeric acid (3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valeric acid 5-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid Coenzyme R D-(+)-biotin D-Biotin Vitamin H biotin biotina biotine biotinum cis-(+)-Tetrahydro-2-oxothieno[3,4]imidazoline-4-valeric acid cis-Hexahydro-2-oxo-1H-thieno(3,4)imidazole-4-valeric acid cis-Tetrahydro-2-oxothieno(3,4-d)imidazoline-4-valeric acid vitamin B7 CHEBI:15956 biotin biotin CHEBI:15956 Beilstein:86838 Beilstein CAS:58-85-5 ChemIDplus CAS:58-85-5 KEGG COMPOUND CAS:58-85-5 NIST Chemistry WebBook Drug_Central:373 DrugCentral Gmelin:1918703 Gmelin PMCID:PMC8089577 Europe PMC PMID:10064317 Europe PMC PMID:10215065 Europe PMC PMID:10577274 Europe PMC PMID:11435506 Europe PMC PMID:11481419 Europe PMC PMID:11800048 Europe PMC PMID:12055344 Europe PMC PMID:12070309 Europe PMC PMID:12603856 Europe PMC PMID:12803839 Europe PMC PMID:15012185 Europe PMC PMID:15202718 Europe PMC PMID:15272000 Europe PMC PMID:15690449 Europe PMC PMID:15863846 Europe PMC PMID:15899401 Europe PMC PMID:15992684 Europe PMC PMID:16011464 Europe PMC PMID:16195795 Europe PMC PMID:16419467 Europe PMC PMID:16676358 Europe PMC PMID:16677798 Europe PMC PMID:16704206 Europe PMC PMID:16769720 Europe PMC PMID:17297119 Europe PMC PMID:1814646 Europe PMC PMID:18202531 Europe PMC PMID:18452485 Europe PMC PMID:18509457 Europe PMC PMID:19212411 Europe PMC PMID:19319844 Europe PMC PMID:19727438 Europe PMC PMID:19928962 Europe PMC PMID:20967359 Europe PMC PMID:20974274 Europe PMC PMID:2100006 Europe PMC PMID:21248194 Europe PMC PMID:21356565 Europe PMC PMID:21373679 Europe PMC PMID:21596550 Europe PMC PMID:21871906 Europe PMC PMID:25515858 Europe PMC PMID:33346513 Europe PMC PMID:33461365 Europe PMC PMID:34077272 Europe PMC PMID:8333586 Europe PMC PMID:8750932 Europe PMC PMID:9022537 Europe PMC PMID:9038855 Europe PMC PMID:9094878 Europe PMC PMID:9164991 Europe PMC PMID:9176832 Europe PMC PMID:9371938 Europe PMC PMID:9416479 Europe PMC Reaxys:86838 Reaxys 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid IUPAC BIOTIN PDBeChem (+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valeric acid HMDB (3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valeric acid HMDB 5-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid HMDB Coenzyme R KEGG_COMPOUND D-(+)-biotin NIST_Chemistry_WebBook D-Biotin KEGG_COMPOUND Vitamin H KEGG_COMPOUND biotin WHO_MedNet biotina WHO_MedNet biotine WHO_MedNet biotinum WHO_MedNet cis-(+)-Tetrahydro-2-oxothieno[3,4]imidazoline-4-valeric acid HMDB cis-Hexahydro-2-oxo-1H-thieno(3,4)imidazole-4-valeric acid HMDB cis-Tetrahydro-2-oxothieno(3,4-d)imidazoline-4-valeric acid HMDB vitamin B7 NIST_Chemistry_WebBook A mannose with D-configuration. 0 C6H12O6 180.15588 180.06339 CHEBI:12999 CHEBI:21057 D-manno-hexose D-mannose chebi_ontology CHEBI:16024 D-mannose D-mannose CHEBI:16024 D-manno-hexose IUPAC D-mannose IUPAC A class of glycerophospholipids in which a phosphatidyl group is esterified to the hydroxy group of ethanolamine. 0 C7H12NO8PR2 269.146 269.03005 O(P(=O)(OCCN)O)CC(OC(*)=O)COC(*)=O CHEBI:12701 CHEBI:14803 CHEBI:26030 CHEBI:26031 CHEBI:7661 CHEBI:8129 DrugBank:DB04327 HMDB:HMDB0060501 KEGG:C00350 LIPID_MAPS_instance:LMGP02010000 PMID:10540156 PMID:11042504 PMID:11159918 PMID:11829744 PMID:12139474 PMID:15653902 PMID:16037249 PMID:16303767 PMID:16620109 PMID:18034796 PMID:18259190 PMID:18398168 PMID:18462396 PMID:18570887 PMID:18957134 PMID:19393163 PMID:23354482 PMID:23369752 PMID:23543734 PMID:3196084 PMID:7980848 Wikipedia:Phosphatidylethanolamine Phosphatidylethanolamine phosphatidyl(amino)ethanols phosphatidylethanolamines chebi_ontology (3-Phosphatidyl)-ethanolamine (3-Phosphatidyl)ethanolamine 1,2-diacyl-sn-glycero-3-phosphoethanolamine 1-Acyl-2-acyl-sn-glycero-3-phosphoethanolamine Cephalin O-(1-beta-Acyl-2-acyl-sn-glycero-3-phospho)ethanolamine PE PtdEtn phosphatidylethanolamines CHEBI:16038 phosphatidylethanolamine phosphatidylethanolamine CHEBI:16038 LIPID_MAPS_instance:LMGP02010000 LIPID MAPS PMID:10540156 Europe PMC PMID:11042504 Europe PMC PMID:11159918 Europe PMC PMID:11829744 Europe PMC PMID:12139474 Europe PMC PMID:15653902 Europe PMC PMID:16037249 Europe PMC PMID:16303767 Europe PMC PMID:16620109 Europe PMC PMID:18034796 Europe PMC PMID:18259190 Europe PMC PMID:18398168 Europe PMC PMID:18462396 Europe PMC PMID:18570887 Europe PMC PMID:18957134 Europe PMC PMID:19393163 Europe PMC PMID:23354482 Europe PMC PMID:23369752 Europe PMC PMID:23543734 Europe PMC PMID:3196084 Europe PMC PMID:7980848 Europe PMC Phosphatidylethanolamine KEGG_COMPOUND phosphatidyl(amino)ethanols IUPAC phosphatidylethanolamines IUPAC (3-Phosphatidyl)-ethanolamine KEGG_COMPOUND (3-Phosphatidyl)ethanolamine KEGG_COMPOUND 1,2-diacyl-sn-glycero-3-phosphoethanolamine LIPID_MAPS 1-Acyl-2-acyl-sn-glycero-3-phosphoethanolamine KEGG_COMPOUND Cephalin KEGG_COMPOUND O-(1-beta-Acyl-2-acyl-sn-glycero-3-phospho)ethanolamine KEGG_COMPOUND PE ChEBI PtdEtn ChEBI phosphatidylethanolamines ChEBI A monocarboxylic acid that is propionic acid in which one of the hydrogens at position 3 is substituted by a 2-hydroxyphenyl group. 0 C9H10O3 InChI=1S/C9H10O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-4,10H,5-6H2,(H,11,12) CJBDUOMQLFKVQC-UHFFFAOYSA-N 166.17390 166.06299 OC(=O)CCc1ccccc1O CHEBI:1422 CHEBI:19921 CHEBI:19922 Beilstein:1681601 CAS:495-78-3 KEGG:C01198 KNApSAcK:C00002756 MetaCyc:MELILOTATE PMID:14243380 PMID:14269315 PMID:4192639 PMID:7483862 PMID:7839702 Reaxys:1681601 UM-BBD_compID:c0398 3-(2-hydroxyphenyl)propanoic acid chebi_ontology 2-hydroxybenzenepropanoic acid 3-(2-Hydroxyphenyl)propionic acid 3-(2-hydroxyphenyl)propionic acid 3-(o-hydroxyphenyl) propionic acid melilotic acid o-Hydroxyphenylpropionic acid CHEBI:16104 3-(2-hydroxyphenyl)propanoic acid 3-(2-hydroxyphenyl)propanoic acid CHEBI:16104 Beilstein:1681601 Beilstein CAS:495-78-3 ChemIDplus CAS:495-78-3 KEGG COMPOUND PMID:14243380 Europe PMC PMID:14269315 Europe PMC PMID:4192639 Europe PMC PMID:7483862 Europe PMC PMID:7839702 Europe PMC Reaxys:1681601 Reaxys UM-BBD_compID:c0398 UM-BBD 3-(2-hydroxyphenyl)propanoic acid IUPAC 2-hydroxybenzenepropanoic acid ChemIDplus 3-(2-Hydroxyphenyl)propionic acid KEGG_COMPOUND 3-(2-hydroxyphenyl)propionic acid MetaCyc 3-(o-hydroxyphenyl) propionic acid MetaCyc melilotic acid ChEBI o-Hydroxyphenylpropionic acid ChemIDplus A cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 3-hydroxy group of quinic acid. It is an intermediate metabolite in the biosynthesis of lignin. 0 C16H18O9 InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1 CWVRJTMFETXNAD-JUHZACGLSA-N 354.30870 354.09508 O[C@@H]1C[C@](O)(C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@@H]1O)C(O)=O CHEBI:13972 CHEBI:23145 CHEBI:3625 CAS:327-97-9 HMDB:HMDB0003164 KEGG:C00852 KNApSAcK:C00002724 MetaCyc:CAFFEOYLQUINATE PMID:16507475 PMID:22770225 Reaxys:2017157 Wikipedia:Chlorogenic_acid Chlorogenic acid edit(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid chebi_ontology 3-(3,4-Dihydroxycinnamoyl)quinic acid 3-Caffeoylquinic acid 3-O-Caffeoylquinic acid 5-O-(3,4-Dihydroxycinnamoyl)-L-quinic acid Caffeoyl quinic acid Chlorogenate [1S-(1alpha,3beta,4alpha,5alpha)]3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid trans-5-O-Caffeoyl-D-quinate CHEBI:16112 chlorogenic acid chlorogenic acid CHEBI:16112 CAS:327-97-9 KEGG COMPOUND PMID:16507475 Europe PMC PMID:22770225 Europe PMC Reaxys:2017157 Reaxys Chlorogenic acid KEGG_COMPOUND edit(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid IUPAC 3-(3,4-Dihydroxycinnamoyl)quinic acid ChemIDplus 3-Caffeoylquinic acid ChemIDplus 3-O-Caffeoylquinic acid ChemIDplus 5-O-(3,4-Dihydroxycinnamoyl)-L-quinic acid ChemIDplus Caffeoyl quinic acid KEGG_COMPOUND Chlorogenate KEGG_COMPOUND [1S-(1alpha,3beta,4alpha,5alpha)]3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid ChEBI trans-5-O-Caffeoyl-D-quinate KEGG_COMPOUND A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group. 0 C27H46O InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 HVYWMOMLDIMFJA-DPAQBDIFSA-N 386.655 386.35487 C1[C@@]2([C@]3(CC[C@]4([C@]([C@@]3(CC=C2C[C@H](C1)O)[H])(CC[C@@]4([C@H](C)CCCC(C)C)[H])[H])C)[H])C CHEBI:13982 CHEBI:23204 CHEBI:3659 CHEBI:41564 Beilstein:2060565 CAS:57-88-5 DrugBank:DB04540 Gmelin:550297 HMDB:HMDB0000067 KEGG:C00187 KEGG:D00040 KNApSAcK:C00003648 LIPID_MAPS_instance:LMST01010001 MetaCyc:CHOLESTEROL PDBeChem:CLR PMID:10901445 PMID:11412894 PMID:16341241 PMID:24287311 PMID:25308664 PMID:25451949 PMID:25522988 PMID:25658343 PMID:25977713 PMID:4696527 PMID:8838010 Reaxys:2060565 Wikipedia:Cholesterol CHOLESTEROL Cholesterol cholest-5-en-3beta-ol cholesterol chebi_ontology (3beta,14beta,17alpha)-cholest-5-en-3-ol Cholest-5-en-3beta-ol Cholesterin CHEBI:16113 cholesterol cholesterol CHEBI:16113 Beilstein:2060565 Beilstein CAS:57-88-5 ChemIDplus CAS:57-88-5 KEGG COMPOUND CAS:57-88-5 NIST Chemistry WebBook Gmelin:550297 Gmelin LIPID_MAPS_instance:LMST01010001 LIPID MAPS PMID:10901445 Europe PMC PMID:11412894 Europe PMC PMID:16341241 Europe PMC PMID:24287311 Europe PMC PMID:25308664 Europe PMC PMID:25451949 Europe PMC PMID:25522988 Europe PMC PMID:25658343 Europe PMC PMID:25977713 Europe PMC PMID:4696527 Europe PMC PMID:8838010 Europe PMC Reaxys:2060565 Reaxys CHOLESTEROL PDBeChem Cholesterol KEGG_COMPOUND cholest-5-en-3beta-ol IUPAC cholesterol UniProt (3beta,14beta,17alpha)-cholest-5-en-3-ol IUPAC Cholest-5-en-3beta-ol KEGG_COMPOUND Cholesterin NIST_Chemistry_WebBook A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and microorganisms. 0 C7H10O5 InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1 JXOHGGNKMLTUBP-HSUXUTPPSA-N 174.15130 174.05282 O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O CHEBI:26662 CHEBI:26664 CHEBI:45740 CHEBI:9133 Beilstein:2210055 CAS:138-59-0 HMDB:HMDB0003070 KEGG:C00493 KNApSAcK:C00001203 PDBeChem:SKM PMID:24190737 PMID:24628944 PMID:24783849 PMID:24836188 PMID:24894540 PMID:24981409 Reaxys:2210055 Wikipedia:Shikimic_acid (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid Shikimic acid chebi_ontology 3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid 3alpha,4alpha,5beta-trihydroxy-1-cyclohexene-1-carboxylic acid L-shikimic acid Shikimate [3R-(3alpha,4alpha,5beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid CHEBI:16119 shikimic acid shikimic acid CHEBI:16119 Beilstein:2210055 Beilstein CAS:138-59-0 ChemIDplus CAS:138-59-0 KEGG COMPOUND CAS:138-59-0 NIST Chemistry WebBook PMID:24190737 Europe PMC PMID:24628944 Europe PMC PMID:24783849 Europe PMC PMID:24836188 Europe PMC PMID:24894540 Europe PMC PMID:24981409 Europe PMC Reaxys:2210055 Reaxys (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid IUPAC Shikimic acid KEGG_COMPOUND 3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid KEGG_COMPOUND 3alpha,4alpha,5beta-trihydroxy-1-cyclohexene-1-carboxylic acid ChemIDplus L-shikimic acid ChEBI Shikimate KEGG_COMPOUND [3R-(3alpha,4alpha,5beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid NIST_Chemistry_WebBook A benzenetriol carrying hydroxy groups at positions 1, 2 and 3. 0 C6H6O3 InChI=1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H WQGWDDDVZFFDIG-UHFFFAOYSA-N 126.11004 126.03169 Oc1cccc(O)c1O CHEBI:11135 CHEBI:14985 CHEBI:22708 CHEBI:45264 CHEBI:482 CAS:87-66-1 HMDB:HMDB0013674 KEGG:C01108 KNApSAcK:C00002670 MetaCyc:PYROGALLOL PMID:10427737 PMID:18506365 PMID:18760383 PMID:19948158 PMID:24415452 PMID:24458986 Reaxys:907431 UM-BBD_compID:c0025 Wikipedia:Pyrogallol Pyrogallol benzene-1,2,3-triol chebi_ontology 1,2,3-Benzenetriol 1,2,3-Trihydroxybenzene 1,2,3-trihydroxybenzene Pyrogallic acid benzene-1,2,3-triol CHEBI:16164 pyrogallol pyrogallol CHEBI:16164 CAS:87-66-1 ChemIDplus CAS:87-66-1 KEGG COMPOUND PMID:10427737 Europe PMC PMID:18506365 Europe PMC PMID:18760383 Europe PMC PMID:19948158 Europe PMC PMID:24415452 Europe PMC PMID:24458986 Europe PMC Reaxys:907431 Reaxys UM-BBD_compID:c0025 UM-BBD Pyrogallol KEGG_COMPOUND benzene-1,2,3-triol IUPAC 1,2,3-Benzenetriol KEGG_COMPOUND 1,2,3-Trihydroxybenzene KEGG_COMPOUND 1,2,3-trihydroxybenzene UniProt Pyrogallic acid KEGG_COMPOUND benzene-1,2,3-triol ChEBI An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry. 0 C18H34O2 InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9- ZQPPMHVWECSIRJ-KTKRTIGZSA-N 282.46140 282.25588 CCCCCCCC\C=C/CCCCCCCC(O)=O CHEBI:104361 CHEBI:25664 CHEBI:44741 CHEBI:7741 Beilstein:1726542 CAS:112-80-1 DrugBank:DB04224 Drug_Central:3400 ECMDB:ECMDB21348 Gmelin:109551 Gmelin:57556 HMDB:HMDB0000207 KEGG:C00712 KEGG:D02315 KNApSAcK:C00001232 LIPID_MAPS_instance:LMFA01030002 PDBeChem:OLA PMID:11304127 PMID:15325315 PMID:15723125 PMID:18772370 PMID:19761868 PMID:23844805 PMID:24819471 PMID:25584012 PMID:25794012 PMID:5332408 PMID:6205897 Reaxys:1726542 Wikipedia:Oleic_acid (9Z)-octadec-9-enoic acid OLEIC ACID Oleic acid chebi_ontology (9Z)-Octadecenoic acid (Z)-Octadec-9-enoic acid 18:1 n-9 18:1Delta9cis C18:1 n-9 FA 18:1 Octadec-9-enoic acid Oelsaeure Oleate cis-9-octadecenoic acid cis-Delta(9)-octadecenoic acid cis-oleic acid CHEBI:16196 oleic acid oleic acid CHEBI:16196 Beilstein:1726542 Beilstein CAS:112-80-1 ChemIDplus CAS:112-80-1 KEGG COMPOUND CAS:112-80-1 NIST Chemistry WebBook Drug_Central:3400 DrugCentral Gmelin:109551 Gmelin Gmelin:57556 Gmelin LIPID_MAPS_instance:LMFA01030002 LIPID MAPS PMID:11304127 Europe PMC PMID:15325315 Europe PMC PMID:15723125 Europe PMC PMID:18772370 Europe PMC PMID:19761868 Europe PMC PMID:23844805 Europe PMC PMID:24819471 Europe PMC PMID:25584012 Europe PMC PMID:25794012 Europe PMC PMID:5332408 Europe PMC PMID:6205897 Europe PMC Reaxys:1726542 Reaxys (9Z)-octadec-9-enoic acid IUPAC OLEIC ACID PDBeChem Oleic acid KEGG_COMPOUND (9Z)-Octadecenoic acid KEGG_COMPOUND (Z)-Octadec-9-enoic acid KEGG_COMPOUND 18:1 n-9 ChEBI 18:1Delta9cis ChEBI C18:1 n-9 ChEBI FA 18:1 ChEBI Octadec-9-enoic acid ChEMBL Oelsaeure ChEBI Oleate KEGG_COMPOUND cis-9-octadecenoic acid NIST_Chemistry_WebBook cis-Delta(9)-octadecenoic acid ChemIDplus cis-oleic acid ChEBI A benzenetriol with hydroxy groups at position 1, 3 and 5. 0 C6H6O3 InChI=1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H QCDYQQDYXPDABM-UHFFFAOYSA-N 126.11004 126.03169 Oc1cc(O)cc(O)c1 CHEBI:11159 CHEBI:14788 CHEBI:22710 CHEBI:8114 CAS:108-73-6 Drug_Central:2153 HMDB:HMDB0013675 KEGG:C02183 KEGG:D00152 KNApSAcK:C00002665 MetaCyc:CPD-16 PMID:25456733 PMID:25640118 Reaxys:1341907 UM-BBD_compID:c0026 Wikipedia:Phloroglucinol Phloroglucinol benzene-1,3,5-triol chebi_ontology 1,3,5-Benzenetriol 1,3,5-Trihydroxybenzene 1,3,5-trihydroxybenzene benzene-1,3,5-triol s-Trihydroxybenzene CHEBI:16204 phloroglucinol phloroglucinol CHEBI:16204 CAS:108-73-6 ChemIDplus CAS:108-73-6 KEGG COMPOUND Drug_Central:2153 DrugCentral PMID:25456733 Europe PMC PMID:25640118 Europe PMC Reaxys:1341907 Reaxys UM-BBD_compID:c0026 UM-BBD Phloroglucinol KEGG_COMPOUND benzene-1,3,5-triol IUPAC 1,3,5-Benzenetriol KEGG_COMPOUND 1,3,5-Trihydroxybenzene KEGG_COMPOUND 1,3,5-trihydroxybenzene UniProt benzene-1,3,5-triol ChEBI s-Trihydroxybenzene ChemIDplus 0 C26H30O8 InChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1 KBDSLGBFQAGHBE-MSGMIQHVSA-N 470.51160 470.19407 [H][C@]12CC(=O)OC[C@]11[C@@]3([H])CC[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]45[C@]3(C)C(=O)C[C@@]1([H])C(C)(C)O2)c1ccoc1 CHEBI:14509 CHEBI:14511 CHEBI:25042 CHEBI:6467 AGR:IND44319571 CAS:1180-71-8 KEGG:C03514 KEGG:C16717 KEGG:D00173 KNApSAcK:C00003719 PMID:19782062 PMID:21338095 PMID:22907263 PMID:22999474 Wikipedia:Limonin (4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(3-furyl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno[d]pyrano[4',3':3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione Limonin limonin chebi_ontology 7,16-Dioxo-7,16-dideoxylimondiol Citrolimonin Dictamnolactone Evodia fruit Evodin Limonoate D-ring-lactone Limonoic acid, di-delta-lactone Obaculactone limonoic acid 3,19:16,17-dilactone CHEBI:16226 limonin CHEBI:16226 AGR:IND44319571 Europe PMC CAS:1180-71-8 ChemIDplus CAS:1180-71-8 KEGG COMPOUND PMID:19782062 Europe PMC PMID:21338095 Europe PMC PMID:22907263 Europe PMC PMID:22999474 Europe PMC (4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(3-furyl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno[d]pyrano[4',3':3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione IUPAC Limonin KEGG_COMPOUND limonin UniProt 7,16-Dioxo-7,16-dideoxylimondiol ChemIDplus Citrolimonin ChemIDplus Dictamnolactone ChemIDplus Evodia fruit KEGG_DRUG Evodin KEGG_COMPOUND Limonoate D-ring-lactone KEGG_COMPOUND Limonoic acid, di-delta-lactone ChemIDplus Obaculactone ChemIDplus limonoic acid 3,19:16,17-dilactone ChEBI A pentahydroxyflavone having the five hydroxy groups placed at the 3-, 3'-, 4'-, 5- and 7-positions. It is one of the most abundant flavonoids in edible vegetables, fruit and wine. 0 C15H10O7 InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H REFJWTPEDVJJIY-UHFFFAOYSA-N 302.238 302.04265 OC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC(O)=C(O)C=C2)=C1 CHEBI:11704 CHEBI:14991 CHEBI:26472 CHEBI:45280 CHEBI:8696 Beilstein:317313 CAS:117-39-5 DrugBank:DB04216 Drug_Central:3514 FooDB:FDB011904 Gmelin:579210 HMDB:HMDB0005794 KEGG:C00389 KNApSAcK:C00004631 LINCS:LSM-4199 LIPID_MAPS_instance:LMPK12110004 MetaCyc:CPD-520 PDBeChem:QUE PMID:16226777 PMID:17015250 PMID:17135030 PMID:17426744 PMID:18096136 PMID:18484521 PMID:18549926 PMID:18564899 PMID:18579649 PMID:18785622 PMID:19043800 PMID:19461927 PMID:22920589 PMID:23342112 PMID:23359794 PMID:27565033 PMID:27589790 PMID:27591927 PMID:27704720 Patent:KR20120121684 Patent:US2013012577 Reaxys:317313 Wikipedia:Quercetin 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one Quercetin chebi_ontology 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one 3,3',4',5,7-pentahydroxyflavone 3,5,7,3',4'-PENTAHYDROXYFLAVONE 3,5,7,3',4'-Pentahydroxyflavone sophoretin xanthaurine CHEBI:16243 quercetin quercetin CHEBI:16243 Beilstein:317313 Beilstein CAS:117-39-5 ChemIDplus CAS:117-39-5 NIST Chemistry WebBook Drug_Central:3514 DrugCentral Gmelin:579210 Gmelin LIPID_MAPS_instance:LMPK12110004 LIPID MAPS PMID:16226777 Europe PMC PMID:17015250 Europe PMC PMID:17135030 Europe PMC PMID:17426744 Europe PMC PMID:18096136 Europe PMC PMID:18484521 Europe PMC PMID:18549926 Europe PMC PMID:18564899 Europe PMC PMID:18579649 Europe PMC PMID:18785622 Europe PMC PMID:19043800 Europe PMC PMID:19461927 Europe PMC PMID:22920589 Europe PMC PMID:23342112 Europe PMC PMID:23359794 Europe PMC PMID:27565033 Europe PMC PMID:27589790 Europe PMC PMID:27591927 Europe PMC PMID:27704720 Europe PMC Reaxys:317313 Reaxys 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one IUPAC Quercetin KEGG_COMPOUND 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one ChEBI 3,3',4',5,7-pentahydroxyflavone ChEBI 3,5,7,3',4'-PENTAHYDROXYFLAVONE PDBeChem 3,5,7,3',4'-Pentahydroxyflavone KEGG_COMPOUND sophoretin ChEBI xanthaurine ChEBI A lipid containing phosphoric acid as a mono- or di-ester. The term encompasses phosphatidic acids and phosphoglycerides. CHEBI:14816 CHEBI:26063 CHEBI:8150 KEGG:C00865 Phospholipid chebi_ontology a phospholipid derivative phospholipids CHEBI:16247 phospholipid phospholipid CHEBI:16247 Phospholipid KEGG_COMPOUND a phospholipid derivative UniProt phospholipids ChEBI An aminoglycan consisting of beta-(1->4)-linked D-glucosamine residues. 0 H2O(C6H11NO4)n CHEBI:13964 CHEBI:3599 CAS:9012-76-4 DrugBank:DB14155 FooDB:FDB015634 HMDB:HMDB0003404 KEGG:C00734 KEGG:G10536 MetaCyc:Chitosan PMID:33208634 PMID:34885715 PMID:36076877 PMID:36191784 PMID:36315326 PMID:36362923 PMID:36431043 PMID:36437390 PMID:36449553 PMID:36501559 PMID:36547302 PMID:36547931 Pesticides:chitosan Wikipedia:Chitosan (1->4)-2-amino-2-deoxy-beta-D-glucan Chitosan chebi_ontology Deacetylchitin [4)-beta-D-GlcpN(1->]n beta-1,4-Poly-D-glucosamine poliglusam CHEBI:16261 chitosan chitosan CHEBI:16261 CAS:9012-76-4 ChemIDplus PMID:33208634 Europe PMC PMID:34885715 Europe PMC PMID:36076877 Europe PMC PMID:36191784 Europe PMC PMID:36315326 Europe PMC PMID:36362923 Europe PMC PMID:36431043 Europe PMC PMID:36437390 Europe PMC PMID:36449553 Europe PMC PMID:36501559 Europe PMC PMID:36547302 Europe PMC PMID:36547931 Europe PMC Pesticides:chitosan Alan Wood's Pesticides (1->4)-2-amino-2-deoxy-beta-D-glucan IUPAC Chitosan KEGG_COMPOUND Deacetylchitin ChemIDplus [4)-beta-D-GlcpN(1->]n IUPAC beta-1,4-Poly-D-glucosamine KEGG_COMPOUND poliglusam ChemIDplus Any member of the class of menaquinones that is 2-methyl-1,4-naphthoquinone with an unsaturated isoprenoid chain at the 3-position. 0 (C5H8)nC11H8O2 CHEBI:14582 CHEBI:25184 CHEBI:6749 CAS:11032-49-8 KEGG:C00828 Wikipedia:Vitamin_K2 Menaquinone chebi_ontology MK-n Menatetrenone a menaquinone menaquinone-n vitamin K2 CHEBI:16374 menaquinone menaquinone CHEBI:16374 CAS:11032-49-8 ChemIDplus CAS:11032-49-8 KEGG COMPOUND Menaquinone KEGG_COMPOUND MK-n ChEBI Menatetrenone KEGG_COMPOUND a menaquinone UniProt menaquinone-n ChEBI vitamin K2 ChemIDplus -1 I InChI=1S/HI/h1H/p-1 XMBWDFGMSWQBCA-UHFFFAOYSA-M 126.90447 126.90502 [I-] CHEBI:14460 CHEBI:49698 CHEBI:5946 Beilstein:3587184 CAS:20461-54-5 Gmelin:14912 KEGG:C00708 PDBeChem:IOD Iodide iodide iodide(1-) chebi_ontology I(-) I- IODIDE ION iodine anion CHEBI:16382 iodide iodide CHEBI:16382 Beilstein:3587184 Beilstein CAS:20461-54-5 ChemIDplus CAS:20461-54-5 NIST Chemistry WebBook Gmelin:14912 Gmelin Iodide KEGG_COMPOUND iodide IUPAC iodide UniProt iodide(1-) IUPAC I(-) IUPAC I- KEGG_COMPOUND IODIDE ION PDBeChem iodine anion NIST_Chemistry_WebBook A 2-hydroxy carboxylic acid that is mandelic acid bearing a phenolic hydroxy substituent at position 4. 0 C8H8O4 InChI=1S/C8H8O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12) YHXHKYRQLYQUIH-UHFFFAOYSA-N 168.14672 168.04226 OC(C(O)=O)c1ccc(O)cc1 CHEBI:1869 CHEBI:20410 Beilstein:2365374 CAS:1198-84-1 Gmelin:486823 HMDB:HMDB0000822 KEGG:C11527 PMID:22770225 Reaxys:2365374 4-Hydroxymandelic acid 4-hydroxymandelic acid hydroxy(4-hydroxyphenyl)acetic acid chebi_ontology 4-hydroxyphenylglycolic acid CHEBI:16388 4-hydroxymandelic acid 4-hydroxymandelic acid CHEBI:16388 Beilstein:2365374 Beilstein CAS:1198-84-1 ChemIDplus Gmelin:486823 Gmelin PMID:22770225 Europe PMC Reaxys:2365374 Reaxys 4-Hydroxymandelic acid KEGG_COMPOUND 4-hydroxymandelic acid ChEBI 4-hydroxymandelic acid ChemIDplus hydroxy(4-hydroxyphenyl)acetic acid IUPAC 4-hydroxyphenylglycolic acid ChemIDplus The trans-isomer of caffeic acid. 0 C9H8O4 InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+ QAIPRVGONGVQAS-DUXPYHPUSA-N 180.15740 180.04226 OC(=O)\C=C\c1ccc(O)c(O)c1 CHEBI:11691 CHEBI:11692 CHEBI:12870 CHEBI:1379 CHEBI:19877 CHEBI:41964 Beilstein:1954563 CAS:331-39-5 CAS:501-16-6 HMDB:HMDB0001964 KEGG:C01197 KEGG:C01481 KNApSAcK:C00000615 PDBeChem:DHC PMID:21503726 Reaxys:1954563 Wikipedia:Caffeic_acid (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid chebi_ontology 3,4-Dihydroxy-trans-cinnamate 3,4-Dihydroxycinnamic acid 3,4-dihydroxy-trans-cinnamate CAFFEIC ACID Caffeic acid trans-Caffeate trans-caffeate CHEBI:16433 trans-caffeic acid CHEBI:16433 Beilstein:1954563 Beilstein CAS:331-39-5 KEGG COMPOUND CAS:501-16-6 ChemIDplus CAS:501-16-6 KEGG COMPOUND PMID:21503726 Europe PMC Reaxys:1954563 Reaxys (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid IUPAC 3,4-Dihydroxy-trans-cinnamate KEGG_COMPOUND 3,4-Dihydroxycinnamic acid KEGG_COMPOUND 3,4-dihydroxy-trans-cinnamate ChEBI CAFFEIC ACID PDBeChem Caffeic acid KEGG_COMPOUND trans-Caffeate KEGG_COMPOUND trans-caffeate ChEBI An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2. 0 C3H7NO2 InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6) QNAYBMKLOCPYGJ-UHFFFAOYSA-N 89.09322 89.04768 CC(N)C(O)=O CHEBI:13748 CHEBI:22277 CHEBI:2539 Beilstein:635807 CAS:302-72-7 Drug_Central:4306 Gmelin:2449 KEGG:C01401 PMID:17439666 PMID:22264337 Reaxys:635807 Wikipedia:Alanine 2-aminopropanoic acid Alanine alanine chebi_ontology 2-Aminopropanoic acid 2-Aminopropionic acid A ALA Alanin alanina CHEBI:16449 alanine alanine CHEBI:16449 Beilstein:635807 Beilstein CAS:302-72-7 ChemIDplus CAS:302-72-7 KEGG COMPOUND CAS:302-72-7 NIST Chemistry WebBook Drug_Central:4306 DrugCentral Gmelin:2449 Gmelin PMID:17439666 Europe PMC PMID:22264337 Europe PMC Reaxys:635807 Reaxys 2-aminopropanoic acid IUPAC Alanine KEGG_COMPOUND alanine IUPAC 2-Aminopropanoic acid KEGG_COMPOUND 2-Aminopropionic acid KEGG_COMPOUND A ChEBI ALA ChEBI Alanin ChEBI alanina ChEBI CHEBI:165 (1S,4R)-fenchone The 3'-O-methyl derivative of luteolin. 0 C16H12O6 InChI=1S/C16H12O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-7,17-19H,1H3 SCZVLDHREVKTSH-UHFFFAOYSA-N 300.26290 300.06339 COc1cc(ccc1O)-c1cc(=O)c2c(O)cc(O)cc2o1 CHEBI:12083 CHEBI:2006 CHEBI:20519 Beilstein:295004 CAS:491-71-4 KEGG:C04293 KNApSAcK:C00001029 LIPID_MAPS_instance:LMPK12110799 MetaCyc:574-TRIHYDROXY-3-METHOXYFLAVONE PMID:22438130 PMID:22577954 PMID:23017389 PMID:23052184 PMID:23122135 Reaxys:295004 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one chebi_ontology 3'-Methoxyapigenin 3'-O-Methylluteolin 5,7,4'-Trihydroxy-3'-methoxyflavone 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one Chryseriol Chrysoeriol Luteolin 3'-methyl ether CHEBI:16514 4',5,7-trihydroxy-3'-methoxyflavone CHEBI:16514 Beilstein:295004 Beilstein CAS:491-71-4 ChemIDplus CAS:491-71-4 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110799 LIPID MAPS PMID:22438130 Europe PMC PMID:22577954 Europe PMC PMID:23017389 Europe PMC PMID:23052184 Europe PMC PMID:23122135 Europe PMC Reaxys:295004 Reaxys 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one IUPAC 3'-Methoxyapigenin ChemIDplus 3'-O-Methylluteolin KEGG_COMPOUND 5,7,4'-Trihydroxy-3'-methoxyflavone KEGG_COMPOUND 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone ChEBI 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one ChEBI Chryseriol ChemIDplus Chrysoeriol KEGG_COMPOUND Luteolin 3'-methyl ether ChemIDplus CHEBI:165217 A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3. 0 C10H10O3 InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+ DKZBBWMURDFHNE-NSCUHMNNSA-N 178.18460 178.06299 COc1cc(\C=C\C=O)ccc1O CHEBI:14018 CHEBI:23372 CHEBI:3859 CAS:458-36-6 KEGG:C02666 KNApSAcK:C00002728 MetaCyc:CONIFERYL-ALDEHYDE PMID:22034160 PMID:22466741 PMID:23302528 PMID:23725839 PMID:24010325 Reaxys:2048208 Wikipedia:Coniferyl_aldehyde 3-(4-hydroxy-3-methoxyphenyl)prop-2-enal Coniferyl aldehyde chebi_ontology (E)-coniferaldehyde 4-Hydroxy-3-methoxycinnamaldehyde 4-hydroxy-3-methoxycinnamaldehyde Coniferaldehyde Ferulaldehyde CHEBI:16547 coniferyl aldehyde CHEBI:16547 CAS:458-36-6 ChemIDplus CAS:458-36-6 KEGG COMPOUND PMID:22034160 Europe PMC PMID:22466741 Europe PMC PMID:23302528 Europe PMC PMID:23725839 Europe PMC PMID:24010325 Europe PMC Reaxys:2048208 Reaxys 3-(4-hydroxy-3-methoxyphenyl)prop-2-enal IUPAC Coniferyl aldehyde KEGG_COMPOUND (E)-coniferaldehyde UniProt 4-Hydroxy-3-methoxycinnamaldehyde KEGG_COMPOUND 4-hydroxy-3-methoxycinnamaldehyde ChEBI Coniferaldehyde KEGG_COMPOUND Ferulaldehyde KEGG_COMPOUND A trisaccharide composed of alpha-D-galactopyranose, alpha-D-glucopyranose and beta-D-fructofuranose joined in sequence by 1->6 and 1<->2 glycosidic linkages, respectively. 0 C18H32O16 InChI=1S/C18H32O16/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18/h5-17,19-29H,1-4H2/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+/m1/s1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 504.43710 504.16903 OC[C@H]1O[C@H](OC[C@H]2O[C@H](O[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:15015 CHEBI:26521 CHEBI:49843 CHEBI:8771 CAS:512-69-6 HMDB:HMDB0003213 KEGG:C00492 KEGG:G00249 KNApSAcK:C00001145 MetaCyc:CPD-1099 PDBeChem:RAF PMID:23317449 PMID:23879777 PMID:23882273 PMID:24001862 PMID:24354450 PMID:24360500 Reaxys:99543 Wikipedia:Raffinose Raffinose beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside raffinose chebi_ontology 6G-alpha-D-galactosylsucrose Gossypose Melitose Melitriose alpha-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranosyl beta-D-fructofuranoside rafinose raflinose CHEBI:16634 raffinose raffinose CHEBI:16634 CAS:512-69-6 ChemIDplus CAS:512-69-6 KEGG COMPOUND PMID:23317449 Europe PMC PMID:23879777 Europe PMC PMID:23882273 Europe PMC PMID:24001862 Europe PMC PMID:24354450 Europe PMC PMID:24360500 Europe PMC Reaxys:99543 Reaxys Raffinose KEGG_COMPOUND beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside IUPAC raffinose UniProt 6G-alpha-D-galactosylsucrose KEGG_COMPOUND Gossypose KEGG_COMPOUND Melitose KEGG_COMPOUND Melitriose KEGG_COMPOUND alpha-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf JCBN alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranosyl beta-D-fructofuranoside JCBN rafinose ChEBI raflinose ChEBI Any member of the class of organooxygen compounds that is a polyhydroxy-aldehyde or -ketone or a lactol resulting from their intramolecular condensation (monosaccharides); substances derived from these by reduction of the carbonyl group (alditols), by oxidation of one or more hydroxy groups to afford the corresponding aldehydes, ketones, or carboxylic acids, or by replacement of one or more hydroxy group(s) by a hydrogen atom; and polymeric products arising by intermolecular acetal formation between two or more such molecules (disaccharides, polysaccharides and oligosaccharides). Carbohydrates contain only carbon, hydrogen and oxygen atoms; prior to any oxidation or reduction, most have the empirical formula Cm(H2O)n. Compounds obtained from carbohydrates by substitution, etc., are known as carbohydrate derivatives and may contain other elements. Cyclitols are generally not regarded as carbohydrates. CHEBI:15131 CHEBI:23008 CHEBI:9318 Wikipedia:Carbohydrate carbohydrate carbohydrates chebi_ontology Kohlenhydrat Kohlenhydrate a carbohydrate carbohidrato carbohidratos glucide glucides glucido glucidos hydrates de carbone saccharide saccharides saccharidum CHEBI:16646 carbohydrate carbohydrate CHEBI:16646 carbohydrate IUPAC carbohydrates IUPAC Kohlenhydrat ChEBI Kohlenhydrate ChEBI a carbohydrate UniProt carbohidrato IUPAC carbohidratos IUPAC glucide ChEBI glucides ChEBI glucido ChEBI glucidos ChEBI hydrates de carbone ChEBI saccharide IUPAC saccharides IUPAC saccharidum ChEBI A group of plant storage proteins having a high proline amino acid content. AGR:IND606466950 PMID:2183790 PMID:31318957 Wikipedia:Prolamin chebi_ontology prolamins CHEBI:166885 prolamin prolamin CHEBI:166885 AGR:IND606466950 Europe PMC PMID:2183790 SUBMITTER PMID:31318957 Europe PMC prolamins ChEBI A complex of six monomers, has a predominantly beta-sheet-containing secondary structure PMID:23192340 Wikipedia:https://en.wikipedia.org/wiki/Cruciferin chebi_ontology CHEBI:166886 cruciferin cruciferin CHEBI:166886 PMID:23192340 SUBMITTER Wikipedia:https://en.wikipedia.org/wiki/Cruciferin SUBMITTER Proteins with high-molecular-mass (HMW) and low-molecular-mass (LMW) subunits with molar masses from about 200,000 to a few million, which are stabilized by intermolecular disulfide bonds, hydrophobic interactions and other forces. Glutenin is responsible for the strength and elasticity of dough PMID:28552833 Wikipedia:https://en.wikipedia.org/wiki/Glutenin chebi_ontology CHEBI:166887 glutenin glutenin CHEBI:166887 PMID:28552833 SUBMITTER Wikipedia:https://en.wikipedia.org/wiki/Glutenin SUBMITTER A stigmastane sterol that is 5alpha-stigmastane carrying a hydroxy group at position 3beta and double bonds at positions 7 and 24. 0 C29H48O InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,11,19-20,22-23,25-27,30H,8-10,12-18H2,1-6H3/b21-7-/t20-,22+,23+,25-,26+,27+,28+,29-/m1/s1 MCWVPSBQQXUCTB-OQTIOYDCSA-N 412.702 412.37052 [H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C\C)C(C)C CHEBI:80096 AGR:IND606116260 AGR:IND606555602 AGR:IND606838474 AGR:IND606982361 AGR:IND606998166 CAS:23290-26-8 Chemspider:4444703 FooDB:FDB030685 HMDB:HMDB0006851 KEGG:C15782 KNApSAcK:C00007322 LIPID_MAPS_instance:LMST01040154 MetaCyc:CPD-4125 PMID:11829639 PMID:20557911 PMID:28078712 PMID:30178878 PMID:31368539 PMID:31373097 PMID:32468588 PMID:32549600 Wikipedia:Avenasterol (24Z)-5alpha-stigmasta-7,24(28)-dien-3beta-ol chebi_ontology (Z)-24-ethylidene-5alpha-cholest-7-en-3beta-ol 24Z-ethylidene-cholest-7-en-3beta-ol 24Z-ethylidenelathosterol 7-dehydroavenasterol Delta(7)-avenasterol Delta-7-avenasterol delta-7-avenasterol delta7-avenasterol CHEBI:166888 avenasterol avenasterol CHEBI:166888 AGR:IND606116260 Europe PMC AGR:IND606555602 Europe PMC AGR:IND606838474 Europe PMC AGR:IND606982361 Europe PMC AGR:IND606998166 Europe PMC CAS:23290-26-8 ChemIDplus LIPID_MAPS_instance:LMST01040154 LIPID MAPS PMID:11829639 Europe PMC PMID:20557911 Europe PMC PMID:28078712 Europe PMC PMID:30178878 Europe PMC PMID:31368539 Europe PMC PMID:31373097 Europe PMC PMID:32468588 Europe PMC PMID:32549600 Europe PMC (24Z)-5alpha-stigmasta-7,24(28)-dien-3beta-ol IUPAC (Z)-24-ethylidene-5alpha-cholest-7-en-3beta-ol ChemIDplus 24Z-ethylidene-cholest-7-en-3beta-ol LIPID_MAPS 24Z-ethylidenelathosterol ChemIDplus 7-dehydroavenasterol KEGG_COMPOUND Delta(7)-avenasterol ChEBI Delta-7-avenasterol ChEBI delta-7-avenasterol ChEBI delta7-avenasterol ChemIDplus delta7-avenasterol LIPID_MAPS 0 C29H46O InChI=1S/C29H46O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-11,19-21,23,25-27,30H,7,12-18H2,1-6H3/b9-8+/t20-,21-,23+,25-,26+,27+,28+,29-/m1/s1 OQMZNAMGEHIHNN-CIFIHVIMSA-N 410.686 410.35487 O([C@@]1(C(C=2[C@@]([C@@]3(C([C@]4([C@@]([C@](C(C4([H])[H])([H])[H])([C@](C([H])([H])[H])(/C(=C(/[C@](C(C([H])([H])[H])(C([H])([H])[H])[H])(C(C([H])([H])[H])([H])[H])[H])\[H])/[H])[H])[H])(C(C3([H])[H])([H])[H])C([H])([H])[H])[H])=C(C2[H])[H])[H])(C(C1([H])[H])([H])[H])C([H])([H])[H])([H])[H])[H])[H] CAS:481-19-6 chebi_ontology Corbisterol CHEBI:166889 delta7-stigmasterol delta7-stigmasterol CHEBI:166889 CAS:481-19-6 SUBMITTER Corbisterol SUBMITTER 0 C5H10O5 InChI=1S/C5H10O5/c6-1-4(9)5(10,2-7)3-8/h1,4,7-10H,2-3H2/t4-/m0/s1 AVGPOAXYRRIZMM-BYPYZUCNSA-N 150.12990 150.05282 OCC(O)(CO)[C@@H](O)C=O CHEBI:12911 CHEBI:20908 CHEBI:4099 CHEBI:57860 CAS:639-97-4 KEGG:C01488 3-C-(hydroxymethyl)-D-glycero-tetrose D-Apiose chebi_ontology 3-C-Hydroxymethyltetrose Apiose D-Api aldehydo-D-apiose apiose CHEBI:16689 D-apiose D-apiose CHEBI:16689 CAS:639-97-4 KEGG COMPOUND 3-C-(hydroxymethyl)-D-glycero-tetrose IUPAC D-Apiose KEGG_COMPOUND 3-C-Hydroxymethyltetrose ChemIDplus Apiose ChemIDplus D-Api JCBN aldehydo-D-apiose UniProt Phenols that include substances containing a phenolic ring and at least one organic carboxylic acid function. CAS:29656-58-4 Wikipedia:https://en.wikipedia.org/wiki/Phenolic_acid chebi_ontology phenolcarboxylic acids CHEBI:166890 phenolic acid phenolic acid CHEBI:166890 CAS:29656-58-4 SUBMITTER Wikipedia:https://en.wikipedia.org/wiki/Phenolic_acid SUBMITTER phenolcarboxylic acids SUBMITTER Phenylpropane is a colorless liquid. The compound consists of a phenyl group attached to allyl. Phenylpropene isomerizes to trans-propenylbenzene. CAS:300-57-2 Wikipedia:https://en.wikipedia.org/wiki/Phenylpropene chebi_ontology CHEBI:166891 phenylpropane phenylpropane CHEBI:166891 CAS:300-57-2 SUBMITTER Wikipedia:https://en.wikipedia.org/wiki/Phenylpropene SUBMITTER The non-sugar compound remaining after replacement of the glycosyl group from a glycoside by a hydrogen atom. Wikipedia:Aglycone chebi_ontology aglycon genin CHEBI:166892 aglycone aglycone CHEBI:166892 aglycon ChEBI genin ChEBI 0 C20H32O2 InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h12-19H,2-11H2,1H3,(H,21,22)/b13-12+,15-14+,17-16+,19-18+ IQLUYYHUNSSHIY-HZUMYPAESA-N 304.474 304.24023 O(C(=O)\C(=C(\C(=C(\C(=C(\C(=C(\C(C(C(C(C(C(C(C(C(C(C([H])([H])[H])([H])[H])([H])[H])([H])[H])([H])[H])([H])[H])([H])[H])([H])[H])([H])[H])([H])[H])([H])[H])/[H])\[H])/[H])\[H])/[H])\[H])/[H])\[H])[H] Wikipedia:https://en.wikipedia.org/wiki/Eicosatetraenoic_acid chebi_ontology CHEBI:166893 eicosatetraenoic acid eicosatetraenoic acid CHEBI:166893 Wikipedia:https://en.wikipedia.org/wiki/Eicosatetraenoic_acid SUBMITTER 0 C24H20O9 InChI=1S/C24H20O9/c1-29-14-7-6-11(8-12(14)26)22-18(10-25)33-23-17(32-22)9-13(27)19-21(28)20-15(30-2)4-3-5-16(20)31-24(19)23/h3-9,18,22,25-27H,10H2,1-2H3 JVIFPKVYVMFZHK-UHFFFAOYSA-N 452.415 452.11073 O1C(C(OC2=C1C=3OC4=C(C(=O)C3C(O[H])=C2[H])C(OC([H])([H])[H])=C(C(=C4[H])[H])[H])(C5=C(C(O[H])=C(OC([H])([H])[H])C(=C5[H])[H])[H])[H])(C(O[H])([H])[H])[H] PMID:12570717 chebi_ontology CHEBI:166894 xanthonolignoid xanthonolignoid CHEBI:166894 PMID:12570717 SUBMITTER oligomeric compounds, formed from catechin and epicatechin molecules. They yield cyanidin when depolymerized under oxidative conditions. 0 C30H26O13 InChI=1S/C30H26O13/c31-14-7-19(35)16-11-25(28(41-23(16)9-14)12-1-3-17(33)20(36)5-12)43-30(13-2-4-18(34)21(37)6-13)29(40)27(39)26-22(38)8-15(32)10-24(26)42-30/h1-10,25,27-29,31-40H,11H2 HGVVOUNEGQIPMS-UHFFFAOYSA-N 594.525 594.13734 O(C1(OC=2C(C(O[H])(C1(O[H])[H])[H])=C(O[H])C(=C(O[H])C2[H])[H])C3=C(C(O[H])=C(O[H])C(=C3[H])[H])[H])C4(C(OC=5C(C4([H])[H])=C(O[H])C(=C(O[H])C5[H])[H])(C6=C(C(O[H])=C(O[H])C(=C6[H])[H])[H])[H])[H] CAS:4852-22-6 Wikipedia:https://en.wikipedia.org/wiki/Procyanidin chebi_ontology CHEBI:166895 procyanidin procyanidin CHEBI:166895 CAS:4852-22-6 SUBMITTER Wikipedia:https://en.wikipedia.org/wiki/Procyanidin SUBMITTER Peltogynoid compounds, differing from other flavonoids by the presence of a fourth ring, have been isolated from a small group of species, however, their biological activities remain to be defined. chebi_ontology CHEBI:166896 peltogynoid peltogynoid CHEBI:166896 compounds having a coumarin skeleton and having an aryl structure at the 3-position PMID:30746966 chebi_ontology CHEBI:166897 3-arylcoumarin 3-arylcoumarin CHEBI:166897 PMID:30746966 SUBMITTER Allomelanin is a type of nitrogen-free melanin most commonly found in fungi PMID:31524373 chebi_ontology CHEBI:166898 allomelanin allomelanin CHEBI:166898 PMID:31524373 SUBMITTER One of the major classifications of proteins, which may be further divided into the euglobulins and the pseudoglobulins. The former group is insoluble in water but soluble in saline solutions and may be precipitated in water that has been half-saturated with a salt such as ammonium sulfate. The latter group is soluble in water and has properties that resemble those of the true globulins. Globulins are an important source of protein in seed plants and are found in minute amounts in cereals. Globulins found in animal fluids are enzymes, antibodies, and fibrous and contractile proteins usually contained in the blood plasma. Wikipedia:https://en.wikipedia.org/wiki/Globulin chebi_ontology CHEBI:166899 globulin type globulin type CHEBI:166899 Wikipedia:https://en.wikipedia.org/wiki/Globulin SUBMITTER Family of globular proteins, the most common of which are the serum albumins. All the proteins of the albumin family are water-soluble, moderately soluble in concentrated salt solutions, and experience heat denaturation. PMID:32481022 Wikipedia:https://en.wikipedia.org/wiki/Albumin#Other_albumin_types chebi_ontology CHEBI:166964 albumin type albumin type CHEBI:166964 PMID:32481022 SUBMITTER Wikipedia:https://en.wikipedia.org/wiki/Albumin#Other_albumin_types SUBMITTER Simple oxygenated xanthones are subdivided according to the degree of oxygenation into non-, mono-, di-, tri-, tetra-, penta-, and hexaoxygenated substances. In these xanthones the substituents are simple hydroxy, methoxy, or methyl groups. About 150 simple oxygenated xanthones have been reported. chebi_ontology CHEBI:166965 simple oxygenated xanthones simple oxygenated xanthones CHEBI:166965 These xanthones are usually restricted to the plant species of the family Guttiferae. The major C5 unit of the substituents included the commonly found 3-methylbut-2-enyl or isoprenyl group as in isoemericellin and the less frequent 3-hydroxy-3-methylbutyl as in nigrolineaxanthone P and 1,1-dimethylprop-2-enyl as in globuxanthone, respectively. chebi_ontology CHEBI:166966 prenylated and related xanthones prenylated and related xanthones CHEBI:166966 A cis configuration means that the two hydrogen atoms adjacent to the double bond stick out on the same side of the chain. The rigidity of the double bond freezes its conformation and, in the case of the cis isomer, causes the chain to bend and restricts the conformational freedom of the fatty acid. The more double bonds the chain has in the cis configuration, the less flexibility it has. When a chain has many cis bonds, it becomes quite curved in its most accessible conformations. Wikipedia:https://en.wikipedia.org/wiki/Fatty_acid chebi_ontology CHEBI:166967 cis-fatty acid cis-fatty acid CHEBI:166967 Wikipedia:https://en.wikipedia.org/wiki/Fatty_acid SUBMITTER A trans configuration in contrast to the cis, means that the adjacent two hydrogen atoms lie on opposite sides of the chain. As a result, they do not cause the chain to bend much, and their shape is similar to straight saturated fatty acids. Wikipedia:https://en.wikipedia.org/wiki/Fatty_acid chebi_ontology CHEBI:166968 trans-fatty acid trans-fatty acid CHEBI:166968 Wikipedia:https://en.wikipedia.org/wiki/Fatty_acid SUBMITTER A hydroxymethylpyridine with hydroxymethyl groups at positions 4 and 5, a hydroxy group at position 3 and a methyl group at position 2. The 4-methanol form of vitamin B6, it is converted intoto pyridoxal phosphate which is a coenzyme for synthesis of amino acids, neurotransmitters, sphingolipids and aminolevulinic acid. 0 C8H11NO3 InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 LXNHXLLTXMVWPM-UHFFFAOYSA-N 169.180 169.07389 CC1=C(O)C(CO)=C(CO)C=N1 CHEBI:14981 CHEBI:26429 CHEBI:8671 AGR:IND607198670 Beilstein:139854 CAS:65-23-6 Chemspider:1025 DrugBank:DB00165 Drug_Central:2836 FooDB:FDB000574 Gmelin:563676 HMDB:HMDB0000239 KEGG:C00314 KEGG:D08454 KNApSAcK:C00001551 LINCS:LSM-5324 MetaCyc:PYRIDOXINE PDBeChem:UEG PMID:10687314 PMID:10894227 PMID:11562405 PMID:12640345 PMID:12768081 PMID:13046427 PMID:15132238 PMID:15369738 PMID:15756083 PMID:16236150 PMID:16277693 PMID:16690736 PMID:17044573 PMID:22932811 PMID:24035968 PMID:24601602 PMID:2580028 PMID:27113583 PMID:2885064 PMID:31093449 PMID:32105687 PMID:33549283 PMID:33665688 PMID:3710434 PMID:559690 PMID:6624427 PMID:6801073 PMID:9625217 Reaxys:139854 Wikipedia:Pyridoxine 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol pyridoxine chebi_ontology 2-Methyl-3-hydroxy-4,5-dihydroxymethyl-pyridin 2-methyl-3-hydroxy-4,5-bis(hydroxymethyl)pyridine 2-methyl-3-hydroxy-4,5-di(hydroxymethyl)pyridine 2-methyl-3-hydroxy-4,5-dihydroxymethylpyridine 2-methyl-4,5-bis(hydroxymethyl)-3-hydroxypyridine 2-methyl-4,5-dimethylol-pyridin-3-ol 3-hydroxy-2-picoline-4,5-dimethanol 3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridine 3-hydroxy-4,5-dimethylol-alpha-picoline 4,5-bis(hydroxymethyl)-2-methyl-pyridin-3-ol 5-hydroxy-6-methyl-3,4-pyridinedimethanol Pyridoxol piridossina pyridoxina pyridoxine pyridoxinum pyridoxolum vitamin B6 CHEBI:16709 pyridoxine pyridoxine CHEBI:16709 AGR:IND607198670 Europe PMC Beilstein:139854 Beilstein CAS:65-23-6 ChemIDplus CAS:65-23-6 KEGG COMPOUND CAS:65-23-6 NIST Chemistry WebBook Drug_Central:2836 DrugCentral Gmelin:563676 Gmelin PMID:10687314 Europe PMC PMID:10894227 Europe PMC PMID:11562405 Europe PMC PMID:12640345 Europe PMC PMID:12768081 Europe PMC PMID:13046427 Europe PMC PMID:15132238 Europe PMC PMID:15369738 Europe PMC PMID:15756083 Europe PMC PMID:16236150 Europe PMC PMID:16277693 Europe PMC PMID:16690736 Europe PMC PMID:17044573 Europe PMC PMID:22932811 Europe PMC PMID:24035968 Europe PMC PMID:24601602 Europe PMC PMID:2580028 Europe PMC PMID:27113583 Europe PMC PMID:2885064 Europe PMC PMID:31093449 Europe PMC PMID:32105687 Europe PMC PMID:33549283 Europe PMC PMID:33665688 Europe PMC PMID:3710434 Europe PMC PMID:559690 Europe PMC PMID:6624427 Europe PMC PMID:6801073 Europe PMC PMID:9625217 Europe PMC Reaxys:139854 Reaxys 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol IUPAC pyridoxine UniProt 2-Methyl-3-hydroxy-4,5-dihydroxymethyl-pyridin ChemIDplus 2-methyl-3-hydroxy-4,5-bis(hydroxymethyl)pyridine ChemIDplus 2-methyl-3-hydroxy-4,5-di(hydroxymethyl)pyridine ChemIDplus 2-methyl-3-hydroxy-4,5-dihydroxymethylpyridine NIST_Chemistry_WebBook 2-methyl-4,5-bis(hydroxymethyl)-3-hydroxypyridine ChemIDplus 2-methyl-4,5-dimethylol-pyridin-3-ol ChEBI 3-hydroxy-2-picoline-4,5-dimethanol ChemIDplus 3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridine ChEBI 3-hydroxy-4,5-dimethylol-alpha-picoline NIST_Chemistry_WebBook 4,5-bis(hydroxymethyl)-2-methyl-pyridin-3-ol ChEBI 5-hydroxy-6-methyl-3,4-pyridinedimethanol NIST_Chemistry_WebBook Pyridoxol KEGG_COMPOUND piridossina HMDB pyridoxina WHO_MedNet pyridoxine WHO_MedNet pyridoxinum WHO_MedNet pyridoxolum HMDB vitamin B6 NIST_Chemistry_WebBook A mineral that is an inorganic nutrient which must be ingested and absorbed in adequate amounts to satisfy a wide range of essential metabolic and/or structural functions in the human body A mineral that is an inorganic nutrient which must be ingested and absorbed in adequate amounts to satisfy a wide range of essential metabolic and/or structural functions in the human body. Wikipedia:Mineral_(nutrient) essential mineral, element mineral nutrient chebi_ontology mineral nutrients nutrient mineral nutrient minerals CHEBI:167164 mineral nutrient mineral nutrient CHEBI:167164 mineral nutrient ChEBI mineral nutrients ChEBI nutrient mineral ChEBI nutrient minerals ChEBI A member of the class of anthocyanin chlorides that has cyanidin 3-O-rutinoside as the cationic counterpart. 0 C27H31ClO15 InChI=1S/C27H30O15.ClH/c1-9-19(32)21(34)23(36)26(39-9)38-8-18-20(33)22(35)24(37)27(42-18)41-17-7-12-14(30)5-11(28)6-16(12)40-25(17)10-2-3-13(29)15(31)4-10;/h2-7,9,18-24,26-27,32-37H,8H2,1H3,(H3-,28,29,30,31);1H/t9-,18+,19-,20+,21+,22-,23+,24+,26+,27+;/m0./s1 ADZHXBNWNZIHIX-XYGAWYNKSA-N 630.97900 630.13515 [Cl-].C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc4c(O)cc(O)cc4[o+]c3-c3ccc(O)c(O)c3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O CHEBI:14039 CHEBI:23431 CHEBI:3976 CAS:18719-76-1 KEGG:C04491 KEGG:D08097 KNApSAcK:C00002376 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside chloride chebi_ontology Antirrhinin Cyanidin 3-rutinoside Cyanidin-3-rhamnoglucoside chloride Keracyanin Prunicyanin Sambucin CHEBI:16726 cyanidin 3-O-rutinoside chloride cyanidin 3-O-rutinoside chloride CHEBI:16726 CAS:18719-76-1 ChemIDplus CAS:18719-76-1 KEGG COMPOUND 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside chloride IUPAC Antirrhinin ChemIDplus Cyanidin 3-rutinoside KEGG_COMPOUND Cyanidin-3-rhamnoglucoside chloride ChemIDplus Cyanidin-3-rhamnoglucoside chloride KEGG_COMPOUND Keracyanin KEGG_COMPOUND Prunicyanin ChemIDplus Sambucin ChemIDplus 0 C48H28O30 InChI=1S/C48H28O30/c49-10-1-6-17(31(59)27(10)55)19-23-21-22-24(47(70)76-38(21)35(63)33(19)61)20(34(62)36(64)39(22)75-46(23)69)18-9(4-13(52)28(56)32(18)60)43(66)74-37-14(5-72-42(6)65)73-48(71)41-40(37)77-44(67)7-2-11(50)25(53)29(57)15(7)16-8(45(68)78-41)3-12(51)26(54)30(16)58/h1-4,14,37,40-41,48-64,71H,5H2/t14-,37-,40+,41-,48?/m1/s1 ZJVUMAFASBFUBG-UYMKNUMKSA-N 1084.722 1084.06654 O=C1O[C@H]2[C@@H]3OC(=O)C4=C(C(O)=C(O)C(=C4)O)C=5C(O)=C(O)C(=CC5C(O[C@H]3C(O)O[C@@H]2COC(=O)C6=C(C(O)=C(O)C(=C6)O)C7=C8C=9C%10=C(C(C%11=C1C=C(O)C(=C%11O)O)=C(O)C(O)=C%10OC8=O)C(=O)OC9C(O)=C7O)=O)O Chemspider:29272136 6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.04,9.010,19.013,18.016,25.017,22.026,31.038,55.041,46.047,52]pentapentaconta-4,6,8,10,12,16,18,22,24,26,28,30,41,43,45,47,49,51-octadecaene-3,15,20,32,40,53-hexone chebi_ontology CHEBI:167695 Punicalagin Punicalagin CHEBI:167695 6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.04,9.010,19.013,18.016,25.017,22.026,31.038,55.041,46.047,52]pentapentaconta-4,6,8,10,12,16,18,22,24,26,28,30,41,43,45,47,49,51-octadecaene-3,15,20,32,40,53-hexone SUBMITTER 0 C34H22O22 InChI=1S/C34H22O22/c35-6-1-4-9(19(39)17(6)37)11-15-13-14-16(33(50)56-28(13)23(43)21(11)41)12(22(42)24(44)29(14)55-32(15)49)10-5(2-7(36)18(38)20(10)40)31(48)54-27-8(3-52-30(4)47)53-34(51)26(46)25(27)45/h1-2,8,25-27,34-46,51H,3H2/t8-,25-,26-,27-,34?/m1/s1 IQHIEHIKNWLKFB-OBOTWMKHSA-N 782.528 782.06027 O=C1O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2COC(=O)C3=C(C(O)=C(O)C(=C3)O)C4=C5C=6C7=C(C(C8=C1C=C(O)C(=C8O)O)=C(O)C(O)=C7OC5=O)C(=O)OC6C(O)=C4O Chemspider:4534655 3,4,5,11,12,13,21,22,23,26,27,38,39-tridecahydroxy-9,14,17,29,36-pentaoxaoctacyclo[29.8.0.02,7.010,15.019,24.025,34.028,33.032,37]nonatriaconta-1(39),2,4,6,19,21,23,25,27,31,33,37-dodecaene-8,18,30,35-tetrone chebi_ontology CHEBI:167696 Punicalin CHEBI:167696 3,4,5,11,12,13,21,22,23,26,27,38,39-tridecahydroxy-9,14,17,29,36-pentaoxaoctacyclo[29.8.0.02,7.010,15.019,24.025,34.028,33.032,37]nonatriaconta-1(39),2,4,6,19,21,23,25,27,31,33,37-dodecaene-8,18,30,35-tetrone SUBMITTER A glycosyloxyflavone that is apigenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. 0 C21H20O10 InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1 KMOUJOKENFFTPU-QNDFHXLGSA-N 432.378 432.10565 C1=2C(C(C=C(O1)C=3C=CC(O)=CC3)=O)=C(C=C(C2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O CHEBI:12252 CHEBI:20780 CHEBI:2282 CAS:578-74-5 HMDB:HMDB0037340 KEGG:C04608 KNApSAcK:C00001017 LINCS:LSM-2286 MetaCyc:APIGENIN-7-O-BETA-D-GLUCOSIDE PMID:17186490 PMID:19112896 PMID:21656359 PMID:21756194 Reaxys:65669 Wikipedia:Apigetrin 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside apigenin 7-O-beta-D-glucoside chebi_ontology 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside 7-(beta-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 7-O-beta-D-Glucosyl-5,7,4'-trihydroxyflavone Apigenin 7-O-glucoside Apigetrin Cosmetin Cosmosiin Cosmosioside CHEBI:16778 apigenin 7-O-beta-D-glucoside CHEBI:16778 CAS:578-74-5 ChemIDplus CAS:578-74-5 KEGG COMPOUND PMID:17186490 Europe PMC PMID:19112896 Europe PMC PMID:21656359 Europe PMC PMID:21756194 Europe PMC Reaxys:65669 Reaxys 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside IUPAC apigenin 7-O-beta-D-glucoside ChemIDplus 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside ChEBI 7-(beta-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one KEGG_COMPOUND 7-O-beta-D-Glucosyl-5,7,4'-trihydroxyflavone KEGG_COMPOUND Apigenin 7-O-glucoside KEGG_COMPOUND Apigetrin KEGG_COMPOUND Cosmetin KEGG_COMPOUND Cosmosiin KEGG_COMPOUND Cosmosioside ChemIDplus A hydroxyisoflavanone that is isoflavanone substituted by hydroxy groups at positions 7 and 2' and a methoxy group at position 4'. 0 C16H14O5 InChI=1S/C16H14O5/c1-20-10-3-5-11(14(18)7-10)13-8-21-15-6-9(17)2-4-12(15)16(13)19/h2-7,13,17-18H,8H2,1H3/t13-/m0/s1 WQCJOKYOIJVEFN-ZDUSSCGKSA-N 286.27940 286.08412 COc1ccc([C@@H]2COc3cc(O)ccc3C2=O)c(O)c1 CHEBI:15307 CHEBI:27284 CHEBI:9972 CAS:158112-50-6 CAS:66211-83-4 HMDB:HMDB0031620 KEGG:C00786 KNApSAcK:C00002584 LIPID_MAPS_instance:LMPK12050462 MetaCyc:VESTITONE PMID:20079815 PMID:22117168 Reaxys:19983204 (3R)-7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one Vestitone chebi_ontology (3R)-vestitol (3R)-vestitone 2,3-Dihydro-7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 7,2'-Dihydroxy-4'-methoxyisoflavanone CHEBI:16786 vestitone vestitone CHEBI:16786 CAS:158112-50-6 KEGG COMPOUND CAS:66211-83-4 ChemIDplus CAS:66211-83-4 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050462 LIPID MAPS PMID:20079815 Europe PMC PMID:22117168 Europe PMC Reaxys:19983204 Reaxys (3R)-7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one IUPAC Vestitone KEGG_COMPOUND (3R)-vestitol ChEBI (3R)-vestitone UniProt 2,3-Dihydro-7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one ChemIDplus 7,2'-Dihydroxy-4'-methoxyisoflavanone ChEBI +2 Hg InChI=1S/Hg/q+2 BQPIGGFYSBELGY-UHFFFAOYSA-N 200.59000 201.96955 [Hg++] CHEBI:13370 CHEBI:25199 CHEBI:25200 CHEBI:49640 CHEBI:5714 KEGG:C00703 PDBeChem:HG UM-BBD_compID:c0096 mercury(2+) mercury(2+) ion mercury(II) cation chebi_ontology Hg(2+) Hg2+ MERCURY (II) ION Mercuric ion mercuric ion mercury(2+) ion mercury(II) mercury(II) cation CHEBI:16793 mercury(2+) mercury(2+) CHEBI:16793 UM-BBD_compID:c0096 UM-BBD mercury(2+) IUPAC mercury(2+) ion IUPAC mercury(II) cation IUPAC Hg(2+) IUPAC Hg(2+) UniProt Hg2+ KEGG_COMPOUND MERCURY (II) ION PDBeChem Mercuric ion KEGG_COMPOUND mercuric ion ChEBI mercury(2+) ion ChEBI mercury(II) ChEBI mercury(II) cation ChEBI A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4. 0 C5H11NO2S InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) FFEARJCKVFRZRR-UHFFFAOYSA-N 149.21238 149.05105 CSCCC(N)C(O)=O CHEBI:14590 CHEBI:25229 CHEBI:6829 Beilstein:636185 CAS:59-51-8 Gmelin:3117 KEGG:C01733 KEGG:D04983 PMID:16702333 PMID:22264337 PMID:2543976 Reaxys:636185 UM-BBD_compID:c0094 Wikipedia:Methionine Methionine methionine chebi_ontology 2-Amino-4-(methylthio)butyric acid 2-amino-4-(methylsulfanyl)butanoic acid 2-amino-4-(methylthio)butanoic acid DL-Methionine Hmet M Met Methionin Racemethionine alpha-amino-gamma-methylmercaptobutyric acid metionina CHEBI:16811 methionine methionine CHEBI:16811 Beilstein:636185 Beilstein CAS:59-51-8 ChemIDplus CAS:59-51-8 KEGG COMPOUND CAS:59-51-8 NIST Chemistry WebBook Gmelin:3117 Gmelin PMID:16702333 Europe PMC PMID:22264337 Europe PMC PMID:2543976 Europe PMC Reaxys:636185 Reaxys UM-BBD_compID:c0094 UM-BBD Methionine KEGG_COMPOUND methionine ChEBI methionine IUPAC 2-Amino-4-(methylthio)butyric acid KEGG_COMPOUND 2-amino-4-(methylsulfanyl)butanoic acid IUPAC 2-amino-4-(methylthio)butanoic acid JCBN DL-Methionine KEGG_DRUG Hmet IUPAC M ChEBI Met ChEBI Methionin ChEBI Racemethionine KEGG_DRUG alpha-amino-gamma-methylmercaptobutyric acid NIST_Chemistry_WebBook metionina ChEBI A hydroxyisoflavanone that is isoflavanone with hydroxy substituents at positions 5, 7, 2' and 4' and a prenyl group at position 8. 0 C20H20O6 InChI=1S/C20H20O6/c1-10(2)3-5-13-16(23)8-17(24)18-19(25)14(9-26-20(13)18)12-6-4-11(21)7-15(12)22/h3-4,6-8,14,21-24H,5,9H2,1-2H3 MERHMOCEIBOOMA-UHFFFAOYSA-N 356.36920 356.12599 CC(C)=CCc1c(O)cc(O)c2C(=O)C(COc12)c1ccc(O)cc1O CHEBI:14493 CHEBI:24984 CHEBI:6135 AGR:IND23253127 AGR:IND44293716 CAS:40105-60-0 HMDB:HMDB0034213 KEGG:C01590 KNApSAcK:C00002541 LIPID_MAPS_instance:LMPK12050479 MetaCyc:KIEVITONE-CPD PMID:16665944 PMID:21133423 PMID:7794275 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one Kievitone kievitone chebi_ontology CHEBI:16832 kievitone kievitone CHEBI:16832 AGR:IND23253127 Europe PMC AGR:IND44293716 Europe PMC CAS:40105-60-0 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050479 LIPID MAPS PMID:16665944 Europe PMC PMID:21133423 Europe PMC PMID:7794275 Europe PMC 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one IUPAC Kievitone KEGG_COMPOUND kievitone UniProt A tripeptide compound consisting of glutamic acid attached via its side chain to the N-terminus of cysteinylglycine. 0 C10H17N3O6S InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 RWSXRVCMGQZWBV-WDSKDSINSA-N 307.320 307.08381 N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)O)C(=O)O CHEBI:12402 CHEBI:14327 CHEBI:24334 CHEBI:42873 CHEBI:43049 CHEBI:5437 CAS:70-18-8 Chemspider:111188 DrugBank:DB00143 Drug_Central:1312 FooDB:FDB001498 HMDB:HMDB0000125 KEGG:C00051 KEGG:D00014 KNApSAcK:C00001518 MetaCyc:GLUTATHIONE PDBeChem:GSH PMID:10577998 PMID:1362956 PMID:14988435 PMID:16112416 PMID:16316931 PMID:16391576 PMID:16404476 PMID:16621738 PMID:16650398 PMID:16780237 PMID:16877380 PMID:17439666 PMID:19580823 PMID:4200890 PMID:4745654 PMID:8207209 Reaxys:1729812 Wikipedia:Glutathione Glutathione L-gamma-glutamyl-L-cysteinylglycine chebi_ontology 5-L-Glutamyl-L-cysteinylglycine GSH Glutathione-SH N-(N-gamma-L-Glutamyl-L-cysteinyl)glycine Reduced glutathione gamma-L-Glutamyl-L-cysteinyl-glycine CHEBI:16856 glutathione glutathione CHEBI:16856 CAS:70-18-8 ChemIDplus CAS:70-18-8 KEGG COMPOUND Drug_Central:1312 DrugCentral PMID:10577998 Europe PMC PMID:1362956 Europe PMC PMID:14988435 Europe PMC PMID:16112416 Europe PMC PMID:16316931 Europe PMC PMID:16391576 Europe PMC PMID:16404476 Europe PMC PMID:16621738 Europe PMC PMID:16650398 Europe PMC PMID:16780237 Europe PMC PMID:16877380 Europe PMC PMID:17439666 Europe PMC PMID:19580823 Europe PMC PMID:4200890 Europe PMC PMID:4745654 Europe PMC PMID:8207209 Europe PMC Reaxys:1729812 Reaxys Glutathione KEGG_COMPOUND L-gamma-glutamyl-L-cysteinylglycine IUPAC 5-L-Glutamyl-L-cysteinylglycine KEGG_COMPOUND GSH KEGG_COMPOUND Glutathione-SH HMDB N-(N-gamma-L-Glutamyl-L-cysteinyl)glycine KEGG_COMPOUND Reduced glutathione KEGG_COMPOUND gamma-L-Glutamyl-L-cysteinyl-glycine KEGG_COMPOUND A monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. It is obtained from the bark of the white willow and wintergreen leaves. 0 C7H6O3 InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10) YGSDEFSMJLZEOE-UHFFFAOYSA-N 138.12070 138.03169 OC(=O)c1ccccc1O CHEBI:26597 CHEBI:45521 CHEBI:9006 Beilstein:774890 CAS:69-72-7 DrugBank:DB00936 Drug_Central:2416 Gmelin:3418 HMDB:HMDB0001895 KEGG:C00805 KEGG:D00097 KNApSAcK:C00000206 LINCS:LSM-4763 MetaCyc:CPD-110 PDBeChem:SAL PMID:11016405 PMID:12865403 PMID:1650428 PMID:19400653 PMID:19816125 PMID:22770225 PMID:29079364 PMID:32807953 PMID:3425858 Reaxys:774890 Wikipedia:Salicylic_Acid 2-hydroxybenzoic acid Salicylic acid chebi_ontology 2-HYDROXYBENZOIC ACID 2-carboxyphenol o-Hydroxybenzoic acid o-carboxyphenol o-hydroxybenzoic acid CHEBI:16914 salicylic acid salicylic acid CHEBI:16914 Beilstein:774890 Beilstein CAS:69-72-7 ChemIDplus CAS:69-72-7 KEGG COMPOUND CAS:69-72-7 NIST Chemistry WebBook Drug_Central:2416 DrugCentral Gmelin:3418 Gmelin PMID:11016405 Europe PMC PMID:12865403 Europe PMC PMID:1650428 Europe PMC PMID:19400653 Europe PMC PMID:19816125 Europe PMC PMID:22770225 Europe PMC PMID:29079364 Europe PMC PMID:32807953 Europe PMC PMID:3425858 Europe PMC Reaxys:774890 Reaxys 2-hydroxybenzoic acid IUPAC Salicylic acid KEGG_COMPOUND 2-HYDROXYBENZOIC ACID PDBeChem 2-carboxyphenol NIST_Chemistry_WebBook o-Hydroxybenzoic acid KEGG_COMPOUND o-carboxyphenol NIST_Chemistry_WebBook o-hydroxybenzoic acid NIST_Chemistry_WebBook A phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3beta-hydroxy group. 0 C28H44O InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1 DNVPQKQSNYMLRS-APGDWVJJSA-N 396.64836 396.33922 [H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C CHEBI:14214 CHEBI:23942 CHEBI:42264 CHEBI:4825 Beilstein:2338604 CAS:57-87-4 DrugBank:DB04038 KEGG:C01694 KNApSAcK:C00003652 KNApSAcK:C00023755 LIPID_MAPS_instance:LMST01030093 PDBeChem:ERG Reaxys:2338604 (22E)-ergosta-5,7,22-trien-3beta-ol ERGOSTEROL Ergosterol ergosterol chebi_ontology (22E,24S)-24-methylcholesta-5,7,22-trien-3beta-ol Provitamin D2 CHEBI:16933 ergosterol ergosterol CHEBI:16933 Beilstein:2338604 Beilstein CAS:57-87-4 ChemIDplus CAS:57-87-4 KEGG COMPOUND CAS:57-87-4 NIST Chemistry WebBook LIPID_MAPS_instance:LMST01030093 LIPID MAPS Reaxys:2338604 Reaxys (22E)-ergosta-5,7,22-trien-3beta-ol IUPAC ERGOSTEROL PDBeChem Ergosterol KEGG_COMPOUND ergosterol UniProt (22E,24S)-24-methylcholesta-5,7,22-trien-3beta-ol JCBN Provitamin D2 KEGG_COMPOUND An apigenin flavone glycoside, which is found in the passion flower, bamboo leaves and pearl millet 0 C21H20O10 InChI=1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2/t14-,17-,18+,19-,21+/m1/s1 SGEWCQFRYRRZDC-VPRICQMDSA-N 432.37750 432.10565 OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)cc(O)c2c1oc(cc2=O)-c1ccc(O)cc1 CHEBI:10012 CHEBI:15315 CHEBI:27308 CAS:3681-93-4 KEGG:C01460 KNApSAcK:C00001110 LIPID_MAPS_instance:LMPK12110194 MetaCyc:VITEXIN PMID:21809948 PMID:22408451 PMID:22683902 PMID:22941432 PMID:23099258 Reaxys:67796 Wikipedia:Vitexin (1S)-1,5-anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-D-glucitol Vitexin chebi_ontology Apigenin 8-C-glucoside apigenin 8-C-glucoside CHEBI:16954 vitexin vitexin CHEBI:16954 CAS:3681-93-4 ChemIDplus CAS:3681-93-4 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110194 LIPID MAPS PMID:21809948 Europe PMC PMID:22408451 Europe PMC PMID:22683902 Europe PMC PMID:22941432 Europe PMC PMID:23099258 Europe PMC Reaxys:67796 Reaxys (1S)-1,5-anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-D-glucitol IUPAC Vitexin KEGG_COMPOUND Apigenin 8-C-glucoside KEGG_COMPOUND apigenin 8-C-glucoside IUBMB A polysaccharide composed of two or more different types of monosaccharides, CHEBI:14394 CHEBI:24534 CHEBI:5688 KEGG:C01923 Heteroglycan chebi_ontology Heteropolysaccharide heteroglycans CHEBI:16966 heteroglycan heteroglycan CHEBI:16966 Heteroglycan KEGG_COMPOUND Heteropolysaccharide KEGG_COMPOUND heteroglycans ChEBI An alpha,omega-dicarboxylic acid that is ethane substituted by carboxyl groups at positions 1 and 2. 0 C2H2O4 InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6) MUBZPKHOEPUJKR-UHFFFAOYSA-N 90.03490 89.99531 OC(=O)C(O)=O CHEBI:25730 CHEBI:44583 CHEBI:7811 Beilstein:385686 CAS:144-62-7 DrugBank:DB03902 Gmelin:2208 HMDB:HMDB0002329 KEGG:C00209 KNApSAcK:C00001198 LIPID_MAPS_instance:LMFA01170031 MetaCyc:OXALATE PDBeChem:OXD PMID:15587083 PMID:22735334 Reaxys:385686 Wikipedia:Oxalic_acid OXALIC ACID Oxalic acid oxalic acid chebi_ontology Ethandisaeure Ethanedioic acid H2ox HOOCCOOH Oxalsaeure ethane-1,2-dioic acid CHEBI:16995 oxalic acid oxalic acid CHEBI:16995 Beilstein:385686 Beilstein CAS:144-62-7 ChemIDplus CAS:144-62-7 KEGG COMPOUND CAS:144-62-7 NIST Chemistry WebBook Gmelin:2208 Gmelin LIPID_MAPS_instance:LMFA01170031 LIPID MAPS PMID:15587083 Europe PMC PMID:22735334 Europe PMC Reaxys:385686 Reaxys OXALIC ACID PDBeChem Oxalic acid KEGG_COMPOUND oxalic acid IUPAC Ethandisaeure ChEBI Ethanedioic acid KEGG_COMPOUND H2ox IUPAC HOOCCOOH NIST_Chemistry_WebBook Oxalsaeure ChEBI ethane-1,2-dioic acid NIST_Chemistry_WebBook CHEBI:16997 D-Ribitol in which the hydroxy group at position 5 is substituted by a 7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl moiety. It is a nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables, but the richest natural source is yeast. The free form occurs only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as flavin mononucleotide and flavin-adenine dinucleotide. 0 C17H20N4O6 InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1 AUNGANRZJHBGPY-SCRDCRAPSA-N 376.369 376.13828 CC1=C(C)C=C2N(C[C@H](O)[C@H](O)[C@H](O)CO)C3=NC(=O)NC(=O)C3=NC2=C1 CHEBI:15044 CHEBI:27299 CHEBI:45214 CHEBI:529204 CHEBI:8843 Beilstein:97831 CAS:83-88-5 Chemspider:431981 DrugBank:DB00140 Drug_Central:2834 FooDB:FDB012160 HMDB:HMDB0000244 KEGG:C00255 KEGG:D00050 KNApSAcK:C00001552 LINCS:LSM-4084 MetaCyc:RIBOFLAVIN PDBeChem:RBF PMID:10566553 PMID:11399071 PMID:11606856 PMID:12083520 PMID:12354259 PMID:12927541 PMID:14963913 PMID:16273338 PMID:16460756 PMID:16658098 PMID:182198 PMID:18832377 PMID:19169240 PMID:19212411 PMID:19854891 PMID:22770225 PMID:2369885 PMID:23818044 PMID:24643482 PMID:24816110 PMID:25108762 PMID:25468971 PMID:25887755 PMID:2631092 PMID:29937405 PMID:3142982 PMID:33154451 PMID:33304888 PMID:33886098 PMID:33892358 PMID:34156642 PMID:3592624 PMID:3878498 PMID:4019261 PMID:6475825 PMID:6546833 PMID:6650303 PMID:7101408 PMID:7883462 PMID:8487103 PMID:8604671 PMID:8678471 PMID:8976642 PMID:9184778 PMID:9808225 PMID:9874201 Patent:US2807611 Patent:US2876169 Reaxys:97831 Wikipedia:Riboflavin 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol chebi_ontology 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol 5-deoxy-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol 6,7-dimethyl-9-D-ribitylisoalloxazine 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)isoalloxazine 7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4(3H,10H)-dione 7,8-dimethyl-10-ribitylisoalloxazine Aqua-Flave Beflavin Beflavine Bisulase Dermadram E101 Fiboflavin Flavaxin Flavin Bb Flaxain Hyflavin Vitamin B2 lactoflavin riboflavin riboflavin (vit B2) riboflavina riboflavine riboflavinum vitamin B2 vitamin G vitasan B2 CHEBI:17015 riboflavin riboflavin CHEBI:17015 Beilstein:97831 Beilstein CAS:83-88-5 ChemIDplus CAS:83-88-5 KEGG COMPOUND CAS:83-88-5 NIST Chemistry WebBook Drug_Central:2834 DrugCentral PMID:10566553 Europe PMC PMID:11399071 Europe PMC PMID:11606856 Europe PMC PMID:12083520 Europe PMC PMID:12354259 Europe PMC PMID:12927541 Europe PMC PMID:14963913 Europe PMC PMID:16273338 Europe PMC PMID:16460756 Europe PMC PMID:16658098 Europe PMC PMID:182198 Europe PMC PMID:18832377 Europe PMC PMID:19169240 Europe PMC PMID:19212411 Europe PMC PMID:19854891 Europe PMC PMID:22770225 Europe PMC PMID:2369885 Europe PMC PMID:23818044 Europe PMC PMID:24643482 Europe PMC PMID:24816110 Europe PMC PMID:25108762 Europe PMC PMID:25468971 Europe PMC PMID:25887755 Europe PMC PMID:2631092 Europe PMC PMID:29937405 Europe PMC PMID:3142982 Europe PMC PMID:33154451 Europe PMC PMID:33304888 Europe PMC PMID:33886098 Europe PMC PMID:33892358 Europe PMC PMID:34156642 Europe PMC PMID:3592624 Europe PMC PMID:3878498 Europe PMC PMID:4019261 Europe PMC PMID:6475825 Europe PMC PMID:6546833 Europe PMC PMID:6650303 Europe PMC PMID:7101408 Europe PMC PMID:7883462 Europe PMC PMID:8487103 Europe PMC PMID:8604671 Europe PMC PMID:8678471 Europe PMC PMID:8976642 Europe PMC PMID:9184778 Europe PMC PMID:9808225 Europe PMC PMID:9874201 Europe PMC Reaxys:97831 Reaxys 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol IUPAC 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol NIST_Chemistry_WebBook 5-deoxy-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol ChEBI 6,7-dimethyl-9-D-ribitylisoalloxazine ChemIDplus 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione ChEBI 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)isoalloxazine ChemIDplus 7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4(3H,10H)-dione IUPAC 7,8-dimethyl-10-ribitylisoalloxazine KEGG_COMPOUND Aqua-Flave ChemIDplus Beflavin ChemIDplus Beflavine ChemIDplus Bisulase KEGG_DRUG Dermadram ChemIDplus E101 ChEBI Fiboflavin ChemIDplus Flavaxin ChemIDplus Flavin Bb ChemIDplus Flaxain ChemIDplus Hyflavin ChemIDplus Vitamin B2 KEGG_COMPOUND lactoflavin KEGG_COMPOUND riboflavin WHO_MedNet riboflavin (vit B2) DrugCentral riboflavina WHO_MedNet riboflavine WHO_MedNet riboflavinum WHO_MedNet vitamin B2 ChEBI vitamin G DrugBank vitasan B2 ChemIDplus A heteroglycan consisting of beta-(1->4)-linked D-glucose (G) and D-mannose (M) in a proportion of 5:8. The basic polymeric repeating unit has the pattern: GGMMGMMMMMGGM, with branching through beta-(1->3)- and beta-(1->6)-glucosyl linkages. Acetate groups are present on C-6 every 9-19 units of the main chain. CHEBI:11105 CHEBI:11106 CHEBI:18834 CHEBI:24263 CHEBI:283 CHEBI:5410 CAS:76081-94-2 KEGG:C01810 KEGG:C02101 KEGG:G11598 PMID:12356785 PMID:12569112 PMID:14983741 PMID:19108925 PMID:2840365 PMID:6096282 PMID:7872224 PMID:8365697 PMID:9742462 Reaxys:11315759 Reaxys:8188346 Glucomannan chebi_ontology (Glucomannan)n (Glucomannan)n+1 Glucomannoglycan CHEBI:17020 glucomannan glucomannan CHEBI:17020 CAS:76081-94-2 ChemIDplus PMID:12356785 Europe PMC PMID:12569112 Europe PMC PMID:14983741 Europe PMC PMID:19108925 Europe PMC PMID:2840365 Europe PMC PMID:6096282 Europe PMC PMID:7872224 Europe PMC PMID:8365697 Europe PMC PMID:9742462 Europe PMC Reaxys:11315759 Reaxys Reaxys:8188346 Reaxys Glucomannan KEGG_COMPOUND (Glucomannan)n KEGG_COMPOUND (Glucomannan)n+1 KEGG_COMPOUND Glucomannoglycan KEGG_COMPOUND An aminoglycan consisting of beta-(1->4)-linked N-acetyl-D-glucosamine residues. 0 H2O(C8H13NO5)n CHEBI:13962 CHEBI:23099 CHEBI:3596 CAS:1398-61-4 KEGG:C00461 KEGG:G10483 (1->4)-2-acetamido-2-deoxy-beta-D-glucan Chitin chitin chebi_ontology [1,4-(N-Acetyl-beta-D-glucosaminyl)]n [4)-beta-D-GlcpNAc(1->]n beta-1,4-Poly-N-acetyl-D-glucosamine CHEBI:17029 chitin chitin CHEBI:17029 CAS:1398-61-4 KEGG COMPOUND (1->4)-2-acetamido-2-deoxy-beta-D-glucan IUPAC Chitin KEGG_COMPOUND chitin IUPAC chitin UniProt [1,4-(N-Acetyl-beta-D-glucosaminyl)]n KEGG_COMPOUND [4)-beta-D-GlcpNAc(1->]n IUPAC beta-1,4-Poly-N-acetyl-D-glucosamine KEGG_COMPOUND A member of the class of hydroxybiphenyls that is biphenyl substituted by a hydroxy group at position 2. It is generally used as a post-harvest fungicide for citrus fruits. 0 C12H10O InChI=1S/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H LLEMOWNGBBNAJR-UHFFFAOYSA-N 170.20720 170.07316 Oc1ccccc1-c1ccccc1 CHEBI:1146 CHEBI:11591 CHEBI:19629 CAS:90-43-7 Drug_Central:4768 HMDB:HMDB0032582 KEGG:C02499 KEGG:D08367 PMID:14753781 PMID:23156781 PMID:23665931 PMID:24525378 PPDB:1340 Reaxys:606907 UM-BBD_compID:c0269 Wikipedia:Biphenyl-2-ol [1,1'-biphenyl]-2-ol biphenyl-2-ol chebi_ontology 2-Biphenylol 2-Hydroxybiphenyl 2-Phenylphenol Orthophenyl phenol o-diphenylol o-hydroxybiphenyl o-hydroxydiphenyl o-phenylphenol CHEBI:17043 biphenyl-2-ol biphenyl-2-ol CHEBI:17043 CAS:90-43-7 ChemIDplus CAS:90-43-7 KEGG COMPOUND CAS:90-43-7 NIST Chemistry WebBook Drug_Central:4768 DrugCentral PMID:14753781 Europe PMC PMID:23156781 Europe PMC PMID:23665931 Europe PMC PMID:24525378 Europe PMC Reaxys:606907 Reaxys UM-BBD_compID:c0269 UM-BBD [1,1'-biphenyl]-2-ol IUPAC biphenyl-2-ol UniProt 2-Biphenylol KEGG_COMPOUND 2-Hydroxybiphenyl KEGG_COMPOUND 2-Phenylphenol KEGG_COMPOUND Orthophenyl phenol KEGG_COMPOUND o-diphenylol ChemIDplus o-hydroxybiphenyl ChemIDplus o-hydroxydiphenyl NIST_Chemistry_WebBook o-phenylphenol ChemIDplus -1 F InChI=1S/FH/h1H/p-1 KRHYYFGTRYWZRS-UHFFFAOYSA-M 18.99840 18.99895 [F-] CHEBI:14271 CHEBI:49593 CHEBI:5113 CAS:16984-48-8 Gmelin:14905 KEGG:C00742 PDBeChem:F Fluoride fluoride fluoride(1-) chebi_ontology F(-) F- FLUORIDE ION Fluoride ion Fluorine anion CHEBI:17051 fluoride fluoride CHEBI:17051 CAS:16984-48-8 ChemIDplus CAS:16984-48-8 NIST Chemistry WebBook Gmelin:14905 Gmelin Fluoride KEGG_COMPOUND fluoride IUPAC fluoride UniProt fluoride(1-) IUPAC F(-) IUPAC F- KEGG_COMPOUND FLUORIDE ION PDBeChem Fluoride ion KEGG_COMPOUND Fluorine anion NIST_Chemistry_WebBook The meso-diastereomer of butane-1,2,3,4-tetrol. 0 C4H10O4 InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+ UNXHWFMMPAWVPI-ZXZARUISSA-N 122.11980 122.05791 OC[C@H](O)[C@H](O)CO CHEBI:14215 CHEBI:23946 CHEBI:372804 CHEBI:44263 CHEBI:4840 Beilstein:1719753 CAS:149-32-6 DrugBank:DB04481 Gmelin:82499 HMDB:HMDB0002994 KEGG:C00503 KNApSAcK:C00001161 MetaCyc:ERYTHRITOL PDBeChem:MRY PMCID:PMC9193570 PMID:12639570 PMID:163226 PMID:16901854 PMID:17336832 PMID:17979222 PMID:18369603 PMID:19632091 PMID:19804861 PMID:22770225 PMID:23421980 PMID:23574577 PMID:23890177 PMID:24643482 PMID:25108762 PMID:35289142 PMID:35364613 PMID:35575772 PMID:36276829 PMID:36354105 PMID:36478868 PMID:36547619 PMID:36615861 PMID:36849732 PMID:9862657 Reaxys:1735878 Wikipedia:Erythritol Erythritol erythritol meso-erythritol chebi_ontology (2R,3S)-butane-1,2,3,4-tetrol Erythrit Erythrite Erythrol L-erythritol MESO-ERYTHRITOL Phycite Phycitol erythro-tetritol mesoerythritol CHEBI:17113 erythritol erythritol CHEBI:17113 Beilstein:1719753 Beilstein CAS:149-32-6 ChemIDplus CAS:149-32-6 KEGG COMPOUND CAS:149-32-6 NIST Chemistry WebBook Gmelin:82499 Gmelin PMCID:PMC9193570 Europe PMC PMID:12639570 ChEMBL PMID:163226 Europe PMC PMID:16901854 Europe PMC PMID:17336832 Europe PMC PMID:17979222 Europe PMC PMID:18369603 Europe PMC PMID:19632091 Europe PMC PMID:19804861 Europe PMC PMID:22770225 Europe PMC PMID:23421980 Europe PMC PMID:23574577 Europe PMC PMID:23890177 Europe PMC PMID:24643482 Europe PMC PMID:25108762 Europe PMC PMID:35289142 Europe PMC PMID:35364613 Europe PMC PMID:35575772 Europe PMC PMID:36276829 Europe PMC PMID:36354105 Europe PMC PMID:36478868 Europe PMC PMID:36547619 Europe PMC PMID:36615861 Europe PMC PMID:36849732 Europe PMC PMID:9862657 Europe PMC Reaxys:1735878 Reaxys Erythritol KEGG_COMPOUND erythritol UniProt meso-erythritol IUPAC (2R,3S)-butane-1,2,3,4-tetrol IUPAC Erythrit NIST_Chemistry_WebBook Erythrite KEGG_COMPOUND Erythrol KEGG_COMPOUND L-erythritol ChEBI MESO-ERYTHRITOL PDBeChem Phycite KEGG_COMPOUND Phycitol KEGG_COMPOUND erythro-tetritol IUPAC mesoerythritol ChemIDplus A pentitol (five-carbon sugar alcohol) having meso-configuration, being derived from xylose by reduction of the carbonyl group. 0 C5H12O5 InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+ HEBKCHPVOIAQTA-SCDXWVJYSA-N 152.14580 152.06847 OC[C@H](O)[C@@H](O)[C@H](O)CO CHEBI:10078 CHEBI:15328 CHEBI:253147 CHEBI:27339 CHEBI:46522 CHEBI:60939 Beilstein:1720523 CAS:87-99-0 DrugBank:DB01904 Drug_Central:4604 Gmelin:82893 HMDB:HMDB0002917 KEGG:C00379 KEGG:D00061 MetaCyc:XYLITOL PDBeChem:XYL PMID:11154411 PMID:11163479 PMID:12061879 PMID:15377394 PMID:16708791 PMID:16901854 PMID:17216457 PMID:17216458 PMID:17336832 PMID:17979222 PMID:18316079 PMID:20030329 PMID:22735334 PMID:22791282 PMID:23247825 PMID:23287496 PMID:23338824 PMID:23589387 PMID:23597921 PMID:23615861 PMID:23796483 PMID:23916161 PMID:23957303 PMID:24012734 PMID:24643482 PMID:25108762 Reaxys:1720523 Wikipedia:Xylitol (2R,3r,4S)-pentane-1,2,3,4,5-pentol Xylitol meso-xylitol xylitol chebi_ontology (2R,3R,4S)-Pentane-1,2,3,4,5-pentaol D-XYLITOL L-xylitol Xylit xylite CHEBI:17151 xylitol xylitol CHEBI:17151 Beilstein:1720523 ChemIDplus CAS:87-99-0 ChemIDplus CAS:87-99-0 KEGG COMPOUND CAS:87-99-0 NIST Chemistry WebBook Drug_Central:4604 DrugCentral Gmelin:82893 Gmelin PMID:11154411 Europe PMC PMID:11163479 Europe PMC PMID:12061879 ChEMBL PMID:15377394 Europe PMC PMID:16708791 Europe PMC PMID:16901854 Europe PMC PMID:17216457 Europe PMC PMID:17216458 Europe PMC PMID:17336832 Europe PMC PMID:17979222 Europe PMC PMID:18316079 Europe PMC PMID:20030329 Europe PMC PMID:22735334 Europe PMC PMID:22791282 Europe PMC PMID:23247825 Europe PMC PMID:23287496 Europe PMC PMID:23338824 Europe PMC PMID:23589387 Europe PMC PMID:23597921 Europe PMC PMID:23615861 Europe PMC PMID:23796483 Europe PMC PMID:23916161 Europe PMC PMID:23957303 Europe PMC PMID:24012734 Europe PMC PMID:24643482 Europe PMC PMID:25108762 Europe PMC Reaxys:1720523 Reaxys (2R,3r,4S)-pentane-1,2,3,4,5-pentol IUPAC Xylitol KEGG_COMPOUND meso-xylitol IUPAC xylitol UniProt (2R,3R,4S)-Pentane-1,2,3,4,5-pentaol ChEMBL D-XYLITOL PDBeChem L-xylitol ChEBI Xylit ChEBI xylite NIST_Chemistry_WebBook A tetrasaccharide consisting of sucrose having an alpha-D-galactosyl-(1->6)-alpha-D-galactosyl moiety attached at the 6-position of the glucose. 0 C24H42O21 InChI=1S/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8-,9-,10+,11+,12-,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1 UQZIYBXSHAGNOE-XNSRJBNMSA-N 666.57770 666.22186 OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@H]3O[C@H](O[C@]4(CO)O[C@H](CO)[C@@H](O)[C@@H]4O)[C@H](O)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:15105 CHEBI:26749 CHEBI:9248 CAS:10094-58-3 CAS:470-55-3 HMDB:HMDB0003553 KEGG:C01613 KEGG:G00278 KNApSAcK:C00001150 PMID:10334866 PMID:10652123 PMID:11789231 PMID:1255266 PMID:12801075 PMID:16656948 PMID:16658766 PMID:16666190 PMID:16668659 PMID:18970754 PMID:21421343 PMID:7524207 PMID:8479952 PMID:8528153 PMID:9629861 Reaxys:1445746 Reaxys:1696669 Reaxys:74246 Wikipedia:Stachyose Stachyose beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside stachyose chebi_ontology O-alpha-D-galactopyranosyl-(1->6)o-alpha-D-galactopyranosyl-(1->6)O-alpha-D-galactopyranosyl-beta-D-fructofuranoside alpha-D-Galp-(1->6)-alpha-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf CHEBI:17164 stachyose stachyose CHEBI:17164 CAS:10094-58-3 KEGG COMPOUND CAS:470-55-3 ChemIDplus CAS:470-55-3 KEGG COMPOUND PMID:10334866 Europe PMC PMID:10652123 Europe PMC PMID:11789231 Europe PMC PMID:1255266 Europe PMC PMID:12801075 Europe PMC PMID:16656948 Europe PMC PMID:16658766 Europe PMC PMID:16666190 Europe PMC PMID:16668659 Europe PMC PMID:18970754 Europe PMC PMID:21421343 Europe PMC PMID:7524207 Europe PMC PMID:8479952 Europe PMC PMID:8528153 Europe PMC PMID:9629861 Europe PMC Reaxys:1445746 Reaxys Reaxys:1696669 Reaxys Reaxys:74246 Reaxys Stachyose KEGG_COMPOUND beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside IUPAC stachyose UniProt O-alpha-D-galactopyranosyl-(1->6)o-alpha-D-galactopyranosyl-(1->6)O-alpha-D-galactopyranosyl-beta-D-fructofuranoside ChEBI alpha-D-Galp-(1->6)-alpha-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf JCBN CHEBI:17189 CHEBI:17219 The 1-carboxy-2-(2,4-dihydroxyphenyl)ethyl ester of trans-caffeic acid. 0 C18H16O8 InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+ DOUMFZQKYFQNTF-ZZXKWVIFSA-N 360.31480 360.08452 OC(=O)C(Cc1ccc(O)c(O)c1)OC(=O)\C=C\c1ccc(O)c(O)c1 CHEBI:15055 CHEBI:26582 CHEBI:8894 CHEBI:8895 CAS:537-15-5 PMID:12482446 PMID:20071057 PMID:21364781 PMID:21838541 PMID:22236574 PMID:22439433 PMID:23016274 PMID:23116643 PMID:23122135 PMID:23381830 PMID:23414442 PMID:23548128 PMID:24085626 PMID:24097334 PMID:24262570 3-(3,4-dihydroxyphenyl)-2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid chebi_ontology R-(+)-2-(3,4-Dihydroxycinnamoyloxy)-3-(3,4-dihydroxyphenyl)propionic acid alpha-(((3,4-Dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy- benzenepropanoic acid CHEBI:17226 rosmarinic acid CHEBI:17226 CAS:537-15-5 ChemIDplus PMID:12482446 Europe PMC PMID:20071057 Europe PMC PMID:21364781 Europe PMC PMID:21838541 Europe PMC PMID:22236574 Europe PMC PMID:22439433 Europe PMC PMID:23016274 Europe PMC PMID:23116643 Europe PMC PMID:23122135 Europe PMC PMID:23381830 Europe PMC PMID:23414442 Europe PMC PMID:23548128 Europe PMC PMID:24085626 Europe PMC PMID:24097334 Europe PMC PMID:24262570 Europe PMC 3-(3,4-dihydroxyphenyl)-2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid IUPAC R-(+)-2-(3,4-Dihydroxycinnamoyloxy)-3-(3,4-dihydroxyphenyl)propionic acid ChemIDplus alpha-(((3,4-Dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy- benzenepropanoic acid ChemIDplus An aldohexose used as a source of energy and metabolic intermediate. 0 C6H12O6 180.15588 180.06339 CHEBI:14313 CHEBI:24277 CHEBI:33929 CHEBI:5418 CAS:50-99-7 KEGG:C00293 Wikipedia:Glucose Glucose gluco-hexose glucose chebi_ontology DL-glucose Glc Glukose CHEBI:17234 glucose glucose CHEBI:17234 CAS:50-99-7 KEGG COMPOUND Glucose KEGG_COMPOUND gluco-hexose IUPAC glucose IUPAC DL-glucose ChEBI Glc JCBN Glukose ChEBI A methylcatechol having a single methyl substituent at the 4-position. It has been isolated from Picea abies. 0 C7H8O2 InChI=1S/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3 ZBCATMYQYDCTIZ-UHFFFAOYSA-N 124.13720 124.05243 Cc1ccc(O)c(O)c1 CHEBI:12025 CHEBI:1897 CHEBI:20442 CHEBI:43962 CAS:452-86-8 DrugBank:DB04120 HMDB:HMDB0000873 KEGG:C06730 KNApSAcK:C00002660 PDBeChem:MCT PMID:18499097 Reaxys:636512 UM-BBD_compID:c0126 Wikipedia:4-Methylcatechol 4-Methylcatechol 4-methylbenzene-1,2-diol 4-methylcatechol chebi_ontology 1,2-Dihydroxy-4-methylbenzene 1,2-dihydroxy-4-methylbenzene 2-Hydroxy-4-methylphenol 3,4-Dihydroxytoluene 3,4-dihydroxytoluene 4-Methyl-1,2-benzenediol 4-Methyl-1,2-dihydroxybenzene 4-Methylpyrocatechol 4-methyl-1,2-benzenediol Homocatechol Homopyrocatechol Toluene-3,4-diol p-Methylcatechol p-Methylpyrocatechol CHEBI:17254 4-methylcatechol CHEBI:17254 CAS:452-86-8 ChemIDplus CAS:452-86-8 KEGG COMPOUND CAS:452-86-8 NIST Chemistry WebBook PMID:18499097 Europe PMC Reaxys:636512 Reaxys UM-BBD_compID:c0126 UM-BBD 4-Methylcatechol KEGG_COMPOUND 4-methylbenzene-1,2-diol IUPAC 4-methylcatechol UniProt 1,2-Dihydroxy-4-methylbenzene KEGG_COMPOUND 1,2-dihydroxy-4-methylbenzene ChEBI 2-Hydroxy-4-methylphenol NIST_Chemistry_WebBook 3,4-Dihydroxytoluene KEGG_COMPOUND 3,4-dihydroxytoluene ChEBI 4-Methyl-1,2-benzenediol KEGG_COMPOUND 4-Methyl-1,2-dihydroxybenzene ChemIDplus 4-Methylpyrocatechol ChemIDplus 4-methyl-1,2-benzenediol ChEBI Homocatechol ChemIDplus Homopyrocatechol NIST_Chemistry_WebBook Toluene-3,4-diol ChemIDplus p-Methylcatechol ChemIDplus p-Methylpyrocatechol ChemIDplus An inositol having myo- configuration. 0 C6H12O6 InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6- CDAISMWEOUEBRE-GPIVLXJGSA-N 180.15588 180.06339 O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CHEBI:10601 CHEBI:12826 CHEBI:12831 CHEBI:25451 CHEBI:43559 Beilstein:1907329 CAS:87-89-8 DrugBank:DB03106 Drug_Central:1444 Gmelin:82918 HMDB:HMDB0000211 KEGG:C00137 KEGG:D08079 KNApSAcK:C00001164 MetaCyc:MYO-INOSITOL PDBeChem:INS PMID:11034685 PMID:11244303 PMID:11323092 PMID:11772411 PMID:12478879 PMID:12832083 PMID:14583919 PMID:14681857 PMID:15181167 PMID:15295080 PMID:15558078 PMID:16410747 PMID:1694860 PMID:17439666 PMID:17722064 PMID:18650262 PMID:18854045 PMID:19097871 PMID:19383710 PMID:22285975 PMID:22461977 PMID:22517104 PMID:838172 Reaxys:1907329 Wikipedia:Inositol myo-Inositol myo-inositol chebi_ontology (1r,2R,3S,4s,5R,6S)-cyclohexane-1,2,3,4,5,6-hexol 1,2,3,4,5,6-HEXAHYDROXY-CYCLOHEXANE 1,2,3,5/4,6-cyclohexanehexol 1D-myo-Inositol 1L-myo-Inositol Bios I Cyclohexitol D-myo-Inositol Dambose Inositol Ins L-myo-Inositol Meat sugar Myoinositol cis-1,2,3,5-trans-4,6-cyclohexanehexol i-inositol inosite meso-Inositol CHEBI:17268 myo-inositol myo-inositol CHEBI:17268 Beilstein:1907329 Beilstein CAS:87-89-8 ChemIDplus CAS:87-89-8 KEGG COMPOUND CAS:87-89-8 NIST Chemistry WebBook Drug_Central:1444 DrugCentral Gmelin:82918 Gmelin PMID:11034685 Europe PMC PMID:11244303 Europe PMC PMID:11323092 Europe PMC PMID:11772411 Europe PMC PMID:12478879 Europe PMC PMID:12832083 Europe PMC PMID:14583919 Europe PMC PMID:14681857 Europe PMC PMID:15181167 Europe PMC PMID:15295080 Europe PMC PMID:15558078 Europe PMC PMID:16410747 Europe PMC PMID:1694860 Europe PMC PMID:17439666 Europe PMC PMID:17722064 Europe PMC PMID:18650262 Europe PMC PMID:18854045 Europe PMC PMID:19097871 Europe PMC PMID:19383710 Europe PMC PMID:22285975 Europe PMC PMID:22461977 Europe PMC PMID:22517104 Europe PMC PMID:838172 Europe PMC Reaxys:1907329 Reaxys myo-Inositol KEGG_COMPOUND myo-inositol IUPAC myo-inositol UniProt (1r,2R,3S,4s,5R,6S)-cyclohexane-1,2,3,4,5,6-hexol IUPAC 1,2,3,4,5,6-HEXAHYDROXY-CYCLOHEXANE PDBeChem 1,2,3,5/4,6-cyclohexanehexol IUPAC 1D-myo-Inositol KEGG_COMPOUND 1L-myo-Inositol KEGG_COMPOUND Bios I KEGG_COMPOUND Cyclohexitol KEGG_COMPOUND D-myo-Inositol KEGG_COMPOUND Dambose KEGG_COMPOUND Inositol KEGG_COMPOUND Ins ChEBI L-myo-Inositol KEGG_COMPOUND Meat sugar KEGG_COMPOUND Myoinositol HMDB cis-1,2,3,5-trans-4,6-cyclohexanehexol ChemIDplus i-inositol ChEBI inosite ChEBI meso-Inositol KEGG_COMPOUND A member of the class of dihydrochalcones that is dihydrochalcone substituted by hydroxy groups at positions 4, 2', 4' and 6'. 0 C15H14O5 InChI=1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2 VGEREEWJJVICBM-UHFFFAOYSA-N 274.26866 274.08412 Oc1ccc(CCC(=O)c2c(O)cc(O)cc2O)cc1 CHEBI:14787 CHEBI:26014 CHEBI:42649 CHEBI:8111 CAS:60-82-2 DrugBank:DB07810 HMDB:HMDB0003306 KEGG:C00774 KNApSAcK:C00007936 LINCS:LSM-6221 LIPID_MAPS_instance:LMPK12120525 MetaCyc:PHLORETIN PDBeChem:G50 PMID:18767070 PMID:23907072 PMID:24487097 PMID:7126563 Patent:CN102701938 Patent:CN103230408 Reaxys:1887240 Wikipedia:Phloretin 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one Phloretin phloretin chebi_ontology 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone CHEBI:17276 phloretin phloretin CHEBI:17276 CAS:60-82-2 ChemIDplus CAS:60-82-2 KEGG COMPOUND LIPID_MAPS_instance:LMPK12120525 LIPID MAPS PMID:18767070 Europe PMC PMID:23907072 Europe PMC PMID:24487097 Europe PMC PMID:7126563 Europe PMC Reaxys:1887240 Reaxys 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one IUPAC Phloretin KEGG_COMPOUND phloretin UniProt 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone ChEBI A glycosylglucose consisting of two D-glucopyranose units connected by an alpha-(1->4)-linkage. 0 C12H22O11 InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12-/m1/s1 GUBGYTABKSRVRQ-PICCSMPSSA-N 342.29648 342.11621 OC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)OC(O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:14568 CHEBI:25144 CHEBI:6668 Beilstein:1292747 CAS:69-79-4 DrugBank:DB03323 KEGG:C00208 KEGG:D00044 KEGG:G00275 KNApSAcK:C00001140 PMID:16332759 PMID:17723085 PMID:22094343 PMID:22185612 PMID:22246222 PMID:22252265 PMID:22411612 PMID:22424089 PMID:22451670 PMID:22469630 PMID:22529943 PMID:22573161 PMID:22669197 Reaxys:1292747 Wikipedia:Maltose Maltose alpha-D-glucopyranosyl-(1->4)-D-glucopyranose alpha-D-glucopyranosyl-(1->4)-D-glucose chebi_ontology 1-alpha-D-Glucopyranosyl-4-alpha-D-glucopyranose 4-(alpha-D-glucopyranosido)-alpha-glucopyranose 4-(alpha-D-glucosido)-D-glucose 4-O-alpha-D-glucopyranosyl-D-glucopyranose 4-O-alpha-D-glucopyranosyl-D-glucose Cextromaltose D-(+)-maltose D-maltose Malt sugar Malzzucker alpha-D-Glcp-(1->4)-D-Glcp alpha-D-Glucopyranosyl-(1->4)-D-glucopyranose alpha-malt sugar maltobiose CHEBI:17306 maltose maltose CHEBI:17306 Beilstein:1292747 Beilstein CAS:69-79-4 ChemIDplus CAS:69-79-4 KEGG COMPOUND CAS:69-79-4 NIST Chemistry WebBook PMID:16332759 Europe PMC PMID:17723085 Europe PMC PMID:22094343 Europe PMC PMID:22185612 Europe PMC PMID:22246222 Europe PMC PMID:22252265 Europe PMC PMID:22411612 Europe PMC PMID:22424089 Europe PMC PMID:22451670 Europe PMC PMID:22469630 Europe PMC PMID:22529943 Europe PMC PMID:22573161 Europe PMC PMID:22669197 Europe PMC Reaxys:1292747 Reaxys Maltose KEGG_COMPOUND alpha-D-glucopyranosyl-(1->4)-D-glucopyranose IUPAC alpha-D-glucopyranosyl-(1->4)-D-glucose IUPAC 1-alpha-D-Glucopyranosyl-4-alpha-D-glucopyranose KEGG_COMPOUND 4-(alpha-D-glucopyranosido)-alpha-glucopyranose NIST_Chemistry_WebBook 4-(alpha-D-glucosido)-D-glucose NIST_Chemistry_WebBook 4-O-alpha-D-glucopyranosyl-D-glucopyranose IUPAC 4-O-alpha-D-glucopyranosyl-D-glucose NIST_Chemistry_WebBook Cextromaltose NIST_Chemistry_WebBook D-(+)-maltose ChemIDplus D-maltose NIST_Chemistry_WebBook D-maltose UniProt Malt sugar KEGG_COMPOUND Malzzucker ChEBI alpha-D-Glcp-(1->4)-D-Glcp IUPAC alpha-D-Glucopyranosyl-(1->4)-D-glucopyranose KEGG_COMPOUND alpha-malt sugar NIST_Chemistry_WebBook maltobiose NIST_Chemistry_WebBook Any mixture of complex, colloidal, macromolecular plant galacturonans containing a large proportion of D-galactopyranosyluronic acid residues in alpha-(1->4) linkage, the carboxy groups of which may be esterified to varying degrees by methyl groups or be partially or completely converted into salts. The structure shown is that of the parent polygalacturonan. 0 H2O(C6H8O6)n CHEBI:14741 CHEBI:26180 CHEBI:7946 CAS:9000-69-5 HMDB:HMDB0003402 KEGG:C00714 KEGG:D02316 KEGG:G10591 MetaCyc:PECTATE PMID:10093966 PMID:17930085 PMID:24751282 PMID:24798790 PMID:7446458 PMID:7960137 PMID:890983 Reaxys:8539058 Wikipedia:Pectin Pectin chebi_ontology Pektin Pektine Poly(1,4-alpha-D-galacturonide) pectic substance pectina pectinas pectine pectines pectins poly[(1->4)-alpha-D-GalpA] CHEBI:17309 pectin pectin CHEBI:17309 CAS:9000-69-5 ChemIDplus CAS:9000-69-5 KEGG COMPOUND PMID:10093966 Europe PMC PMID:17930085 Europe PMC PMID:24751282 Europe PMC PMID:24798790 Europe PMC PMID:7446458 Europe PMC PMID:7960137 Europe PMC PMID:890983 Europe PMC Reaxys:8539058 Reaxys Pectin KEGG_COMPOUND Pektin ChEBI Pektine ChEBI Poly(1,4-alpha-D-galacturonide) KEGG_COMPOUND pectic substance ChEBI pectina ChEBI pectinas ChEBI pectine ChEBI pectines ChEBI pectins ChEBI poly[(1->4)-alpha-D-GalpA] ChEBI A diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. 0 C20H40O InChI=1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+/t18-,19-/m1/s1 BOTWFXYSPFMFNR-PYDDKJGSSA-N 296.53100 296.30792 CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CO CHEBI:14836 CHEBI:26121 CHEBI:8193 CAS:150-86-7 CAS:7541-49-3 HMDB:HMDB0002019 KEGG:C01389 KNApSAcK:C00003467 LIPID_MAPS_instance:LMPR0104010002 MetaCyc:PHYTOL PMID:17015885 PMID:24333358 PMID:24392173 PMID:24422895 Reaxys:7855349 (2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol Phytol phytol chebi_ontology (2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-ol trans-Phytol CHEBI:17327 phytol CHEBI:17327 CAS:150-86-7 ChemIDplus CAS:150-86-7 KEGG COMPOUND CAS:7541-49-3 KEGG COMPOUND LIPID_MAPS_instance:LMPR0104010002 LIPID MAPS PMID:17015885 Europe PMC PMID:24333358 Europe PMC PMID:24392173 Europe PMC PMID:24422895 Europe PMC Reaxys:7855349 Reaxys (2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol IUPAC Phytol KEGG_COMPOUND phytol UniProt (2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-ol ChEBI trans-Phytol ChemIDplus A retinol in which all four exocyclic double bonds have E- (trans-) geometry. 0 C20H30O InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ FPIPGXGPPPQFEQ-OVSJKPMPSA-N 286.459 286.22967 C\C(=C/CO)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C CHEBI:12783 CHEBI:22349 CHEBI:8816 Beilstein:403040 CAS:11103-57-4 CAS:68-26-8 Chemspider:393012 DrugBank:DB00162 Drug_Central:2831 Gmelin:247497 HMDB:HMDB0000305 KEGG:C00473 KEGG:C17276 KEGG:D00069 KEGG:D06543 KNApSAcK:C00031437 LIPID_MAPS_instance:LMPR01090001 MetaCyc:CPD-13524 PDBeChem:RTL PMID:10637381 PMID:12074187 PMID:12221269 PMID:12229281 PMID:12548314 PMID:12600856 PMID:1414975 PMID:15041701 PMID:15051608 PMID:15531678 PMID:15622799 PMID:15929633 PMID:16469975 PMID:16507353 PMID:16825693 PMID:17790232 PMID:19264891 PMID:20697621 PMID:2217163 PMID:22444309 PMID:2295828 PMID:25478840 PMID:30510477 PMID:31484771 PMID:7971717 PMID:8464067 PMID:8496140 PMID:9155646 PMID:9736606 Wikipedia:Retinol all-trans-Retinol all-trans-retinol chebi_ontology (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol (all-E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol Alphalin Aquasol A Chocola A Vitamin A1 all-trans retinol all-trans-retinyl alcohol all-trans-vitamin A all-trans-vitamin A alcohol retinol retinol (vit A) retinolum trans-retinol vitamin A vitamin A alcohol vitamin A1 vitamin A1 alcohol CHEBI:17336 all-trans-retinol all-trans-retinol CHEBI:17336 Beilstein:403040 Beilstein CAS:11103-57-4 ChemIDplus CAS:68-26-8 ChemIDplus CAS:68-26-8 KEGG COMPOUND CAS:68-26-8 NIST Chemistry WebBook Drug_Central:2831 DrugCentral Gmelin:247497 Gmelin LIPID_MAPS_instance:LMPR01090001 LIPID MAPS PMID:10637381 Europe PMC PMID:12074187 Europe PMC PMID:12221269 Europe PMC PMID:12229281 Europe PMC PMID:12548314 Europe PMC PMID:12600856 Europe PMC PMID:1414975 Europe PMC PMID:15041701 Europe PMC PMID:15051608 Europe PMC PMID:15531678 Europe PMC PMID:15622799 Europe PMC PMID:15929633 Europe PMC PMID:16469975 Europe PMC PMID:16507353 Europe PMC PMID:16825693 Europe PMC PMID:17790232 Europe PMC PMID:19264891 Europe PMC PMID:20697621 Europe PMC PMID:2217163 Europe PMC PMID:22444309 Europe PMC PMID:2295828 Europe PMC PMID:25478840 Europe PMC PMID:30510477 Europe PMC PMID:31484771 Europe PMC PMID:7971717 Europe PMC PMID:8464067 Europe PMC PMID:8496140 Europe PMC PMID:9155646 Europe PMC PMID:9736606 Europe PMC all-trans-Retinol KEGG_COMPOUND all-trans-retinol IUPAC all-trans-retinol UniProt (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol IUPAC (all-E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol HMDB Alphalin ChemIDplus Aquasol A KEGG_DRUG Chocola A ChemIDplus Vitamin A1 KEGG_COMPOUND all-trans retinol ChemIDplus all-trans-retinyl alcohol ChemIDplus all-trans-vitamin A ChemIDplus all-trans-vitamin A alcohol NIST_Chemistry_WebBook retinol WHO_MedNet retinol (vit A) DrugCentral retinolum WHO_MedNet trans-retinol HMDB vitamin A KEGG_COMPOUND vitamin A alcohol ChemIDplus vitamin A1 ChEBI vitamin A1 alcohol ChemIDplus An octadecadienoic acid in which the two double bonds are at positions 9 and 12 and have Z (cis) stereochemistry. 0 C18H32O2 InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9- OYHQOLUKZRVURQ-HZJYTTRNSA-N 280.44550 280.24023 CCCCC\C=C/C\C=C/CCCCCCCC(O)=O CHEBI:25047 CHEBI:42395 CHEBI:6479 Beilstein:1727101 CAS:60-33-3 Drug_Central:3323 Gmelin:57557 HMDB:HMDB0000673 KEGG:C01595 KNApSAcK:C00001224 LIPID_MAPS_instance:LMFA01030120 MetaCyc:LINOLEIC_ACID PDBeChem:EIC PMID:11113630 PMID:11304127 PMID:11322990 PMID:14667063 PMID:14993245 PMID:15115315 PMID:15642793 PMID:15969511 PMID:16254037 PMID:16563718 PMID:17647039 PMID:18044828 PMID:18990554 PMID:19628674 PMID:19936816 PMID:23900039 PMID:24081493 PMID:6205897 Reaxys:1727101 Wikipedia:Linoleic_acid (9Z,12Z)-octadeca-9,12-dienoic acid LINOLEIC ACID Linoleic acid chebi_ontology (9Z,12Z)-Octadecadienoic acid (Z,Z)-9,12-octadecadienoic acid 9-cis,12-cis-Octadecadienoic acid 9Z,12Z-octadecadienoic acid C18:2 9c, 12c omega6 todos cis-9,12-octadienoico C18:2, n-6,9 all-cis LA acide cis-linoleique acide linoleique acido linoleico all-cis-9,12-octadecadienoic acid cis,cis-9,12-octadecadienoic acid cis,cis-linoleic acid cis-Delta(9,12)-octadecadienoic acid linolic acid CHEBI:17351 linoleic acid linoleic acid CHEBI:17351 Beilstein:1727101 Beilstein CAS:60-33-3 ChemIDplus CAS:60-33-3 KEGG COMPOUND CAS:60-33-3 NIST Chemistry WebBook Drug_Central:3323 DrugCentral Gmelin:57557 Gmelin LIPID_MAPS_instance:LMFA01030120 LIPID MAPS PMID:11113630 Europe PMC PMID:11304127 Europe PMC PMID:11322990 Europe PMC PMID:14667063 Europe PMC PMID:14993245 Europe PMC PMID:15115315 Europe PMC PMID:15642793 Europe PMC PMID:15969511 Europe PMC PMID:16254037 Europe PMC PMID:16563718 Europe PMC PMID:17647039 Europe PMC PMID:18044828 Europe PMC PMID:18990554 Europe PMC PMID:19628674 Europe PMC PMID:19936816 Europe PMC PMID:23900039 Europe PMC PMID:24081493 Europe PMC PMID:6205897 Europe PMC Reaxys:1727101 Reaxys (9Z,12Z)-octadeca-9,12-dienoic acid IUPAC LINOLEIC ACID PDBeChem Linoleic acid KEGG_COMPOUND (9Z,12Z)-Octadecadienoic acid KEGG_COMPOUND (Z,Z)-9,12-octadecadienoic acid NIST_Chemistry_WebBook 9-cis,12-cis-Octadecadienoic acid KEGG_COMPOUND 9Z,12Z-octadecadienoic acid LIPID_MAPS C18:2 9c, 12c omega6 todos cis-9,12-octadienoico ChEBI C18:2, n-6,9 all-cis ChEBI LA ChEBI acide cis-linoleique ChEBI acide linoleique ChEBI acido linoleico ChEBI all-cis-9,12-octadecadienoic acid ChEBI cis,cis-9,12-octadecadienoic acid ChEBI cis,cis-linoleic acid ChEBI cis,cis-linoleic acid NIST_Chemistry_WebBook cis-Delta(9,12)-octadecadienoic acid ChemIDplus linolic acid ChEBI A sulfur oxoanion that is the conjugate base of hydrogen sulfite (H2SO3). -2 O3S InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-2 LSNNMFCWUKXFEE-UHFFFAOYSA-L 80.06420 79.95791 [O-]S([O-])=O CHEBI:15139 CHEBI:45548 CAS:14265-45-3 Gmelin:1449 PDBeChem:SO3 sulfite trioxidosulfate(2-) trioxosulfate(2-) trioxosulfate(IV) chebi_ontology SO3 SO3(2-) SULFITE ION [SO3](2-) sulphite CHEBI:17359 sulfite sulfite CHEBI:17359 CAS:14265-45-3 ChemIDplus Gmelin:1449 Gmelin sulfite IUPAC sulfite UniProt trioxidosulfate(2-) IUPAC trioxosulfate(2-) IUPAC trioxosulfate(IV) IUPAC SO3 ChEBI SO3(2-) IUPAC SULFITE ION PDBeChem [SO3](2-) IUPAC sulphite ChEBI The cis-isomer of caffeic acid. 0 C9H8O4 InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2- QAIPRVGONGVQAS-RQOWECAXSA-N 180.15740 180.04226 OC(=O)\C=C/c1ccc(O)c(O)c1 CHEBI:13929 CHEBI:19880 CHEBI:19881 CHEBI:22979 CHEBI:3292 CAS:331-39-5 DrugBank:DB01880 HMDB:HMDB0001964 KEGG:C01481 MetaCyc:CPD-8098 PMID:19812218 PMID:19952409 PMID:24088646 PMID:24138287 PMID:24206679 Reaxys:2210884 (2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid cis-Caffeic acid chebi_ontology 3,4-Dihydroxycinnamic acid Caffeate Caffeic acid CHEBI:17395 cis-caffeic acid CHEBI:17395 CAS:331-39-5 ChemIDplus CAS:331-39-5 KEGG COMPOUND PMID:19812218 Europe PMC PMID:19952409 Europe PMC PMID:24088646 Europe PMC PMID:24138287 Europe PMC PMID:24206679 Europe PMC Reaxys:2210884 Reaxys (2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid IUPAC cis-Caffeic acid KEGG_COMPOUND 3,4-Dihydroxycinnamic acid KEGG_COMPOUND Caffeate KEGG_COMPOUND Caffeic acid KEGG_COMPOUND A myo-inositol hexakisphosphate in which each hydroxy group of myo-inositol is monophosphorylated. 0 C6H18O24P6 InChI=1S/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4+,5-,6- IMQLKJBTEOYOSI-GPIVLXJGSA-N 660.03529 659.86137 OP(O)(=O)O[C@@H]1[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1OP(O)(O)=O CHEBI:10603 CHEBI:11366 CHEBI:12829 CHEBI:12832 CHEBI:19200 Beilstein:2201952 CAS:83-86-3 Drug_Central:3465 KEGG:C01204 MetaCyc:HEXAKISPHOSPHATE PMID:11217149 PMID:11545369 PMID:12070948 PMID:12162428 PMID:12816787 PMID:12949395 PMID:15325752 PMID:15743020 PMID:15918884 PMID:15952339 PMID:15998131 PMID:16438310 PMID:17162330 PMID:18536177 PMID:19331859 PMID:21292245 PMID:22023391 PMID:6095072 Reaxys:2201952 Wikipedia:Phytic_acid myo-Inositol hexakisphosphate myo-inositol hexakis(dihydrogen phosphate) phytate chebi_ontology 1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate 1D-myo-Inositol hexakisphosphate D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate Inosithexaphosphorsaeure Phytate Phytic acid Phytine Saeure des phytins acide fytique acido fitico acidum fyticum myo-inositol 1,2,3,4,5,6-hexakisphosphate CHEBI:17401 myo-inositol hexakisphosphate myo-inositol hexakisphosphate CHEBI:17401 Beilstein:2201952 Beilstein CAS:83-86-3 ChemIDplus Drug_Central:3465 DrugCentral PMID:11217149 Europe PMC PMID:11545369 Europe PMC PMID:12070948 Europe PMC PMID:12162428 Europe PMC PMID:12816787 Europe PMC PMID:12949395 Europe PMC PMID:15325752 Europe PMC PMID:15743020 Europe PMC PMID:15918884 Europe PMC PMID:15952339 Europe PMC PMID:15998131 Europe PMC PMID:16438310 Europe PMC PMID:17162330 Europe PMC PMID:18536177 Europe PMC PMID:19331859 Europe PMC PMID:21292245 Europe PMC PMID:22023391 Europe PMC PMID:6095072 Europe PMC Reaxys:2201952 Reaxys myo-Inositol hexakisphosphate KEGG_COMPOUND myo-inositol hexakis(dihydrogen phosphate) IUPAC 1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate KEGG_COMPOUND 1D-myo-Inositol hexakisphosphate KEGG_COMPOUND D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate KEGG_COMPOUND Inosithexaphosphorsaeure ChemIDplus Phytate KEGG_COMPOUND Phytic acid KEGG_COMPOUND Phytine ChemIDplus Saeure des phytins ChemIDplus acide fytique ChemIDplus acido fitico ChemIDplus acidum fyticum ChemIDplus myo-inositol 1,2,3,4,5,6-hexakisphosphate ChEBI CHEBI:17407 A complex cob(III)alamin in which cobalt is positioned in the centre of a planar corrin tetrapyrrole ring and bound axially to a 5,6-dimethylbenzimidazole moiety and a cyano group. It is one of several forms of the vitamin known as vitamin B12. 0 C63H88CoN14O14P InChI=1S/C62H90N13O14P.CN.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-2;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;/q;;+2/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1 RMRCNWBMXRMIRW-WZHZPDAFSA-L 1355.36520 1354.56740 [H][C@@]1(C)CNC(=O)CC[C@]2(C)[C@@H](CC(N)=O)[C@@]3([H])N4C2=C(C)C2=[N+]5C(=CC6=[N+]7C(=C(C)C8=[N+]([C@]3(C)[C@@](C)(CC(N)=O)[C@@H]8CCC(N)=O)[Co-3]457(C#N)[n+]3cn([C@H]4O[C@H](CO)[C@@H](OP([O-])(=O)O1)[C@H]4O)c1cc(C)c(C)cc31)[C@@](C)(CC(N)=O)[C@@H]6CCC(N)=O)C(C)(C)[C@@H]2CCC(N)=O CHEBI:14041 CHEBI:23435 CHEBI:3979 CHEBI:48820 CHEBI:60496 CAS:68-19-9 DrugBank:DB00115 Gmelin:249901 Gmelin:457955 KEGG:C02823 KEGG:D00166 KNApSAcK:C00001534 PDBeChem:CNC PMID:29286160 Coalpha-[alpha-(5,6-dimethylbenzimidazolyl)]-Cobeta-cyanocobamide Cyanocob(III)alamin cyanocob(III)alamin chebi_ontology CN-Cbl CO-CYANOCOBALAMIN Dicopac Vitamin B12 complex cyanocobalamin cyanocobalamin (b12) vitamin B-12 CHEBI:17439 cyanocob(III)alamin cyanocob(III)alamin CHEBI:17439 CAS:68-19-9 ChemIDplus CAS:68-19-9 KEGG COMPOUND Gmelin:249901 Gmelin Gmelin:457955 Gmelin PMID:29286160 Europe PMC Coalpha-[alpha-(5,6-dimethylbenzimidazolyl)]-Cobeta-cyanocobamide IUPAC Cyanocob(III)alamin KEGG_COMPOUND cyanocob(III)alamin IUPAC cyanocob(III)alamin UniProt CN-Cbl CBN CO-CYANOCOBALAMIN PDBeChem Dicopac KEGG_COMPOUND Vitamin B12 complex KEGG_COMPOUND cyanocobalamin KEGG_DRUG vitamin B-12 CBN A monocarboxylic acid that is phenylacetic acid in which the hydrogen at position 3 on the benzene ring is replaced by a hydroxy group. 0 C8H8O3 InChI=1S/C8H8O3/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) FVMDYYGIDFPZAX-UHFFFAOYSA-N 152.14732 152.04734 OC(=O)Cc1cccc(O)c1 CHEBI:11833 CHEBI:1550 CHEBI:20076 CHEBI:39897 Beilstein:2086506 CAS:621-37-4 HMDB:HMDB0000440 KEGG:C05593 MetaCyc:3-HYDROXYPHENYLACETATE PDBeChem:3HP PMID:19083460 PMID:20579527 PMID:22919580 PMID:23319439 PMID:24287915 PMID:5350345 PMID:7264927 Patent:US5639643 Reaxys:2086506 (3-hydroxyphenyl)acetic acid 3-Hydroxyphenylacetic acid 3-hydroxyphenylacetic acid chebi_ontology (m-hydroxyphenyl)acetic acid 3-hydroxybenzeneacetic acid m-hydroxyphenylacetic acid CHEBI:17445 3-hydroxyphenylacetic acid 3-hydroxyphenylacetic acid CHEBI:17445 Beilstein:2086506 Beilstein CAS:621-37-4 ChemIDplus CAS:621-37-4 KEGG COMPOUND PMID:19083460 Europe PMC PMID:20579527 Europe PMC PMID:22919580 Europe PMC PMID:23319439 Europe PMC PMID:24287915 Europe PMC PMID:5350345 Europe PMC PMID:7264927 Europe PMC Reaxys:2086506 Reaxys (3-hydroxyphenyl)acetic acid IUPAC 3-Hydroxyphenylacetic acid KEGG_COMPOUND 3-hydroxyphenylacetic acid UniProt (m-hydroxyphenyl)acetic acid ChemIDplus 3-hydroxybenzeneacetic acid ChemIDplus m-hydroxyphenylacetic acid ChemIDplus A monoterpenoid consisting of two prenyl units linked head-to-tail and functionalised with a hydroxy group at its tail end. 0 C10H18O InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+ GLZPCOQZEFWAFX-JXMROGBWSA-N 154.24932 154.13577 CC(C)=CCC\C(C)=C\CO CHEBI:14297 CHEBI:24219 CHEBI:5329 BPDB:2374 Beilstein:1722456 CAS:106-24-1 Gmelin:185248 KEGG:C01500 KNApSAcK:C00000845 LIPID_MAPS_instance:LMPR0102010016 PMID:18824010 PMID:20573166 PMID:23102596 PMID:23108028 PMID:23168261 PMID:23200656 PMID:23399806 PMID:23415329 PMID:23499697 PMID:23510343 VSDB:2374 Wikipedia:Geraniol (2E)-3,7-dimethylocta-2,6-dien-1-ol Geraniol chebi_ontology (2E)-3,7-dimethyl-2,6-octadien-1-ol (2E)-geraniol (E)-3,7-dimethyl-2,6-octadien-1-ol (E)-geraniol (E)-nerol 2-trans-3,7-Dimethyl-2,6-octadien-1-ol 3,7-dimethyl-trans-2,6-octadien-1-ol geranyl alcohol lemonol t-geraniol trans-3,7-dimethyl-2,6-octadien-1-ol trans-geraniol CHEBI:17447 geraniol CHEBI:17447 Beilstein:1722456 ChemIDplus CAS:106-24-1 ChemIDplus CAS:106-24-1 KEGG COMPOUND CAS:106-24-1 NIST Chemistry WebBook Gmelin:185248 Gmelin LIPID_MAPS_instance:LMPR0102010016 LIPID MAPS PMID:18824010 Europe PMC PMID:20573166 Europe PMC PMID:23102596 Europe PMC PMID:23108028 Europe PMC PMID:23168261 Europe PMC PMID:23200656 Europe PMC PMID:23399806 Europe PMC PMID:23415329 Europe PMC PMID:23499697 Europe PMC PMID:23510343 Europe PMC (2E)-3,7-dimethylocta-2,6-dien-1-ol IUPAC Geraniol KEGG_COMPOUND (2E)-3,7-dimethyl-2,6-octadien-1-ol NIST_Chemistry_WebBook (2E)-geraniol UniProt (E)-3,7-dimethyl-2,6-octadien-1-ol NIST_Chemistry_WebBook (E)-geraniol ChemIDplus (E)-nerol ChemIDplus 2-trans-3,7-Dimethyl-2,6-octadien-1-ol ChemIDplus 3,7-dimethyl-trans-2,6-octadien-1-ol ChemIDplus geranyl alcohol ChemIDplus lemonol ChemIDplus t-geraniol NIST_Chemistry_WebBook trans-3,7-dimethyl-2,6-octadien-1-ol ChemIDplus trans-geraniol ChemIDplus A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. 0 C10H8O4 InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3 RODXRVNMMDRFIK-UHFFFAOYSA-N 192.16810 192.04226 COc1cc2ccc(=O)oc2cc1O CHEBI:15067 CHEBI:210840 CHEBI:26611 CHEBI:9057 CAS:92-61-5 KEGG:C01752 KNApSAcK:C00002499 LINCS:LSM-6694 PMID:20686865 PMID:21078410 PMID:21163341 PMID:21383663 PMID:21417386 PMID:21544717 PMID:21598418 PMID:21604276 PMID:21605187 PMID:21657075 PMID:21751840 Reaxys:156296 7-hydroxy-6-methoxy-2H-chromen-2-one Scopoletin scopoletin chebi_ontology 6-Methoxy-7-hydroxycoumarin 6-Methylesculetin 6-O-Methylesculetin 7-Hydroxy-6-methoxy-2H-1-benzopyran-2-one 7-hydroxy-6-methoxycoumarin CHEBI:17488 scopoletin scopoletin CHEBI:17488 CAS:92-61-5 ChemIDplus CAS:92-61-5 KEGG COMPOUND PMID:20686865 Europe PMC PMID:21078410 Europe PMC PMID:21163341 Europe PMC PMID:21383663 Europe PMC PMID:21417386 Europe PMC PMID:21544717 Europe PMC PMID:21598418 Europe PMC PMID:21604276 Europe PMC PMID:21605187 Europe PMC PMID:21657075 Europe PMC PMID:21751840 Europe PMC Reaxys:156296 Reaxys 7-hydroxy-6-methoxy-2H-chromen-2-one IUPAC Scopoletin KEGG_COMPOUND scopoletin UniProt 6-Methoxy-7-hydroxycoumarin ChemIDplus 6-Methylesculetin ChemIDplus 6-O-Methylesculetin ChemIDplus 7-Hydroxy-6-methoxy-2H-1-benzopyran-2-one ChemIDplus 7-hydroxy-6-methoxycoumarin ChEBI A catechin that is (-)-epicatechin in which the hydroxy group at position 4' is replaced by a methoxy group. It is a metabolite of (-)-epicatechin. 0 C16H16O6 InChI=1S/C16H16O6/c1-21-14-3-2-8(4-12(14)19)16-13(20)7-10-11(18)5-9(17)6-15(10)22-16/h2-6,13,16-20H,7H2,1H3/t13-,16-/m1/s1 ZHDMPVIDHWJGTN-CZUORRHYSA-N 304.298 304.09469 [H][C@@]1(OC2=CC(O)=CC(O)=C2C[C@H]1O)C1=CC(O)=C(OC)C=C1 CAS:97914-20-0 Chemspider:30776736 HMDB:HMDB0029179 PMID:12654472 PMID:17996190 PMID:18231630 PMID:22397837 PMID:24573487 PMID:26264887 PMID:9929521 (2R,3R)-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol chebi_ontology (2R,3R)-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol (2R,3R)-3,4-dihydro-2-(3-hydroxy-4-methoxyphenyl)-2H-1-benzopyran-3,5,7-triol (2R-cis)-3,4-dihydro-2-(3-hydroxy-4-methoxyphenyl)-2H-1-benzopyran-3,5,7-triol 4'-O-methyl-epicatechin 4'-O-methylepicatechin 4'-methylepicatechin CHEBI:174910 4'-O-methyl-(-)-epicatechin CHEBI:174910 CAS:97914-20-0 ChemIDplus PMID:12654472 Europe PMC PMID:17996190 Europe PMC PMID:18231630 Europe PMC PMID:22397837 Europe PMC PMID:24573487 Europe PMC PMID:26264887 Europe PMC PMID:9929521 Europe PMC (2R,3R)-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol IUPAC (2R,3R)-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol IUPAC (2R,3R)-3,4-dihydro-2-(3-hydroxy-4-methoxyphenyl)-2H-1-benzopyran-3,5,7-triol ChEBI (2R-cis)-3,4-dihydro-2-(3-hydroxy-4-methoxyphenyl)-2H-1-benzopyran-3,5,7-triol ChEBI 4'-O-methyl-epicatechin ChemIDplus 4'-O-methylepicatechin ChEBI 4'-methylepicatechin ChemIDplus A carbohydrate that is an acyclic polyol having the general formula HOCH2[CH(OH)]nCH2OH (formally derivable from an aldose by reduction of the carbonyl group). 0 (CH2O)nC2H6O2 CHEBI:13754 CHEBI:22298 CHEBI:2556 KEGG:C00717 Wikipedia:Glycerin Alditol alditol chebi_ontology Glycitol Sugar alcohol alditols CHEBI:17522 alditol alditol CHEBI:17522 Alditol KEGG_COMPOUND alditol UniProt Glycitol KEGG_COMPOUND Sugar alcohol KEGG_COMPOUND alditols ChEBI 0 C19H30O5 InChI=1S/C19H30O5/c1-2-3-4-5-6-7-8-9-10-11-12-24-19(23)15-13-16(20)18(22)17(21)14-15/h13-14,20-22H,2-12H2,1H3 RPWFJAMTCNSJKK-UHFFFAOYSA-N 338.444 338.20932 O(CCCCCCCCCCCC)C(=O)C1=CC(O)=C(O)C(O)=C1 CAS:1166-52-5 Chemspider:13777 HMDB:HMDB0038720 dodecyl 3,4,5-trihydroxybenzoate chebi_ontology CHEBI:175304 Dodecyl gallate Dodecyl gallate CHEBI:175304 CAS:1166-52-5 ChemIDplus dodecyl 3,4,5-trihydroxybenzoate SUBMITTER The six-membered ring form of L-arabinose. 0 C5H10O5 InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5?/m0/s1 SRBFZHDQGSBBOR-HWQSCIPKSA-N 150.12990 150.05282 O[C@H]1COC(O)[C@H](O)[C@H]1O CHEBI:21232 CHEBI:6181 Beilstein:1680037 CAS:87-72-9 GlyGen:G88980IR GlyTouCan:G88980IR Gmelin:82843 KEGG:C00259 PMID:1177062 PMID:17336832 PMID:19913595 PMID:28785254 Reaxys:1680037 L-Arabinopyranose L-arabinopyranose chebi_ontology L-Arabinose L-arabinose WURCS=2.0/1,1,0/[a211h-1x_1-5]/1/ CHEBI:17535 L-arabinopyranose L-arabinopyranose CHEBI:17535 Beilstein:1680037 Beilstein CAS:87-72-9 ChemIDplus Gmelin:82843 Gmelin PMID:1177062 Europe PMC PMID:17336832 Europe PMC PMID:19913595 Europe PMC PMID:28785254 Europe PMC Reaxys:1680037 Reaxys L-Arabinopyranose KEGG_COMPOUND L-arabinopyranose IUPAC L-Arabinose KEGG_COMPOUND L-arabinose UniProt WURCS=2.0/1,1,0/[a211h-1x_1-5]/1/ GlyTouCan A linear copolymer macromolecule composed of homopolymeric blocks of 1->4-linked beta-D-mannuronic acid and alpha-L-guluronic acid residues, covalently linked together in different sequences or blocks. 0 (C12H16O13)n (C6H8O6)n.H2O CHEBI:11097 CHEBI:18823 CHEBI:22308 CHEBI:271 Beilstein:8192143 CAS:9005-32-7 KEGG:C01768 KEGG:D02324 KEGG:G10593 PMID:25449544 Wikipedia:Alginic_acid Alginic acid chebi_ontology (Alginate)n (Alginate)n+1 Alginate Norgine alginic acid CHEBI:17548 alginic acid alginic acid CHEBI:17548 Beilstein:8192143 Beilstein CAS:9005-32-7 ChemIDplus CAS:9005-32-7 KEGG COMPOUND CAS:9005-32-7 KEGG DRUG PMID:25449544 Europe PMC Alginic acid KEGG_COMPOUND (Alginate)n KEGG_COMPOUND (Alginate)n+1 KEGG_COMPOUND Alginate KEGG_COMPOUND Norgine ChemIDplus alginic acid ChemIDplus A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 9 and a prenyl group at position 10. 0 C20H20O4 InChI=1S/C20H20O4/c1-11(2)3-5-14-17(22)8-7-13-16-10-23-18-9-12(21)4-6-15(18)20(16)24-19(13)14/h3-4,6-9,16,20-22H,5,10H2,1-2H3/t16-,20-/m0/s1 OFWYIUYVHYPQNX-JXFKEZNVSA-N 324.37040 324.13616 [H][C@@]12COc3cc(O)ccc3[C@]1([H])Oc1c(CC=C(C)C)c(O)ccc21 CHEBI:14774 CHEBI:25948 CHEBI:8044 Beilstein:4820124 CAS:13401-40-6 CAS:37831-70-2 HMDB:HMDB0033669 KEGG:C05230 KEGG:C10514 KNApSAcK:C00002558 KNApSAcK:C00002559 LIPID_MAPS_instance:LMPK12070011 PMID:8277323 Reaxys:4820124 (6aR,11aR)-10-(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol Phaseollidin phaseollidin chebi_ontology (-)-Phaseollidin CHEBI:17556 phaseollidin CHEBI:17556 Beilstein:4820124 Beilstein CAS:13401-40-6 KEGG COMPOUND CAS:37831-70-2 ChemIDplus CAS:37831-70-2 KEGG COMPOUND LIPID_MAPS_instance:LMPK12070011 LIPID MAPS PMID:8277323 Europe PMC Reaxys:4820124 Reaxys (6aR,11aR)-10-(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol IUPAC Phaseollidin KEGG_COMPOUND phaseollidin UniProt (-)-Phaseollidin KEGG_COMPOUND A quercetin O-glycoside that is quercetin substituted by a alpha-L-rhamnosyl moiety at position 3 via a glycosidic linkage. 0 C21H20O11 InChI=1S/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7-,15-,17+,18+,21-/m0/s1 OXGUCUVFOIWWQJ-HQBVPOQASA-N 448.37690 448.10056 C[C@@H]1O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2ccc(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O CHEBI:132834 CHEBI:14996 CHEBI:26485 CHEBI:8705 CAS:522-12-3 HMDB:HMDB0033751 KEGG:C01750 KNApSAcK:C00005374 LIPID_MAPS_instance:LMPK12112171 MetaCyc:QUERCITRIN PMID:10963295 PMID:11714358 PMID:11816040 PMID:12008093 PMID:15388977 PMID:15725651 PMID:16806328 PMID:17366733 PMID:19928818 PMID:21834636 PMID:22327179 PMID:22379948 PMID:23138875 PMID:23291772 Reaxys:68135 Wikipedia:Quercitrin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside Quercitrin chebi_ontology 3,3',4',5,7-Pentahydroxyflavone-3-L-rhamnoside 3-((6-Deoxy-alpha-L-mannopyranosyl)-oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one Quercetin 3-L-rhamnoside Quercetin 3-O-alpha-L-rhamnopyranoside Quercetin 3-O-rhamnoside Quercimelin Quercitronic acid Quercitroside luteolin 6-deoxy-alpha-L-mannopyranoside quercetin 3-O-alpha-L-rhamnopyranoside quercetin-3-L-rhamnoside CHEBI:17558 quercitrin CHEBI:17558 CAS:522-12-3 ChemIDplus CAS:522-12-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12112171 LIPID MAPS PMID:10963295 Europe PMC PMID:11714358 Europe PMC PMID:11816040 Europe PMC PMID:12008093 Europe PMC PMID:15388977 Europe PMC PMID:15725651 Europe PMC PMID:16806328 Europe PMC PMID:17366733 Europe PMC PMID:19928818 Europe PMC PMID:21834636 Europe PMC PMID:22327179 Europe PMC PMID:22379948 Europe PMC PMID:23138875 Europe PMC PMID:23291772 Europe PMC Reaxys:68135 Reaxys 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside IUPAC Quercitrin KEGG_COMPOUND 3,3',4',5,7-Pentahydroxyflavone-3-L-rhamnoside ChemIDplus 3-((6-Deoxy-alpha-L-mannopyranosyl)-oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one ChemIDplus Quercetin 3-L-rhamnoside KEGG_COMPOUND Quercetin 3-O-alpha-L-rhamnopyranoside KEGG_COMPOUND Quercetin 3-O-rhamnoside ChEBI Quercimelin HMDB Quercitronic acid HMDB Quercitroside HMDB luteolin 6-deoxy-alpha-L-mannopyranoside ChEBI quercetin 3-O-alpha-L-rhamnopyranoside ChEBI quercetin-3-L-rhamnoside ChEBI A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at position 5 and a methoxy group at position 4'. A phytoestrogen, it has putative benefits in dietary cancer prophylaxis. 0 C16H12O5 InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3 WUADCCWRTIWANL-UHFFFAOYSA-N 284.26348 284.06847 COc1ccc(cc1)-c1coc2cc(O)cc(O)c2c1=O CHEBI:13903 CHEBI:22876 CHEBI:3105 Beilstein:278107 CAS:491-80-5 HMDB:HMDB0002338 KEGG:C00814 KNApSAcK:C00002510 LIPID_MAPS_instance:LMPK12050229 MetaCyc:BIOCHANIN-A PDBeChem:QSO PMID:11348577 PMID:11931850 PMID:15277096 PMID:18060767 PMID:20590565 PMID:23406166 PMID:23649249 PMID:23948065 PMID:24129051 PMID:24201306 PMID:28166217 PMID:8947298 Reaxys:278107 Wikipedia:Biochanin_A 5,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one Biochanin A chebi_ontology 4'-methylgenistein 5,7-dihydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one 5,7-dihydroxy-3-p-methoxyphenyl-4H-chromen-4-one 5,7-dihydroxy-4'-methoxyisoflavone olmelin pratensol CHEBI:17574 biochanin A CHEBI:17574 Beilstein:278107 Beilstein CAS:491-80-5 ChemIDplus CAS:491-80-5 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050229 LIPID MAPS PMID:11348577 Europe PMC PMID:11931850 Europe PMC PMID:15277096 Europe PMC PMID:18060767 Europe PMC PMID:20590565 Europe PMC PMID:23406166 Europe PMC PMID:23649249 Europe PMC PMID:23948065 Europe PMC PMID:24129051 Europe PMC PMID:24201306 Europe PMC PMID:28166217 Europe PMC PMID:8947298 Europe PMC Reaxys:278107 Reaxys 5,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one IUPAC Biochanin A KEGG_COMPOUND 4'-methylgenistein ChemIDplus 5,7-dihydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one ChemIDplus 5,7-dihydroxy-3-p-methoxyphenyl-4H-chromen-4-one ChemIDplus 5,7-dihydroxy-4'-methoxyisoflavone ChemIDplus olmelin ChEBI pratensol LIPID_MAPS A cyclic carotene obtained by dimerisation of all-trans-retinol. A strongly-coloured red-orange pigment abundant in plants and fruit and the most active and important provitamin A carotenoid. 0 C40H56 InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+ OENHQHLEOONYIE-JLTXGRSLSA-N 536.87264 536.43820 CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C CHEBI:10355 CHEBI:12392 CHEBI:22834 CHEBI:40987 Beilstein:1917416 CAS:7235-40-7 COMe:MOL000093 Drug_Central:345 HMDB:HMDB0000561 KEGG:C02094 KEGG:D03101 KNApSAcK:C00000919 LIPID_MAPS_instance:LMPR01070000 LIPID_MAPS_instance:LMPR01070001 MetaCyc:CPD1F-129 PDBeChem:BCR PMID:11171227 PMID:11182771 PMID:11332447 PMID:11359610 PMID:11382814 PMID:11567548 PMID:11677037 PMID:11714348 PMID:11962062 PMID:12081834 PMID:12891827 PMID:14658721 PMID:14764912 PMID:14976384 PMID:14997360 PMID:15113067 PMID:15333155 PMID:15695449 PMID:15789045 PMID:15909543 PMID:15949680 PMID:15949683 PMID:16036331 PMID:16087476 PMID:16338959 PMID:16563447 PMID:17004738 PMID:17625873 PMID:17708644 PMID:17851775 PMID:18429004 PMID:18766464 PMID:18767554 PMID:18794175 PMID:19480350 PMID:19574250 PMID:19669835 PMID:19703237 PMID:19852884 PMID:19888275 PMID:19896667 PMID:19937581 PMID:20074992 PMID:20515074 PMID:22079732 PMID:22309480 PMID:22428124 PMID:22489215 PMID:22534340 PMID:22575730 Reaxys:1917416 Wikipedia:Beta_Carotene BETA-CAROTENE beta,beta-carotene beta-Carotene chebi_ontology 1,1'-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaene-1,18-diyl]bis(2,6,6-trimethylcyclohexene) all-trans-beta-carotene beta-Karotin CHEBI:17579 beta-carotene CHEBI:17579 Beilstein:1917416 Beilstein CAS:7235-40-7 ChemIDplus CAS:7235-40-7 KEGG COMPOUND CAS:7235-40-7 NIST Chemistry WebBook Drug_Central:345 DrugCentral LIPID_MAPS_instance:LMPR01070000 LIPID MAPS LIPID_MAPS_instance:LMPR01070001 LIPID MAPS PMID:11171227 Europe PMC PMID:11182771 Europe PMC PMID:11332447 Europe PMC PMID:11359610 Europe PMC PMID:11382814 Europe PMC PMID:11567548 Europe PMC PMID:11677037 Europe PMC PMID:11714348 Europe PMC PMID:11962062 Europe PMC PMID:12081834 Europe PMC PMID:12891827 Europe PMC PMID:14658721 Europe PMC PMID:14764912 Europe PMC PMID:14976384 Europe PMC PMID:14997360 Europe PMC PMID:15113067 Europe PMC PMID:15333155 Europe PMC PMID:15695449 Europe PMC PMID:15789045 Europe PMC PMID:15909543 Europe PMC PMID:15949680 Europe PMC PMID:15949683 Europe PMC PMID:16036331 Europe PMC PMID:16087476 Europe PMC PMID:16338959 Europe PMC PMID:16563447 Europe PMC PMID:17004738 Europe PMC PMID:17625873 Europe PMC PMID:17708644 Europe PMC PMID:17851775 Europe PMC PMID:18429004 Europe PMC PMID:18766464 Europe PMC PMID:18767554 Europe PMC PMID:18794175 Europe PMC PMID:19480350 Europe PMC PMID:19574250 Europe PMC PMID:19669835 Europe PMC PMID:19703237 Europe PMC PMID:19852884 Europe PMC PMID:19888275 Europe PMC PMID:19896667 Europe PMC PMID:19937581 Europe PMC PMID:20074992 Europe PMC PMID:20515074 Europe PMC PMID:22079732 Europe PMC PMID:22309480 Europe PMC PMID:22428124 Europe PMC PMID:22489215 Europe PMC PMID:22534340 Europe PMC PMID:22575730 Europe PMC Reaxys:1917416 Reaxys BETA-CAROTENE PDBeChem beta,beta-carotene IUPAC beta-Carotene KEGG_COMPOUND 1,1'-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaene-1,18-diyl]bis(2,6,6-trimethylcyclohexene) ChEBI all-trans-beta-carotene NIST_Chemistry_WebBook all-trans-beta-carotene UniProt beta-Karotin ChEBI A benzenediol comprising benzene core carrying two hydroxy substituents para to each other. 0 C6H6O2 InChI=1S/C6H6O2/c7-5-1-2-6(8)4-3-5/h1-4,7-8H QIGBRXMKCJKVMJ-UHFFFAOYSA-N 110.11064 110.03678 Oc1ccc(O)cc1 CHEBI:14416 CHEBI:24645 CHEBI:5793 Beilstein:605970 CAS:123-31-9 Drug_Central:3282 Gmelin:2742 HMDB:HMDB0002434 KEGG:C00530 KEGG:C15603 KEGG:D00073 KNApSAcK:C00002656 MetaCyc:HYDROQUINONE PMID:11170505 PMID:12213471 PMID:1395635 PMID:15618234 PMID:15894107 PMID:1899343 PMID:19148301 PMID:24407054 PMID:24858384 PMID:25586344 PPDB:1503 Reaxys:605970 UM-BBD_compID:c0091 Wikipedia:Hydroquinone Hydroquinone benzene-1,4-diol hydroquinone chebi_ontology 1,4-Benzenediol 1,4-Dihydroxybenzene 4-Hydroxyphenol Benzene-1,4-diol Eldoquin Quinol p-Benzenediol p-Hydroquinone p-hydroxyphenol CHEBI:17594 hydroquinone hydroquinone CHEBI:17594 Beilstein:605970 Beilstein CAS:123-31-9 ChemIDplus CAS:123-31-9 KEGG COMPOUND CAS:123-31-9 NIST Chemistry WebBook Drug_Central:3282 DrugCentral Gmelin:2742 Gmelin PMID:11170505 Europe PMC PMID:12213471 Europe PMC PMID:1395635 Europe PMC PMID:15618234 Europe PMC PMID:15894107 Europe PMC PMID:1899343 Europe PMC PMID:19148301 Europe PMC PMID:24407054 Europe PMC PMID:24858384 Europe PMC PMID:25586344 Europe PMC Reaxys:605970 Reaxys UM-BBD_compID:c0091 UM-BBD Hydroquinone KEGG_COMPOUND benzene-1,4-diol IUPAC hydroquinone UniProt 1,4-Benzenediol KEGG_COMPOUND 1,4-Dihydroxybenzene KEGG_COMPOUND 4-Hydroxyphenol KEGG_COMPOUND Benzene-1,4-diol KEGG_COMPOUND Eldoquin ChemIDplus Quinol KEGG_COMPOUND p-Benzenediol KEGG_COMPOUND p-Hydroquinone KEGG_COMPOUND p-hydroxyphenol NIST_Chemistry_WebBook A hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. 0 C7H6O2 InChI=1S/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H RGHHSNMVTDWUBI-UHFFFAOYSA-N 122.12134 122.03678 [H]C(=O)c1ccc(O)cc1 CHEBI:12002 CHEBI:1857 CHEBI:20396 CHEBI:43009 Beilstein:471352 CAS:123-08-0 DrugBank:DB03560 Gmelin:82654 HMDB:HMDB0011718 KEGG:C00633 KNApSAcK:C00002657 MetaCyc:4-HYDROXYBENZALDEHYDE PDBeChem:HBA PMID:21542597 PMID:22770225 PMID:3593236 Reaxys:471352 UM-BBD_compID:c0285 Wikipedia:4-Hydroxybenzaldehyde 4-Hydroxybenzaldehyde 4-hydroxybenzaldehyde chebi_ontology 4-formylphenol P-HYDROXYBENZALDEHYDE p-Hydroxybenzaldehyde p-formylphenol CHEBI:17597 4-hydroxybenzaldehyde 4-hydroxybenzaldehyde CHEBI:17597 Beilstein:471352 Beilstein CAS:123-08-0 ChemIDplus CAS:123-08-0 KEGG COMPOUND CAS:123-08-0 NIST Chemistry WebBook Gmelin:82654 Gmelin PMID:21542597 Europe PMC PMID:22770225 Europe PMC PMID:3593236 Europe PMC Reaxys:471352 Reaxys UM-BBD_compID:c0285 UM-BBD 4-Hydroxybenzaldehyde KEGG_COMPOUND 4-hydroxybenzaldehyde IUPAC 4-hydroxybenzaldehyde UniProt 4-formylphenol ChemIDplus P-HYDROXYBENZALDEHYDE PDBeChem p-Hydroxybenzaldehyde KEGG_COMPOUND p-formylphenol NIST_Chemistry_WebBook A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring. 0 C10H10O4 InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+ KSEBMYQBYZTDHS-HWKANZROSA-N 194.18400 194.05791 COc1cc(\C=C\C(O)=O)ccc1O CHEBI:14260 CHEBI:24030 CHEBI:42445 CHEBI:5046 CAS:1135-24-6 CAS:537-98-4 HMDB:HMDB0000954 KEGG:C01494 KNApSAcK:C00002743 MetaCyc:FERULIC-ACID PDBeChem:FER PMID:11041377 PMID:11982438 PMID:12529986 PMID:15162367 PMID:15309442 PMID:16011737 PMID:16185284 PMID:18582080 PMID:18651237 PMID:18707110 PMID:18795822 PMID:19594750 PMID:8821508 Reaxys:1570363 Wikipedia:Ferulic_Acid (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid Ferulic acid chebi_ontology (E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid (E)-4'-hydroxy-3'-methoxycinnamic acid (E)-4-Hydroxy-3-methoxycinnamic acid (E)-Ferulic acid 3-(4-Hydroxy-3-methoxyphenyl)propenoic acid 3-methoxy-4-hydroxy-trans-cinnamic acid 4-Hydroxy-3-methoxycinnamic acid 4-hydroxy-3-methoxycinnamic acid trans-4-Hydroxy-3-methoxycinnamic acid trans-Ferulic acid CHEBI:17620 ferulic acid ferulic acid CHEBI:17620 CAS:1135-24-6 ChemIDplus CAS:1135-24-6 KEGG COMPOUND CAS:537-98-4 ChemIDplus CAS:537-98-4 KEGG COMPOUND CAS:537-98-4 NIST Chemistry WebBook PMID:11041377 Europe PMC PMID:11982438 Europe PMC PMID:12529986 Europe PMC PMID:15162367 Europe PMC PMID:15309442 Europe PMC PMID:16011737 Europe PMC PMID:16185284 Europe PMC PMID:18582080 Europe PMC PMID:18651237 Europe PMC PMID:18707110 Europe PMC PMID:18795822 Europe PMC PMID:19594750 Europe PMC PMID:8821508 Europe PMC Reaxys:1570363 Reaxys (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid IUPAC Ferulic acid KEGG_COMPOUND (E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid NIST_Chemistry_WebBook (E)-4'-hydroxy-3'-methoxycinnamic acid NIST_Chemistry_WebBook (E)-4-Hydroxy-3-methoxycinnamic acid HMDB (E)-Ferulic acid ChemIDplus 3-(4-Hydroxy-3-methoxyphenyl)propenoic acid NIST_Chemistry_WebBook 3-methoxy-4-hydroxy-trans-cinnamic acid ChEBI 4-Hydroxy-3-methoxycinnamic acid KEGG_COMPOUND 4-hydroxy-3-methoxycinnamic acid ChEBI trans-4-Hydroxy-3-methoxycinnamic acid ChemIDplus trans-Ferulic acid ChemIDplus A member of the class of 4'-methoxyisoflavones that is formononetin with a hydroxy group at the 2'position. 0 C16H12O5 InChI=1S/C16H12O5/c1-20-10-3-5-11(14(18)7-10)13-8-21-15-6-9(17)2-4-12(15)16(13)19/h2-8,17-18H,1H3 XKHHKXCBFHUOHM-UHFFFAOYSA-N 284.26350 284.06847 COc1ccc(c(O)c1)-c1coc2cc(O)ccc2c1=O CHEBI:11401 CHEBI:19268 CHEBI:843 AGR:IND93034681 CAS:1890-99-9 HMDB:HMDB0031720 KEGG:C02920 KNApSAcK:C00000257 LIPID_MAPS_instance:LMPK12050081 MetaCyc:2-HYDROXYFORMONONETIN PMID:1912490 PMID:1915347 PMID:2306102 PMID:9525107 PMID:9790908 Reaxys:1292487 2'-Hydroxyformononetin 7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-chromen-4-one chebi_ontology 2'-Hydroformononetin Xenognosin B CHEBI:17678 2'-hydroxyformononetin CHEBI:17678 AGR:IND93034681 Europe PMC CAS:1890-99-9 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050081 LIPID MAPS PMID:1912490 Europe PMC PMID:1915347 Europe PMC PMID:2306102 Europe PMC PMID:9525107 Europe PMC PMID:9790908 Europe PMC Reaxys:1292487 Reaxys 2'-Hydroxyformononetin KEGG_COMPOUND 7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-chromen-4-one IUPAC 2'-Hydroformononetin KEGG_COMPOUND Xenognosin B LIPID_MAPS Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms. CHEBI:21241 PMCID:PMC8088531 PMID:21885436 PMID:33916257 PMID:34064549 Wikipedia:Vitamin_C Vitamin C chebi_ontology vitamin C vitamer vitamin C vitamers vitamina C vitamine C vitaminum C CHEBI:176783 vitamin C vitamin C CHEBI:176783 PMCID:PMC8088531 Europe PMC PMID:21885436 Europe PMC PMID:33916257 Europe PMC PMID:34064549 Europe PMC Vitamin C ChEBI vitamin C vitamer ChEBI vitamin C vitamers ChEBI vitamina C ChEBI vitamine C ChEBI vitaminum C ChEBI Any member of a group of vitamers that belong to the chemical structural class called flavins that exhibit biological activity against vitamin B2 deficiency. Symptoms associated with vitamin B2 deficiency include glossitis, seborrhea, angular stomaitis, cheilosis and photophobia. The vitamers include riboflavin and its phosphate derivatives (and includes their salt, ionised and hydrate forms). vitamin B2 chebi_ontology vitamin B-2 vitamins B2 vitamins B2 vitamer vitamins B2 vitamers CHEBI:176838 vitamin B2 vitamin B2 CHEBI:176838 vitamin B2 ChEBI vitamin B-2 ChEBI vitamins B2 ChEBI vitamins B2 vitamer ChEBI vitamins B2 vitamers ChEBI Any member of a group of vitamers that belong to the chemical structural class called pyridines that exhibit biological activity against vitamin B3 deficiency. Vitamin B3 deficiency causes a condition known as pellagra whose symptoms include depression, dermatitis and diarrhea. The vitamers include nicotinic acid and nicotinamide (and their ionized and salt forms). vitamin B3 chebi_ontology vitamin B-3 vitamin B3 vitamer vitamin B3 vitamers vitamins B3 CHEBI:176839 vitamin B3 vitamin B3 CHEBI:176839 vitamin B3 ChEBI vitamin B-3 ChEBI vitamin B3 vitamer ChEBI vitamin B3 vitamers ChEBI vitamins B3 ChEBI Any member of a group of vitamers that belong to the chemical structural class called pantothenic acids that exhibit biological activity against vitamin B5 deficiency. Deficiency of vitamin B5 is rare due to its widespread distribution in whole grain cereals, legumes and meat. Symptoms associated with vitamin B5 deficiency are difficult to asses since they are subtle and resemble those of other B vitamin deficiencies. The vitamers include (R)-pantothenic acid and its ionized and salt forms. vitamin B5 chebi_ontology vitamin B-5 vitamin B5 vitamer vitamin B5 vitamers vitamins B5 CHEBI:176840 vitamin B5 vitamin B5 CHEBI:176840 vitamin B5 ChEBI vitamin B-5 ChEBI vitamin B5 vitamer ChEBI vitamin B5 vitamers ChEBI vitamins B5 ChEBI Any member of a group of vitamers that belong to the chemical structural class called biotins that exhibit biological activity against vitamin B7 deficiency. Vitamin B7 deficiency is very rare in individuals who take a normal balanced diet. Foods rich in biotin are egg yolk, liver, cereals, vegetables (spinach, mushrooms) and rice. Symptoms associated with vitamin B7 deficiency include thinning hair, scaly skin rashes around eyes, nose and mouth, and brittle nails. The vitamers include biotin and its ionized and salt forms. vitamin B7 chebi_ontology vitamin B-7 vitamin B7 vitamer vitamin B7 vitamers vitamins B7 CHEBI:176841 vitamin B7 vitamin B7 CHEBI:176841 vitamin B7 ChEBI vitamin B-7 ChEBI vitamin B7 vitamer ChEBI vitamin B7 vitamers ChEBI vitamins B7 ChEBI Any B-vitamin that exhibits biological activity against vitamin B9 deficiency. Vitamin B9 refers to the many forms of folic acid and its derivatives, including tetrahydrofolic acid (the active form), methyltetrahydrofolate (the primary form found in blood), methenyltetrahydrofolate, folinic acid amongst others. They are present in abundance in green leafy vegetables, citrus fruits, and animal products. Lack of vitamin B9 leads to anemia, a condition in which the body cannot produce sufficient number of red blood cells. Symptoms of vitamin B9 deficiency include fatigue, muscle weakness, and pale skin. vitamin B9 chebi_ontology folate vitamer folate vitamers vitamin B-9 vitamin B9 vitamer vitamin B9 vitamers vitamins B9 CHEBI:176842 vitamin B9 vitamin B9 CHEBI:176842 vitamin B9 ChEBI folate vitamer ChEBI folate vitamers ChEBI vitamin B-9 ChEBI vitamin B9 vitamer ChEBI vitamin B9 vitamers ChEBI vitamins B9 ChEBI Any member of a group of cobalamin vitamers that exhibit biological activity against vitamin B12 deficiency. Vitamin B12 deficiency is associated with low red blood cell count and anemia. The vitamers are found in foods such as cereals, meat, fish, and poultry. The vitamers include adenosylcobalamin, hydroxocobalamin, cyanocobalamin, aquacobalamin, nitritocobalamin and methylcobabalamin (also includes their ionized, salt and phosphate derivatives). vitamin B12 chebi_ontology vitamin B-12 vitamin B12 vitamer vitamin B12 vitamers vitamins B12 CHEBI:176843 vitamin B12 vitamin B12 CHEBI:176843 vitamin B12 ChEBI vitamin B-12 ChEBI vitamin B12 vitamer ChEBI vitamin B12 vitamers ChEBI vitamins B12 ChEBI A glycosylglucose disaccharide, found most notably in milk, that consists of D-galactose and D-glucose fragments bonded through a beta-1->4 glycosidic linkage. The glucose fragment can be in either the alpha- or beta-pyranose form, whereas the galactose fragment can only have the beta-pyranose form. 0 C12H22O11 InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11?,12+/m1/s1 GUBGYTABKSRVRQ-QKKXKWKRSA-N 342.297 342.11621 OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O CHEBI:10296 CHEBI:10380 CHEBI:14497 CHEBI:22460 CHEBI:22760 CHEBI:25005 CHEBI:27755 CHEBI:613009 Beilstein:1292745 CAS:63-42-3 GlyGen:G74621DY GlyTouCan:G74621DY Gmelin:882872 KEGG:C00243 KEGG:D00046 KEGG:G10504 KNApSAcK:C00001136 PMID:1292745 PMID:17329833 PMID:18300214 PMID:19053747 PMID:19846069 PMID:19913595 PMID:20094999 PMID:20503067 PMID:20699559 PMID:20873837 PMID:20961532 PMID:21403918 PMID:2432147 PMID:2456994 PMID:28690131 PMID:28807538 PMID:6194884 PMID:7574700 Reaxys:1292745 beta-D-galactopyranosyl-(1->4)-D-glucopyranose lactose chebi_ontology (+)-lactose (Gal)1 (Glc)1 1-beta-D-Galactopyranosyl-4-D-glucopyranose 4-(beta-D-galactosido)-D-glucose 4-O-beta-D-galactopyranosyl-D-glucose D-lactose Galbeta1-4Glc Lac Laktobiose Laktose Milchzucker Milk sugar WURCS=2.0/2,2,1/[a2122h-1x_1-5][a2112h-1b_1-5]/1-2/a4-b1 beta-D-Gal-(1->4)-D-Glc beta-D-Galp-(1->4)-D-Glcp beta-Gal1,4-Glc lactobiose milk sugar CHEBI:17716 lactose lactose CHEBI:17716 Beilstein:1292745 Beilstein CAS:63-42-3 ChemIDplus CAS:63-42-3 KEGG COMPOUND CAS:63-42-3 NIST Chemistry WebBook Gmelin:882872 Gmelin PMID:1292745 Europe PMC PMID:17329833 Europe PMC PMID:18300214 Europe PMC PMID:19053747 ChEMBL PMID:19846069 Europe PMC PMID:19913595 Europe PMC PMID:20094999 Europe PMC PMID:20503067 Europe PMC PMID:20699559 Europe PMC PMID:20873837 Europe PMC PMID:20961532 Europe PMC PMID:21403918 Europe PMC PMID:2432147 Europe PMC PMID:2456994 Europe PMC PMID:28690131 Europe PMC PMID:28807538 Europe PMC PMID:6194884 Europe PMC PMID:7574700 Europe PMC Reaxys:1292745 Reaxys beta-D-galactopyranosyl-(1->4)-D-glucopyranose IUPAC lactose UniProt (+)-lactose NIST_Chemistry_WebBook (Gal)1 (Glc)1 KEGG_GLYCAN 1-beta-D-Galactopyranosyl-4-D-glucopyranose KEGG_COMPOUND 4-(beta-D-galactosido)-D-glucose NIST_Chemistry_WebBook 4-O-beta-D-galactopyranosyl-D-glucose IUPAC D-lactose ChemIDplus Galbeta1-4Glc ChEBI Lac JCBN Laktobiose ChEBI Laktose ChEBI Milchzucker ChEBI Milk sugar KEGG_COMPOUND WURCS=2.0/2,2,1/[a2122h-1x_1-5][a2112h-1b_1-5]/1-2/a4-b1 GlyTouCan beta-D-Gal-(1->4)-D-Glc KEGG_COMPOUND beta-D-Galp-(1->4)-D-Glcp IUPAC beta-Gal1,4-Glc ChEBI lactobiose NIST_Chemistry_WebBook milk sugar NIST_Chemistry_WebBook The amino acid betaine derived from glycine. 0 C5H11NO2 InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3 KWIUHFFTVRNATP-UHFFFAOYSA-N 117.14638 117.07898 C[N+](C)(C)CC([O-])=O CHEBI:13895 CHEBI:15264 CHEBI:22858 CHEBI:24370 CHEBI:27128 CHEBI:3073 Beilstein:3537113 CAS:107-43-7 Drug_Central:347 Gmelin:26434 HMDB:HMDB0000043 KEGG:C00719 KEGG:D07523 KNApSAcK:C00007291 MetaCyc:BETAINE PDBeChem:BET PMID:16197300 PMID:18326594 PMID:20346934 PMID:20446114 PMID:20642826 PMID:22770225 Reaxys:3537113 Wikipedia:Trimethylglycine YMDB:YMDB01516 (trimethylammonio)acetate Glycine betaine glycine betaine chebi_ontology (trimethylammoniumyl)acetate 1-carboxy-N,N,N-trimethylmethanaminium inner salt 2-N,N,N-trimethylammonio acetate Bet Betaine N,N,N-Trimethylglycine N,N,N-trimethylammonioacetate Trimethylaminoacetate Trimethylammonioacetate abromine acidol trimethylglycine trimethylglycocoll CHEBI:17750 glycine betaine glycine betaine CHEBI:17750 Beilstein:3537113 Beilstein CAS:107-43-7 ChemIDplus CAS:107-43-7 KEGG COMPOUND CAS:107-43-7 NIST Chemistry WebBook Drug_Central:347 DrugCentral Gmelin:26434 Gmelin PMID:16197300 Europe PMC PMID:18326594 Europe PMC PMID:20346934 Europe PMC PMID:20446114 Europe PMC PMID:20642826 Europe PMC PMID:22770225 Europe PMC Reaxys:3537113 Reaxys (trimethylammonio)acetate IUPAC Glycine betaine KEGG_COMPOUND glycine betaine UniProt (trimethylammoniumyl)acetate IUPAC 1-carboxy-N,N,N-trimethylmethanaminium inner salt NIST_Chemistry_WebBook 2-N,N,N-trimethylammonio acetate ChEBI Bet ChEBI Betaine KEGG_COMPOUND N,N,N-Trimethylglycine KEGG_COMPOUND N,N,N-trimethylammonioacetate IUPAC Trimethylaminoacetate KEGG_COMPOUND Trimethylammonioacetate KEGG_COMPOUND abromine ChemIDplus acidol ChEBI trimethylglycine ChEBI trimethylglycocoll ChemIDplus A triol with a structure of propane substituted at positions 1, 2 and 3 by hydroxy groups. 0 C3H8O3 InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2 PEDCQBHIVMGVHV-UHFFFAOYSA-N 92.09382 92.04734 OCC(O)CO CHEBI:131422 CHEBI:14334 CHEBI:24351 CHEBI:42998 CHEBI:5448 Beilstein:635685 CAS:56-81-5 Chemspider:733 DrugBank:DB04077 Drug_Central:1316 ECMDB:ECMDB00131 FooDB:FDB000756 Gmelin:26279 HMDB:HMDB0000131 KEGG:C00116 KEGG:D00028 KNApSAcK:C00001163 LINCS:LSM-37180 MetaCyc:GLYCEROL PDB:2AJS PDB:2D03 PDBeChem:GOL PMID:11302662 PMID:11958517 PMID:11994365 PMID:12672239 PMID:12687625 PMID:12689633 PMID:12713573 PMID:14559393 PMID:14563847 PMID:15026783 PMID:15342117 PMID:15786693 PMID:15983192 PMID:16244855 PMID:16258193 PMID:16319039 PMID:16349488 PMID:16475911 PMID:16651733 PMID:16664750 PMID:16901854 PMID:17336832 PMID:17439666 PMID:17979222 PMID:19184438 PMID:19231894 PMID:19460032 PMID:19548674 PMID:19795216 PMID:19956799 PMID:22705534 PMID:23562176 PMID:23747440 PMID:24643482 PMID:24835191 PMID:25108762 PMID:558160 PMID:6299616 PMID:7031247 PMID:7392035 PPDB:1317 Reaxys:635685 UM-BBD_compID:c0066 Wikipedia:Glycerol YMDB:YMDB00283 GLYCEROL Glycerol glycerol propane-1,2,3-triol chebi_ontology 1,2,3-Propanetriol 1,2,3-Trihydroxypropane Glycerin Glyceritol Glyzerin Gro Oelsuess Propanetriol Trihydroxypropane glycerine glycerol glycerolum glycyl alcohol CHEBI:17754 glycerol glycerol CHEBI:17754 Beilstein:635685 Beilstein CAS:56-81-5 ChemIDplus CAS:56-81-5 KEGG COMPOUND CAS:56-81-5 NIST Chemistry WebBook Drug_Central:1316 DrugCentral Gmelin:26279 Gmelin PMID:11302662 Europe PMC PMID:11958517 Europe PMC PMID:11994365 Europe PMC PMID:12672239 ChEMBL PMID:12687625 Europe PMC PMID:12689633 Europe PMC PMID:12713573 Europe PMC PMID:14559393 Europe PMC PMID:14563847 Europe PMC PMID:15026783 Europe PMC PMID:15342117 Europe PMC PMID:15786693 Europe PMC PMID:15983192 Europe PMC PMID:16244855 Europe PMC PMID:16258193 Europe PMC PMID:16319039 Europe PMC PMID:16349488 Europe PMC PMID:16475911 Europe PMC PMID:16651733 Europe PMC PMID:16664750 Europe PMC PMID:16901854 Europe PMC PMID:17336832 Europe PMC PMID:17439666 Europe PMC PMID:17979222 Europe PMC PMID:19184438 Europe PMC PMID:19231894 Europe PMC PMID:19460032 Europe PMC PMID:19548674 Europe PMC PMID:19795216 Europe PMC PMID:19956799 Europe PMC PMID:22705534 Europe PMC PMID:23562176 Europe PMC PMID:23747440 Europe PMC PMID:24643482 Europe PMC PMID:24835191 Europe PMC PMID:25108762 Europe PMC PMID:558160 Europe PMC PMID:6299616 Europe PMC PMID:7031247 ChEMBL PMID:7392035 ChEMBL Reaxys:635685 Reaxys UM-BBD_compID:c0066 UM-BBD GLYCEROL PDBeChem Glycerol KEGG_COMPOUND glycerol ChEBI glycerol UniProt propane-1,2,3-triol IUPAC 1,2,3-Propanetriol KEGG_COMPOUND 1,2,3-Trihydroxypropane KEGG_COMPOUND Glycerin KEGG_COMPOUND Glyceritol HMDB Glyzerin ChEBI Gro JCBN Oelsuess ChEBI Propanetriol HMDB Trihydroxypropane HMDB glycerine ChEBI glycerol ChemIDplus glycerolum ChemIDplus glycyl alcohol NIST_Chemistry_WebBook A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at the 3' position and a methoxy group at the 4' position. 0 C16H12O5 InChI=1S/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3 ZZAJQOPSWWVMBI-UHFFFAOYSA-N 284.26350 284.06847 COc1ccc(cc1O)-c1coc2cc(O)ccc2c1=O CHEBI:13938 CHEBI:22989 CHEBI:3334 Beilstein:1292488 CAS:20575-57-9 KEGG:C01562 KNApSAcK:C00009389 LIPID_MAPS_instance:LMPK12050056 PMID:11025148 PMID:16286304 PMID:16441066 PMID:17253088 Patent:CN102030735 Patent:KR20080079237 Patent:WO2009129260 Reaxys:1292488 Wikipedia:Calycosin 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one Calycosin chebi_ontology 3'-hydroxy-formononetin 7,3'-dihydroxy-4'-methoxyisoflavone 7-Hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one CHEBI:17793 calycosin CHEBI:17793 Beilstein:1292488 Beilstein CAS:20575-57-9 ChemIDplus CAS:20575-57-9 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050056 LIPID MAPS PMID:11025148 Europe PMC PMID:16286304 Europe PMC PMID:16441066 Europe PMC PMID:17253088 Europe PMC Reaxys:1292488 Reaxys 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one IUPAC Calycosin KEGG_COMPOUND 3'-hydroxy-formononetin ChEBI 7,3'-dihydroxy-4'-methoxyisoflavone ChEBI 7-Hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one ChemIDplus 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one ChEBI An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group. 0 C3H7NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7) MTCFGRXMJLQNBG-UHFFFAOYSA-N 105.09262 105.04259 NC(CO)C(O)=O CHEBI:15081 CHEBI:26648 CHEBI:9116 Beilstein:1721402 CAS:302-84-1 Gmelin:26429 KEGG:C00716 KNApSAcK:C00001393 Reaxys:1721402 Wikipedia:Serine Serine serine chebi_ontology 2-Amino-3-hydroxypropionic acid 2-amino-3-hydroxypropanoic acid 3-Hydroxyalanine Serin CHEBI:17822 serine serine CHEBI:17822 Beilstein:1721402 Beilstein CAS:302-84-1 ChemIDplus CAS:302-84-1 KEGG COMPOUND CAS:302-84-1 NIST Chemistry WebBook Gmelin:26429 Gmelin Reaxys:1721402 Reaxys Serine KEGG_COMPOUND serine IUPAC 2-Amino-3-hydroxypropionic acid KEGG_COMPOUND 2-amino-3-hydroxypropanoic acid IUPAC 3-Hydroxyalanine KEGG_COMPOUND Serin ChEBI The (S)-enantiomer of naringenin. 0 C15H12O5 InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1 FTVWIRXFELQLPI-ZDUSSCGKSA-N 272.25280 272.06847 Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O)cc(O)cc2O1 CHEBI:14640 CHEBI:25484 CHEBI:25488 CHEBI:44288 CHEBI:7483 CAS:480-41-1 DrugBank:DB03467 HMDB:HMDB0002670 KEGG:C00509 KNApSAcK:C00000982 LIPID_MAPS_instance:LMPK12140001 MetaCyc:NARINGENIN-CMPD PDBeChem:NAR PMID:11093936 PMID:17664077 Reaxys:90699 Wikipedia:Naringenin (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one chebi_ontology (-)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one (-)-(2S)-Naringenin (-)-(2S)-naringenin (2S)-Naringenin (2S)-naringenin (S)-2,3-dihydo-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 4',5,7-Trihydroxyflavanone 4',5,7-trihydroxyflavanone NARINGENIN Naringenin naringetol pelargidanon salipurpol CHEBI:17846 (S)-naringenin CHEBI:17846 CAS:480-41-1 ChemIDplus CAS:480-41-1 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140001 LIPID MAPS PMID:11093936 Europe PMC PMID:17664077 Europe PMC Reaxys:90699 Reaxys (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one IUPAC (-)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one IUBMB (-)-(2S)-Naringenin KEGG_COMPOUND (-)-(2S)-naringenin IUBMB (2S)-Naringenin KEGG_COMPOUND (2S)-naringenin UniProt (S)-2,3-dihydo-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one IUBMB 4',5,7-Trihydroxyflavanone KEGG_COMPOUND 4',5,7-trihydroxyflavanone ChEBI NARINGENIN PDBeChem Naringenin KEGG_COMPOUND naringetol HMDB pelargidanon HMDB salipurpol HMDB Any glyceride resulting from the condensation of all three hydroxy groups of glycerol (propane-1,2,3-triol) with fatty acids. 0 C6H5O6R3 173.10030 173.00861 [*]C(=O)OCC(COC([*])=O)OC([*])=O CHEBI:15255 CHEBI:27085 CHEBI:9664 KEGG:C00422 LIPID_MAPS_class:LMGL0301 PMID:2474544 Triglyceride triglycerides chebi_ontology Triacylglycerol Triglycerid Triglyzerid a triacylglycerol triacylglycerols triglycerides CHEBI:17855 triglyceride triglyceride CHEBI:17855 LIPID_MAPS_class:LMGL0301 LIPID MAPS PMID:2474544 Europe PMC Triglyceride KEGG_COMPOUND triglycerides IUPAC Triacylglycerol KEGG_COMPOUND Triglycerid ChEBI Triglyzerid ChEBI a triacylglycerol UniProt triacylglycerols LIPID_MAPS triglycerides ChEBI A mononuclear parent hydride consisting of covalently bonded hydrogen and chlorine atoms. 0 ClH HCl InChI=1S/ClH/h1H VEXZGXHMUGYJMC-UHFFFAOYSA-N 36.46064 35.97668 Cl[H] CHEBI:13364 CHEBI:24635 CHEBI:5590 CAS:7647-01-0 Drug_Central:4568 Gmelin:322 HMDB:HMDB0002306 KEGG:C01327 KEGG:D02057 MetaCyc:HCL PMID:15823700 PMID:17492841 PMID:22804993 Reaxys:1098214 Wikipedia:HCl Wikipedia:Hydrochloric_acid Hydrogen chloride chlorane chloridohydrogen hydrogen chloride chebi_ontology Chlorwasserstoff HCl Hydrochloride Hydrogenchlorid Wasserstoffchlorid [HCl] chlorure d'hydrogene cloruro de hidrogeno hydrochloric acid CHEBI:17883 hydrogen chloride hydrogen chloride CHEBI:17883 CAS:7647-01-0 ChemIDplus CAS:7647-01-0 KEGG COMPOUND CAS:7647-01-0 NIST Chemistry WebBook Drug_Central:4568 DrugCentral Gmelin:322 Gmelin PMID:15823700 Europe PMC PMID:17492841 Europe PMC PMID:22804993 Europe PMC Reaxys:1098214 Reaxys Hydrogen chloride KEGG_COMPOUND chlorane IUPAC chloridohydrogen IUPAC hydrogen chloride IUPAC Chlorwasserstoff ChEBI HCl KEGG_COMPOUND Hydrochloride KEGG_COMPOUND Hydrogenchlorid ChEBI Wasserstoffchlorid ChEBI [HCl] IUPAC chlorure d'hydrogene ChEBI cloruro de hidrogeno ChEBI hydrochloric acid ChemIDplus A retinal in which all four exocyclic double bonds have E- (trans-) geometry. 0 C20H28O InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ NCYCYZXNIZJOKI-OVSJKPMPSA-N 284.443 284.21402 [H]C(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C CHEBI:12776 CHEBI:22348 CHEBI:8814 CAS:116-31-4 Chemspider:553582 FooDB:FDB030668 HMDB:HMDB0001358 KEGG:C00376 LIPID_MAPS_instance:LMPR01090002 MetaCyc:RETINAL PDBeChem:RET PMID:12168520 PMID:15500295 PMID:15686550 PMID:15724104 PMID:16004575 PMID:16054134 PMID:16128572 PMID:17326003 PMID:21447403 PMID:21995425 PMID:22162152 PMID:22198730 PMID:22220722 PMID:22417174 PMID:22428905 PMID:22431612 PMID:22515697 PMID:22529810 PMID:22559266 PMID:22621924 PMID:22841964 PMID:22879987 PMID:26568132 PMID:28780307 PMID:31931077 PMID:32212312 PMID:32371567 PMID:32492112 PMID:33034385 PMID:33334878 Reaxys:1914183 Wikipedia:Retinal (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal all-trans-retinal chebi_ontology E-retinal all-E-retinal all-trans-retinaldehyde all-trans-retinene all-trans-vitamin A aldehyde axerophthal retinal retinaldehyde retinene retinene 1 retinyl aldehyde trans-retinal trans-vitamin A aldehyde vitamin A aldehyde vitamin A1 aldehyde CHEBI:17898 all-trans-retinal CHEBI:17898 CAS:116-31-4 ChemIDplus CAS:116-31-4 KEGG COMPOUND CAS:116-31-4 NIST Chemistry WebBook LIPID_MAPS_instance:LMPR01090002 LIPID MAPS PMID:12168520 Europe PMC PMID:15500295 Europe PMC PMID:15686550 Europe PMC PMID:15724104 Europe PMC PMID:16004575 Europe PMC PMID:16054134 Europe PMC PMID:16128572 Europe PMC PMID:17326003 Europe PMC PMID:21447403 Europe PMC PMID:21995425 Europe PMC PMID:22162152 Europe PMC PMID:22198730 Europe PMC PMID:22220722 Europe PMC PMID:22417174 Europe PMC PMID:22428905 Europe PMC PMID:22431612 Europe PMC PMID:22515697 Europe PMC PMID:22529810 Europe PMC PMID:22559266 Europe PMC PMID:22621924 Europe PMC PMID:22841964 Europe PMC PMID:22879987 Europe PMC PMID:26568132 Europe PMC PMID:28780307 Europe PMC PMID:31931077 Europe PMC PMID:32212312 Europe PMC PMID:32371567 Europe PMC PMID:32492112 Europe PMC PMID:33034385 Europe PMC PMID:33334878 Europe PMC Reaxys:1914183 Reaxys (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal IUPAC all-trans-retinal KEGG_COMPOUND all-trans-retinal UniProt E-retinal ChemIDplus all-E-retinal ChemIDplus all-trans-retinaldehyde NIST_Chemistry_WebBook all-trans-retinene KEGG_COMPOUND all-trans-vitamin A aldehyde KEGG_COMPOUND axerophthal MetaCyc retinal KEGG_COMPOUND retinaldehyde ChemIDplus retinene KEGG_COMPOUND retinene 1 ChemIDplus retinyl aldehyde ChemIDplus trans-retinal ChemIDplus trans-vitamin A aldehyde HMDB vitamin A aldehyde KEGG_COMPOUND vitamin A1 aldehyde ChemIDplus A hydroxycalciol that is calciol in which the hydrogen at position 25 has been replaced by a hydroxy group. A prehormone resulting from the oxidation of calciol in the liver, it is further hydroxylated in the kidney to give calcitriol, the active form of vitamin D3. 0 C27H44O2 InChI=1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1 JWUBBDSIWDLEOM-DTOXIADCSA-N 400.63706 400.33413 [H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\C2=C/C=C1/C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)(C)O CHEBI:13931 CHEBI:19815 CHEBI:3304 CHEBI:46387 Beilstein:4270041 CAS:19356-17-3 DrugBank:DB00146 Drug_Central:464 KEGG:C01561 LIPID_MAPS_instance:LMST03020246 PDBeChem:VDY PMID:16549446 PMID:18689406 PMID:22487892 PMID:22536761 PMID:23090338 PMID:23566108 PMID:9080330 Reaxys:4270041 Wikipedia:Calcifediol (3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol Calcidiol calcidiol chebi_ontology (3S,5Z,7E)-9,10-secocholesta-5,7,10-triene-3,25-diol (3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol (5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol 25(OH)D3 25-Hydroxyvitamin D3 25-hydroxycholecalciferol 25-hydroxyvitamin D3 3-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-4-METHYLENE-CYCLOHEXANOL Calcifediol Calcifediol anhydrous Rayaldee calcifediol calcifediolum CHEBI:17933 calcidiol calcidiol CHEBI:17933 Beilstein:4270041 Beilstein CAS:19356-17-3 ChemIDplus CAS:19356-17-3 KEGG COMPOUND Drug_Central:464 DrugCentral LIPID_MAPS_instance:LMST03020246 LIPID MAPS PMID:16549446 Europe PMC PMID:18689406 Europe PMC PMID:22487892 Europe PMC PMID:22536761 Europe PMC PMID:23090338 Europe PMC PMID:23566108 Europe PMC PMID:9080330 Europe PMC Reaxys:4270041 Reaxys (3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol IUPAC Calcidiol KEGG_COMPOUND calcidiol UniProt (3S,5Z,7E)-9,10-secocholesta-5,7,10-triene-3,25-diol PDBeChem (3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol ChemIDplus (5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol JCBN 25(OH)D3 ChEBI 25-Hydroxyvitamin D3 KEGG_COMPOUND 25-hydroxycholecalciferol JCBN 25-hydroxyvitamin D3 ChEBI 3-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-4-METHYLENE-CYCLOHEXANOL PDBeChem Calcifediol KEGG_COMPOUND Calcifediol anhydrous KEGG_COMPOUND Rayaldee ChEBI calcifediol ChEBI calcifediol WHO_MedNet calcifediolum ChEBI A taxifolin that has (2R,3R)-configuration. 0 C15H12O7 InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1 CXQWRCVTCMQVQX-LSDHHAIUSA-N 304.25160 304.05830 O[C@@H]1[C@H](Oc2cc(O)cc(O)c2C1=O)c1ccc(O)c(O)c1 CHEBI:15206 CHEBI:23764 CHEBI:42225 CHEBI:9415 Beilstein:93548 CAS:480-18-2 DrugBank:DB02224 KEGG:C01617 KNApSAcK:C00000677 LINCS:LSM-5990 PDBeChem:DQH Wikipedia:Taxifolin (+)-Taxifolin (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one chebi_ontology (+)-Dihydroquercetin (2R,3R)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one (2R,3R)-dihydroquercetin (2R-trans)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4-benzopyrone Dihydroquercetin Taxifolin trans-Dihydroquercetin CHEBI:17948 (+)-taxifolin CHEBI:17948 Beilstein:93548 Beilstein CAS:480-18-2 ChemIDplus CAS:480-18-2 KEGG COMPOUND (+)-Taxifolin KEGG_COMPOUND (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one IUPAC (+)-Dihydroquercetin KEGG_COMPOUND (2R,3R)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one ChemIDplus (2R,3R)-dihydroquercetin ChemIDplus (2R,3R)-dihydroquercetin UniProt (2R-trans)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4-benzopyrone ChemIDplus Dihydroquercetin KEGG_COMPOUND Taxifolin KEGG_COMPOUND trans-Dihydroquercetin KEGG_COMPOUND A flavone C-glycoside consisting of luteolin having a beta-D-glucosyl residue at the 6-position. 0 C21H20O11 InChI=1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21+/m1/s1 ODBRNZZJSYPIDI-VJXVFPJBSA-N 448.37690 448.10056 OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)cc2oc(cc(=O)c2c1O)-c1ccc(O)c(O)c1 CHEBI:14471 CHEBI:24905 CHEBI:6034 CAS:4261-42-1 KEGG:C01821 KNApSAcK:C00001055 LIPID_MAPS_instance:LMPK12110469 PMID:21080643 PMID:22529049 PMID:22948221 PMID:22980875 PMID:23026832 PMID:23220614 Reaxys:68256 Wikipedia:Isoorientin (1S)-1,5-anhydro-1-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-6-yl]-D-glucitol Isoorientin chebi_ontology 2-(3,4-dihydroxyphenyl)-6-beta-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one Homoorientin Luteolin-6-C-beta-D-glucoside CHEBI:17965 isoorientin CHEBI:17965 CAS:4261-42-1 ChemIDplus CAS:4261-42-1 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110469 LIPID MAPS PMID:21080643 Europe PMC PMID:22529049 Europe PMC PMID:22948221 Europe PMC PMID:22980875 Europe PMC PMID:23026832 Europe PMC PMID:23220614 Europe PMC Reaxys:68256 Reaxys (1S)-1,5-anhydro-1-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-6-yl]-D-glucitol IUPAC Isoorientin KEGG_COMPOUND 2-(3,4-dihydroxyphenyl)-6-beta-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one ChEBI Homoorientin ChemIDplus Luteolin-6-C-beta-D-glucoside ChEBI A glycosyl glycoside formed by glucose and fructose units joined by an acetal oxygen bridge from hemiacetal of glucose to the hemiketal of the fructose. 0 C12H22O11 InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1 CZMRCDWAGMRECN-UGDNZRGBSA-N 342.29650 342.11621 OC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:15128 CHEBI:26812 CHEBI:45795 CHEBI:9314 Beilstein:90825 CAS:57-50-1 DrugBank:DB02772 Drug_Central:4610 Gmelin:97695 HMDB:HMDB0000258 KEGG:C00089 KEGG:D00025 KEGG:D06533 KEGG:G00370 KNApSAcK:C00001151 MetaCyc:SUCROSE PDBeChem:SUC PMID:11021636 PMID:11093712 PMID:11111003 PMID:12065720 PMID:12706980 PMID:13508893 PMID:15291457 PMID:15660210 PMID:15792978 PMID:15845855 PMID:16228482 PMID:16304615 PMID:16313996 PMID:16525719 PMID:16660545 PMID:16663947 PMID:16665852 PMID:17233733 PMID:17439666 PMID:17597061 PMID:18625236 PMID:19199566 PMID:19726178 PMID:21703290 PMID:21972845 PMID:22085755 PMID:22311778 PMID:22404833 PMID:22751876 Reaxys:1435311 Reaxys:90825 Wikipedia:Sucrose SUCROSE Sucrose beta-D-fructofuranosyl alpha-D-glucopyranoside sucrose chebi_ontology 1-alpha-D-Glucopyranosyl-2-beta-D-fructofuranoside Cane sugar Saccharose Sacharose White sugar beta-D-Fruf-(2<->1)-alpha-D-Glcp sacarosa table sugar CHEBI:17992 sucrose sucrose CHEBI:17992 Beilstein:90825 Beilstein CAS:57-50-1 ChemIDplus CAS:57-50-1 KEGG COMPOUND CAS:57-50-1 NIST Chemistry WebBook Drug_Central:4610 DrugCentral Gmelin:97695 Gmelin PMID:11021636 Europe PMC PMID:11093712 Europe PMC PMID:11111003 Europe PMC PMID:12065720 Europe PMC PMID:12706980 Europe PMC PMID:13508893 Europe PMC PMID:15291457 Europe PMC PMID:15660210 Europe PMC PMID:15792978 Europe PMC PMID:15845855 Europe PMC PMID:16228482 Europe PMC PMID:16304615 Europe PMC PMID:16313996 Europe PMC PMID:16525719 Europe PMC PMID:16660545 Europe PMC PMID:16663947 Europe PMC PMID:16665852 Europe PMC PMID:17233733 Europe PMC PMID:17439666 Europe PMC PMID:17597061 Europe PMC PMID:18625236 Europe PMC PMID:19199566 Europe PMC PMID:19726178 Europe PMC PMID:21703290 Europe PMC PMID:21972845 Europe PMC PMID:22085755 Europe PMC PMID:22311778 Europe PMC PMID:22404833 Europe PMC PMID:22751876 Europe PMC Reaxys:1435311 Reaxys Reaxys:90825 Reaxys SUCROSE PDBeChem Sucrose KEGG_COMPOUND beta-D-fructofuranosyl alpha-D-glucopyranoside IUPAC sucrose UniProt 1-alpha-D-Glucopyranosyl-2-beta-D-fructofuranoside KEGG_COMPOUND Cane sugar KEGG_COMPOUND Saccharose KEGG_COMPOUND Sacharose ChEBI White sugar HMDB beta-D-Fruf-(2<->1)-alpha-D-Glcp JCBN sacarosa ChEBI table sugar ChemIDplus A halide anion formed when chlorine picks up an electron to form an an anion. -1 Cl InChI=1S/ClH/h1H/p-1 VEXZGXHMUGYJMC-UHFFFAOYSA-M 35.45270 34.96940 [Cl-] CHEBI:13291 CHEBI:13970 CHEBI:3616 CHEBI:3731 CHEBI:48804 Beilstein:3587171 CAS:16887-00-6 Gmelin:14910 KEGG:C00115 KEGG:C00698 PDBeChem:CL UM-BBD_compID:c0884 Chloride chloride chloride(1-) chebi_ontology CHLORIDE ION Chloride ion Chloride(1-) Chlorine anion Cl(-) Cl- CHEBI:17996 chloride chloride CHEBI:17996 Beilstein:3587171 Beilstein CAS:16887-00-6 ChemIDplus CAS:16887-00-6 KEGG COMPOUND CAS:16887-00-6 NIST Chemistry WebBook Gmelin:14910 Gmelin UM-BBD_compID:c0884 UM-BBD Chloride KEGG_COMPOUND chloride IUPAC chloride UniProt chloride(1-) IUPAC CHLORIDE ION PDBeChem Chloride ion KEGG_COMPOUND Chloride(1-) ChemIDplus Chlorine anion NIST_Chemistry_WebBook Cl(-) IUPAC Cl- KEGG_COMPOUND The D-enantiomer of galacturonic acid. It is the main component of pectin. 0 C6H10O7 194.140 194.04265 CHEBI:20976 CHEBI:20978 PMID:21683149 PMID:24502254 D-galacturonic acid chebi_ontology D-galacturonate D-galacturonic acids CHEBI:18024 D-galacturonic acid D-galacturonic acid CHEBI:18024 PMID:21683149 Europe PMC PMID:24502254 Europe PMC D-galacturonic acid IUPAC D-galacturonate ChEBI D-galacturonic acids ChEBI CHEBI:18026 A glyceride that is glycerol in which any two of the hydroxy groups have been acylated. In the structure shown, two of the R groups (positions not specified) are acyl groups while the remaining R group can be either H or an alkyl group. 0 C5H6O5R2 89.07000 89.02387 [*]OCC(CO[*])O[*] CHEBI:14135 CHEBI:23653 CHEBI:4481 KEGG:C00165 LIPID_MAPS_class:LMGL0201 Diglyceride diglycerides chebi_ontology Diacylglycerol a diacylglycerol di-O-acylglycerols diacylglycerols diglycerides CHEBI:18035 diglyceride diglyceride CHEBI:18035 LIPID_MAPS_class:LMGL0201 LIPID MAPS Diglyceride KEGG_COMPOUND diglycerides IUPAC Diacylglycerol KEGG_COMPOUND a diacylglycerol UniProt di-O-acylglycerols ChEBI diacylglycerols LIPID_MAPS diglycerides ChEBI 'Lipids' is a loosely defined term for substances of biological origin that are soluble in nonpolar solvents. They consist of saponifiable lipids, such as glycerides (fats and oils) and phospholipids, as well as nonsaponifiable lipids, principally steroids. CHEBI:14517 CHEBI:25054 CHEBI:6486 KEGG:C01356 Lipid lipids chebi_ontology CHEBI:18059 lipid lipid CHEBI:18059 Lipid KEGG_COMPOUND lipids IUPAC A member of the class of phylloquinones that consists of 1,4-naphthoquinone having methyl and phytyl groups at positions 2 and 3 respectively. The parent of the class of phylloquinones. 0 C31H46O2 InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1 MBWXNTAXLNYFJB-NKFFZRIASA-N 450.707 450.34978 CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=C(C=CC=C2)C1=O CHEBI:11611 CHEBI:14833 CHEBI:26105 CHEBI:45148 CHEBI:8181 CAS:84-80-0 Chemspider:4447652 DrugBank:DB01022 Drug_Central:2843 HMDB:HMDB0003555 KEGG:C02059 KEGG:D00148 KNApSAcK:C00002868 LIPID_MAPS_instance:LMPR02030028 MetaCyc:2-METHYL-3-PHYTYL-14-NAPHTHOQUINONE PDBeChem:PQN PMCID:PMC6577341 PMCID:PMC8180628 PMID:1009028 PMID:10701947 PMID:10893417 PMID:11003724 PMID:15686525 PMID:15773196 PMID:19588895 PMID:19996170 PMID:21169510 PMID:21645693 PMID:21844348 PMID:21914559 PMID:27337968 PMID:2851012 PMID:30609653 PMID:32090699 PMID:32109957 PMID:32221088 PMID:32222983 PMID:32445363 PMID:33793953 PMID:33968245 PMID:34134516 PMID:5511811 PMID:7657478 Reaxys:2568816 Wikipedia:Phytomenadione 2-methyl-3-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]naphthalene-1,4-dione PHYLLOQUINONE Phylloquinone phylloquinone chebi_ontology 2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione 2-Methyl-3-[(2E)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone 2-Methyl-3-phytyl-1,4-naphthochinon 2-methyl-3-phytyl-1,4-naphthoquinone 3-phytylmenadione Mephyton Phyllochinon Phyllochinonum Phytonadionum Phytylmenadione Vitamin K1 alpha-phylloquinone fitomenadiona fitomenadione phytomenadione phytomenadionum phytonadione trans-Phylloquinone vitamin K1 vitamin K1(20) CHEBI:18067 phylloquinone phylloquinone CHEBI:18067 CAS:84-80-0 ChemIDplus CAS:84-80-0 KEGG COMPOUND CAS:84-80-0 NIST Chemistry WebBook Drug_Central:2843 DrugCentral LIPID_MAPS_instance:LMPR02030028 LIPID MAPS PMCID:PMC6577341 Europe PMC PMCID:PMC8180628 Europe PMC PMID:1009028 Europe PMC PMID:10701947 Europe PMC PMID:10893417 Europe PMC PMID:11003724 Europe PMC PMID:15686525 Europe PMC PMID:15773196 Europe PMC PMID:19588895 Europe PMC PMID:19996170 Europe PMC PMID:21169510 Europe PMC PMID:21645693 Europe PMC PMID:21844348 Europe PMC PMID:21914559 Europe PMC PMID:27337968 Europe PMC PMID:2851012 Europe PMC PMID:30609653 Europe PMC PMID:32090699 Europe PMC PMID:32109957 Europe PMC PMID:32221088 Europe PMC PMID:32222983 Europe PMC PMID:32445363 Europe PMC PMID:33793953 Europe PMC PMID:33968245 Europe PMC PMID:34134516 Europe PMC PMID:5511811 Europe PMC PMID:7657478 Europe PMC Reaxys:2568816 Reaxys 2-methyl-3-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]naphthalene-1,4-dione IUPAC PHYLLOQUINONE PDBeChem Phylloquinone KEGG_COMPOUND phylloquinone UniProt 2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione ChemIDplus 2-Methyl-3-[(2E)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone NIST_Chemistry_WebBook 2-Methyl-3-phytyl-1,4-naphthochinon ChemIDplus 2-methyl-3-phytyl-1,4-naphthoquinone KEGG_COMPOUND 3-phytylmenadione ChemIDplus Mephyton KEGG_DRUG Phyllochinon ChemIDplus Phyllochinonum ChemIDplus Phytonadionum ChemIDplus Phytylmenadione ChemIDplus Vitamin K1 KEGG_COMPOUND alpha-phylloquinone NIST_Chemistry_WebBook fitomenadiona WHO_MedNet fitomenadione ChemIDplus phytomenadione WHO_MedNet phytomenadionum WHO_MedNet phytonadione KEGG_COMPOUND trans-Phylloquinone NIST_Chemistry_WebBook vitamin K1 ChEBI vitamin K1(20) ChemIDplus A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by a methoxy group at position 4'. 0 C16H12O4 InChI=1S/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3 HKQYGTCOTHHOMP-UHFFFAOYSA-N 268.26410 268.07356 COc1ccc(cc1)-c1coc2cc(O)ccc2c1=O CHEBI:14279 CHEBI:18194 CHEBI:24086 CHEBI:5146 Beilstein:1288158 CAS:485-72-3 HMDB:HMDB0005808 KEGG:C00858 KNApSAcK:C00002525 LINCS:LSM-19000 LIPID_MAPS_instance:LMPK12050037 MetaCyc:FORMONONETIN PMID:16108819 PMID:24023812 Reaxys:237979 Wikipedia:Formononetin 7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one Formononetin chebi_ontology 4'-O-methyldaidzein 7-Hydroxy-3-(4-methoxyphenyl)-4-benzopyrone 7-Hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one 7-Hydroxy-4'-methoxyisoflavone 7-hydroxy-3-(4-methoxyphenyl)-4H-benzopyran-4-one biochanin B formononetol CHEBI:18088 formononetin CHEBI:18088 Beilstein:1288158 Beilstein CAS:485-72-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050037 LIPID MAPS PMID:16108819 Europe PMC PMID:24023812 Europe PMC Reaxys:237979 Reaxys 7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one IUPAC Formononetin KEGG_COMPOUND 4'-O-methyldaidzein ChEBI 7-Hydroxy-3-(4-methoxyphenyl)-4-benzopyrone HMDB 7-Hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one HMDB 7-Hydroxy-4'-methoxyisoflavone HMDB 7-hydroxy-3-(4-methoxyphenyl)-4H-benzopyran-4-one ChEBI biochanin B ChEBI formononetol ChEBI A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. 0 C8H8O3 InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) XQXPVVBIMDBYFF-UHFFFAOYSA-N 152.14732 152.04734 OC(=O)Cc1ccc(O)cc1 CHEBI:12014 CHEBI:1874 CHEBI:20419 CHEBI:40091 CAS:156-38-7 HMDB:HMDB0000020 KEGG:C00642 MetaCyc:4-HYDROXYPHENYLACETATE PDBeChem:4HP PMID:11339992 PMID:21476434 PMID:22296160 PMID:24636068 PMID:24831010 PMID:7126379 PMID:977696 Reaxys:1448766 UM-BBD_compID:c0271 Wikipedia:4-hydroxyphenylacetic_acid (4-hydroxyphenyl)acetic acid 4-Hydroxyphenylacetic acid chebi_ontology (p-hydroxyphenyl)acetic acid 4-Hydroxyphenylacetate 4-carboxymethylphenol 4-hydroxybenzeneacetic acid p-hydroxyphenylacetic acid CHEBI:18101 4-hydroxyphenylacetic acid 4-hydroxyphenylacetic acid CHEBI:18101 CAS:156-38-7 ChemIDplus CAS:156-38-7 KEGG COMPOUND CAS:156-38-7 NIST Chemistry WebBook PMID:11339992 Europe PMC PMID:21476434 Europe PMC PMID:22296160 Europe PMC PMID:24636068 Europe PMC PMID:24831010 Europe PMC PMID:7126379 Europe PMC PMID:977696 Europe PMC Reaxys:1448766 Reaxys UM-BBD_compID:c0271 UM-BBD (4-hydroxyphenyl)acetic acid IUPAC 4-Hydroxyphenylacetic acid KEGG_COMPOUND (p-hydroxyphenyl)acetic acid ChemIDplus 4-Hydroxyphenylacetate KEGG_COMPOUND 4-carboxymethylphenol ChemIDplus 4-hydroxybenzeneacetic acid ChemIDplus p-hydroxyphenylacetic acid ChemIDplus The trans-isomer of 2-coumaric acid. 0 C9H8O3 InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+ PMOWTIHVNWZYFI-AATRIKPKSA-N 164.15802 164.04734 OC(=O)\C=C\c1ccccc1O CHEBI:1047 CHEBI:11541 CHEBI:19516 CHEBI:27048 CHEBI:39811 Beilstein:1100900 CAS:583-17-5 CAS:614-60-8 DrugBank:DB01650 Gmelin:1319861 HMDB:HMDB0002641 KEGG:C01772 PDBeChem:2HC PMID:23293469 Reaxys:1100900 Wikipedia:O-Coumaric_acid (2E)-3-(2-hydroxyphenyl)prop-2-enoic acid chebi_ontology (2E)-3-(2-HYDROXYPHENYL)ACRYLIC ACID (2E)-3-(2-hydroxyphenyl)-2-propenoic acid (E)-2-hydroxycinnamic acid (E)-3-(2-hydroxy-phenyl)-acrylic acid (E)-3-(2-hydroxyphenyl)-2-propenoic acid (E)-o-hydroxycinnamic acid 2-Coumarate 2-Coumaric acid 2-Hydroxycinnamate o-Coumaric acid o-hydroxy-trans-cinnamic acid trans-2-Hydroxycinnamate trans-2-Hydroxycinnamic acid trans-o-hydroxycinnamic acid CHEBI:18125 trans-2-coumaric acid trans-2-coumaric acid CHEBI:18125 Beilstein:1100900 ChemIDplus CAS:583-17-5 KEGG COMPOUND CAS:614-60-8 ChemIDplus CAS:614-60-8 KEGG COMPOUND CAS:614-60-8 NIST Chemistry WebBook Gmelin:1319861 Gmelin PMID:23293469 Europe PMC Reaxys:1100900 Reaxys (2E)-3-(2-hydroxyphenyl)prop-2-enoic acid IUPAC (2E)-3-(2-HYDROXYPHENYL)ACRYLIC ACID PDBeChem (2E)-3-(2-hydroxyphenyl)-2-propenoic acid NIST_Chemistry_WebBook (E)-2-hydroxycinnamic acid NIST_Chemistry_WebBook (E)-3-(2-hydroxy-phenyl)-acrylic acid ChEBI (E)-3-(2-hydroxyphenyl)-2-propenoic acid NIST_Chemistry_WebBook (E)-o-hydroxycinnamic acid ChemIDplus 2-Coumarate KEGG_COMPOUND 2-Coumaric acid KEGG_COMPOUND 2-Hydroxycinnamate KEGG_COMPOUND o-Coumaric acid KEGG_COMPOUND o-hydroxy-trans-cinnamic acid NIST_Chemistry_WebBook trans-2-Hydroxycinnamate KEGG_COMPOUND trans-2-Hydroxycinnamic acid KEGG_COMPOUND trans-o-hydroxycinnamic acid ChemIDplus A luteolin glucosiduronic acid consisting of luteolin having a beta-D-glucosiduronic acid residue attached at the 7-position. 0 C21H18O12 InChI=1S/C21H18O12/c22-9-2-1-7(3-10(9)23)13-6-12(25)15-11(24)4-8(5-14(15)32-13)31-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-24,26-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1 VSUOKLTVXQRUSG-ZFORQUDYSA-N 462.36042 462.07983 O[C@H]1[C@@H](O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O)Oc1cc(O)c2c(c1)oc(cc2=O)-c1ccc(O)c(O)c1 CHEBI:14538 CHEBI:14540 CHEBI:25090 CHEBI:6583 CAS:29741-10-4 KEGG:C03515 LIPID_MAPS_instance:LMPK12110644 MetaCyc:LUTEOLIN-7-O-BETA-D-GLUCURONIDE PMID:12088434 PMID:1620743 PMID:7766058 Reaxys:5785426 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranosiduronic acid chebi_ontology Cyanidenon-7-O-beta-D-glucuronic acid Luteolin 7-O-beta-D-glucuronopyranoside Luteolin 7-O-glucuronide Luteolin 7-glucuronide CHEBI:18128 luteolin 7-O-beta-D-glucosiduronic acid CHEBI:18128 CAS:29741-10-4 ChemIDplus LIPID_MAPS_instance:LMPK12110644 LIPID MAPS PMID:12088434 Europe PMC PMID:1620743 Europe PMC PMID:7766058 Europe PMC Reaxys:5785426 Reaxys 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranosiduronic acid IUPAC Cyanidenon-7-O-beta-D-glucuronic acid ChemIDplus Luteolin 7-O-beta-D-glucuronopyranoside ChemIDplus Luteolin 7-O-glucuronide KEGG_COMPOUND Luteolin 7-glucuronide ChemIDplus A benzenediol comprising of a benzene core carrying two hydroxy substituents ortho to each other. 0 C6H6O2 InChI=1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H YCIMNLLNPGFGHC-UHFFFAOYSA-N 110.11064 110.03678 Oc1ccccc1O CHEBI:135158 CHEBI:13950 CHEBI:23054 CHEBI:3467 CHEBI:41441 Beilstein:471401 CAS:120-80-9 CAS:12385-08-9 DrugBank:DB02232 Gmelin:2936 HMDB:HMDB0000957 KEGG:C00090 KEGG:C01785 KEGG:C15571 KNApSAcK:C00002644 MetaCyc:CATECHOL PDBeChem:CAQ PMID:10651166 PMID:11470755 PMID:15951152 PMID:16610220 Reaxys:471401 UM-BBD_compID:c0097 Wikipedia:Catechol Catechol benzene-1,2-diol catechol chebi_ontology 1,2-Benzenediol 1,2-Dihydroxybenzene 2-hydroxyphenol Brenzcatechin Pyrocatechol alpha-hydroxyphenol o-Benzenediol o-hydroxyphenol pyrocatechin CHEBI:18135 catechol catechol CHEBI:18135 Beilstein:471401 Beilstein CAS:120-80-9 ChemIDplus CAS:120-80-9 KEGG COMPOUND CAS:120-80-9 NIST Chemistry WebBook CAS:12385-08-9 KEGG COMPOUND Gmelin:2936 Gmelin PMID:10651166 Europe PMC PMID:11470755 Europe PMC PMID:15951152 Europe PMC PMID:16610220 Europe PMC Reaxys:471401 Reaxys UM-BBD_compID:c0097 UM-BBD Catechol KEGG_COMPOUND benzene-1,2-diol IUPAC catechol UniProt 1,2-Benzenediol KEGG_COMPOUND 1,2-Dihydroxybenzene KEGG_COMPOUND 2-hydroxyphenol ChEBI Brenzcatechin KEGG_COMPOUND Pyrocatechol KEGG_COMPOUND alpha-hydroxyphenol ChEBI o-Benzenediol KEGG_COMPOUND o-hydroxyphenol NIST_Chemistry_WebBook pyrocatechin ChEBI A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. It has been isolated from the leaves of Myrica rubra and other plants. 0 C15H10O8 InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H IKMDFBPHZNJCSN-UHFFFAOYSA-N 318.23510 318.03757 Oc1cc(O)c2c(c1)oc(-c1cc(O)c(O)c(O)c1)c(O)c2=O CHEBI:14636 CHEBI:44341 CHEBI:7053 Beilstein:332331 CAS:529-44-2 DrugBank:DB02375 HMDB:HMDB0002755 KEGG:C10107 KNApSAcK:C00001071 LINCS:LSM-2957 LIPID_MAPS_instance:LMPK12110001 MetaCyc:MYRICETIN PDBeChem:MYC PMID:19407970 PMID:19778600 PMID:22482362 PMID:23099505 PMID:23232835 PMID:23265454 PMID:23736695 Reaxys:332331 Wikipedia:Myricetin 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one Myricetin chebi_ontology 3,3',4',5,5',7-Hexahydroxyflavone 3,5,7,3',4',5'-Hexahydroxyflavone Cannabiscetin Myricetol CHEBI:18152 myricetin myricetin CHEBI:18152 Beilstein:332331 Beilstein CAS:529-44-2 ChemIDplus CAS:529-44-2 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110001 LIPID MAPS PMID:19407970 Europe PMC PMID:19778600 Europe PMC PMID:22482362 Europe PMC PMID:23099505 Europe PMC PMID:23232835 Europe PMC PMID:23265454 Europe PMC PMID:23736695 Europe PMC Reaxys:332331 Reaxys 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one IUPAC Myricetin KEGG_COMPOUND 3,3',4',5,5',7-Hexahydroxyflavone ChemIDplus 3,5,7,3',4',5'-Hexahydroxyflavone KEGG_COMPOUND Cannabiscetin ChemIDplus Myricetol ChemIDplus A biomacromolecule consisting of large numbers of monosaccharide residues linked glycosidically. This term is commonly used only for those containing more than ten monosaccharide residues. CHEBI:14864 CHEBI:26205 CHEBI:8322 KEGG:C00420 Polysaccharide polysaccharides chebi_ontology Glycan Glycane Glykan Glykane glycans polisacarido polisacaridos CHEBI:18154 polysaccharide polysaccharide CHEBI:18154 Polysaccharide KEGG_COMPOUND polysaccharides IUPAC Glycan KEGG_COMPOUND Glycane ChEBI Glykan ChEBI Glykane ChEBI glycans IUPAC polisacarido ChEBI polisacaridos IUPAC A monohydroxycinnamic acid in which the hydroxy substituent is located at C-2 of the phenyl ring. 0 C9H8O3 InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12) PMOWTIHVNWZYFI-UHFFFAOYSA-N 164.15802 164.04734 [H]C(=Cc1ccccc1O)C(O)=O CHEBI:1151 CHEBI:19517 CHEBI:19633 AGR:IND43878326 AGR:IND44077244 Beilstein:2207352 CAS:583-17-5 KEGG:C03549 PMID:24248866 PMID:24868863 Reaxys:2207352 3-(2-hydroxyphenyl)prop-2-enoic acid chebi_ontology 2-Hydroxycinnamate 2-hydroxycinnamic acid 3-(2-hydroxyphenyl)acrylic acid o-coumaric acid, 2-hydroxycinnamic acid CHEBI:18176 2-coumaric acid 2-coumaric acid CHEBI:18176 AGR:IND43878326 Europe PMC AGR:IND44077244 Europe PMC Beilstein:2207352 Beilstein CAS:583-17-5 ChemIDplus PMID:24248866 Europe PMC PMID:24868863 Europe PMC Reaxys:2207352 Reaxys 3-(2-hydroxyphenyl)prop-2-enoic acid IUPAC 2-Hydroxycinnamate KEGG_COMPOUND 2-hydroxycinnamic acid ChemIDplus 3-(2-hydroxyphenyl)acrylic acid ChEBI A tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 7 and 8. It is found particularly in maize (corn) oil and soya bean (soybean) oils. 0 C28H48O2 InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 416.67952 416.36543 CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2cc(O)c(C)c(C)c2O1 CHEBI:10579 CHEBI:12406 CHEBI:24199 AGR:IND605428769 AGR:IND607289207 Beilstein:93072 CAS:54-28-4 Chemspider:83708 DrugBank:DB15394 FooDB:FDB002431 HMDB:HMDB0001492 KEGG:C02483 KNApSAcK:C00007365 LIPID_MAPS_instance:LMPR02020065 MetaCyc:GAMA-TOCOPHEROL PMID:10875465 PMID:1146729 PMID:11811542 PMID:14871472 PMID:14988604 PMID:15189696 PMID:15190048 PMID:15213374 PMID:15256801 PMID:15493460 PMID:15753151 PMID:15932790 PMID:16115338 PMID:16336861 PMID:16384840 PMID:16400056 PMID:16481153 PMID:16875031 PMID:17823432 PMID:18582912 PMID:19838939 PMID:22411374 PMID:22513202 PMID:22607470 PMID:22888664 PMID:23429409 PMID:2388136 PMID:23993952 PMID:25501796 PMID:25916693 PMID:28211759 PMID:28506847 PMID:28629117 PMID:30361021 PMID:31136626 PMID:31583056 PMID:31957471 PMID:32065446 PMID:32197490 PMID:32488024 PMID:33352218 PMID:33549947 PMID:6618108 PMID:6875389 PMID:6959572 PMID:8514270 PMID:9537614 PMID:9808643 Reaxys:93072 Wikipedia:Gamma-Tocopherol (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol gamma-Tocopherol gamma-tocopherol chebi_ontology (+)-gamma-tocopherol (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol (2R)-3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol (2R,4'R,8'R)-gamma-tocopherol (R,R,R)-gamma-tocopherol 7,8-dimethyltocol D-gamma-tocopherol E308 RRR-gamma-tocopherol γ-tocopherol CHEBI:18185 gamma-tocopherol CHEBI:18185 AGR:IND605428769 Europe PMC AGR:IND607289207 Europe PMC Beilstein:93072 Beilstein CAS:54-28-4 ChemIDplus CAS:54-28-4 KEGG COMPOUND LIPID_MAPS_instance:LMPR02020065 LIPID MAPS PMID:10875465 Europe PMC PMID:1146729 Europe PMC PMID:11811542 Europe PMC PMID:14871472 Europe PMC PMID:14988604 Europe PMC PMID:15189696 Europe PMC PMID:15190048 Europe PMC PMID:15213374 Europe PMC PMID:15256801 Europe PMC PMID:15493460 Europe PMC PMID:15753151 Europe PMC PMID:15932790 Europe PMC PMID:16115338 Europe PMC PMID:16336861 Europe PMC PMID:16384840 Europe PMC PMID:16400056 Europe PMC PMID:16481153 Europe PMC PMID:16875031 Europe PMC PMID:17823432 Europe PMC PMID:18582912 Europe PMC PMID:19838939 Europe PMC PMID:22411374 Europe PMC PMID:22513202 Europe PMC PMID:22607470 Europe PMC PMID:22888664 Europe PMC PMID:23429409 Europe PMC PMID:2388136 Europe PMC PMID:23993952 Europe PMC PMID:25501796 Europe PMC PMID:25916693 Europe PMC PMID:28211759 Europe PMC PMID:28506847 Europe PMC PMID:28629117 Europe PMC PMID:30361021 Europe PMC PMID:31136626 Europe PMC PMID:31583056 Europe PMC PMID:31957471 Europe PMC PMID:32065446 Europe PMC PMID:32197490 Europe PMC PMID:32488024 Europe PMC PMID:33352218 Europe PMC PMID:33549947 Europe PMC PMID:6618108 Europe PMC PMID:6875389 Europe PMC PMID:6959572 Europe PMC PMID:8514270 Europe PMC PMID:9537614 Europe PMC PMID:9808643 Europe PMC Reaxys:93072 Reaxys (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol IUPAC gamma-Tocopherol KEGG_COMPOUND gamma-tocopherol UniProt (+)-gamma-tocopherol HMDB (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol IUPAC (2R)-3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol ChemIDplus (2R,4'R,8'R)-gamma-tocopherol HMDB (R,R,R)-gamma-tocopherol HMDB 7,8-dimethyltocol ChEBI D-gamma-tocopherol ChemIDplus E308 ChEBI RRR-gamma-tocopherol ChEBI An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring. 0 C9H11NO3 InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13) OUYCCCASQSFEME-UHFFFAOYSA-N 181.18858 181.07389 NC(Cc1ccc(O)cc1)C(O)=O CHEBI:15277 CHEBI:27176 CHEBI:9800 Beilstein:515881 CAS:55520-40-6 CAS:556-03-6 Gmelin:27744 KEGG:C01536 KNApSAcK:C00001397 PMID:17190852 Reaxys:515881 Tyrosine tyrosine chebi_ontology 2-Amino-3-(p-hydroxyphenyl)propionic acid 2-amino-3-(4-hydroxyphenyl)propanoic acid 3-(p-Hydroxyphenyl)alanine Tyr Tyrosin Y tirosina CHEBI:18186 tyrosine tyrosine CHEBI:18186 Beilstein:515881 Beilstein CAS:55520-40-6 ChemIDplus CAS:556-03-6 KEGG COMPOUND Gmelin:27744 Gmelin PMID:17190852 Europe PMC Reaxys:515881 Reaxys Tyrosine KEGG_COMPOUND tyrosine IUPAC 2-Amino-3-(p-hydroxyphenyl)propionic acid KEGG_COMPOUND 2-amino-3-(4-hydroxyphenyl)propanoic acid IUPAC 3-(p-Hydroxyphenyl)alanine KEGG_COMPOUND Tyr ChEBI Tyrosin ChEBI Y ChEBI tirosina ChEBI 0 C12H22O11 InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2 DLRVVLDZNNYCBX-UHFFFAOYSA-N 342.297 342.11621 O1C(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C(O)C1CO Chemspider:30782594 HMDB:HMDB0133305 6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol chebi_ontology CHEBI:181906 Polydextrose Polydextrose CHEBI:181906 6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol SUBMITTER The parent compound of the citrulline class consisting of ornithine having a carbamoyl group at the N(5)-position. 0 C6H13N3O3 InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12) RHGKLRLOHDJJDR-UHFFFAOYSA-N 175.18584 175.09569 NC(CCCNC(N)=O)C(O)=O CHEBI:14002 CHEBI:3730 Beilstein:1725417 Beilstein:2328251 CAS:627-77-0 PMID:11094453 PMID:11113071 PMID:11696417 PMID:1378088 PMID:16082501 PMID:16708633 PMID:17005970 PMID:17513438 PMID:17558653 PMID:17693747 PMID:18437289 PMID:18440672 PMID:18989563 PMID:19144577 PMID:21129371 PMID:21482070 Reaxys:1725417 Wikipedia:Citrulline 2-amino-5-(carbamoylamino)pentanoic acid Citrulline N(5)-carbamoylornithine citrulline chebi_ontology 2-Amino-5-uredovaleric acid Cit Citrullin DL-2-amino-5-ureidovaleric acid N(5)-(aminocarbonyl)-DL-ornithine N(5)-(aminocarbonyl)ornithine N(5)-carbamoyl-DL-ornithine citrulina dl-citrulline CHEBI:18211 citrulline CHEBI:18211 Beilstein:1725417 Beilstein Beilstein:2328251 Beilstein CAS:627-77-0 ChemIDplus CAS:627-77-0 NIST Chemistry WebBook PMID:11094453 Europe PMC PMID:11113071 Europe PMC PMID:11696417 Europe PMC PMID:1378088 Europe PMC PMID:16082501 Europe PMC PMID:16708633 Europe PMC PMID:17005970 Europe PMC PMID:17513438 Europe PMC PMID:17558653 Europe PMC PMID:17693747 Europe PMC PMID:18437289 Europe PMC PMID:18440672 Europe PMC PMID:18989563 Europe PMC PMID:19144577 Europe PMC PMID:21129371 Europe PMC PMID:21482070 Europe PMC Reaxys:1725417 Reaxys 2-amino-5-(carbamoylamino)pentanoic acid IUPAC Citrulline KEGG_COMPOUND N(5)-carbamoylornithine IUPAC citrulline IUPAC 2-Amino-5-uredovaleric acid KEGG_COMPOUND Cit IUPAC Citrullin ChEBI DL-2-amino-5-ureidovaleric acid ChemIDplus N(5)-(aminocarbonyl)-DL-ornithine NIST_Chemistry_WebBook N(5)-(aminocarbonyl)ornithine ChEBI N(5)-carbamoyl-DL-ornithine NIST_Chemistry_WebBook citrulina ChEBI dl-citrulline NIST_Chemistry_WebBook An aldopentose, found in the embryos of most edible plants and used in medicine to test for malabsorption by administration in water to the patient. 0 C5H10O5 150.130 150.05282 CHEBI:10085 CHEBI:15332 CHEBI:27348 CHEBI:33944 CHEBI:46500 KEGG:C01394 Wikipedia:Xylose Xylose xylo-pentose xylose chebi_ontology DL-xylose Xyl CHEBI:18222 xylose xylose CHEBI:18222 Xylose KEGG_COMPOUND xylo-pentose IUPAC xylose IUPAC DL-xylose ChEBI Xyl JCBN A phenylpropanoid that is an isomer of eugenol in which the allyl substituent is replaced by a prop-1-enyl group. 0 C10H12O2 InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3 BJIOGJUNALELMI-UHFFFAOYSA-N 164.20110 164.08373 COc1cc(C=CC)ccc1O CHEBI:14466 CHEBI:6007 Beilstein:1909602 CAS:97-54-1 Gmelin:2235523 KEGG:C10469 PMID:11033063 PMID:17573874 PMID:17698059 PMID:18416757 PMID:21969073 PMID:21989800 PMID:22613214 PMID:22671430 PMID:22686307 PMID:22827268 PMID:23047101 PMID:23161090 PMID:23281757 PMID:23286982 PMID:23306890 PMID:23391906 PMID:23627552 PMID:29079364 PMID:9084914 Reaxys:1909602 Wikipedia:Isoeugenol 2-methoxy-4-(prop-1-en-1-yl)phenol Isoeugenol isoeugenol chebi_ontology 1-Hydroxy-2-methoxy-4-propen-1-ylbenzene 1-Hydroxy-2-methoxy-4-propenylbenzene 2-Methoxy-4-propenylphenol 3-Methoxy-4-hydroxypropenylbenzene 4-Hydroxy-3-methoxypropenylbenzene 4-Propenylguaiacol Propenylguaiacol CHEBI:18224 isoeugenol CHEBI:18224 Beilstein:1909602 Beilstein CAS:97-54-1 ChemIDplus CAS:97-54-1 KEGG COMPOUND CAS:97-54-1 NIST Chemistry WebBook Gmelin:2235523 Gmelin PMID:11033063 Europe PMC PMID:17573874 Europe PMC PMID:17698059 Europe PMC PMID:18416757 Europe PMC PMID:21969073 Europe PMC PMID:21989800 Europe PMC PMID:22613214 Europe PMC PMID:22671430 Europe PMC PMID:22686307 Europe PMC PMID:22827268 Europe PMC PMID:23047101 Europe PMC PMID:23161090 Europe PMC PMID:23281757 Europe PMC PMID:23286982 Europe PMC PMID:23306890 Europe PMC PMID:23391906 Europe PMC PMID:23627552 Europe PMC PMID:29079364 Europe PMC PMID:9084914 Europe PMC Reaxys:1909602 Reaxys 2-methoxy-4-(prop-1-en-1-yl)phenol IUPAC Isoeugenol KEGG_COMPOUND isoeugenol UniProt 1-Hydroxy-2-methoxy-4-propen-1-ylbenzene ChemIDplus 1-Hydroxy-2-methoxy-4-propenylbenzene NIST_Chemistry_WebBook 2-Methoxy-4-propenylphenol ChemIDplus 3-Methoxy-4-hydroxypropenylbenzene NIST_Chemistry_WebBook 4-Hydroxy-3-methoxypropenylbenzene NIST_Chemistry_WebBook 4-Propenylguaiacol ChemIDplus Propenylguaiacol NIST_Chemistry_WebBook A glucan that consists of a backbone of alpha-(1->4)-linked glucose residues, most of which are substituted with (1->6)-linked xylose side-chains. CHEBI:10081 CHEBI:15330 CHEBI:27344 KEGG:C00807 Wikipedia:Xyloglucan Xyloglucan xyloglucan chebi_ontology CHEBI:18233 xyloglucan xyloglucan CHEBI:18233 Xyloglucan KEGG_COMPOUND xyloglucan UniProt An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2. 0 C5H9NO4 InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10) WHUUTDBJXJRKMK-UHFFFAOYSA-N 147.12930 147.05316 NC(CCC(O)=O)C(O)=O CHEBI:24314 CHEBI:5431 Beilstein:1723799 CAS:617-65-2 Gmelin:101971 KEGG:C00302 KEGG:D04341 KNApSAcK:C00001358 KNApSAcK:C00019577 PMID:15739367 PMID:17190852 PMID:24616376 PMID:24984001 Reaxys:1723799 Wikipedia:Glutamic_acid 2-aminopentanedioic acid Glutamic acid glutamic acid chebi_ontology 2-Aminoglutaric acid DL-Glutamic acid DL-Glutaminic acid E Glu Glutamate Glutaminic acid Glutaminsaeure CHEBI:18237 glutamic acid glutamic acid CHEBI:18237 Beilstein:1723799 Beilstein CAS:617-65-2 ChemIDplus CAS:617-65-2 KEGG COMPOUND CAS:617-65-2 NIST Chemistry WebBook Gmelin:101971 Gmelin PMID:15739367 Europe PMC PMID:17190852 Europe PMC PMID:24616376 Europe PMC PMID:24984001 Europe PMC Reaxys:1723799 Reaxys 2-aminopentanedioic acid IUPAC Glutamic acid KEGG_COMPOUND glutamic acid IUPAC 2-Aminoglutaric acid KEGG_COMPOUND DL-Glutamic acid KEGG_DRUG DL-Glutaminic acid KEGG_COMPOUND E ChEBI Glu ChEBI Glutamate KEGG_COMPOUND Glutaminic acid KEGG_COMPOUND Glutaminsaeure ChEBI Catechol in which the hydrogen at position 4 is substituted by a 2-aminoethyl group. 0 C8H11NO2 InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2 VYFYYTLLBUKUHU-UHFFFAOYSA-N 153.17840 153.07898 NCCc1ccc(O)c(O)c1 CHEBI:11695 CHEBI:11930 CHEBI:14203 CHEBI:1764 CHEBI:23886 CHEBI:43686 CAS:51-61-6 DrugBank:DB00988 Drug_Central:947 HMDB:HMDB0000073 KEGG:C03758 KEGG:D07870 KNApSAcK:C00001408 LINCS:LSM-4630 MetaCyc:DOPAMINE PMID:10629745 PMID:11149432 PMID:9422813 Reaxys:1072822 Wikipedia:Dopamine 4-(2-aminoethyl)benzene-1,2-diol Dopamine chebi_ontology 2-(3,4-Dihydroxyphenyl)ethylamine 2-(3,4-dihydroxyphenyl)ethylamine 3,4-Dihydroxyphenethylamine 3-Hydroxytyramine 4-(2-Aminoethyl)-1,2-benzenediol 4-(2-Aminoethyl)benzene-1,2-diol 4-(2-aminoethyl)-1,2-benzenediol 4-(2-aminoethyl)catechol 4-(2-aminoethyl)pyrocatechol Deoxyepinephrine Hydroxytyramin dopamina dopamine dopaminum CHEBI:18243 dopamine dopamine CHEBI:18243 CAS:51-61-6 ChemIDplus Drug_Central:947 DrugCentral PMID:10629745 Europe PMC PMID:11149432 Europe PMC PMID:9422813 Europe PMC Reaxys:1072822 Reaxys 4-(2-aminoethyl)benzene-1,2-diol IUPAC Dopamine KEGG_COMPOUND 2-(3,4-Dihydroxyphenyl)ethylamine KEGG_COMPOUND 2-(3,4-dihydroxyphenyl)ethylamine ChEBI 3,4-Dihydroxyphenethylamine KEGG_COMPOUND 3-Hydroxytyramine ChemIDplus 4-(2-Aminoethyl)-1,2-benzenediol KEGG_COMPOUND 4-(2-Aminoethyl)benzene-1,2-diol KEGG_COMPOUND 4-(2-aminoethyl)-1,2-benzenediol ChEBI 4-(2-aminoethyl)catechol ChemIDplus 4-(2-aminoethyl)pyrocatechol ChemIDplus Deoxyepinephrine DrugBank Hydroxytyramin DrugBank dopamina ChemIDplus dopamine ChEBI dopaminum ChemIDplus An alpha-amino acid that is pentanoic acid bearing two amino substituents at positions 2 and 5. 0 C5H12N2O2 InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9) AHLPHDHHMVZTML-UHFFFAOYSA-N 132.16106 132.08988 NCCCC(N)C(O)=O CHEBI:7784 Beilstein:1722296 CAS:616-07-9 Gmelin:847696 KEGG:C01602 KNApSAcK:C00001384 PMID:15449570 PMID:17190852 PMID:22264337 Reaxys:1722296 2,5-diaminopentanoic acid Ornithine ornithine chebi_ontology 2,5-Diaminopentanoic acid 2,5-Diaminovaleric acid DL-Ornithine Orn CHEBI:18257 ornithine CHEBI:18257 Beilstein:1722296 Beilstein CAS:616-07-9 ChemIDplus Gmelin:847696 Gmelin PMID:15449570 Europe PMC PMID:17190852 Europe PMC PMID:22264337 Europe PMC Reaxys:1722296 Reaxys 2,5-diaminopentanoic acid IUPAC Ornithine KEGG_COMPOUND ornithine IUPAC 2,5-Diaminopentanoic acid KEGG_COMPOUND 2,5-Diaminovaleric acid KEGG_COMPOUND DL-Ornithine ChemIDplus Orn IUPAC Any form of fucose having L configuration. 0 C6H12O5 164.15648 164.06847 CHEBI:13102 CHEBI:21293 CAS:2438-80-4 PMID:20877283 6-deoxy-L-galactose L-fucose chebi_ontology (-)-L-fucose (-)-fucose L-(-)-fucose L-Fuc L-galactomethylose CHEBI:18287 L-fucose L-fucose CHEBI:18287 CAS:2438-80-4 ChemIDplus PMID:20877283 Europe PMC 6-deoxy-L-galactose IUPAC L-fucose IUPAC (-)-L-fucose ChemIDplus (-)-fucose ChemIDplus L-(-)-fucose ChemIDplus L-Fuc JCBN L-galactomethylose ChemIDplus 0 Mn InChI=1S/Mn PWHULOQIROXLJO-UHFFFAOYSA-N 54.93805 54.93804 [Mn] CHEBI:13382 CHEBI:25153 CHEBI:6681 CAS:7439-96-5 KEGG:C00034 WebElements:Mn manganese chebi_ontology 25Mn Mangan Manganese Mn manganese manganeso manganum CHEBI:18291 manganese atom manganese atom CHEBI:18291 CAS:7439-96-5 ChemIDplus CAS:7439-96-5 KEGG COMPOUND manganese IUPAC 25Mn IUPAC Mangan NIST_Chemistry_WebBook Manganese KEGG_COMPOUND Mn IUPAC Mn UniProt manganese ChEBI manganeso ChEBI manganum ChEBI A class of aminophospholipids in which a phosphatidyl group is esterified to the hydroxy group of serine. 0 C8H12NO10P 313.156 313.01988 C(C(COP(=O)(OC[C@@H](C(=O)O)N)O)OC(=O)*)OC(=O)* CHEBI:14801 CHEBI:26041 CHEBI:8137 DrugBank:DB00144 HMDB:HMDB0014291 KEGG:C02737 MetaCyc:L-1-PHOSPHATIDYL-SERINE PMID:10540156 PMID:15533308 PMID:19687511 PMID:23543734 PMID:3106116 PMID:3196084 PMID:4153523 PMID:8204602 PMID:8626656 PMID:9677350 Patent:EP2322184 Patent:HK1046237 Patent:US2011098249 Wikipedia:Phosphatidylserine chebi_ontology PS Phosphatidylserine Ptd-L-Ser phosphatidyl-L-serines CHEBI:18303 phosphatidyl-L-serine phosphatidyl-L-serine CHEBI:18303 PMID:10540156 Europe PMC PMID:15533308 Europe PMC PMID:19687511 Europe PMC PMID:23543734 Europe PMC PMID:3106116 Europe PMC PMID:3196084 Europe PMC PMID:4153523 Europe PMC PMID:8204602 Europe PMC PMID:8626656 Europe PMC PMID:9677350 Europe PMC PS ChEBI Phosphatidylserine KEGG_COMPOUND Ptd-L-Ser ChEBI phosphatidyl-L-serines ChEBI A monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage. 0 C12H16O7 InChI=1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12-/m1/s1 BJRNKVDFDLYUGJ-RMPHRYRLSA-N 272.25120 272.08960 OC[C@H]1O[C@@H](Oc2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:14417 CHEBI:2806 Beilstein:89673 CAS:497-76-7 Drug_Central:4267 HMDB:HMDB0029943 KEGG:C06186 KNApSAcK:C00002638 LINCS:LSM-5255 MetaCyc:HYDROQUINONE-O-BETA-D-GLUCOPYRANOSIDE PMID:15287073 PMID:9518563 Reaxys:89673 Wikipedia:Arbutin 4-hydroxyphenyl beta-D-glucopyranoside arbutin hydroquinone O-beta-D-glucopyranoside chebi_ontology Arbutin Hydroquinone-O-beta-D-glucopyranoside Ursin Uvasol p-hydroxyphenyl beta-D-glucopyranoside p-hydroxyphenyl beta-D-glucoside CHEBI:18305 hydroquinone O-beta-D-glucopyranoside CHEBI:18305 Beilstein:89673 Beilstein CAS:497-76-7 ChemIDplus CAS:497-76-7 KEGG COMPOUND Drug_Central:4267 DrugCentral PMID:15287073 Europe PMC PMID:9518563 Europe PMC Reaxys:89673 Reaxys 4-hydroxyphenyl beta-D-glucopyranoside IUPAC hydroquinone O-beta-D-glucopyranoside UniProt Arbutin KEGG_COMPOUND Hydroquinone-O-beta-D-glucopyranoside KEGG_COMPOUND Ursin KEGG_COMPOUND Uvasol KEGG_COMPOUND p-hydroxyphenyl beta-D-glucopyranoside ChemIDplus p-hydroxyphenyl beta-D-glucoside ChemIDplus A C-glycosyl compound that consists of apigenin substituted by a 1,5-anhydro-D-glucitol moiety at position 6. 0 C21H20O10 InChI=1S/C21H20O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-6,14,17,19-23,25-29H,7H2/t14-,17-,19+,20-,21+/m1/s1 MYXNWGACZJSMBT-VJXVFPJBSA-N 432.37750 432.10565 OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)cc2oc(cc(=O)c2c1O)-c1ccc(O)cc1 CHEBI:14482 CHEBI:22806 CHEBI:2771 Beilstein:66651 CAS:29702-25-8 CAS:38953-85-4 KEGG:C01714 KNApSAcK:C00001059 LIPID_MAPS_instance:LMPK12110338 MetaCyc:ISOVITEXIN PMID:16142640 PMID:22475010 PMID:22683902 PMID:23057589 Reaxys:66651 Wikipedia:Isovitexin (1S)-1,5-anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-6-yl]-D-glucitol Isovitexin chebi_ontology 6-C-Glucosylapigenin 6-Glucosylapigenin Apigenin 6-C-glucoside Apigenin-6-C-glucoside Saponaretin beta-D-isovitexin CHEBI:18330 isovitexin isovitexin CHEBI:18330 Beilstein:66651 Beilstein CAS:29702-25-8 KEGG COMPOUND CAS:38953-85-4 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110338 LIPID MAPS PMID:16142640 Europe PMC PMID:22475010 Europe PMC PMID:22683902 Europe PMC PMID:23057589 Europe PMC Reaxys:66651 Reaxys (1S)-1,5-anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-6-yl]-D-glucitol IUPAC Isovitexin KEGG_COMPOUND 6-C-Glucosylapigenin KEGG_COMPOUND 6-Glucosylapigenin ChemIDplus Apigenin 6-C-glucoside KEGG_COMPOUND Apigenin-6-C-glucoside KEGG_COMPOUND Saponaretin KEGG_COMPOUND beta-D-isovitexin ChEBI A member of the class of benzaldehydes carrying methoxy and hydroxy substituents at positions 3 and 4 respectively. 0 C8H8O3 InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3 MWOOGOJBHIARFG-UHFFFAOYSA-N 152.149 152.04734 [H]C(=O)C1=CC(OC)=C(O)C=C1 CHEBI:15302 CHEBI:1842 CHEBI:20380 CHEBI:48387 Beilstein:472792 CAS:121-33-5 FooDB:FDB000838 Gmelin:3596 HMDB:HMDB0012308 KEGG:C00755 KEGG:D00091 KNApSAcK:C00002683 KNApSAcK:C00029531 MetaCyc:VANILLIN PDBeChem:V55 PMCID:PMC7790484 PMCID:PMC8235570 PMID:18479250 PMID:19238838 PMID:19812218 PMID:21417387 PMID:21542597 PMID:21846089 PMID:22308371 PMID:29950589 PMID:31661600 PMID:33477040 PMID:33938405 PMID:34013088 PMID:34035660 UM-BBD_compID:c0193 Wikipedia:Vanillin 4-hydroxy-3-methoxybenzaldehyde Vanillin vanillin chebi_ontology 3-methoxy-4-hydroxybenzaldehyde 4-Hydroxy-3-methoxy-benzaldehyde 4-Hydroxy-3-methoxybenzaldehyde 4-formyl-2-methoxyphenol 4-hydroxy-3-methoxybenzaldehyde 4-hydroxy-m-anisaldehyde Vanillaldehyde methylprotocatechuic aldehyde p-hydroxy-m-methoxybenzaldehyde p-vanillin vaniline vanillaldehyde vanillic aldehyde CHEBI:18346 vanillin vanillin CHEBI:18346 Beilstein:472792 Beilstein CAS:121-33-5 ChemIDplus CAS:121-33-5 NIST Chemistry WebBook Gmelin:3596 Gmelin PMCID:PMC7790484 Europe PMC PMCID:PMC8235570 Europe PMC PMID:18479250 Europe PMC PMID:19238838 Europe PMC PMID:19812218 Europe PMC PMID:21417387 Europe PMC PMID:21542597 Europe PMC PMID:21846089 Europe PMC PMID:22308371 Europe PMC PMID:29950589 Europe PMC PMID:31661600 Europe PMC PMID:33477040 Europe PMC PMID:33938405 Europe PMC PMID:34013088 Europe PMC PMID:34035660 Europe PMC UM-BBD_compID:c0193 UM-BBD 4-hydroxy-3-methoxybenzaldehyde IUPAC Vanillin KEGG_COMPOUND vanillin UniProt 3-methoxy-4-hydroxybenzaldehyde UM-BBD 4-Hydroxy-3-methoxy-benzaldehyde KEGG_COMPOUND 4-Hydroxy-3-methoxybenzaldehyde KEGG_COMPOUND 4-formyl-2-methoxyphenol ChemIDplus 4-hydroxy-3-methoxybenzaldehyde ChemIDplus 4-hydroxy-m-anisaldehyde NIST_Chemistry_WebBook Vanillaldehyde KEGG_COMPOUND methylprotocatechuic aldehyde ChemIDplus p-hydroxy-m-methoxybenzaldehyde NIST_Chemistry_WebBook p-vanillin NIST_Chemistry_WebBook vaniline ChEBI vanillaldehyde ChemIDplus vanillic aldehyde ChemIDplus A monomethoxybenzene that is 2-methoxyphenol substituted by a hydroxymethyl group at position 4. 0 C8H10O3 InChI=1S/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3 ZENOXNGFMSCLLL-UHFFFAOYSA-N 154.16320 154.06299 COc1cc(CO)ccc1O CHEBI:15303 CHEBI:1843 CHEBI:27279 CAS:498-00-0 HMDB:HMDB0032012 KEGG:C06317 PMID:21705974 PMID:23615732 PMID:24508370 PMID:24725964 Reaxys:1910044 UM-BBD_compID:c0588 Wikipedia:Vanillyl_alcohol 4-(hydroxymethyl)-2-methoxyphenol Vanillyl alcohol chebi_ontology 4-Hydroxy-3-methoxy-benzenemethanol 4-Hydroxy-3-methoxybenzenemethanol 4-Hydroxy-3-methoxybenzyl alcohol 4-hydroxy-3-methoxy-benzenemethanol 4-hydroxy-3-methoxybenzenemethanol 4-hydroxy-3-methoxybenzyl alcohol CHEBI:18353 vanillyl alcohol vanillyl alcohol CHEBI:18353 CAS:498-00-0 KEGG COMPOUND PMID:21705974 Europe PMC PMID:23615732 Europe PMC PMID:24508370 Europe PMC PMID:24725964 Europe PMC Reaxys:1910044 Reaxys UM-BBD_compID:c0588 UM-BBD 4-(hydroxymethyl)-2-methoxyphenol IUPAC Vanillyl alcohol KEGG_COMPOUND 4-Hydroxy-3-methoxy-benzenemethanol KEGG_COMPOUND 4-Hydroxy-3-methoxybenzenemethanol KEGG_COMPOUND 4-Hydroxy-3-methoxybenzyl alcohol KEGG_COMPOUND 4-hydroxy-3-methoxy-benzenemethanol ChEBI 4-hydroxy-3-methoxy-benzenemethanol UniProt 4-hydroxy-3-methoxybenzenemethanol ChEBI 4-hydroxy-3-methoxybenzyl alcohol ChEBI A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4', 5 and 7. It induces autophagy in leukaemia cells. 0 C15H10O5 InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H KZNIFHPLKGYRTM-UHFFFAOYSA-N 270.23690 270.05282 Oc1ccc(cc1)-c1cc(=O)c2c(O)cc(O)cc2o1 CHEBI:12084 CHEBI:22588 CHEBI:2768 Beilstein:262620 CAS:520-36-5 HMDB:HMDB0002124 KEGG:C01477 KNApSAcK:C00003817 LINCS:LSM-5206 LIPID_MAPS_instance:LMPK12110005 MetaCyc:CPD-431 PDBeChem:AGI PMID:23304222 PMID:23344191 PMID:23354402 PMID:23359392 PMID:28166217 Reaxys:262620 Wikipedia:Apigenin 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one Apigenin chebi_ontology 2-(p-hydroxyphenyl)-5,7-dihydroxychromone 4',5,7-Trihydroxyflavone 5,7,4'-Trihydroxyflavone 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one C.I. Natural Yellow 1 chamomile spigenin versulin CHEBI:18388 apigenin apigenin CHEBI:18388 Beilstein:262620 Beilstein CAS:520-36-5 ChemIDplus CAS:520-36-5 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110005 LIPID MAPS PMID:23304222 Europe PMC PMID:23344191 Europe PMC PMID:23354402 Europe PMC PMID:23359392 Europe PMC PMID:28166217 Europe PMC Reaxys:262620 Reaxys 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one IUPAC Apigenin KEGG_COMPOUND 2-(p-hydroxyphenyl)-5,7-dihydroxychromone ChemIDplus 4',5,7-Trihydroxyflavone KEGG_COMPOUND 5,7,4'-Trihydroxyflavone KEGG_COMPOUND 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone ChemIDplus 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChemIDplus C.I. Natural Yellow 1 ChemIDplus chamomile ChEBI spigenin ChEBI versulin ChEBI A glycosylfructose that is D-fructofuranose attached to a alpha-D-glucopyranosyl unit at position 6 via a glycosidic linkage. It is found in honey and sugarcane. 0 C12H22O11 InChI=1S/C12H22O11/c13-1-4-6(15)8(17)9(18)11(22-4)21-2-5-7(16)10(19)12(20,3-14)23-5/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11+,12?/m1/s1 PVXPPJIGRGXGCY-TZLCEDOOSA-N 342.29648 342.11621 OC[C@H]1O[C@H](OC[C@H]2OC(O)(CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:12197 CHEBI:20686 CHEBI:7893 Beilstein:1435314 CAS:13718-94-0 CAS:15132-06-6 KEGG:C01742 KEGG:G01241 MetaCyc:CPD-230 PMID:17548953 PMID:21895946 PMID:22133441 PMID:22264450 PMID:24866943 Patent:EP1328647 Patent:WO0218603 Reaxys:1435314 6-O-alpha-D-Glucopyranosyl-D-fructofuranose 6-O-alpha-D-glucopyranosyl-D-fructofuranose isomaltulose chebi_ontology 6-O-alpha-D-glucopyranosyl-D-fructose Palatinose isomaltulose CHEBI:18394 6-O-alpha-D-glucopyranosyl-D-fructofuranose CHEBI:18394 Beilstein:1435314 Beilstein CAS:13718-94-0 KEGG COMPOUND CAS:15132-06-6 KEGG COMPOUND PMID:17548953 Europe PMC PMID:21895946 Europe PMC PMID:22133441 Europe PMC PMID:22264450 Europe PMC PMID:24866943 Europe PMC Reaxys:1435314 Reaxys 6-O-alpha-D-Glucopyranosyl-D-fructofuranose KEGG_COMPOUND 6-O-alpha-D-glucopyranosyl-D-fructofuranose IUPAC 6-O-alpha-D-glucopyranosyl-D-fructose UniProt Palatinose KEGG_COMPOUND isomaltulose ChEBI A methylcatechol carrying a methyl substituent at position 3. It is a xenobiotic metabolite produced by some bacteria capable of degrading nitroaromatic compounds present in pesticide-contaminated soil samples. 0 C7H8O2 InChI=1S/C7H8O2/c1-5-3-2-4-6(8)7(5)9/h2-4,8-9H,1H3 PGSWEKYNAOWQDF-UHFFFAOYSA-N 124.13722 124.05243 Cc1cccc(O)c1O CHEBI:11857 CHEBI:20127 CHEBI:43829 CHEBI:887 CAS:488-17-5 DrugBank:DB03454 KEGG:C02923 MetaCyc:CPD-111 PDBeChem:MBD PMID:20582618 PMID:22854893 PMID:23250222 Reaxys:774602 UM-BBD_compID:c0125 Wikipedia:3-Methylcatechol 3-METHYLCATECHOL 3-Methylcatechol 3-methylbenzene-1,2-diol 3-methylcatechol chebi_ontology 2,3-Dihydroxytoluene 2,3-dihydroxytoluene CHEBI:18404 3-methylcatechol CHEBI:18404 CAS:488-17-5 ChemIDplus CAS:488-17-5 KEGG COMPOUND PMID:20582618 Europe PMC PMID:22854893 Europe PMC PMID:23250222 Europe PMC Reaxys:774602 Reaxys UM-BBD_compID:c0125 UM-BBD 3-METHYLCATECHOL PDBeChem 3-Methylcatechol KEGG_COMPOUND 3-methylbenzene-1,2-diol IUPAC 3-methylcatechol UniProt 2,3-Dihydroxytoluene KEGG_COMPOUND 2,3-dihydroxytoluene ChEBI CHEBI:18414 2',4'-dihydroxyacetophenone +2 Mg InChI=1S/Mg/q+2 JLVVSXFLKOJNIY-UHFFFAOYSA-N 24.30500 23.98394 [Mg++] CHEBI:13379 CHEBI:25112 CHEBI:49736 CHEBI:6635 CAS:22537-22-0 Gmelin:6857 KEGG:C00305 PDBeChem:MG PMID:24259558 magnesium cation magnesium(2+) magnesium(2+) ion magnesium(II) cation chebi_ontology MAGNESIUM ION Mg(2+) Mg2+ magnesium, doubly charged positive ion magnesium, ion (Mg(2+)) CHEBI:18420 magnesium(2+) magnesium(2+) CHEBI:18420 CAS:22537-22-0 ChemIDplus CAS:22537-22-0 NIST Chemistry WebBook Gmelin:6857 Gmelin PMID:24259558 Europe PMC magnesium cation IUPAC magnesium(2+) IUPAC magnesium(2+) ion IUPAC magnesium(II) cation IUPAC MAGNESIUM ION PDBeChem Mg(2+) IUPAC Mg(2+) UniProt Mg2+ KEGG_COMPOUND magnesium, doubly charged positive ion NIST_Chemistry_WebBook magnesium, ion (Mg(2+)) ChemIDplus 0 O2S InChI=1S/O2S/c1-3-2 RAHZWNYVWXNFOC-UHFFFAOYSA-N 64.06480 63.96190 O=S=O CHEBI:45789 CHEBI:8992 CHEBI:9351 CAS:7446-09-5 Gmelin:1443 KEGG:C05532 KEGG:C09306 KEGG:D05961 PDBeChem:SO2 SULFUR DIOXIDE Sulfur dioxide dioxidosulfur sulfur dioxide chebi_ontology R-764 SO2 Schwefel(IV)-oxid Schwefeldioxid [SO2] sulfurous anhydride sulfurous oxide sulphur dioxide CHEBI:18422 sulfur dioxide sulfur dioxide CHEBI:18422 CAS:7446-09-5 ChemIDplus CAS:7446-09-5 KEGG COMPOUND CAS:7446-09-5 NIST Chemistry WebBook Gmelin:1443 Gmelin SULFUR DIOXIDE PDBeChem Sulfur dioxide KEGG_COMPOUND dioxidosulfur IUPAC sulfur dioxide IUPAC R-764 ChEBI SO2 IUPAC SO2 KEGG_COMPOUND Schwefel(IV)-oxid ChEBI Schwefeldioxid ChemIDplus [SO2] IUPAC sulfurous anhydride NIST_Chemistry_WebBook sulfurous oxide NIST_Chemistry_WebBook sulphur dioxide NIST_Chemistry_WebBook A phenol substituted at position 4 by a 2-hydroxyethyl group. 0 C8H10O2 InChI=1S/C8H10O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,9-10H,5-6H2 YCCILVSKPBXVIP-UHFFFAOYSA-N 138.166 138.06808 OCCC1=CC=C(O)C=C1 CAS:501-94-0 Chemspider:9964 FooDB:FDB012695 HMDB:HMDB0004284 KEGG:C06044 KNApSAcK:C00029515 PDBeChem:YRL PMID:21162532 PMID:21381678 PMID:22824366 PMID:25074014 Reaxys:1859884 Wikipedia:Tyrosol 4-(2-hydroxyethyl)phenol chebi_ontology 4-Hydroxybenzeneethanol 4-Hydroxyphenylethanol Tyrosol p-Hydroxyphenethyl alcohol tyrosol CHEBI:1879 2-(4-hydroxyphenyl)ethanol 2-(4-hydroxyphenyl)ethanol CHEBI:1879 CAS:501-94-0 ChemIDplus CAS:501-94-0 KEGG COMPOUND PMID:21162532 Europe PMC PMID:21381678 Europe PMC PMID:22824366 Europe PMC PMID:25074014 Europe PMC Reaxys:1859884 Reaxys 4-(2-hydroxyethyl)phenol IUPAC 4-Hydroxybenzeneethanol ChemIDplus 4-Hydroxyphenylethanol KEGG_COMPOUND Tyrosol KEGG_COMPOUND p-Hydroxyphenethyl alcohol ChemIDplus tyrosol ChEBI A member of the class of phenols that is styrene carrying a hydroxy substituent at position 4. 0 C8H8O InChI=1S/C8H8O/c1-2-7-3-5-8(9)6-4-7/h2-6,9H,1H2 FUGYGGDSWSUORM-UHFFFAOYSA-N 120.14852 120.05751 Oc1ccc(C=C)cc1 CAS:2628-17-3 HMDB:HMDB0004072 KEGG:C05627 MetaCyc:CPD-1075 PMID:11497334 PMID:12791301 PMID:23081771 Reaxys:506844 4-Hydroxystyrene 4-ethenylphenol 4-hydroxystyrene chebi_ontology 4-Vinylphenol p-Hydroxystyrene p-Vinylphenol CHEBI:1883 4-hydroxystyrene 4-hydroxystyrene CHEBI:1883 CAS:2628-17-3 ChemIDplus CAS:2628-17-3 KEGG COMPOUND CAS:2628-17-3 NIST Chemistry WebBook PMID:11497334 Europe PMC PMID:12791301 Europe PMC PMID:23081771 Europe PMC Reaxys:506844 Reaxys 4-Hydroxystyrene KEGG_COMPOUND 4-ethenylphenol IUPAC 4-hydroxystyrene UniProt 4-Vinylphenol KEGG_COMPOUND p-Hydroxystyrene ChemIDplus p-Vinylphenol ChemIDplus Xanthan gum is a polysaccharide produced by the bacteria Xanthomonas campestris. It is composed of pentasaccharide repeat units, comprising two glucose units, two mannose units, and one glucuronic acid unit. Its main chain consists of beta-D-glucose units linked at the 1 and 4 positions. Trisaccharide side chains contain a D-glucuronic acid unit between two D-mannose units linked at the O-3 position of every other glucose residue in the main chain. Approximately one-half of the terminal D-mannose contains a pyruvic acid residue linked via keto group to the 4 and 6 positions, with an unknown distribution. D-Mannose unit linked to the main chain contains an acetyl group at position O-6. PMID:14538095 xanthan chebi_ontology CHEBI:189560 xanthan xanthan CHEBI:189560 PMID:14538095 SUBMITTER xanthan UniProt An inorganic calcium salt having silicate as the counterion. 0 O4Si.Ca.Ca InChI=1S/2Ca.O4Si/c;;1-5(2,3)4/q2*+2;-4 JHLNERQLKQQLRZ-UHFFFAOYSA-N 172.237 171.88177 [Ca++].[Ca++].[O-][Si]([O-])([O-])[O-] CAS:1344-95-2 DrugBank:DB13829 KEGG:D03309 PMID:21527494 PMID:21714086 PMID:22900792 PMID:24292166 PMID:29372528 PMID:31146033 PMID:32867795 PMID:35407959 PMID:35480858 PMID:35633889 PMID:6271550 Wikipedia:Calcium_silicate dicalcium orthosilicate chebi_ontology CS lafarge Calflo E Calsil E-552 E552 Florite R Marimet 45 Micro-Cel Promaxon P60 Silmos T Solex Toyofine A belite calcium hydrosilicate calcium monosilicate calcium orthosilicate dicalcium silicate dicalcium tetraoxidosilane larnite silicic acid calcium salt silicic acid, calcium salt CHEBI:190294 calcium silicate calcium silicate CHEBI:190294 CAS:1344-95-2 ChemIDplus PMID:21527494 Europe PMC PMID:21714086 Europe PMC PMID:22900792 Europe PMC PMID:24292166 Europe PMC PMID:29372528 Europe PMC PMID:31146033 Europe PMC PMID:32867795 Europe PMC PMID:35407959 Europe PMC PMID:35480858 Europe PMC PMID:35633889 Europe PMC PMID:6271550 Europe PMC dicalcium orthosilicate IUPAC CS lafarge ChemIDplus Calflo E ChemIDplus Calsil ChemIDplus E-552 ChEBI E552 ChEBI Florite R ChemIDplus Marimet 45 ChemIDplus Micro-Cel ChemIDplus Promaxon P60 ChemIDplus Silmos T ChemIDplus Solex ChemIDplus Toyofine A ChemIDplus belite ChEBI calcium hydrosilicate ChemIDplus calcium monosilicate ChemIDplus calcium orthosilicate ChEBI dicalcium silicate ChEBI dicalcium tetraoxidosilane ChEBI larnite ChEBI silicic acid calcium salt ChEBI silicic acid, calcium salt ChemIDplus A calcium salt that lacks C-H bonds PMID:28457049 chebi_ontology CHEBI:190295 inorganic calcium salt inorganic calcium salt CHEBI:190295 PMID:28457049 SUBMITTER An organic calcium salt of stearic acid. It is a component of some lubricants and surfactants. 0 C18H35O2.C18H35O2.Ca InChI=1S/2C18H36O2.Ca/c2*1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h2*2-17H2,1H3,(H,19,20);/q;;+2/p-2 CJZGTCYPCWQAJB-UHFFFAOYSA-L 607.030 606.49000 [Ca++].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CAS:1592-23-0 Chemspider:14587 FooDB:FDB011517 KEGG:D03310 PMID:17016002 PMID:18469468 PMID:22552931 PMID:22822530 PMID:23983150 PMID:24400735 PMID:25526671 PMID:28030952 PMID:30960515 PMID:31785939 PMID:32204406 PMID:33105714 PMID:33950770 PMID:34517031 Patent:CN101602661 Wikipedia:Calcium_stearate calcium dioctadecanoate chebi_ontology calcium bis(stearate) calcium di(octadecanoate) calcium distearate calcium octadecanoate octadecanoic acid calcium salt octadecanoic acid calcium salt (2:1) octadecanoic acid, calcium salt octadecanoic acid, calcium salt (2:1) stearic acid calcium salt stearic acid, calcium salt CHEBI:190296 calcium stearate calcium stearate CHEBI:190296 CAS:1592-23-0 ChemIDplus CAS:1592-23-0 NIST Chemistry WebBook PMID:17016002 Europe PMC PMID:18469468 Europe PMC PMID:22552931 Europe PMC PMID:22822530 Europe PMC PMID:23983150 Europe PMC PMID:24400735 Europe PMC PMID:25526671 Europe PMC PMID:28030952 Europe PMC PMID:30960515 Europe PMC PMID:31785939 Europe PMC PMID:32204406 Europe PMC PMID:33105714 Europe PMC PMID:33950770 Europe PMC PMID:34517031 Europe PMC calcium dioctadecanoate IUPAC calcium bis(stearate) ChemIDplus calcium di(octadecanoate) ChEBI calcium distearate ChemIDplus calcium octadecanoate ChemIDplus octadecanoic acid calcium salt ChEBI octadecanoic acid calcium salt (2:1) ChEBI octadecanoic acid, calcium salt ChemIDplus octadecanoic acid, calcium salt (2:1) ChemIDplus stearic acid calcium salt ChemIDplus stearic acid, calcium salt ChemIDplus A magnesium salt that lacks C-H bonds PMID:16548135 chebi_ontology CHEBI:190297 inorganic magnesium salt inorganic magnesium salt CHEBI:190297 PMID:16548135 SUBMITTER A magnesium salt with C-H bonds 0 O4P.O4P.Mg.Mg.Mg InChI=1S/3Mg.2H3O4P/c;;;2*1-5(2,3)4/h;;;2*(H3,1,2,3,4)/q3*+2;;/p-6 GVALZJMUIHGIMD-UHFFFAOYSA-H 262.855 261.86197 P([O-])([O-])([O-])=O.P([O-])([O-])([O-])=O.[Mg+2].[Mg+2].[Mg+2] CAS:7757-87-1 PDBeChem:https://pubchem.ncbi.nlm.nih.gov/compound/Magnesium-phosphate chebi_ontology TRIMAGNESIUM PHOSPHATE CHEBI:190298 magnesium phosphate magnesium phosphate CHEBI:190298 CAS:7757-87-1 SUBMITTER PDBeChem:https://pubchem.ncbi.nlm.nih.gov/compound/Magnesium-phosphate SUBMITTER TRIMAGNESIUM PHOSPHATE SUBMITTER A magnesium salt with C-H bonds chebi_ontology CHEBI:190299 organic magnesium salt organic magnesium salt CHEBI:190299 A phosphate salt that lacks C-H bonds PMID:11434984 chebi_ontology CHEBI:190300 inorganic phosphate salt inorganic phosphate salt CHEBI:190300 PMID:11434984 SUBMITTER An inorganic potassium salt that is the tripotassium salt of phosphoric acid. 0 O4P.K.K.K InChI=1S/3K.H3O4P/c;;;1-5(2,3)4/h;;;(H3,1,2,3,4)/q3*+1;/p-3 LWIHDJKSTIGBAC-UHFFFAOYSA-K 212.265 211.84454 [K+].[K+].[K+].[O-]P([O-])([O-])=O AGR:IND23330970 CAS:7778-53-2 Chemspider:56408 FooDB:FDB013366 PMID:16013388 PMID:31735422 PMID:34742816 PMID:35269614 Wikipedia:Tripotassium_phosphate tripotassium phosphate chebi_ontology phosphoric acid potassium salt (1:3) phosphoric acid tripotassium salt phosphoric acid, potassium salt (1:3) phosphoric acid, tripotassium salt potassium orthophosphate potassium phosphate potassium phosphate (K3PO4) potassium phosphate tribasic potassium phosphate, tribasic potassium tribasic phosphate tribasic potassium phosphate tripotassium orthophosphate CHEBI:190301 tripotassium phosphate tripotassium phosphate CHEBI:190301 AGR:IND23330970 Europe PMC CAS:7778-53-2 ChemIDplus CAS:7778-53-2 NIST Chemistry WebBook PMID:16013388 Europe PMC PMID:31735422 Europe PMC PMID:34742816 Europe PMC PMID:35269614 Europe PMC tripotassium phosphate IUPAC phosphoric acid potassium salt (1:3) ChEBI phosphoric acid tripotassium salt ChEBI phosphoric acid, potassium salt (1:3) ChemIDplus phosphoric acid, tripotassium salt ChemIDplus potassium orthophosphate ChemIDplus potassium phosphate ChemIDplus potassium phosphate (K3PO4) ChemIDplus potassium phosphate tribasic ChEBI potassium phosphate, tribasic ChemIDplus potassium tribasic phosphate ChEBI tribasic potassium phosphate ChEBI tripotassium orthophosphate ChemIDplus A phosphate salt with C-H bonds chebi_ontology CHEBI:190302 organic phosphate salt organic phosphate salt CHEBI:190302 A potassium salt that lacks C-H bonds chebi_ontology CHEBI:190303 inorganic potassium salt inorganic potassium salt CHEBI:190303 A beta-D-glucosiduronic acid having a 4-methylumbelliferyl substituent at the anomeric position. A hyaluronan synthesis inhibitor, it is anti-tumourigenic for various malignant tumours. 0 C16H16O9 InChI=1S/C16H16O9/c1-6-4-10(17)24-9-5-7(2-3-8(6)9)23-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-5,11-14,16,18-20H,1H3,(H,21,22)/t11-,12-,13+,14-,16+/m0/s1 ARQXEQLMMNGFDU-JHZZJYKESA-N 352.293 352.07943 O([C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(=O)O)C2=CC3=C(C(=CC(O3)=O)C)C=C2 CAS:6160-80-1 KEGG:C11584 PMID:21401602 PMID:21512263 PMID:27218304 PMID:27833847 PMID:28054956 PMID:28116598 PMID:28479734 PMID:29846918 PMID:30914479 Reaxys:53625 4-methyl-2-oxo-2H-1-benzopyran-7-yl beta-D-glucopyranosiduronic acid chebi_ontology 4-MUG 4-Methylumbelliferone glucuronide 4-Methylumbelliferyl beta-glucuronide 4-Methylumbelliferyl glucuronide CHEBI:1904 4-methylumbelliferone beta-D-glucuronide CHEBI:1904 CAS:6160-80-1 ChemIDplus CAS:6160-80-1 KEGG COMPOUND PMID:21401602 Europe PMC PMID:21512263 Europe PMC PMID:27218304 Europe PMC PMID:27833847 Europe PMC PMID:28054956 Europe PMC PMID:28116598 Europe PMC PMID:28479734 Europe PMC PMID:29846918 Europe PMC PMID:30914479 Europe PMC Reaxys:53625 Reaxys 4-methyl-2-oxo-2H-1-benzopyran-7-yl beta-D-glucopyranosiduronic acid IUPAC 4-MUG ChEBI 4-Methylumbelliferone glucuronide KEGG_COMPOUND 4-Methylumbelliferyl beta-glucuronide ChemIDplus 4-Methylumbelliferyl glucuronide ChemIDplus 4-Methylumbelliferyl glucuronide KEGG_COMPOUND A chromium salt that lacks C-H bonds chebi_ontology CHEBI:190412 inorganic chromium salt inorganic chromium salt CHEBI:190412 A chromium salt with C-H bonds chebi_ontology CHEBI:190413 organic chromium salt organic chromium salt CHEBI:190413 A copper salt that lacks C-H bonds chebi_ontology CHEBI:190414 inorganic copper salt inorganic copper salt CHEBI:190414 A copper salt with C-H bonds chebi_ontology CHEBI:190415 organic copper salt organic copper salt CHEBI:190415 A fluoride salt that lacks C-H bonds chebi_ontology CHEBI:190416 inorganic fluoride salt inorganic fluoride salt CHEBI:190416 A fluoride salt with C-H bonds chebi_ontology CHEBI:190417 organic fluoride salt organic fluoride salt CHEBI:190417 An iodine salt that lacks C-H bonds chebi_ontology CHEBI:190418 inorganic iodine salt inorganic iodine salt CHEBI:190418 An iodine salt with C-H bonds chebi_ontology CHEBI:190419 organic iodine salt organic iodine salt CHEBI:190419 A iron salt that lacks C-H bonds chebi_ontology CHEBI:190420 inorganic iron salt inorganic iron salt CHEBI:190420 An iron salt with C-H bonds chebi_ontology CHEBI:190421 organic iron salt organic iron salt CHEBI:190421 A manganese salt that lacks C-H bonds chebi_ontology CHEBI:190422 inorganic manganese salt inorganic manganese salt CHEBI:190422 A manganese salt with C-H bonds chebi_ontology CHEBI:190423 organic manganese salt organic manganese salt CHEBI:190423 A molybdenum salt that lacks C-H bonds chebi_ontology CHEBI:190424 inorganic molybdenum salt inorganic molybdenum salt CHEBI:190424 A molybdenum salt with C-H bonds chebi_ontology CHEBI:190425 organic molybdenum salt organic molybdenum salt CHEBI:190425 +4 Se InChI=1S/Se/q+4 VKDXOLSWFYDUNP-UHFFFAOYSA-N 78.969 79.91433 [Se+4] PDBeChem:https://pubchem.ncbi.nlm.nih.gov/compound/Selenium_-ion_4 chebi_ontology CHEBI:190426 selenium(4+) selenium(4+) CHEBI:190426 PDBeChem:https://pubchem.ncbi.nlm.nih.gov/compound/Selenium_-ion_4 SUBMITTER +6 Se InChI=1S/Se/q+6 YSJKLKXJUYYVPH-UHFFFAOYSA-N 78.968 79.91323 [Se+6] chebi_ontology CHEBI:190427 selenium(6+) selenium(6+) CHEBI:190427 A selenium salt that lacks C-H bonds PMID:10408880 chebi_ontology CHEBI:190428 inorganic selenium salt inorganic selenium salt CHEBI:190428 PMID:10408880 SUBMITTER A selenium salt with C-H bonds chebi_ontology CHEBI:190429 organic selenium salt organic selenium salt CHEBI:190429 A zinc salt that lacks C-H bonds PMID:33396513 chebi_ontology CHEBI:190430 inorganic zinc salt inorganic zinc salt CHEBI:190430 PMID:33396513 SUBMITTER A zinc salt with C-H bonds chebi_ontology CHEBI:190431 organic zinc salt organic zinc salt CHEBI:190431 +3 Ti InChI=1S/Ti/q+3 CMWCOKOTCLFJOP-UHFFFAOYSA-N 47.865 47.94630 [Ti+3] chebi_ontology CHEBI:190496 titanium(3+) titanium(3+) CHEBI:190496 A member of the class of coumarins that is umbelliferone sulfate which carries a methyl group at position 4. It is a metabolite of 4-methylumbelliferone. 0 C10H8O6S InChI=1S/C10H8O6S/c1-6-4-10(11)15-9-5-7(2-3-8(6)9)16-17(12,13)14/h2-5H,1H3,(H,12,13,14) FUYLLJCBCKRIAL-UHFFFAOYSA-N 256.230 256.00416 OS(OC=1C=C2OC(C=C(C2=CC1)C)=O)(=O)=O CAS:25892-63-1 KEGG:C11585 PDB:4P06 PDBeChem:MUX PMID:24601529 PMID:35294 PMID:3619646 PMID:3713703 PMID:8355186 PMID:9425929 4-methyl-2-oxo-2H-chromen-7-yl hydrogen sulfate 4-methylumbelliferone sulfate chebi_ontology (4-methyl-2-oxidanylidene-chromen-7-yl) hydrogen sulfate (4-methyl-2-oxochromen-7-yl) hydrogen sulfate 4-methyl-2-oxo-2H-1-benzopyran-7-yl hydrogen sulfate 4-methyl-7-(sulfooxy)-2H-1-benzopyran-2-one 4-methylumbelliferyl sulfate 7-sulfooxy-4-methylcoumarin hymecromone 7-sulfate CHEBI:1905 4-methylumbelliferone sulfate 4-methylumbelliferone sulfate CHEBI:1905 CAS:25892-63-1 ChemIDplus CAS:25892-63-1 KEGG COMPOUND PMID:24601529 Europe PMC PMID:35294 Europe PMC PMID:3619646 Europe PMC PMID:3713703 Europe PMC PMID:8355186 Europe PMC PMID:9425929 Europe PMC 4-methyl-2-oxo-2H-chromen-7-yl hydrogen sulfate IUPAC 4-methylumbelliferone sulfate KEGG_COMPOUND (4-methyl-2-oxidanylidene-chromen-7-yl) hydrogen sulfate PDBeChem (4-methyl-2-oxochromen-7-yl) hydrogen sulfate ChEBI 4-methyl-2-oxo-2H-1-benzopyran-7-yl hydrogen sulfate IUPAC 4-methyl-7-(sulfooxy)-2H-1-benzopyran-2-one ChemIDplus 4-methylumbelliferyl sulfate KEGG_COMPOUND 7-sulfooxy-4-methylcoumarin ChEBI hymecromone 7-sulfate ChEBI An organic calcium salt composed of calcium cations and citrate anions in a 3:2 ratio. 0 2C6H5O7.3Ca C6H5O7.C6H5O7.Ca.Ca.Ca InChI=1S/2C6H8O7.3Ca/c2*7-3(8)1-6(13,5(11)12)2-4(9)10;;;/h2*13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);;;/q;;3*+2/p-6 FNAQSUUGMSOBHW-UHFFFAOYSA-H 498.432 497.89483 [Ca++].[Ca++].[Ca++].OC(CC([O-])=O)(CC([O-])=O)C([O-])=O.OC(CC([O-])=O)(CC([O-])=O)C([O-])=O CHEBI:3313 CAS:813-94-5 Chemspider:12584 DrugBank:DB11093 FooDB:FDB013368 HMDB:HMDB0303432 PMID:27558620 PMID:27710434 PMID:29389571 PMID:29580478 PMID:30107042 PMID:30388775 PMID:31643038 PMID:32050854 PMID:32622256 PMID:34343801 PMID:34746580 PMID:35036734 Wikipedia:Calcium_citrate calcium 2-hydroxypropane-1,2,3-tricarboxylate (3/2) calcium 2-hydroxypropane-1,2,3-tricarboxylate (3:2) chebi_ontology 2-hydroxy-1,2,3-propanetricarboxylic acid calcium salt (2:3) Acicontral Calcitrate calcium 2-hydroxy-1,2,3-propanetricarboxylate (3:2) calcium citrate tribasic calcium citrate, tribasic citric acid calcium salt (2:3) tribasic calcium citrate tricalcium bis(2-hydroxypropane-1,2,3-tricarboxylic acid) tricalcium bis(citric acid) tricalcium citrate tricalcium dicitrate CHEBI:190513 calcium citrate calcium citrate CHEBI:190513 CAS:813-94-5 ChemIDplus PMID:27558620 Europe PMC PMID:27710434 Europe PMC PMID:29389571 Europe PMC PMID:29580478 Europe PMC PMID:30107042 Europe PMC PMID:30388775 Europe PMC PMID:31643038 Europe PMC PMID:32050854 Europe PMC PMID:32622256 Europe PMC PMID:34343801 SUBMITTER PMID:34746580 Europe PMC PMID:35036734 Europe PMC calcium 2-hydroxypropane-1,2,3-tricarboxylate (3/2) IUPAC calcium 2-hydroxypropane-1,2,3-tricarboxylate (3:2) IUPAC 2-hydroxy-1,2,3-propanetricarboxylic acid calcium salt (2:3) ChemIDplus Acicontral ChemIDplus Calcitrate ChemIDplus calcium 2-hydroxy-1,2,3-propanetricarboxylate (3:2) ChemIDplus calcium citrate tribasic ChEBI calcium citrate, tribasic ChemIDplus citric acid calcium salt (2:3) ChemIDplus tribasic calcium citrate ChemIDplus tricalcium bis(2-hydroxypropane-1,2,3-tricarboxylic acid) HMDB tricalcium bis(citric acid) HMDB tricalcium citrate ChemIDplus tricalcium dicitrate ChemIDplus A calcium compound with C-H bonds chebi_ontology CHEBI:190515 organic calcium compound organic calcium compound CHEBI:190515 A phosphate compound with C-H bonds chebi_ontology CHEBI:190516 organic phosphate compound organic phosphate compound CHEBI:190516 An iron compound with C-H bonds chebi_ontology CHEBI:190517 organic iron compound organic iron compound CHEBI:190517 A globular protein that is present in the milk of many mammalian species including ruminants, such as cows and sheep, and some non-ruminants, such as pigs and horses PMID:15259212 chebi_ontology Beta-LG CHEBI:190519 Further classification will be integrated for this class beta-lactoglobulin beta-lactoglobulin CHEBI:190519 PMID:15259212 SUBMITTER Beta-LG SUBMITTER A group of small molecular weight albumins (15-17 kDa) that are one of the two major kinds of storage proteins synthesized in the seeds of mustard and rapeseed during its maturation. Its heterodimer structure is composed of two polypeptide chains that are held together by disulfide bonds. The proteins are soluble in a wide pH range and show high heat stability. AGR:IND44654715 PMID:27020281 PMID:33011413 PMID:3771543 PMID:7508056 Wikipedia:Napin chebi_ontology napins CHEBI:190521 Further classification will be integrated for this class napin napin CHEBI:190521 AGR:IND44654715 Europe PMC PMID:27020281 Europe PMC PMID:33011413 Europe PMC PMID:3771543 SUBMITTER PMID:7508056 SUBMITTER napins ChEBI A prolamin present in wheat and several other cereals within the grass genus Triticum. It is made up of single-chain polypeptides with an average molecular weight of 25-100 kDa linked by intramolecular disulfide bonds and classified based on its primary amino acid sequence into the alpha/beta-, gamma- and omega-type. AGR:IND607710400 CAS:9007-90-3 FooDB:FDB012968 HMDB:HMDB0252744 PMID:17008153 PMID:34224906 PMID:34500820 PMID:34537618 PMID:34715206 PMID:35047092 PMID:35113104 Wikipedia:Gliadin chebi_ontology Omni-Smooth gliadins glutins (gliadins) CHEBI:190522 Further classification will be integrated for this class gliadin gliadin CHEBI:190522 AGR:IND607710400 Europe PMC CAS:9007-90-3 ChemIDplus PMID:17008153 SUBMITTER PMID:34224906 Europe PMC PMID:34500820 Europe PMC PMID:34537618 Europe PMC PMID:34715206 Europe PMC PMID:35047092 Europe PMC PMID:35113104 Europe PMC Omni-Smooth ChEBI gliadins ChemIDplus glutins (gliadins) ChEBI are a type of flavonoid pigments in plants. Anthoxanthins are water-soluble pigments which range in color from white or colorless to a creamy to yellow, often on petals of flowers. 0 0.000 0.00000 Wikipedia:https://en.wikipedia.org/wiki/Anthoxanthin chebi_ontology CHEBI:192499 anthoxanthin anthoxanthin CHEBI:192499 Wikipedia:https://en.wikipedia.org/wiki/Anthoxanthin SUBMITTER a class of flavonoids that use the 3-hydroxy-2,3-dihydro-2-phenylchromen-4-one (IUPAC name) backbone. 0 0.000 0.00000 Wikipedia:https://en.wikipedia.org/wiki/Flavanonol chebi_ontology CHEBI:192500 flavanonol flavanonol CHEBI:192500 Wikipedia:https://en.wikipedia.org/wiki/Flavanonol SUBMITTER Dimer of casuarictin linked by a bond between the gallic acid residue and one of the hexahydroxydiphenic acid units. It has sanguisorbic acid ester groups as linking units between glucopyranose moieties. 0 C82H54O52 InChI=1S/C82H54O52/c83-23-1-14(2-24(84)45(23)93)71(112)133-81-70-68(130-77(118)20-9-30(90)50(98)57(105)39(20)41-22(79(120)132-70)11-32(92)52(100)59(41)107)65-35(126-81)13-123-74(115)17-6-27(87)53(101)60(108)42(17)43-44(80(121)128-65)66(63(111)62(110)61(43)109)124-33-4-15(3-25(85)46(33)94)72(113)134-82-69-67(129-76(117)19-8-29(89)49(97)56(104)38(19)40-21(78(119)131-69)10-31(91)51(99)58(40)106)64-34(125-82)12-122-73(114)16-5-26(86)47(95)54(102)36(16)37-18(75(116)127-64)7-28(88)48(96)55(37)103/h1-11,34-35,64-65,67-70,81-111H,12-13H2 FFZOOOCGCNFHAQ-UHFFFAOYSA-N 1871.282 1870.15811 O1C2(C(OC(=O)C3=C(C=4C(C(OC2([H])[H])=O)=C(C(O[H])=C(O[H])C4O[H])[H])C(O[H])=C(O[H])C(O[H])=C3OC5=C(C(C(OC6(OC7(C(OC(=O)C=8C(C=9C(C(OC7([H])[H])=O)=C(C(O[H])=C(O[H])C9O[H])[H])=C(O[H])C(O[H])=C(O[H])C8[H])(C%10(OC(=O)C=%11C(C=%12C(C(OC%106[H])=O)=C(C(O[H])=C(O[H])C%12O[H])[H])=C(O[H])C(O[H])=C(O[H])C%11[H])[H])[H])[H])[H])=O)=C(C(O[H])=C5O[H])[H])[H])(C%13(OC(=O)C=%14C(C=%15C(C(OC%13(C1(OC(=O)C%16=C(C(O[H])=C(O[H])C(O[H])=C%16[H])[H])[H])[H])=O)=C(C(O[H])=C(O[H])C%15O[H])[H])=C(O[H])C(O[H])=C(O[H])C%14[H])[H])[H])[H] Wikipedia:https://en.wikipedia.org/wiki/Sanguiin_H-6 chebi_ontology CHEBI:192501 sanguiin H6 sanguiin H6 CHEBI:192501 Wikipedia:https://en.wikipedia.org/wiki/Sanguiin_H-6 SUBMITTER Is trimer of casuarictin linked by sanguisorbic acid ester groups between glucopyranose moieties. It contributes to the antioxidant capacity of raspberries. 0 C82H54O52 InChI=1S/C82H54O52/c83-23-1-14(2-24(84)45(23)93)71(112)133-81-70-68(130-77(118)20-9-30(90)50(98)57(105)39(20)41-22(79(120)132-70)11-32(92)52(100)59(41)107)65-35(126-81)13-123-74(115)17-6-27(87)53(101)60(108)42(17)43-44(80(121)128-65)66(63(111)62(110)61(43)109)124-33-4-15(3-25(85)46(33)94)72(113)134-82-69-67(129-76(117)19-8-29(89)49(97)56(104)38(19)40-21(78(119)131-69)10-31(91)51(99)58(40)106)64-34(125-82)12-122-73(114)16-5-26(86)47(95)54(102)36(16)37-18(75(116)127-64)7-28(88)48(96)55(37)103/h1-11,34-35,64-65,67-70,81-111H,12-13H2/t34-,35-,64-,65-,67+,68+,69-,70-,81+,82+/m1/s1 FFZOOOCGCNFHAQ-UTIVGCTBSA-N 1871.282 1870.15811 O1[C@]2([C@@](OC(=O)C3=C(C=4C(C(OC2([H])[H])=O)=C(C(O[H])=C(O[H])C4O[H])[H])C(O[H])=C(O[H])C(O[H])=C3OC5=C(C(C(O[C@@]6(O[C@]7([C@@](OC(=O)C=8C(C=9C(C(OC7([H])[H])=O)=C(C(O[H])=C(O[H])C9O[H])[H])=C(O[H])C(O[H])=C(O[H])C8[H])([C@@]%10(OC(=O)C=%11C(C=%12C(C(O[C@]%106[H])=O)=C(C(O[H])=C(O[H])C%12O[H])[H])=C(O[H])C(O[H])=C(O[H])C%11[H])[H])[H])[H])[H])=O)=C(C(O[H])=C5O[H])[H])[H])([C@@]%13(OC(=O)C=%14C(C=%15C(C(O[C@]%13([C@@]1(OC(=O)C%16=C(C(O[H])=C(O[H])C(O[H])=C%16[H])[H])[H])[H])=O)=C(C(O[H])=C(O[H])C%15O[H])[H])=C(O[H])C(O[H])=C(O[H])C%14[H])[H])[H])[H] Wikipedia:https://en.wikipedia.org/wiki/Lambertianin_C chebi_ontology CHEBI:192502 lambertianin C lambertianin C CHEBI:192502 Wikipedia:https://en.wikipedia.org/wiki/Lambertianin_C SUBMITTER a class of condensed tannins in the sub-class procyanidins contained in the seeds of Areca catechu also called betel nut. The arecatannin-type natural products from Ceylonese cassia bark and Areca seed are examples polyphenols by both current definitions, and fit the distinct definition of a polymeric phenol as well. 0 C60H50O24 InChI=1S/C60H50O24/c61-23-13-34(71)42-41(14-23)81-55(20-2-6-26(63)31(68)10-20)51(78)48(42)44-36(73)17-38(75)46-50(53(80)57(83-59(44)46)22-4-8-28(65)33(70)12-22)47-39(76)18-37(74)45-49(52(79)56(84-60(45)47)21-3-7-27(64)32(69)11-21)43-35(72)16-29(66)24-15-40(77)54(82-58(24)43)19-1-5-25(62)30(67)9-19/h1-14,16-18,40,48-57,61-80H,15H2/t40-,48+,49-,50+,51+,52+,53+,54+,55+,56+,57+/m0/s1 QFLMUASKTWGRQE-MPCJJEQZSA-N 1155.036 1154.26920 O1C2=C([C@H](C=3C=4O[C@@H]([C@H](O)[C@H](C4C(O)=CC3O)C=5C=6O[C@@H]([C@@H](O)CC6C(O)=CC5O)C7=CC(O)=C(O)C=C7)C8=CC(O)=C(O)C=C8)[C@@H](O)[C@H]1C9=CC(O)=C(O)C=C9)C(O)=CC(O)=C2[C@H]%10C%11=C(O[C@@H]([C@@H]%10O)C%12=CC(O)=C(O)C=C%12)C=C(O)C=C%11O PDBeChem:https://pubchem.ncbi.nlm.nih.gov/substance/163311886 chebi_ontology CHEBI:192503 arecatannin a2 arecatannin a2 CHEBI:192503 PDBeChem:https://pubchem.ncbi.nlm.nih.gov/substance/163311886 SUBMITTER An aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid. 0 C9H10O5 InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13) CGQCWMIAEPEHNQ-UHFFFAOYSA-N 198.17270 198.05282 COc1cc(ccc1O)C(O)C(O)=O Beilstein:2213227 CAS:55-10-7 HMDB:HMDB0000291 KEGG:C05584 MetaCyc:VANILLYL_MANDELATE PMID:13756637 PMID:23112240 PMID:23399766 PMID:23830883 PMID:24327171 Reaxys:2213227 Wikipedia:Vanillylmandelic_acid 2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid Vanillylmandelic acid chebi_ontology 3-methoxy-4-hydroxymandelic acid Vanilmandelic acid hydroxy(4-hydroxy-3-methoxyphenyl)acetic acid CHEBI:20106 vanillylmandelic acid vanillylmandelic acid CHEBI:20106 Beilstein:2213227 Beilstein CAS:55-10-7 ChemIDplus CAS:55-10-7 KEGG COMPOUND PMID:13756637 Europe PMC PMID:23112240 Europe PMC PMID:23399766 Europe PMC PMID:23830883 Europe PMC PMID:24327171 Europe PMC Reaxys:2213227 Reaxys 2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid IUPAC Vanillylmandelic acid KEGG_COMPOUND 3-methoxy-4-hydroxymandelic acid ChEBI Vanilmandelic acid ChemIDplus hydroxy(4-hydroxy-3-methoxyphenyl)acetic acid IUPAC Resorcinol substituted at position 5 by a pentadecyl chain. 0 C21H36O2 InChI=1S/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h16-18,22-23H,2-15H2,1H3 KVVSCMOUFCNCGX-UHFFFAOYSA-N 320.50934 320.27153 CCCCCCCCCCCCCCCc1cc(O)cc(O)c1 Beilstein:1982742 CAS:3158-56-3 KEGG:C10809 KNApSAcK:C00002662 PMID:1500355 PMID:16506814 PMID:21462031 PMID:2939241 PMID:3742608 Wikipedia:Adipostatin_A 5-pentadecylbenzene-1,3-diol Cardol chebi_ontology 5-Pentadecylresorcinol 5-n-pentadecylresorcinol PDR adipostatin A CHEBI:2120 cardol cardol CHEBI:2120 Beilstein:1982742 Beilstein CAS:3158-56-3 ChemIDplus CAS:3158-56-3 KEGG COMPOUND PMID:1500355 Europe PMC PMID:16506814 Europe PMC PMID:21462031 Europe PMC PMID:2939241 Europe PMC PMID:3742608 Europe PMC 5-pentadecylbenzene-1,3-diol IUPAC Cardol KEGG_COMPOUND 5-Pentadecylresorcinol KEGG_COMPOUND 5-n-pentadecylresorcinol ChEBI PDR ChEBI adipostatin A ChEBI A pentahydroxyflavone that is luteolin with an additional hydroxy group at position 6. 0 C15H10O7 InChI=1S/C15H10O7/c16-7-2-1-6(3-8(7)17)11-4-9(18)13-12(22-11)5-10(19)14(20)15(13)21/h1-5,16-17,19-21H VYAKIUWQLHRZGK-UHFFFAOYSA-N 302.23570 302.04265 Oc1ccc(cc1O)-c1cc(=O)c2c(O)c(O)c(O)cc2o1 CAS:18003-33-3 KEGG:C10072 KNApSAcK:C00003884 LIPID_MAPS_instance:LMPK12111229 PMID:10048707 PMID:12693635 PMID:19666078 PMID:21236437 Reaxys:308129 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4H-chromen-4-one 6-Hydroxyluteolin chebi_ontology 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4H-1-benzopyran-4-one 3',4',5,6,7-Pentahydroxyflavone 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy- 5,6,7,3',4'-Pentahydroxyflavone CHEBI:2197 6-hydroxyluteolin 6-hydroxyluteolin CHEBI:2197 CAS:18003-33-3 ChemIDplus CAS:18003-33-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111229 LIPID MAPS PMID:10048707 Europe PMC PMID:12693635 Europe PMC PMID:19666078 Europe PMC PMID:21236437 Europe PMC Reaxys:308129 Reaxys 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4H-chromen-4-one IUPAC 6-Hydroxyluteolin KEGG_COMPOUND 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4H-1-benzopyran-4-one ChEBI 3',4',5,6,7-Pentahydroxyflavone ChemIDplus 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy- ChemIDplus 5,6,7,3',4'-Pentahydroxyflavone KEGG_COMPOUND Any of the naturally occurring, basic nitrogen compounds (mostly heterocyclic) occurring mostly in the plant kingdom, but also found in bacteria, fungi, and animals. By extension, certain neutral compounds biogenetically related to basic alkaloids are also classed as alkaloids. Amino acids, peptides, proteins, nucleotides, nucleic acids, amino sugars and antibiotics are not normally regarded as alkaloids. Compounds in which the nitrogen is exocyclic (dopamine, mescaline, serotonin, etc.) are usually classed as amines rather than alkaloids. Wikipedia:Alkaloid Alkaloid alkaloids chebi_ontology Alkaloide alcaloide alcaloides CHEBI:22315 alkaloid alkaloid CHEBI:22315 Alkaloid ChEBI alkaloids IUPAC Alkaloide ChEBI alcaloide ChEBI alcaloides ChEBI A tocopherol that is chroman-6-ol substituted by methyl groups at positions 2, 5, 7 and 8 and a 4,8,12-trimethyltridecyl group at position 2. 0 C29H50O2 430.707 430.38108 Beilstein:8176170 CAS:10191-41-0 KEGG:D02332 PMID:23949732 PMID:24683365 Wikipedia:Alpha-Tocopherol alpha-tocopherol rel-(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol chebi_ontology (+-)-alpha-tocopherol 2,5,7,8-tetramethyl-2-(4',8',12'-trimethyltridecyl)-6-chromanol E 307 E-307 E307 all-rac-alpha-tocopherol dl-alpha-tocopherol CHEBI:22470 alpha-tocopherol CHEBI:22470 Beilstein:8176170 Beilstein CAS:10191-41-0 ChemIDplus PMID:23949732 Europe PMC PMID:24683365 Europe PMC rel-(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol IUPAC (+-)-alpha-tocopherol ChEBI (+-)-alpha-tocopherol ChemIDplus 2,5,7,8-tetramethyl-2-(4',8',12'-trimethyltridecyl)-6-chromanol ChemIDplus E 307 ChEBI E-307 ChEBI E307 ChEBI all-rac-alpha-tocopherol ChEBI dl-alpha-tocopherol ChemIDplus chebi_ontology anthracenequinones anthraquinones CHEBI:22580 anthraquinone anthraquinone CHEBI:22580 anthracenequinones ChEBI anthraquinones ChEBI A polysaccharide composed of arabinose residues. KEGG:C02474 KEGG:G10584 chebi_ontology alpha-L-Araban alpha-L-Arabinan arabinans CHEBI:22590 arabinan arabinan CHEBI:22590 alpha-L-Araban KEGG_COMPOUND alpha-L-Arabinan KEGG_COMPOUND arabinans ChEBI 0 C5H10O5 150.12990 150.05282 CHEBI:33943 CAS:147-81-9 HMDB:HMDB0029942 Wikipedia:Arabinose arabino-pentose arabinose chebi_ontology Ara CHEBI:22599 arabinose arabinose CHEBI:22599 CAS:147-81-9 ChemIDplus arabino-pentose IUPAC arabinose ChEBI arabinose IUPAC Ara JCBN chebi_ontology CHEBI:22652 ascorbic acid ascorbic acid CHEBI:22652 An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 2-amino-2-oxoethyl group. 0 C4H8N2O3 InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9) DCXYFEDJOCDNAF-UHFFFAOYSA-N 132.11800 132.05349 NC(CC(N)=O)C(O)=O Beilstein:1723525 CAS:3130-87-8 Gmelin:279043 KEGG:C16438 PMID:22264337 PMID:22770225 Reaxys:1723525 Wikipedia:Asparagine asparagine chebi_ontology 2,4-diamino-4-oxobutanoic acid 2-amino-3-carbamoylpropanoic acid ASN Asn Asparagin DL-Asparagine Hasp N asparagina CHEBI:22653 asparagine asparagine CHEBI:22653 Beilstein:1723525 Beilstein CAS:3130-87-8 ChemIDplus Gmelin:279043 Gmelin PMID:22264337 Europe PMC PMID:22770225 Europe PMC Reaxys:1723525 Reaxys asparagine IUPAC 2,4-diamino-4-oxobutanoic acid IUPAC 2-amino-3-carbamoylpropanoic acid JCBN ASN ChEBI Asn ChEBI Asparagin ChEBI DL-Asparagine KEGG_COMPOUND Hasp IUPAC N ChEBI asparagina ChEBI An alpha-amino acid that consists of succinic acid bearing a single alpha-amino substituent 0 C4H7NO4 InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9) CKLJMWTZIZZHCS-UHFFFAOYSA-N 133.10272 133.03751 NC(CC(O)=O)C(O)=O Beilstein:774618 CAS:617-45-8 Gmelin:185140 KEGG:C16433 PMID:22264337 Reaxys:774618 Wikipedia:Aspartic_acid Aspartic acid aspartic acid chebi_ontology (+-)-Aspartic acid (R,S)-Aspartic acid 2-aminobutanedioic acid Asp D DL-Aminosuccinic acid DL-Asparagic acid CHEBI:22660 aspartic acid aspartic acid CHEBI:22660 Beilstein:774618 Beilstein CAS:617-45-8 ChemIDplus CAS:617-45-8 KEGG COMPOUND CAS:617-45-8 NIST Chemistry WebBook Gmelin:185140 Gmelin PMID:22264337 Europe PMC Reaxys:774618 Reaxys Aspartic acid KEGG_COMPOUND aspartic acid IUPAC (+-)-Aspartic acid ChemIDplus (R,S)-Aspartic acid ChemIDplus 2-aminobutanedioic acid IUPAC Asp ChEBI D ChEBI DL-Aminosuccinic acid ChemIDplus DL-Asparagic acid ChemIDplus A triol in which three hydroxy groups are substituted onto a benzene ring. chebi_ontology benzenetriols trihydroxybenzenes CHEBI:22707 benzenetriol benzenetriol CHEBI:22707 benzenetriols ChEBI trihydroxybenzenes ChEBI Any D-glucoside in which the anomeric centre has beta-configuration. 0 C6H11O6R 179.148 179.05556 [C@@H]1(O[C@H]([C@H](O)[C@H]([C@@H]1O)O)O*)CO CHEBI:10400 KEGG:C00963 beta-D-glucoside chebi_ontology a beta-D-glucoside beta-D-glucosides CHEBI:22798 beta-D-glucoside CHEBI:22798 beta-D-glucoside ChEBI a beta-D-glucoside UniProt beta-D-glucosides ChEBI Hydrocarbon carotenoids. carotene carotenes chebi_ontology carotenes CHEBI:23042 carotene carotene CHEBI:23042 carotene ChEBI carotenes IUPAC carotenes ChEBI One of a class of tetraterpenoids (C40), formally derived from the acyclic parent, psi,psi-carotene by hydrogenation, dehydrogenation, cyclization, oxidation, or combination of these processes. This class includes carotenes, xanthophylls and certain compounds that arise from rearrangement of the skeleton of psi,psi-carotene or by loss of part of this structure. Retinoids are excluded. CAS:36-88-4 carotenoid chebi_ontology carotenes and carotenoids carotenoids CHEBI:23044 carotenoid carotenoid CHEBI:23044 CAS:36-88-4 ChemIDplus carotenoid IUPAC carotenes and carotenoids ChemIDplus carotenoids ChEBI Members of the class of hydroxyflavan that have a flavan-3-ol skeleton and its substituted derivatives. 0 C15H14O6 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2 PFTAWBLQPZVEMU-UHFFFAOYSA-N 290.269 290.07904 C1(C=2C=C(C(O)=CC2)O)OC=3C(=C(C=C(C3)O)O)CC1O KEGG:C17590 LINCS:LSM-1682 catechin chebi_ontology (+/-)-Catechin catechins CHEBI:23053 catechin catechin CHEBI:23053 catechin ChEBI (+/-)-Catechin KEGG_COMPOUND catechins ChEBI chebi_ontology CHEBI:23055 catechol melanin catechol melanin CHEBI:23055 A ketone that is 1,3-diphenylpropenone (benzylideneacetophenone), ArCH=CH(=O)Ar, and its derivatives formed by substitution. KEGG:C15589 chalcones chebi_ontology chalconoid chalconoids CHEBI:23086 chalcones chalcones CHEBI:23086 chalcones IUPAC chalconoid ChEBI chalconoids ChEBI A chromenone that consists of a 1,4-benzopyrone skeleton and its substituted derivatives thereof. chebi_ontology 1,4-benzopyrones CHEBI:23238 chromones chromones CHEBI:23238 1,4-benzopyrones ChEBI An enal based on a cinnamaldehyde skeleton and its substituted derivatives. chebi_ontology CHEBI:23245 cinnamaldehydes cinnamaldehydes CHEBI:23245 A monohydroxycinnamic acid that is prop-2-enoic acid substituted by a hydroxyphenyl group at position 3. 0 C9H8O3 164.158 164.04734 CAS:25429-38-3 3-(hydroxyphenyl)prop-2-enoic acid chebi_ontology 3-(hydroxyphenyl)-2-propenoic acid hydroxycinnamic acid CHEBI:23401 coumaric acid coumaric acid CHEBI:23401 CAS:25429-38-3 ChemIDplus 3-(hydroxyphenyl)prop-2-enoic acid IUPAC 3-(hydroxyphenyl)-2-propenoic acid ChemIDplus hydroxycinnamic acid ChEBI A metal sulfate compound having copper(2+) as the metal ion. 0 CuO4S InChI=1S/Cu.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 ARUVKPQLZAKDPS-UHFFFAOYSA-L 159.60960 158.88133 [Cu++].[O-]S([O-])(=O)=O CAS:7758-98-7 Gmelin:8294 KEGG:C18713 PMID:10469300 PMID:29079364 PMID:8566016 PPDB:178 Wikipedia:Copper(II)_sulfate Copper(II) sulfate copper(2+) sulfate copper(II) sulfate chebi_ontology CuSO4 Cupric sulfate copper sulfate cupric sulfate anhydrous CHEBI:23414 copper(II) sulfate copper(II) sulfate CHEBI:23414 CAS:7758-98-7 ChemIDplus CAS:7758-98-7 KEGG COMPOUND Gmelin:8294 Gmelin PMID:10469300 Europe PMC PMID:29079364 Europe PMC PMID:8566016 Europe PMC Copper(II) sulfate KEGG_COMPOUND copper(2+) sulfate IUPAC copper(II) sulfate IUPAC CuSO4 IUPAC Cupric sulfate ChemIDplus copper sulfate ChemIDplus cupric sulfate anhydrous ChemIDplus A macrocycle composed of five or more D-glucopyranose units bonded via (1->4)-linkages. Wikipedia:Cyclodextrin chebi_ontology cyclodextrins CHEBI:23456 cyclodextrin cyclodextrin CHEBI:23456 cyclodextrins ChEBI CHEBI:23652 dextrins true A dimeric sesquiterpene lactone that is produced by the plant Artemisia absinthium (Wormwood). The bitter tasting constituent of Absinthe. 0 C30H40O6 InChI=1S/C30H40O6/c1-12-11-18-20-21(30(12)24(18)29(6,34)10-8-17-14(3)27(32)36-25(17)30)15(4)19-22(20)28(5,33)9-7-16-13(2)26(31)35-23(16)19/h11,13-14,16-18,20-25,33-34H,7-10H2,1-6H3/t13-,14-,16-,17-,18+,20-,21-,22-,23-,24-,25-,28-,29-,30+/m0/s1 PZHWYURJZAPXAN-ILOFNVQHSA-N 496.63500 496.28249 [H][C@@]12CC[C@](C)(O)[C@@]3([H])C(=C(C)[C@@]4([H])[C@]3([H])[C@H]3C=C(C)[C@@]44[C@@]5([H])OC(=O)[C@@H](C)[C@]5([H])CC[C@](C)(O)[C@]34[H])[C@@]1([H])OC(=O)[C@H]2C AGR:IND43864075 CAS:1362-42-1 HMDB:HMDB0035742 KEGG:C09286 KNApSAcK:C00000172 PMID:15631427 PMID:25037681 Patent:CN101658656 Patent:SE530687 Reaxys:4730201 Wikipedia:Absinthin (1R,2R,5S,8S,9S,12S,13R,14S,15S,16R,17S,20S,21S,24S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0(1,16).0(2,14).0(4,13).0(5,9).0(20,24)]hexacosa-3,25-diene-7,22-dione Absinthin chebi_ontology (+)-absinthin Absynthin CHEBI:2366 absinthin CHEBI:2366 AGR:IND43864075 Europe PMC CAS:1362-42-1 ChemIDplus CAS:1362-42-1 KEGG COMPOUND PMID:15631427 Europe PMC PMID:25037681 Europe PMC Reaxys:4730201 Reaxys (1R,2R,5S,8S,9S,12S,13R,14S,15S,16R,17S,20S,21S,24S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0(1,16).0(2,14).0(4,13).0(5,9).0(20,24)]hexacosa-3,25-diene-7,22-dione IUPAC Absinthin KEGG_COMPOUND (+)-absinthin ChEBI Absynthin ChemIDplus Any terpenoid derived from a diterpene. The term includes compounds in which the C20 skeleton of the parent diterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups). LIPID_MAPS_class:LMPR0104 diterpenoids chebi_ontology C20 isoprenoids diterpenoides CHEBI:23849 diterpenoid diterpenoid CHEBI:23849 LIPID_MAPS_class:LMPR0104 LIPID MAPS diterpenoids IUPAC C20 isoprenoids LIPID_MAPS diterpenoides ChEBI A form of hydrolysable tannin produced from ellagic acid. Ellagitannins are glucosides which are readily hydrolysed by water to regenerate ellagic acid when the plants are eaten. Wikipedia:Ellagitannin chebi_ontology ellagitannins CHEBI:23909 ellagitannin ellagitannin CHEBI:23909 ellagitannins ChEBI Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess. PMID:31838543 PMID:32057251 PMID:33549284 PMID:34045883 chebi_ontology fat-soluble vitamin fat-soluble vitamins fettloesliche Vitamine CHEBI:24020 fat-soluble vitamin (role) fat-soluble vitamin (role) CHEBI:24020 PMID:31838543 Europe PMC PMID:32057251 Europe PMC PMID:33549284 Europe PMC PMID:34045883 Europe PMC fat-soluble vitamin ChEBI fat-soluble vitamins ChEBI fettloesliche Vitamine ChEBI A member of the class of flavonoid with a 2-aryl-1-benzopyran-4-one (2-arylchromen-4-one) skeleton and its substituted derivatives. 0 C15O2R10 212.160 211.98983 O1C2=C(C(C(=C1C3=C(C(=C(C(=C3*)*)*)*)*)*)=O)C(=C(C(=C2*)*)*)* MetaCyc:Flavones Wikipedia:Flavone chebi_ontology 2-aryl-1-benzopyran-4-one 2-aryl-1-benzopyran-4-ones 2-arylchromen-4-one 2-arylchromen-4-ones a flavone CHEBI:24043 flavones flavones CHEBI:24043 2-aryl-1-benzopyran-4-one ChEBI 2-aryl-1-benzopyran-4-ones ChEBI 2-arylchromen-4-one ChEBI 2-arylchromen-4-ones ChEBI a flavone UniProt CHEBI:5260 chebi_ontology galacturonans CHEBI:24174 galacturonan galacturonan CHEBI:24174 galacturonans ChEBI A class of hydrolysable tannins obtained by condensation of the carboxy group of gallic acid (and its polymeric derivatives) with the hydroxy groups of a monosaccharide (most commonly glucose). CAS:18483-17-5 KEGG:C17458 Wikipedia:Gallotannin chebi_ontology 1,3,6-Tri-o-galloyl-beta-D-glucose gallotannins CHEBI:24182 gallotannin gallotannin CHEBI:24182 CAS:18483-17-5 KEGG COMPOUND 1,3,6-Tri-o-galloyl-beta-D-glucose KEGG_COMPOUND gallotannins ChEBI chebi_ontology glucosides CHEBI:24278 glucoside glucoside CHEBI:24278 glucosides ChEBI Water-soluble anionic substituted thioglucosides. Glucosinolates have a central C atom which is bonded via an S atom to a glycone group and via an N atom to a sulfonated oxime group, and which also carries a side-group. The side-chain and sulfate group have an anti stereochemical configuration across the C=N double bond. -1 C7H11NO9S2R 317.296 316.98752 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS([O-])(=O)=O)/* KEGG:C17260 PMID:17139450 PMID:17461791 PMID:22405332 Wikipedia:Glucosinolate glucosinolate chebi_ontology glucosinolates CHEBI:24279 glucosinolate CHEBI:24279 PMID:17139450 Europe PMC PMID:17461791 Europe PMC PMID:22405332 Europe PMC glucosinolate ChEBI glucosinolates ChEBI chebi_ontology glycoglycerolipids CHEBI:24385 glycoglycerolipid glycoglycerolipid CHEBI:24385 glycoglycerolipids ChEBI An sulfur oxoanion resulting from the deprotonation of the hydroxy group attached to the sulfur of a glycosinolic acid. glycosinolate chebi_ontology glycosinolates CHEBI:24401 glycosinolate glycosinolate CHEBI:24401 glycosinolate ChEBI glycosinolates ChEBI 0 C7H6O2 122.122 122.03678 CAS:28777-87-9 hydroxybenzaldehyde chebi_ontology formylphenol CHEBI:24673 hydroxybenzaldehyde hydroxybenzaldehyde CHEBI:24673 CAS:28777-87-9 ChemIDplus hydroxybenzaldehyde IUPAC formylphenol ChEBI Any benzoic acid carrying one or more phenolic hydroxy groups on the benzene ring. 0 C7H6O3 138.121 138.03169 CHEBI:50778 hydroxybenzoic acid chebi_ontology hydroxybenzoic acids CHEBI:24676 hydroxybenzoic acid hydroxybenzoic acid CHEBI:24676 hydroxybenzoic acid IUPAC hydroxybenzoic acids ChEBI Any member of the class of cinnamic acids carrying one or more hydroxy substituents. chebi_ontology hydroxycinnamates hydroxycinnamic acids CHEBI:24689 hydroxycinnamic acid hydroxycinnamic acid CHEBI:24689 hydroxycinnamic acids ChEBI A member of the class of flavanones that consists of flavanone with one or more hydroxy substituents. hydroxyflavanone chebi_ontology hydroxyflavanones CHEBI:24697 hydroxyflavanone CHEBI:24697 hydroxyflavanone ChEBI hydroxyflavanones ChEBI Any flavone in which one or more ring hydrogens are replaced by hydroxy groups. chebi_ontology hydroxyflavones CHEBI:24698 hydroxyflavone hydroxyflavone CHEBI:24698 hydroxyflavones ChEBI A proline derivative that is proline substituted by at least one hydroxy group. chebi_ontology hydroxyprolines CHEBI:24741 hydroxyproline hydroxyproline CHEBI:24741 hydroxyprolines ChEBI chebi_ontology inorganic sulfate salts inorganic sulfates CHEBI:24840 inorganic sulfate salt inorganic sulfate salt CHEBI:24840 inorganic sulfate salts ChEBI inorganic sulfates ChEBI Any cyclohexane-1,2,3,4,5,6-hexol. 0 C6H12O6 InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H CDAISMWEOUEBRE-UHFFFAOYSA-N 180.15588 180.06339 OC1C(O)C(O)C(O)C(O)C1O inositol inositols chebi_ontology 1,2,3,4,5,6-cyclohexanehexol inositols CHEBI:24848 inositol inositol CHEBI:24848 inositol IUBMB inositols IUPAC 1,2,3,4,5,6-cyclohexanehexol ChEBI inositols ChEBI A salt is an assembly of cations and anions. salt chebi_ontology Salz Salze ionic compound ionic compounds sal sales salts sel sels CHEBI:24866 salt salt CHEBI:24866 salt IUPAC Salz ChEBI Salze ChEBI ionic compound ChEBI ionic compounds ChEBI sal ChEBI sales ChEBI salts ChEBI sel ChEBI sels ChEBI A 2-amino-3-methylpentanoic acid having either (2R,3R)- or (2S,3S)-configuration. 0 C6H13NO2 131.175 131.09463 Beilstein:1721790 CAS:443-79-8 PMID:17190852 Reaxys:1721790 isoleucine chebi_ontology Hile rel-(2R,3R)-2-amino-3-methylpentanoic acid CHEBI:24898 isoleucine isoleucine CHEBI:24898 Beilstein:1721790 Beilstein CAS:443-79-8 ChemIDplus CAS:443-79-8 NIST Chemistry WebBook PMID:17190852 Europe PMC Reaxys:1721790 Reaxys isoleucine IUPAC Hile IUPAC rel-(2R,3R)-2-amino-3-methylpentanoic acid IUPAC Any lipid formally derived from isoprene (2-methylbuta-1,3-diene), the skeleton of which can generally be discerned in repeated occurrence in the molecule. The skeleton of isoprenoids may differ from strict additivity of isoprene units by loss or shift of a fragment, commonly a methyl group. The class includes both hydrocarbons and oxygenated derivatives. LIPID_MAPS_class:LMPR01 PMID:12769708 PMID:19219049 isoprenoid isoprenoids chebi_ontology isoprenoids CHEBI:24913 isoprenoid isoprenoid CHEBI:24913 LIPID_MAPS_class:LMPR01 LIPID MAPS PMID:12769708 Europe PMC PMID:19219049 Europe PMC isoprenoid ChEBI isoprenoids IUPAC isoprenoids ChEBI Any hexose containing a single ketone group. ketohexose chebi_ontology ketohexoses CHEBI:24973 ketohexose ketohexose CHEBI:24973 ketohexose ChEBI ketohexoses ChEBI Ketonic parent sugars (polyhydroxy ketones H[CH(OH)]nC(=O)[CH(OH)]mH) and their intramolecular hemiketals. CHEBI:6131 ketose chebi_ontology ketoses CHEBI:24978 ketose ketose CHEBI:24978 ketose ChEBI ketoses ChEBI A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isobutyl group. 0 C6H13NO2 InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9) ROHFNLRQFUQHCH-UHFFFAOYSA-N 131.17296 131.09463 CC(C)CC(N)C(O)=O Beilstein:636005 CAS:328-39-2 Gmelin:50203 KEGG:C16439 LIPID_MAPS_instance:LMFA01100048 PMID:17439666 Reaxys:636005 Wikipedia:Leucine leucine chebi_ontology (+-)-Leucine (RS)-Leucine 2-amino-4-methylpentanoic acid DL-Leucine Hleu L Leu Leucin Leuzin CHEBI:25017 leucine leucine CHEBI:25017 Beilstein:636005 Beilstein CAS:328-39-2 ChemIDplus CAS:328-39-2 NIST Chemistry WebBook Gmelin:50203 Gmelin LIPID_MAPS_instance:LMFA01100048 LIPID MAPS PMID:17439666 Europe PMC Reaxys:636005 Reaxys leucine IUPAC (+-)-Leucine ChemIDplus (RS)-Leucine ChemIDplus 2-amino-4-methylpentanoic acid IUPAC DL-Leucine ChemIDplus Hleu IUPAC L ChEBI Leu ChEBI Leucin ChEBI Leuzin ChEBI Any phenylpropanoid derived from phenylalanine via dimerization of substituted cinnamic alcohols, known as monolignols, to a dibenzylbutane skeleton. Note that while individual members of the class have names ending ...lignane, ...lignene, ...lignadiene, etc., the class names lignan, neolignan, etc., do not end with an "e". CHEBI:25035 lignan chebi_ontology lignans CHEBI:25036 lignan lignan CHEBI:25036 lignan ChEBI lignans ChEBI A two-membered subclass of octadecatrienoic acid comprising the (9Z,12Z,15Z)- and (6Z,9Z,12Z)-isomers. Linolenic acids are nutrients essential to the formation of prostaglandins and are also used in making paints and synthetic resins. chebi_ontology C18:3 Linolensaeure linolenic acids CHEBI:25048 linolenic acid linolenic acid CHEBI:25048 C18:3 ChEBI Linolensaeure ChEBI linolenic acids ChEBI A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6. 0 C6H14N2O2 InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10) KDXKERNSBIXSRK-UHFFFAOYSA-N 146.18764 146.10553 NCCCCC(N)C(O)=O Beilstein:1616991 CAS:70-54-2 Gmelin:279284 KEGG:C16440 PMID:17439666 PMID:22264337 Reaxys:1616991 Wikipedia:Lysine 2,6-diaminohexanoic acid lysine chebi_ontology K LYS Lysin alpha,epsilon-diaminocaproic acid CHEBI:25094 lysine lysine CHEBI:25094 Beilstein:1616991 Beilstein CAS:70-54-2 ChemIDplus CAS:70-54-2 NIST Chemistry WebBook Gmelin:279284 Gmelin PMID:17439666 Europe PMC PMID:22264337 Europe PMC Reaxys:1616991 Reaxys 2,6-diaminohexanoic acid IUPAC lysine IUPAC K ChEBI LYS ChEBI Lysin ChEBI alpha,epsilon-diaminocaproic acid ChEBI A dextrin in which the D-glucose units are linked by alpha-(1->4) glycosidic bonds. Wikipedia:Maltodextrin chebi_ontology CHEBI:25140 maltodextrin maltodextrin CHEBI:25140 An alkylmercury compound in which the alkyl group specified is methyl. chebi_ontology methylmercury compounds CHEBI:25322 methylmercury compound methylmercury compound CHEBI:25322 methylmercury compounds ChEBI Any terpenoid derived from a monoterpene. The term includes compounds in which the C10 skeleton of the parent monoterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups). LIPID_MAPS_class:LMPR0102 chebi_ontology monoterpenoids CHEBI:25409 monoterpenoid monoterpenoid CHEBI:25409 LIPID_MAPS_class:LMPR0102 LIPID MAPS monoterpenoids ChEBI Any fatty acid with one double or triple bond in the fatty acid chain and singly bonded carbon atoms in the rest of the chain. MUFAs have positive effects on the cardiovascular system, and in diabetes treatment. PMID:10584045 PMID:12936956 chebi_ontology MUFA MUFAs monounsaturated fatty acids CHEBI:25413 monounsaturated fatty acid monounsaturated fatty acid CHEBI:25413 PMID:10584045 Europe PMC PMID:12936956 Europe PMC MUFA ChEBI MUFAs ChEBI monounsaturated fatty acids ChEBI A monoterpenoid that is 6,6-dimethylbicyclo[3.1.1]hept-2-ene substituted by a carboxy group at position 2. 0 C10H14O2 InChI=1S/C10H14O2/c1-10(2)6-3-4-7(9(11)12)8(10)5-6/h4,6,8H,3,5H2,1-2H3,(H,11,12) XPHVDOXZJRTIMV-UHFFFAOYSA-N 166.220 166.09938 C12CC(C1(C)C)CC=C2C(O)=O CHEBI:29635 CAS:19250-17-0 KEGG:C11940 LIPID_MAPS_instance:LMPR0102120024 PMID:26679931 PMID:26996011 PMID:29575869 PMID:7385912 UM-BBD_compID:c0633 6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carboxylic acid myrtenic acid chebi_ontology myrtenoic acid CHEBI:25459 myrtenic acid CHEBI:25459 CAS:19250-17-0 ChemIDplus CAS:19250-17-0 KEGG COMPOUND CAS:19250-17-0 NIST Chemistry WebBook LIPID_MAPS_instance:LMPR0102120024 LIPID MAPS PMID:26679931 Europe PMC PMID:26996011 Europe PMC PMID:29575869 Europe PMC PMID:7385912 Europe PMC UM-BBD_compID:c0633 UM-BBD 6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carboxylic acid IUPAC myrtenic acid KEGG_COMPOUND myrtenoic acid NIST_Chemistry_WebBook A polycyclic aromatic ketone metabolite of naphthalene. chebi_ontology naphthoquinones CHEBI:25481 naphthoquinone naphthoquinone CHEBI:25481 naphthoquinones ChEBI A phenylpropanoid that includes plant products formed primarily from oxidative coupling of two para-propylphenol moities. Unlike lignan, the units are coupled at positions other than their beta-carbon atoms. chebi_ontology neolignans CHEBI:25497 neolignan neolignan CHEBI:25497 neolignans ChEBI An epoxycarotenoid that is 6,7-didehydro-5,5',6,6'-tetrahydro-5',6'-epoxy-beta,beta-carotene which is substituted by hydroxy groups at the 3, 3', and 5 positions. 0 C40H56O4 InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-22-35-36(5,6)25-33(41)27-38(35,9)43)15-11-12-16-30(2)18-14-20-32(4)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-21,23-24,33-34,41-43H,25-28H2,1-10H3/t22-,33-,34-,38+,39+,40-/m0/s1 PGYAYSRVSAJXTE-QLIYCPSBSA-N 600.87020 600.41786 [H]C(=CC([H])=C(C)C([H])=CC([H])=C(C)C([H])=C=C1C(C)(C)C[C@H](O)C[C@@]1(C)O)C=C(C)C=C([H])C=C(C)C=C([H])[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C CAS:30743-41-0 KEGG:C08606 KNApSAcK:C00003780 chebi_ontology all-trans-Neoxanthin CHEBI:25501 neoxanthin neoxanthin CHEBI:25501 CAS:30743-41-0 KEGG COMPOUND all-trans-Neoxanthin KEGG_COMPOUND 0 N 14.007 14.00307 WebElements:N nitrogen chebi_ontology 7N N Stickstoff azote nitrogen nitrogeno CHEBI:25555 nitrogen atom nitrogen atom CHEBI:25555 nitrogen IUPAC 7N IUPAC N IUPAC Stickstoff ChEBI azote IUPAC nitrogen ChEBI nitrogeno ChEBI A family of polyunsaturated fatty acids that have in common a final carbon-carbon double bond in the omega-3 position, i.e., the third bond from the methyl end of the fatty acid. PMID:15129302 PMID:15253883 PMID:15555528 PMID:16741195 PMID:19154523 PMID:19439966 PMID:21975796 PMID:23643471 PMID:24012777 PMID:24122252 PMID:24128563 PMID:24172034 PMID:24211484 PMID:24240437 PMID:24246761 PMID:24281905 PMID:24397938 PMID:24401220 PMID:24418228 Wikipedia:Omega-3_fatty_acid omega-3 fatty acid omega-3-fatty acid chebi_ontology n-3 fatty acid n-3 fatty acids omega-3 fatty acids CHEBI:25681 omega-3 fatty acid CHEBI:25681 PMID:15129302 Europe PMC PMID:15253883 Europe PMC PMID:15555528 Europe PMC PMID:16741195 Europe PMC PMID:19154523 Europe PMC PMID:19439966 Europe PMC PMID:21975796 Europe PMC PMID:23643471 Europe PMC PMID:24012777 Europe PMC PMID:24122252 Europe PMC PMID:24128563 Europe PMC PMID:24172034 Europe PMC PMID:24211484 Europe PMC PMID:24240437 Europe PMC PMID:24246761 Europe PMC PMID:24281905 Europe PMC PMID:24397938 Europe PMC PMID:24401220 Europe PMC PMID:24418228 Europe PMC omega-3 fatty acid ChEBI n-3 fatty acid ChEBI n-3 fatty acids ChEBI omega-3 fatty acids ChEBI Compounds of the general formula SO3HOR where R is an organyl group chebi_ontology organic sulfates CHEBI:25704 organic sulfate organic sulfate CHEBI:25704 organic sulfates ChEBI An anthocyanidin cation that is flavylium substituted by a hydroxy groups at positions 3, 5, 7 and 4'. +1 C15H11O5 InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-7H,(H3-,16,17,18,19)/p+1 XVFMGWDSJLBXDZ-UHFFFAOYSA-O 271.24484 271.06010 Oc1ccc(cc1)-c1[o+]c2cc(O)cc(O)c2cc1O Beilstein:1688614 CAS:134-04-3 CAS:7690-51-9 KEGG:C05904 KNApSAcK:C00007232 LIPID_MAPS_instance:LMPK12010003 PMID:15588587 PMID:23419638 Reaxys:1688614 Wikipedia:Pelargonidin 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromenylium pelargonidin chebi_ontology 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium CHEBI:25863 pelargonidin pelargonidin CHEBI:25863 Beilstein:1688614 Beilstein CAS:134-04-3 KEGG COMPOUND CAS:7690-51-9 ChemIDplus LIPID_MAPS_instance:LMPK12010003 LIPID MAPS PMID:15588587 Europe PMC PMID:23419638 Europe PMC Reaxys:1688614 Reaxys 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromenylium IUPAC pelargonidin ChemIDplus 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium ChemIDplus Any organic aromatic compound with a structure based on a phenylpropane skeleton. The class includes naturally occurring phenylpropanoid esters, flavonoids, anthocyanins, coumarins and many small phenolic molecules as well as their semi-synthetic and synthetic analogues. Phenylpropanoids are also precursors of lignin. Wikipedia:Phenylpropanoid chebi_ontology phenylpropanoids CHEBI:26004 phenylpropanoid phenylpropanoid CHEBI:26004 phenylpropanoids ChEBI A phosphorus oxoacid that consists of one oxo and three hydroxy groups joined covalently to a central phosphorus atom. 0 H3O4P InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4) NBIIXXVUZAFLBC-UHFFFAOYSA-N 97.99520 97.97690 [H]OP(=O)(O[H])O[H] Beilstein:1921286 CAS:7664-38-2 Drug_Central:4478 Gmelin:2000 HMDB:HMDB0002142 KEGG:C00009 KEGG:D05467 KNApSAcK:C00007408 PMID:11455380 PMID:15630224 PMID:17439666 PMID:17518491 PMID:22282755 PMID:22333268 PMID:22381614 PMID:22401268 Reaxys:1921286 Wikipedia:Phosphoric_Acid Phosphoric acid phosphoric acid tetraoxophosphoric acid trihydrogen tetraoxophosphate(3-) trihydroxidooxidophosphorus chebi_ontology H3PO4 Orthophosphoric acid Phosphate Phosphorsaeure Phosphorsaeureloesungen [PO(OH)3] acide phosphorique acidum phosphoricum orthophosphoric acid CHEBI:26078 phosphoric acid phosphoric acid CHEBI:26078 Beilstein:1921286 Beilstein CAS:7664-38-2 ChemIDplus CAS:7664-38-2 KEGG COMPOUND CAS:7664-38-2 NIST Chemistry WebBook Drug_Central:4478 DrugCentral Gmelin:2000 Gmelin PMID:11455380 Europe PMC PMID:15630224 Europe PMC PMID:17439666 Europe PMC PMID:17518491 Europe PMC PMID:22282755 Europe PMC PMID:22333268 Europe PMC PMID:22381614 Europe PMC PMID:22401268 Europe PMC Reaxys:1921286 Reaxys Phosphoric acid KEGG_COMPOUND phosphoric acid IUPAC tetraoxophosphoric acid IUPAC trihydrogen tetraoxophosphate(3-) IUPAC trihydroxidooxidophosphorus IUPAC H3PO4 IUPAC Orthophosphoric acid KEGG_COMPOUND Phosphate KEGG_COMPOUND Phosphorsaeure ChEBI Phosphorsaeureloesungen ChEBI [PO(OH)3] IUPAC acide phosphorique ChEBI acidum phosphoricum ChEBI orthophosphoric acid NIST_Chemistry_WebBook 0 C40H64 InChI=1S/C40H64/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,19-22,27-30H,13-18,23-26,31-32H2,1-10H3 YVLPJIGOMTXXLP-UHFFFAOYSA-N 544.93620 544.50080 [H]C(=CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)C=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C 2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,14,16,18,22,26,30-nonaene chebi_ontology CHEBI:26119 phytoene phytoene CHEBI:26119 2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,14,16,18,22,26,30-nonaene IUPAC Sterols similar to cholesterol which occur in plants and vary only in carbon side chains and/or presence or absence of a double bond. Wikipedia:Phytosterol chebi_ontology CHEBI:26125 phytosterols phytosterols CHEBI:26125 A compound that contains two or more hydroxy groups. chebi_ontology polyols CHEBI:26191 polyol polyol CHEBI:26191 polyols ChEBI Members of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group. Wikipedia:Polyphenol chebi_ontology polyphenols CHEBI:26195 polyphenol polyphenol CHEBI:26195 polyphenols ChEBI Any fatty acid containing more than one double bond. Acids in this group are reported to have cardioprotective effects; and levels are lowered in chronic fatigue syndrome. PMID:14977874 PMID:16380690 PMID:17891522 chebi_ontology PUFA PUFAs polyunsaturated fatty acids CHEBI:26208 polyunsaturated fatty acid polyunsaturated fatty acid CHEBI:26208 PMID:14977874 Europe PMC PMID:16380690 Europe PMC PMID:17891522 Europe PMC PUFA ChEBI PUFAs ChEBI polyunsaturated fatty acids ChEBI A flavonoid oligomer obtained by the the condensation of two or more units of hydroxyflavans. Wikipedia:Proanthocyanidin chebi_ontology condensed tannins polyflavonoid tannins proanthocyanidins CHEBI:26267 proanthocyanidin proanthocyanidin CHEBI:26267 condensed tannins ChEBI polyflavonoid tannins ChEBI proanthocyanidins ChEBI An alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2. 0 C5H9NO2 InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8) ONIBWKKTOPOVIA-UHFFFAOYSA-N 115.13050 115.06333 OC(=O)C1CCCN1 Beilstein:80809 CAS:609-36-9 Gmelin:26927 KEGG:C16435 PMID:16534801 PMID:21400017 PMID:21903295 PMID:22264337 PMID:22280966 PMID:22770225 Reaxys:80809 Wikipedia:Proline proline chebi_ontology DL-Proline Hpro Prolin prolina pyrrolidine-2-carboxylic acid CHEBI:26271 proline proline CHEBI:26271 Beilstein:80809 Beilstein CAS:609-36-9 ChemIDplus CAS:609-36-9 KEGG COMPOUND CAS:609-36-9 NIST Chemistry WebBook Gmelin:26927 Gmelin PMID:16534801 Europe PMC PMID:21400017 Europe PMC PMID:21903295 Europe PMC PMID:22264337 Europe PMC PMID:22280966 Europe PMC PMID:22770225 Europe PMC Reaxys:80809 Reaxys proline ChEBI proline IUPAC DL-Proline KEGG_COMPOUND Hpro IUPAC Prolin ChEBI prolina ChEBI pyrrolidine-2-carboxylic acid IUPAC Members of the class of benzofurochromene with a 6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene skeleton and its substituted derivatives. They generally bear structural resemblance to isoflavanoids that possess antibiotic activity and are produced by plant tissues in response to infection. They are the 3,4-dihydroderivatives of coumestans. 0 C15O2R12 212.15930 211.98983 [*]c1c([*])c([*])c2c(OC([*])([*])C3([*])c4c([*])c([*])c([*])c([*])c4OC23[*])c1[*] CHEBI:60953 MetaCyc:PTEROCARPANS Wikipedia:Pterocarpan chebi_ontology isoflavonoid phytoalexin isoflavonoid phytoalexins CHEBI:26377 pterocarpans pterocarpans CHEBI:26377 isoflavonoid phytoalexin ChEBI isoflavonoid phytoalexins ChEBI A cyclitol carboxylic acid. PMID:15589483 PMID:19952409 PMID:23590498 chebi_ontology CHEBI:26493 quinic acid quinic acid CHEBI:26493 PMID:15589483 Europe PMC PMID:19952409 Europe PMC PMID:23590498 Europe PMC chebi_ontology CHEBI:26543 rhamnogalacturonan rhamnogalacturonan CHEBI:26543 A deoxymannose sugar that is the 6-deoxy derivative of hexose. 0 C6H12O5 164.157 164.06847 PMID:24211429 PMID:24831810 chebi_ontology ramnose CHEBI:26546 rhamnose rhamnose CHEBI:26546 PMID:24211429 Europe PMC PMID:24831810 Europe PMC ramnose ChEBI Any fatty acid containing no carbon to carbon multiple bonds. Known to produce adverse biological effects when ingested to excess. PMID:16492686 PMID:19763019 PMID:20237329 saturated fatty acid chebi_ontology SFA SFAs saturated fatty acids CHEBI:26607 saturated fatty acid saturated fatty acid CHEBI:26607 PMID:16492686 Europe PMC PMID:19763019 Europe PMC PMID:20237329 Europe PMC saturated fatty acid ChEBI SFA ChEBI SFAs ChEBI saturated fatty acids ChEBI Any terpenoid derived from a sesquiterpene. The term includes compounds in which the C15 skeleton of the parent sesquiterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups). LIPID_MAPS_class:LMPR0103 chebi_ontology sesquiterpenoides sesquiterpenoids CHEBI:26658 sesquiterpenoid sesquiterpenoid CHEBI:26658 LIPID_MAPS_class:LMPR0103 LIPID MAPS sesquiterpenoides ChEBI sesquiterpenoids ChEBI Any terpenoid derived from a sesterterpene. The term includes compounds in which the C25 skeleton of the parent sesterterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups). Sometimes sesterterpenoids are erroneously referred to as sesterpenoids. CHEBI:53180 LIPID_MAPS_class:LMPR0105 chebi_ontology C25 terpenoid C25 terpenoids sesterpenoids sesterterpenoids CHEBI:26660 sesterterpenoid CHEBI:26660 LIPID_MAPS_class:LMPR0105 LIPID MAPS C25 terpenoid ChEBI C25 terpenoids ChEBI sesterpenoids ChEBI sesterterpenoids ChEBI Any of the N-acylneuraminic acids and their esters and other derivatives of the alcoholic hydroxy groups. Wikipedia:Sialic_acid chebi_ontology Sialsaeure Sialsaeuren acide sialique acides sialique sialic acids CHEBI:26667 sialic acid sialic acid CHEBI:26667 Sialsaeure ChEBI Sialsaeuren ChEBI acide sialique ChEBI acides sialique ChEBI sialic acids ChEBI An inorganic sodium salt having hydrogensulfite as the counterion. 0 HNaO3S InChI=1S/Na.H2O3S/c;1-4(2)3/h;(H2,1,2,3)/q+1;/p-1 DWAQJAXMDSEUJJ-UHFFFAOYSA-M 104.06191 103.95441 [Na+].OS([O-])=O AGR:IND605265115 CAS:7631-90-5 DrugBank:DB14015 FooDB:FDB015420 Gmelin:22395 KEGG:D02059 PMID:27905861 PMID:30429859 PMID:32714086 PMID:32785935 PMID:35114314 PMID:36440381 Wikipedia:Sodium_bisulfite sodium hydrogensulfite chebi_ontology E 222 E222 NaHSO3 Natriumbisulfit Natriumhydrogensulfit hydrogen sulfite sodium primaeres Natriumsulfit saures Natriumsulfit sodium bisulfite sodium bisulphite sodium hydrogen sulfite sulfurous acid monosodium salt sulfurous acid sodium salt sulfurous acid, monosodium salt sulfurous acid, sodium salt (1:1) CHEBI:26709 sodium hydrogensulfite sodium hydrogensulfite CHEBI:26709 AGR:IND605265115 Europe PMC CAS:7631-90-5 NIST Chemistry WebBook Gmelin:22395 Gmelin PMID:27905861 Europe PMC PMID:30429859 Europe PMC PMID:32714086 Europe PMC PMID:32785935 Europe PMC PMID:35114314 Europe PMC PMID:36440381 Europe PMC sodium hydrogensulfite IUPAC E 222 ChEBI E222 ChEBI NaHSO3 ChEBI NaHSO3 IUPAC Natriumbisulfit ChEBI Natriumhydrogensulfit ChEBI hydrogen sulfite sodium ChEBI primaeres Natriumsulfit ChEBI saures Natriumsulfit ChEBI sodium bisulfite ChemIDplus sodium bisulphite ChemIDplus sodium hydrogen sulfite ChemIDplus sulfurous acid monosodium salt ChEBI sulfurous acid sodium salt ChEBI sulfurous acid, monosodium salt ChEBI sulfurous acid, sodium salt (1:1) ChEBI An inorganic chloride salt having sodium(1+) as the counterion. 0 ClNa InChI=1S/ClH.Na/h1H;/q;+1/p-1 FAPWRFPIFSIZLT-UHFFFAOYSA-M 58.44247 57.95862 [Na+].[Cl-] Beilstein:3534976 CAS:7647-14-5 Gmelin:13673 KEGG:C13563 KEGG:D02056 MetaCyc:NACL PPDB:595 Reaxys:3534976 Wikipedia:Sodium_Chloride sodium chloride chebi_ontology Kochsalz NaCl Natriumchlorid chlorure de sodium cloruro sodico common salt halite natrii chloridum rock salt salt table salt CHEBI:26710 sodium chloride sodium chloride CHEBI:26710 Beilstein:3534976 Beilstein CAS:7647-14-5 ChemIDplus CAS:7647-14-5 KEGG COMPOUND CAS:7647-14-5 NIST Chemistry WebBook Gmelin:13673 Gmelin Reaxys:3534976 Reaxys sodium chloride ChEBI sodium chloride IUPAC Kochsalz ChEBI NaCl IUPAC Natriumchlorid NIST_Chemistry_WebBook chlorure de sodium ChEBI cloruro sodico ChEBI common salt ChemIDplus halite NIST_Chemistry_WebBook natrii chloridum ChEBI rock salt ChemIDplus salt ChemIDplus table salt ChemIDplus 0 C14H12 InChI=1S/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H PJANXHGTPQOBST-UHFFFAOYSA-N 180.24508 180.09390 [H]C(=C([H])c1ccccc1)c1ccccc1 Beilstein:1904445 CAS:588-59-0 Gmelin:67845 Wikipedia:Stilbene 1,1'-(ethene-1,2-diyl)dibenzene stilbene chebi_ontology 1,1'-(1,2-ethenediyl)bis[benzene] 1,1'-(1,2-ethenediyl)bisbenzene 1,1'-(1,2-ethenediyl)dibenzene 1,1'-ethene-1,2-diyldibenzene 1,2-diphenylethylene alpha,beta-diphenylethylene CHEBI:26775 stilbene stilbene CHEBI:26775 Beilstein:1904445 ChemIDplus CAS:588-59-0 ChemIDplus CAS:588-59-0 NIST Chemistry WebBook Gmelin:67845 Gmelin 1,1'-(ethene-1,2-diyl)dibenzene IUPAC stilbene ChemIDplus 1,1'-(1,2-ethenediyl)bis[benzene] NIST_Chemistry_WebBook 1,1'-(1,2-ethenediyl)bisbenzene ChemIDplus 1,1'-(1,2-ethenediyl)dibenzene ChemIDplus 1,1'-ethene-1,2-diyldibenzene ChEBI 1,2-diphenylethylene NIST_Chemistry_WebBook alpha,beta-diphenylethylene NIST_Chemistry_WebBook Any olefinic compound characterised by a 1,2-diphenylethylene backbone. chebi_ontology stilbenes stilbenoids CHEBI:26776 stilbenoid stilbenoid CHEBI:26776 stilbenes ChEBI stilbenoids ChEBI Any of a group of astringent polyphenolic vegetable principles or compounds, chiefly complex glucosides of catechol and pyrogallol. Wikipedia:Tannin chebi_ontology tannins CHEBI:26848 tannin tannin CHEBI:26848 tannins ChEBI 0 C4H6O6 150.08684 150.01644 Beilstein:1725148 Beilstein:6270431 CAS:133-37-9 Gmelin:82691 PMID:24507823 PMID:24556732 YMDB:YMDB01788 rel-(2R,3R)-2,3-dihydroxybutanedioic acid chebi_ontology (2R,3R)-rel-2,3-dihydroxybutanedioic acid (2RS,3RS)-tartaric acid (R*,R*)-(+-)-2,3-dihydroxybutanedioic acid (R*,R*)-2,3-dihydroxybutanedioic acid DL-tartaric acid Traubensaeure Vogesensaeure acide tartrique acido tartarico dl-tartaric acid para-Weinsaeure paratartaric acid racemic acid racemic tartaric acid racemische Weinsaeure resolvable tartaric acid uvic acid CHEBI:26849 tartaric acid tartaric acid CHEBI:26849 Beilstein:1725148 Beilstein Beilstein:6270431 Beilstein CAS:133-37-9 ChemIDplus CAS:133-37-9 NIST Chemistry WebBook Gmelin:82691 Gmelin PMID:24507823 Europe PMC PMID:24556732 Europe PMC rel-(2R,3R)-2,3-dihydroxybutanedioic acid IUPAC (2R,3R)-rel-2,3-dihydroxybutanedioic acid ChemIDplus (2RS,3RS)-tartaric acid ChemIDplus (R*,R*)-(+-)-2,3-dihydroxybutanedioic acid NIST_Chemistry_WebBook (R*,R*)-2,3-dihydroxybutanedioic acid ChemIDplus DL-tartaric acid ChemIDplus Traubensaeure ChemIDplus Vogesensaeure ChEBI acide tartrique ChEBI acido tartarico ChEBI dl-tartaric acid NIST_Chemistry_WebBook para-Weinsaeure ChEBI paratartaric acid NIST_Chemistry_WebBook racemic acid ChemIDplus racemic tartaric acid ChemIDplus racemische Weinsaeure ChEBI resolvable tartaric acid NIST_Chemistry_WebBook uvic acid ChemIDplus Any isoprenoid that is a natural product or related compound formally derived from isoprene units. Terpenoids may contain oxygen in various functional groups. This class is subdivided according to the number of carbon atoms in the parent terpene. The skeleton of terpenoids may differ from strict additivity of isoprene units by the loss or shift of a fragment, generally a methyl group. Wikipedia:Terpenoid Terpenoid terpenoids chebi_ontology terpenoide terpenoides CHEBI:26873 terpenoid terpenoid CHEBI:26873 Terpenoid ChEBI terpenoids IUPAC terpenoide IUPAC terpenoides IUPAC Any terpenoid derived from a tetraterpene. The term includes compounds in which the C40 skeleton of the parent tetraterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups). LIPID_MAPS_class:LMPR0107 tetraterpenoids chebi_ontology C40 isoprenoids tetraterpenoides CHEBI:26935 tetraterpenoid tetraterpenoid CHEBI:26935 LIPID_MAPS_class:LMPR0107 LIPID MAPS tetraterpenoids IUPAC C40 isoprenoids LIPID_MAPS tetraterpenoides ChEBI Any member of the group of 1,3-thiazolium cations that exhibit biological activity against vitamin B1 deficiency in animals. Symptoms of vitamin B1 deficiency include constipation, loss of apetite, fatigue, nausea, delirium, blurry vision and muscle weakness. Severe vitamin B1 deficiency can also lead to a disease known as beriberi. Vitamin B1 consists of the vitamer thiamin and its acid, aldehyde and phosphorylated derivatives (and their corresponding ionized, salt and hydrate forms). PMID:28859374 PMID:32554808 vitamin B1 chebi_ontology thiamine thiamines thiamins vitamin B1 vitamer vitamin B1 vitamers vitamins B1 CHEBI:26948 vitamin B1 vitamin B1 CHEBI:26948 PMID:28859374 Europe PMC PMID:32554808 Europe PMC vitamin B1 ChEBI thiamine ChEBI thiamines ChEBI thiamins ChEBI vitamin B1 vitamer ChEBI vitamin B1 vitamers ChEBI vitamins B1 ChEBI An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 1-hydroxyethyl group. 0 C4H9NO3 119.119 119.05824 Beilstein:8204750 CAS:80-68-2 PMID:11379295 PMID:15221503 PMID:22264337 Wikipedia:Threonine threonine chebi_ontology Threonin CHEBI:26986 threonine threonine CHEBI:26986 Beilstein:8204750 Beilstein CAS:80-68-2 ChemIDplus CAS:80-68-2 NIST Chemistry WebBook PMID:11379295 Europe PMC PMID:15221503 Europe PMC PMID:22264337 Europe PMC threonine IUPAC Threonin ChEBI A collective name for a group of closely related lipids that contain a chroman-6-ol nucleus substituted at position 2 by a methyl group and by a saturated hydrocarbon chain consisting of three isoprenoid units. They are designated as alpha-, beta-, gamma-, and delta-tocopherol depending on the number and position of additional methyl substituents on the aromatic ring. Tocopherols occur in vegetable oils and vegetable oil products, almost exclusively with R,R,R configuration. Tocotrienols differ from tocopherols only in having three double bonds in the hydrocarbon chain. CAS:1406-66-2 Wikipedia:Tocopherol Tocopherol tocopherol chebi_ontology Methyltocols Tocopherols tocoferol tocoferoles tocopherols CHEBI:27013 tocopherol tocopherol CHEBI:27013 CAS:1406-66-2 ChemIDplus Tocopherol ChemIDplus tocopherol ChEBI Methyltocols ChemIDplus Tocopherols ChemIDplus tocoferol ChEBI tocoferoles ChEBI tocopherols ChEBI A disaccharide formed by a (1<->1)-glycosidic bond between two units of D-glucose. 0 C12H22O11 InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12?/m1/s1 HDTRYLNUVZCQOY-MFAKQEFJSA-N 342.29650 342.11621 OC[C@H]1OC(OC2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O chebi_ontology CHEBI:27082 trehalose trehalose CHEBI:27082 A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group. 0 C5H11NO2 InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8) KZSNJWFQEVHDMF-UHFFFAOYSA-N 117.14638 117.07898 CC(C)C(N)C(O)=O Beilstein:506689 CAS:516-06-3 Gmelin:49877 KEGG:C16436 PMID:17190852 PMID:22770225 Reaxys:506689 Wikipedia:Valine valine chebi_ontology 2-amino-3-methylbutanoic acid DL-valine Hval Valin valina CHEBI:27266 valine valine CHEBI:27266 Beilstein:506689 Beilstein CAS:516-06-3 ChemIDplus CAS:516-06-3 KEGG COMPOUND CAS:516-06-3 NIST Chemistry WebBook Gmelin:49877 Gmelin PMID:17190852 Europe PMC PMID:22770225 Europe PMC Reaxys:506689 Reaxys valine IUPAC 2-amino-3-methylbutanoic acid IUPAC DL-valine ChEBI Hval IUPAC Valin ChEBI valina ChEBI An epoxycarotenol that is 5,5',6,6'-tetrahydro-5,6:5',6'-diepoxy-beta,beta-carotene substituted by hydroxy groups at positions 3 and 3'. It is the naturally occurring xanthophyll pigment found in a variety of plants. 0 C40H56O4 600.872 600.41786 chebi_ontology CHEBI:27295 violaxanthin violaxanthin CHEBI:27295 Any member of a group of fat-soluble hydroxy seco-steroids that exhibit biological activity against vitamin D deficiency. Vitamin D can be obtained from sun exposure, food and supplements and is biologically inactive and converted into the biologically active calcitriol via double hydroxylation in the body. MetaCyc:Vitamin-D Wikipedia:Vitamin_D chebi_ontology D vitamins vitamin D vitamer vitamin D vitamers vitamin Ds vitamins D CHEBI:27300 vitamin D vitamin D CHEBI:27300 D vitamins ChEBI vitamin D vitamer ChEBI vitamin D vitamers ChEBI vitamin Ds ChEBI vitamins D ChEBI Any member of the group of pyridines that exhibit biological activity against vitamin B6 deficiency. Vitamin B6 deficiency is associated with microcytic anemia, electroencephalographic abnormalities, dermatitis with cheilosis (scaling on the lips and cracks at the corners of the mouth) and glossitis (swollen tongue), depression and confusion, and weakened immune function. Vitamin B6 consists of the vitamers pyridoxine, pyridoxal, and pyridoxamine and their respective 5'-phosphate esters (and includes their corresponding ionized and salt forms). Vitamin B6 chebi_ontology vitamin B-6 vitamin B6 vitamer vitamin B6 vitamers vitamina B6 vitamine B6 vitamins B6 CHEBI:27306 vitamin B6 vitamin B6 CHEBI:27306 Vitamin B6 ChEBI vitamin B-6 JCBN vitamin B6 vitamer ChEBI vitamin B6 vitamers ChEBI vitamina B6 ChEBI vitamine B6 ChEBI vitamins B6 ChEBI Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine. chebi_ontology wasserloesliche Vitamine water-soluble vitamin water-soluble vitamins CHEBI:27314 water-soluble vitamin (role) water-soluble vitamin (role) CHEBI:27314 wasserloesliche Vitamine ChEBI water-soluble vitamin ChEBI water-soluble vitamins ChEBI A subclass of carotenoids consisting of the oxygenated carotenes. DrugBank:DB00137 xanthophylls chebi_ontology xanthophylls CHEBI:27325 xanthophyll xanthophyll CHEBI:27325 xanthophylls IUPAC xanthophylls ChEBI 0 C55H83NO21 InChI=1S/C55H83NO21/c1-49(23-59)17-32-51(3,19-36(49)74-45(69)25-10-8-9-11-26(25)56-7)33(61)18-54(6)53(5)15-12-30-50(2,31(53)16-35-55(32,54)77-35)14-13-34(52(30,4)24-60)75-48-44(76-47-43(68)41(66)38(63)28(21-58)72-47)39(64)29(22-70-48)73-46-42(67)40(65)37(62)27(20-57)71-46/h8-11,23,27-44,46-48,56-58,60-68H,12-22,24H2,1-7H3/t27-,28-,29+,30-,31-,32-,33+,34+,35-,36+,37-,38-,39+,40+,41+,42-,43-,44-,46+,47+,48+,49+,50+,51+,52+,53-,54+,55-/m1/s1 SYXUBXTYGFJFEH-PFTGTSLFSA-N 1094.24166 1093.54576 [H][C@@]12CC[C@]3(C)[C@]([H])(C[C@H]4O[C@]44[C@]5([H])C[C@@](C)(C=O)[C@H](C[C@]5(C)[C@@H](O)C[C@@]34C)OC(=O)c3ccccc3NC)[C@@]1(C)CC[C@H](O[C@@H]1OC[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@]2(C)CO CHEBI:22677 CHEBI:2935 CAS:90547-90-3 KEGG:C08926 KNApSAcK:C00003502 3beta-{[beta-D-glucopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->4)]-alpha-L-arabinopyranosyl]oxy}-16beta,23-dihydroxy-30-oxo-12beta,13-epoxyoleanan-21beta-yl 2-(methylamino)benzoate Avenacin A-1 chebi_ontology CHEBI:27408 avenacin A-1 CHEBI:27408 CAS:90547-90-3 KEGG COMPOUND 3beta-{[beta-D-glucopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->4)]-alpha-L-arabinopyranosyl]oxy}-16beta,23-dihydroxy-30-oxo-12beta,13-epoxyoleanan-21beta-yl 2-(methylamino)benzoate IUPAC Avenacin A-1 KEGG_COMPOUND A linolenic acid with cis-double bonds at positions 9, 12 and 15. Shown to have an antithrombotic effect. 0 C18H30O2 InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9- DTOSIQBPPRVQHS-PDBXOOCHSA-N 278.42960 278.22458 CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O CHEBI:10298 CHEBI:22462 CHEBI:43891 Beilstein:1727693 CAS:463-40-1 DrugBank:DB00132 Drug_Central:4618 Gmelin:57558 HMDB:HMDB0001388 KEGG:C06427 KNApSAcK:C00007247 LIPID_MAPS_instance:LMFA01030152 MetaCyc:LINOLENIC_ACID PDBeChem:LNL PMID:10232625 PMID:11304127 PMID:19269799 PMID:24320056 PMID:24639012 PMID:24855655 Reaxys:1727693 Wikipedia:Alpha-Linolenic_acid (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid ALPHA-LINOLENIC ACID alpha-Linolenic acid alpha-linolenic acid chebi_ontology (9,12,15)-linolenic acid (9Z,12Z,15Z)-Octadecatrienoic acid (Z,Z,Z)-9,12,15-octadecatrienoic acid 9,12,15-Octadecatrienoic acid 9-cis,12-cis,15-cis-octadecatrienoic acid ALA all-cis-9,12,15-octadecatrienoic acid cis,cis,cis-9,12,15-octadecatrienoic acid cis-Delta(9,12,15)-octadecatrienoic acid linolenic acid CHEBI:27432 alpha-linolenic acid CHEBI:27432 Beilstein:1727693 Beilstein CAS:463-40-1 ChemIDplus CAS:463-40-1 KEGG COMPOUND CAS:463-40-1 NIST Chemistry WebBook Drug_Central:4618 DrugCentral Gmelin:57558 Gmelin LIPID_MAPS_instance:LMFA01030152 LIPID MAPS PMID:10232625 Europe PMC PMID:11304127 Europe PMC PMID:19269799 Europe PMC PMID:24320056 Europe PMC PMID:24639012 Europe PMC PMID:24855655 Europe PMC Reaxys:1727693 Reaxys (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid IUPAC ALPHA-LINOLENIC ACID PDBeChem alpha-Linolenic acid KEGG_COMPOUND alpha-linolenic acid NIST_Chemistry_WebBook (9,12,15)-linolenic acid CBN (9Z,12Z,15Z)-Octadecatrienoic acid KEGG_COMPOUND (Z,Z,Z)-9,12,15-octadecatrienoic acid NIST_Chemistry_WebBook 9,12,15-Octadecatrienoic acid KEGG_COMPOUND 9-cis,12-cis,15-cis-octadecatrienoic acid ChemIDplus ALA ChEBI all-cis-9,12,15-octadecatrienoic acid NIST_Chemistry_WebBook cis,cis,cis-9,12,15-octadecatrienoic acid NIST_Chemistry_WebBook cis-Delta(9,12,15)-octadecatrienoic acid ChemIDplus linolenic acid ChEBI CHEBI:27448 lutein 5,6-epoxide An N-acyl-amino acid that is a form of the water-soluble vitamin B9. Its biologically active forms (tetrahydrofolate and others) are essential for nucleotide biosynthesis and homocysteine remethylation. 0 C19H19N7O6 InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1 OVBPIULPVIDEAO-LBPRGKRZSA-N 441.39750 441.13968 Nc1nc2ncc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)nc2c(=O)[nH]1 CHEBI:24075 CHEBI:42610 CHEBI:5140 CHEBI:569217 AGR:IND606960789 Beilstein:100781 CAS:59-30-3 Chemspider:5815 DrugBank:DB00158 Drug_Central:1231 FooDB:FDB014504 HMDB:HMDB0000121 KEGG:C00504 KEGG:D00070 KNApSAcK:C00001539 LINCS:LSM-5355 MetaCyc:CPD-12826 PDBeChem:FOL PMID:10138938 PMID:10897644 PMID:10958818 PMID:11261364 PMID:11451208 PMID:11959400 PMID:14387833 PMID:15321809 PMID:15523939 PMID:15754725 PMID:15797531 PMID:15797685 PMID:15831910 PMID:15990733 PMID:16093404 PMID:16277678 PMID:16380297 PMID:16871332 PMID:17784727 PMID:18788725 PMID:19121630 PMID:19335717 PMID:19355913 PMID:24650098 PMID:33624660 PMID:33965562 PMID:33968971 PMID:34207319 PMID:34219855 PMID:7738698 PMID:8235383 PMID:9040515 PMID:9420019 PMID:9565830 PMID:9683174 PMID:9781393 PMID:9808640 PMID:9808641 Reaxys:100781 Wikipedia:Folic_Acid N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid chebi_ontology (2S)-2-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzamido)pentanedioic acid Acfol Folate Folicet Folsaeure N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid N-pteroyl-L-glutamic acid PGA PteGlu acide folique acido folico acidum folicum b9 folate folic acid pteroyl-L-glutamic acid pteroyl-L-monoglutamic acid pteroylglutamic acid pteroylmonoglutamic acid vitamin B11 vitamin B9 vitamin Bc vitamin Be vitamin M CHEBI:27470 folic acid folic acid CHEBI:27470 AGR:IND606960789 Europe PMC Beilstein:100781 Beilstein CAS:59-30-3 ChemIDplus CAS:59-30-3 KEGG COMPOUND CAS:59-30-3 NIST Chemistry WebBook Drug_Central:1231 DrugCentral PMID:10138938 Europe PMC PMID:10897644 Europe PMC PMID:10958818 Europe PMC PMID:11261364 Europe PMC PMID:11451208 Europe PMC PMID:11959400 Europe PMC PMID:14387833 Europe PMC PMID:15321809 Europe PMC PMID:15523939 Europe PMC PMID:15754725 Europe PMC PMID:15797531 Europe PMC PMID:15797685 Europe PMC PMID:15831910 Europe PMC PMID:15990733 Europe PMC PMID:16093404 Europe PMC PMID:16277678 Europe PMC PMID:16380297 Europe PMC PMID:16871332 Europe PMC PMID:17784727 Europe PMC PMID:18788725 ChEMBL PMID:19121630 Europe PMC PMID:19335717 Europe PMC PMID:19355913 Europe PMC PMID:24650098 Europe PMC PMID:33624660 Europe PMC PMID:33965562 Europe PMC PMID:33968971 Europe PMC PMID:34207319 Europe PMC PMID:34219855 Europe PMC PMID:7738698 Europe PMC PMID:8235383 Europe PMC PMID:9040515 Europe PMC PMID:9420019 Europe PMC PMID:9565830 Europe PMC PMID:9683174 Europe PMC PMID:9781393 Europe PMC PMID:9808640 Europe PMC PMID:9808641 Europe PMC Reaxys:100781 Reaxys N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid IUPAC (2S)-2-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzamido)pentanedioic acid IUPAC Acfol ChemIDplus Folate KEGG_COMPOUND Folicet KEGG_DRUG Folsaeure ChEBI N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid PDBeChem N-pteroyl-L-glutamic acid ChEBI PGA NIST_Chemistry_WebBook PteGlu NIST_Chemistry_WebBook acide folique WHO_MedNet acido folico WHO_MedNet acidum folicum WHO_MedNet folic acid WHO_MedNet pteroyl-L-glutamic acid ChemIDplus pteroyl-L-monoglutamic acid ChemIDplus pteroylglutamic acid KEGG_COMPOUND pteroylmonoglutamic acid ChemIDplus vitamin B11 ChemIDplus vitamin B9 ChemIDplus vitamin Bc ChemIDplus vitamin Be ChemIDplus vitamin M ChemIDplus An anthocyanin cation that is cyanidin(1+) carrying a single beta-D-galactosyl substituent at position 3. +1 C21H21O11 InChI=1S/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26)/p+1/t16-,17+,18+,19-,21-/m1/s1 RKWHWFONKJEUEF-WVXKDWSHSA-O 449.38430 449.10784 OC[C@H]1O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2-c2ccc(O)c(O)c2)[C@H](O)[C@@H](O)[C@H]1O CHEBI:23428 CHEBI:3973 Beilstein:3920159 KEGG:C08647 KNApSAcK:C00006652 PMID:19351112 PMID:21302942 PMID:22739086 PMID:23215441 Reaxys:3920159 3-(beta-D-galactopyranosyloxy)-3',4',5,7-tetrahydroxyflavylium chebi_ontology Cyanidin 3-O-galactoside CHEBI:27475 cyanidin 3-O-beta-D-galactoside CHEBI:27475 Beilstein:3920159 Beilstein PMID:19351112 Europe PMC PMID:21302942 Europe PMC PMID:22739086 Europe PMC PMID:23215441 Europe PMC Reaxys:3920159 Reaxys 3-(beta-D-galactopyranosyloxy)-3',4',5,7-tetrahydroxyflavylium IUPAC Cyanidin 3-O-galactoside KEGG_COMPOUND A hydroxyisoflavone that is daidzein bearing an additional hydroxy substituent at position 2'. 0 C15H10O5 InChI=1S/C15H10O5/c16-8-1-3-10(13(18)5-8)12-7-20-14-6-9(17)2-4-11(14)15(12)19/h1-7,16-18H ZCTNPCRBEWXCGP-UHFFFAOYSA-N 270.23690 270.05282 Oc1ccc(c(O)c1)-c1coc2cc(O)ccc2c1=O CHEBI:11399 CHEBI:19266 CHEBI:841 Beilstein:1256280 CAS:7678-85-5 HMDB:HMDB0029372 KEGG:C02495 KNApSAcK:C00009383 LIPID_MAPS_instance:LMPK12050083 MetaCyc:2-HYDROXYDAIDZEIN PMID:15013012 PMID:2306102 PMID:9790908 Reaxys:1256280 2'-Hydroxydaidzein 3-(2,4-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one chebi_ontology 2',4',7-trihydroxyisoflavone 3-(2,4-dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one 4H-1-benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-7-hydroxy- CHEBI:27479 2'-hydroxydaidzein CHEBI:27479 Beilstein:1256280 Beilstein CAS:7678-85-5 ChemIDplus LIPID_MAPS_instance:LMPK12050083 LIPID MAPS PMID:15013012 Europe PMC PMID:2306102 Europe PMC PMID:9790908 Europe PMC Reaxys:1256280 Reaxys 2'-Hydroxydaidzein KEGG_COMPOUND 3-(2,4-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one IUPAC 2',4',7-trihydroxyisoflavone ChEBI 3-(2,4-dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one ChemIDplus 4H-1-benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-7-hydroxy- ChemIDplus A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7. 0 C9H6O3 InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H ORHBXUUXSCNDEV-UHFFFAOYSA-N 162.142 162.03169 C12=CC(=CC=C2C=CC(O1)=O)O CHEBI:27187 CHEBI:27188 CHEBI:9858 Beilstein:127683 CAS:93-35-6 Gmelin:1220112 KEGG:C09315 KNApSAcK:C00002503 LINCS:LSM-3960 7-hydroxy-2H-chromen-2-one Umbelliferone umbelliferone chebi_ontology 7-Hydroxycoumarin 7-hydroxy-2H-1-benzopyran-2-one beta-umbelliferone hydrangin skimmetin CHEBI:27510 umbelliferone CHEBI:27510 Beilstein:127683 Beilstein CAS:93-35-6 ChemIDplus CAS:93-35-6 KEGG COMPOUND CAS:93-35-6 NIST Chemistry WebBook Gmelin:1220112 Gmelin 7-hydroxy-2H-chromen-2-one IUPAC Umbelliferone KEGG_COMPOUND umbelliferone UniProt 7-Hydroxycoumarin KEGG_COMPOUND 7-hydroxy-2H-1-benzopyran-2-one NIST_Chemistry_WebBook beta-umbelliferone NIST_Chemistry_WebBook hydrangin ChemIDplus skimmetin ChemIDplus 0 C21H20O10 InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1 ZCOLJUOHXJRHDI-CMWLGVBASA-N 432.37750 432.10565 OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)occ(-c2ccc(O)cc2)c3=O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:24205 CHEBI:5303 CAS:529-59-9 KEGG:C09126 KNApSAcK:C00002528 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside Genistein 7-O-beta-D-glucoside genistin chebi_ontology 4',5,7-trihydroxyisoflavone 7-D-glucoside Genistein Genistein 7-glucoside Genisteol 7-monoglucoside Genistin Genistine Genistoside CHEBI:27514 genistein 7-O-beta-D-glucoside CHEBI:27514 CAS:529-59-9 ChemIDplus CAS:529-59-9 KEGG COMPOUND 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside IUPAC Genistein 7-O-beta-D-glucoside KEGG_COMPOUND 4',5,7-trihydroxyisoflavone 7-D-glucoside ChemIDplus Genistein KEGG_COMPOUND Genistein 7-glucoside ChEBI Genisteol 7-monoglucoside ChemIDplus Genistin KEGG_COMPOUND Genistine ChemIDplus Genistoside ChemIDplus 0 C40H56O2 InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1 JKQXZKUSFCKOGQ-QAYBQHTQSA-N 568.87144 568.42803 CC(\C=C\C=C(C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C CHEBI:10108 CHEBI:27361 Beilstein:2068416 CAS:144-68-3 KEGG:C06098 KNApSAcK:C00000931 LIPID_MAPS_instance:LMPR01070261 MetaCyc:CPD1F-130 Wikipedia:Zeaxanthin (3R,3'R)-beta,beta-carotene-3,3'-diol Zeaxanthin chebi_ontology (3R,3'R)-dihydroxy-beta,beta-carotene all-trans-beta-carotene-3,3'-diol all-trans-zeaxanthin anchovyxanthin beta,beta-carotene-3,3'-diol CHEBI:27547 zeaxanthin zeaxanthin CHEBI:27547 Beilstein:2068416 Beilstein CAS:144-68-3 ChemIDplus CAS:144-68-3 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070261 LIPID MAPS (3R,3'R)-beta,beta-carotene-3,3'-diol IUPAC Zeaxanthin KEGG_COMPOUND (3R,3'R)-dihydroxy-beta,beta-carotene ChEBI all-trans-beta-carotene-3,3'-diol ChEBI all-trans-zeaxanthin UniProt anchovyxanthin ChEBI beta,beta-carotene-3,3'-diol ChEBI A dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and a methoxy group at position 4' (the 2S stereoisomer). 0 C16H14O5 InChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1 HMUJXQRRKBLVOO-AWEZNQCLSA-N 286.27940 286.08412 COc1ccc(cc1)[C@@H]1CC(=O)c2c(O)cc(O)cc2O1 CHEBI:1733 CHEBI:20258 CAS:480-43-3 KEGG:C05334 KNApSAcK:C00000973 LIPID_MAPS_instance:LMPK12140355 PMID:17401997 PMID:17880032 PMID:21384439 PMID:21864313 Reaxys:91627 Wikipedia:Isosakuranetin (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one chebi_ontology (2S)-naringenin 4'-methyl ether (S)-2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one 4'-Methylnaringenin Isosakuranetin naringenin 4'-methyl ether CHEBI:27552 4'-methoxy-5,7-dihydroxyflavanone 4'-methoxy-5,7-dihydroxyflavanone CHEBI:27552 CAS:480-43-3 ChemIDplus CAS:480-43-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140355 LIPID MAPS PMID:17401997 Europe PMC PMID:17880032 Europe PMC PMID:21384439 Europe PMC PMID:21864313 Europe PMC Reaxys:91627 Reaxys (2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one IUPAC (2S)-naringenin 4'-methyl ether UniProt (S)-2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one ChemIDplus 4'-Methylnaringenin KEGG_COMPOUND Isosakuranetin KEGG_COMPOUND naringenin 4'-methyl ether ChEBI A trihydroxyflavanone having a structure of naringenin prenylated at C-6. 0 C20H20O5 InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3/t17-/m0/s1 YHWNASRGLKJRJJ-KRWDZBQOSA-N 340.36980 340.13107 CC(C)=CCc1c(O)cc2O[C@@H](CC(=O)c2c1O)c1ccc(O)cc1 CHEBI:20756 CHEBI:2234 CAS:68236-13-5 KNApSAcK:C00000997 PMID:30031654 Reaxys:6233280 chebi_ontology (2S)-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one sophoraflavanone B CHEBI:27566 6-prenylnaringenin 6-prenylnaringenin CHEBI:27566 CAS:68236-13-5 ChemIDplus PMID:30031654 Europe PMC Reaxys:6233280 Reaxys (2S)-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one ChemIDplus sophoraflavanone B ChEBI An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3. 0 C6H9N3O2 InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11) HNDVDQJCIGZPNO-UHFFFAOYSA-N 155.15468 155.06948 NC(Cc1c[nH]cn1)C(O)=O CHEBI:24598 CHEBI:43118 CHEBI:5733 Beilstein:84087 CAS:4998-57-6 Gmelin:3656 KEGG:C00768 KNApSAcK:C00001363 PMID:17190852 PMID:22264337 PMID:22770225 PMID:29286160 Reaxys:84087 Wikipedia:Histidine 2-amino-3-(1H-imidazol-4-yl)propanoic acid Histidine histidine chebi_ontology DL-Histidine Histidin alpha-Amino-1H-imidazole-4-propionic acid histidina CHEBI:27570 histidine histidine CHEBI:27570 Beilstein:84087 Beilstein CAS:4998-57-6 ChemIDplus Gmelin:3656 Gmelin PMID:17190852 Europe PMC PMID:22264337 Europe PMC PMID:22770225 Europe PMC PMID:29286160 Europe PMC Reaxys:84087 Reaxys 2-amino-3-(1H-imidazol-4-yl)propanoic acid IUPAC Histidine KEGG_COMPOUND histidine IUPAC DL-Histidine KEGG_COMPOUND Histidin ChEBI alpha-Amino-1H-imidazole-4-propionic acid KEGG_COMPOUND histidina ChEBI A member of the class of dihydroflavonols that is (2S)-flavanone substituted by hydroxy groups at positions 3, 7 and 4'. 0 C15H12O5 InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)15-14(19)13(18)11-6-5-10(17)7-12(11)20-15/h1-7,14-17,19H/t14-,15+/m0/s1 VRTGGIJPIYOHGT-LSDHHAIUSA-N 272.25280 272.06847 O[C@@H]1[C@H](Oc2cc(O)ccc2C1=O)c1ccc(O)cc1 CHEBI:24200 CHEBI:5275 CAS:1226-22-8 KEGG:C09751 KNApSAcK:C00000964 PMID:14698512 Reaxys:11287140 Wikipedia:Garbanzol (2R,3R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one Garbanzol chebi_ontology 3,7,4'-Trihydroxyflavanone CHEBI:27587 garbanzol CHEBI:27587 CAS:1226-22-8 KEGG COMPOUND PMID:14698512 Europe PMC Reaxys:11287140 Reaxys (2R,3R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one IUPAC Garbanzol KEGG_COMPOUND 3,7,4'-Trihydroxyflavanone KEGG_COMPOUND A proanthocyanidin obtained by the condensation of (-)-epicatechin and (+)-catechin units. 0 C30H26O12 InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28-,29-/m1/s1 XFZJEEAOWLFHDH-VUGKQVTMSA-N 578.52020 578.14243 O[C@@H]1Cc2c(O)cc(O)c([C@H]3[C@H](O)[C@H](Oc4cc(O)cc(O)c34)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1 CHEBI:26268 CHEBI:8447 CAS:29106-51-2 HMDB:HMDB0013690 KEGG:C10238 KNApSAcK:C00002935 LIPID_MAPS_instance:LMPK12030004 PMID:17638329 PMID:17851427 PMID:22253995 PMID:22320845 Patent:US2010047372 Patent:WO2010021935 Reaxys:3647174 Wikipedia:Procyanidin_B4 (2R,2'R,3S,3'R,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol Procyanidin B4 chebi_ontology catechin-(4alpha->8)-epicatechin CHEBI:27589 procyanidin B4 procyanidin B4 CHEBI:27589 CAS:29106-51-2 ChemIDplus CAS:29106-51-2 KEGG COMPOUND LIPID_MAPS_instance:LMPK12030004 LIPID MAPS PMID:17638329 Europe PMC PMID:17851427 Europe PMC PMID:22253995 Europe PMC PMID:22320845 Europe PMC Reaxys:3647174 Reaxys (2R,2'R,3S,3'R,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol IUPAC Procyanidin B4 KEGG_COMPOUND catechin-(4alpha->8)-epicatechin ChEBI A methyl ketone that is acetone in which one of the methyl groups has been replaced by a phenyl group. 0 C8H8O InChI=1S/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H3 KWOLFJPFCHCOCG-UHFFFAOYSA-N 120.14852 120.05751 CC(=O)c1ccccc1 CHEBI:22186 CHEBI:2403 CHEBI:40490 CAS:98-86-2 DrugBank:DB04619 HMDB:HMDB0033910 KEGG:C07113 KNApSAcK:C00002685 PMID:10397882 PMID:24634568 UM-BBD_compID:c0117 Wikipedia:Acetophenone 1-phenylethan-1-one Acetophenone acetophenone chebi_ontology 1-Phenylethanone 1-phenylethanone Acetylbenzene Methyl phenyl ketone Phenyl methyl ketone benzoyl methide CHEBI:27632 acetophenone acetophenone CHEBI:27632 CAS:98-86-2 ChemIDplus CAS:98-86-2 KEGG COMPOUND CAS:98-86-2 NIST Chemistry WebBook PMID:10397882 Europe PMC PMID:24634568 Europe PMC UM-BBD_compID:c0117 UM-BBD 1-phenylethan-1-one IUPAC Acetophenone KEGG_COMPOUND acetophenone UniProt 1-Phenylethanone KEGG_COMPOUND 1-phenylethanone ChEBI Acetylbenzene KEGG_COMPOUND Methyl phenyl ketone KEGG_COMPOUND Phenyl methyl ketone KEGG_COMPOUND benzoyl methide ChemIDplus An extended flavonoid that is 6,7-methylenedioxyflavanone substituted by methoxy groups at positions 5 and 2' respectively. 0 C18H16O6 InChI=1S/C18H16O6/c1-20-12-6-4-3-5-10(12)13-7-11(19)16-14(24-13)8-15-17(18(16)21-2)23-9-22-15/h3-6,8,13H,7,9H2,1-2H3/t13-/m0/s1 IHPVFYLOGNNZLA-ZDUSSCGKSA-N 328.31600 328.09469 COc1ccccc1[C@@H]1CC(=O)c2c(O1)cc1OCOc1c2OC CHEBI:22857 CHEBI:3072 CAS:60132-69-6 HMDB:HMDB0030727 KEGG:C09479 KNApSAcK:C00000942 LIPID_MAPS_instance:LMPK12140599 (6S)-9-methoxy-6-(2-methoxyphenyl)-6,7-dihydro-8H-[1,3]dioxolo[4,5-g]chromen-8-one Betagarin chebi_ontology 5,2'-Dimethoxy-6,7-methylenedioxyflavanone CHEBI:27679 betagarin CHEBI:27679 CAS:60132-69-6 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140599 LIPID MAPS (6S)-9-methoxy-6-(2-methoxyphenyl)-6,7-dihydro-8H-[1,3]dioxolo[4,5-g]chromen-8-one IUPAC Betagarin KEGG_COMPOUND 5,2'-Dimethoxy-6,7-methylenedioxyflavanone KEGG_COMPOUND A heteroglycan consisting of a mannan backbone with galactose side groups. CHEBI:24146 CHEBI:5255 PMID:1375195 PMID:2426444 chebi_ontology CHEBI:27680 galactomannan galactomannan CHEBI:27680 PMID:1375195 Europe PMC PMID:2426444 Europe PMC A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. 0 C29H50O InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1 KZJWDPNRJALLNS-VJSFXXLFSA-N 414.70670 414.38617 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@@H](CC)C(C)C CHEBI:26692 CHEBI:9170 Beilstein:1916156 CAS:83-46-5 Drug_Central:2451 KEGG:C01753 KEGG:D08518 KNApSAcK:C00003672 KNApSAcK:C00023770 LIPID_MAPS_instance:LMST01040129 PMID:20525330 PMID:23199991 PMID:23215694 PMID:23250922 PMID:23266618 PMID:23516045 PMID:23624268 Sitosterol sitosterol stigmast-5-en-3beta-ol chebi_ontology (-)-beta-Sitosterol (24R)-Ethylcholest-5-en-3beta-ol (24R)-Stigmast-5-en-3beta-ol (3beta)-Stigmast-5-en-3-ol 22,23-Dihydrostigmasterol 24alpha-Ethylcholesterol Azuprostat Cupreol Nimbosterol Triastonal alpha-Dihydrofucosterol beta-Sitosterin beta-Sitosterol CHEBI:27693 sitosterol sitosterol CHEBI:27693 Beilstein:1916156 Beilstein CAS:83-46-5 ChemIDplus CAS:83-46-5 NIST Chemistry WebBook Drug_Central:2451 DrugCentral LIPID_MAPS_instance:LMST01040129 LIPID MAPS PMID:20525330 Europe PMC PMID:23199991 Europe PMC PMID:23215694 Europe PMC PMID:23250922 Europe PMC PMID:23266618 Europe PMC PMID:23516045 Europe PMC PMID:23624268 Europe PMC Sitosterol KEGG_COMPOUND sitosterol UniProt stigmast-5-en-3beta-ol IUPAC (-)-beta-Sitosterol ChemIDplus (24R)-Ethylcholest-5-en-3beta-ol ChemIDplus (24R)-Stigmast-5-en-3beta-ol ChemIDplus (3beta)-Stigmast-5-en-3-ol ChemIDplus 22,23-Dihydrostigmasterol ChemIDplus 24alpha-Ethylcholesterol ChemIDplus Azuprostat ChemIDplus Cupreol ChemIDplus Nimbosterol ChemIDplus Triastonal ChemIDplus alpha-Dihydrofucosterol ChemIDplus beta-Sitosterin ChemIDplus beta-Sitosterol KEGG_COMPOUND A trimethylxanthine in which the three methyl groups are located at positions 1, 3, and 7. A purine alkaloid that occurs naturally in tea and coffee. 0 C8H10N4O2 InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3 RYYVLZVUVIJVGH-UHFFFAOYSA-N 194.19076 194.08038 Cn1cnc2n(C)c(=O)n(C)c(=O)c12 CHEBI:22982 CHEBI:3295 CHEBI:41472 Beilstein:17705 CAS:58-08-2 DrugBank:DB00201 Drug_Central:463 Gmelin:103040 HMDB:HMDB0001847 KEGG:C07481 KEGG:D00528 KNApSAcK:C00001492 LINCS:LSM-2026 MetaCyc:1-3-7-TRIMETHYLXANTHINE PDBeChem:CFF PMID:10510174 PMID:10796597 PMID:10803761 PMID:10822912 PMID:10884512 PMID:10924888 PMID:10983026 PMID:11014293 PMID:11022879 PMID:11209966 PMID:11312039 PMID:11410911 PMID:11431501 PMID:11815511 PMID:11949272 PMID:12397877 PMID:12457274 PMID:12574990 PMID:12915014 PMID:12943586 PMID:14521986 PMID:14607010 PMID:15257305 PMID:15280431 PMID:15681408 PMID:15718055 PMID:15840517 PMID:16143823 PMID:16391865 PMID:16528931 PMID:16644114 PMID:16709440 PMID:16805851 PMID:16856769 PMID:17132260 PMID:17387608 PMID:17508167 PMID:17724925 PMID:17932622 PMID:17957400 PMID:18068204 PMID:18258404 PMID:18421070 PMID:18513215 PMID:18625110 PMID:18647558 PMID:19007524 PMID:19047957 PMID:19084078 PMID:19088793 PMID:19418355 PMID:19879252 PMID:20164568 PMID:20470411 PMID:22114686 PMID:22770225 PMID:23551936 PMID:24039592 PMID:7441110 PMID:7689104 PMID:8332255 PMID:8347173 PMID:8679661 PMID:9063686 PMID:9067318 PMID:9132918 PMID:9218278 Reaxys:17705 Wikipedia:Caffeine 1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione CAFFEINE Caffeine caffeine chebi_ontology 1,3,7-Trimethylxanthine 1,3,7-trimethyl-2,6-dioxopurine 1,3,7-trimethylpurine-2,6-dione 1,3,7-trimethylxanthine 1-methyltheobromine 3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion 7-methyltheophylline Coffein Koffein Thein anhydrous caffeine cafeina cafeine guaranine mateina methyltheobromine teina theine CHEBI:27732 caffeine caffeine CHEBI:27732 Beilstein:17705 Beilstein CAS:58-08-2 ChemIDplus CAS:58-08-2 KEGG COMPOUND CAS:58-08-2 NIST Chemistry WebBook Drug_Central:463 DrugCentral Gmelin:103040 Gmelin PMID:10510174 Europe PMC PMID:10796597 Europe PMC PMID:10803761 Europe PMC PMID:10822912 Europe PMC PMID:10884512 Europe PMC PMID:10924888 Europe PMC PMID:10983026 Europe PMC PMID:11014293 Europe PMC PMID:11022879 Europe PMC PMID:11209966 Europe PMC PMID:11312039 Europe PMC PMID:11410911 Europe PMC PMID:11431501 Europe PMC PMID:11815511 Europe PMC PMID:11949272 Europe PMC PMID:12397877 Europe PMC PMID:12457274 Europe PMC PMID:12574990 Europe PMC PMID:12915014 Europe PMC PMID:12943586 Europe PMC PMID:14521986 Europe PMC PMID:14607010 Europe PMC PMID:15257305 Europe PMC PMID:15280431 Europe PMC PMID:15681408 Europe PMC PMID:15718055 Europe PMC PMID:15840517 Europe PMC PMID:16143823 Europe PMC PMID:16391865 Europe PMC PMID:16528931 Europe PMC PMID:16644114 Europe PMC PMID:16709440 Europe PMC PMID:16805851 Europe PMC PMID:16856769 Europe PMC PMID:17132260 Europe PMC PMID:17387608 Europe PMC PMID:17508167 Europe PMC PMID:17724925 Europe PMC PMID:17932622 Europe PMC PMID:17957400 Europe PMC PMID:18068204 Europe PMC PMID:18258404 Europe PMC PMID:18421070 Europe PMC PMID:18513215 Europe PMC PMID:18625110 Europe PMC PMID:18647558 Europe PMC PMID:19007524 Europe PMC PMID:19047957 Europe PMC PMID:19084078 Europe PMC PMID:19088793 Europe PMC PMID:19418355 Europe PMC PMID:19879252 Europe PMC PMID:20164568 Europe PMC PMID:20470411 Europe PMC PMID:22114686 Europe PMC PMID:22770225 Europe PMC PMID:23551936 Europe PMC PMID:24039592 Europe PMC PMID:7441110 Europe PMC PMID:7689104 Europe PMC PMID:8332255 Europe PMC PMID:8347173 Europe PMC PMID:8679661 Europe PMC PMID:9063686 Europe PMC PMID:9067318 Europe PMC PMID:9132918 Europe PMC PMID:9218278 Europe PMC Reaxys:17705 Reaxys 1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione IUPAC CAFFEINE PDBeChem Caffeine KEGG_COMPOUND caffeine UniProt 1,3,7-Trimethylxanthine KEGG_COMPOUND 1,3,7-trimethyl-2,6-dioxopurine ChemIDplus 1,3,7-trimethylpurine-2,6-dione IUPHAR 1,3,7-trimethylxanthine NIST_Chemistry_WebBook 1-methyltheobromine ChemIDplus 3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion NIST_Chemistry_WebBook 7-methyltheophylline NIST_Chemistry_WebBook Coffein ChemIDplus Koffein ChemIDplus Thein ChemIDplus anhydrous caffeine KEGG_DRUG cafeina ChemIDplus cafeine ChEBI guaranine IUPHAR mateina ChemIDplus methyltheobromine IUPHAR teina ChEBI theine NIST_Chemistry_WebBook A vetispirane sesquiterpenoid that consists of (2R,5S,6S,8S,10R)-8-hydroxy-10-methyl-2-(prop-1-en-2-yl)spiro[4.5]decane bearing a formyl substituent at position 6. 0 C15H24O2 InChI=1S/C15H24O2/c1-10(2)12-4-5-15(8-12)11(3)6-14(17)7-13(15)9-16/h9,11-14,17H,1,4-8H2,2-3H3/t11-,12-,13-,14+,15+/m1/s1 CEVNHRPKRNTGKO-ZSAUSMIDSA-N 236.34990 236.17763 C[C@@H]1C[C@H](O)C[C@H](C=O)[C@]11CC[C@H](C1)C(C)=C CHEBI:25077 CHEBI:6551 CAS:35951-50-9 KEGG:C09700 KNApSAcK:C00003163 Reaxys:2454654 (2R,5S,6S,8S,10R)-8-hydroxy-10-methyl-2-(prop-1-en-2-yl)spiro[4.5]decane-6-carbaldehyde Lubimin chebi_ontology (2R,5S,6S,8S,10R)-8-hydroxy-2-isopropenyl-10-methylspiro[4.5]decane-6-carbaldehyde CHEBI:27774 lubimin CHEBI:27774 CAS:35951-50-9 ChemIDplus CAS:35951-50-9 KEGG COMPOUND Reaxys:2454654 Reaxys (2R,5S,6S,8S,10R)-8-hydroxy-10-methyl-2-(prop-1-en-2-yl)spiro[4.5]decane-6-carbaldehyde IUPAC Lubimin KEGG_COMPOUND (2R,5S,6S,8S,10R)-8-hydroxy-2-isopropenyl-10-methylspiro[4.5]decane-6-carbaldehyde IUPAC A tetradecenoic acid in which the double bond is at the 9-10 position and has Z configuration. Myristoleic acid has been isolated from Serenoa repens and has cytotoxic and apoptosis-inducing effects. 0 C14H26O2 InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5- YWWVWXASSLXJHU-WAYWQWQTSA-N 226.35500 226.19328 CCCC\C=C/CCCCCCCC(O)=O CHEBI:25454 CHEBI:7058 Beilstein:1724311 CAS:544-64-9 HMDB:HMDB0002000 KEGG:C08322 KNApSAcK:C00001229 LIPID_MAPS_instance:LMFA01030051 PMID:11304730 PMID:11380153 PMID:19761868 Reaxys:1724311 Wikipedia:Myristoleic_acid (9Z)-tetradec-9-enoic acid Myristoleic acid chebi_ontology (9Z)-Tetradecenoic acid (Z)-Tetradec-9-enoic acid 9-Tetradecenoic acid 9Z-tetradecenoic acid cis-9-tetradecenoic acid cis-Delta(9)-tetradecenoic acid cis-tetradec-9-enoic acid CHEBI:27781 myristoleic acid myristoleic acid CHEBI:27781 Beilstein:1724311 Beilstein CAS:544-64-9 ChemIDplus CAS:544-64-9 KEGG COMPOUND LIPID_MAPS_instance:LMFA01030051 LIPID MAPS PMID:11304730 Europe PMC PMID:11380153 Europe PMC PMID:19761868 Europe PMC Reaxys:1724311 Reaxys (9Z)-tetradec-9-enoic acid IUPAC Myristoleic acid KEGG_COMPOUND (9Z)-Tetradecenoic acid KEGG_COMPOUND (Z)-Tetradec-9-enoic acid KEGG_COMPOUND 9-Tetradecenoic acid KEGG_COMPOUND 9Z-tetradecenoic acid ChEBI cis-9-tetradecenoic acid ChEBI cis-Delta(9)-tetradecenoic acid ChEBI cis-tetradec-9-enoic acid ChEBI A benzenediol that is benzene dihydroxylated at positions 1 and 3. 0 C6H6O2 InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H GHMLBKRAJCXXBS-UHFFFAOYSA-N 110.11064 110.03678 Oc1cccc(O)c1 CHEBI:26532 CHEBI:45349 CHEBI:8812 Beilstein:906905 CAS:108-46-3 Drug_Central:3524 Gmelin:26734 HMDB:HMDB0032037 KEGG:C01751 KEGG:D00133 KNApSAcK:C00002671 MetaCyc:CPD-623 PDBeChem:RCO PMID:11792395 PMID:23352755 PMID:24269627 PMID:29079364 PMID:3263257 Reaxys:906905 UM-BBD_compID:c0265 Wikipedia:Resorcinol RESORCINOL Resorcinol benzene-1,3-diol resorcinol chebi_ontology 1,3-Benzenediol 1,3-Dihydroxybenzene 1,3-Dihydroxybenzol Resorcin Resorzin m-Hydroquinone m-hydroxyphenol CHEBI:27810 resorcinol resorcinol CHEBI:27810 Beilstein:906905 Beilstein CAS:108-46-3 ChemIDplus CAS:108-46-3 KEGG COMPOUND CAS:108-46-3 NIST Chemistry WebBook Drug_Central:3524 DrugCentral Gmelin:26734 Gmelin PMID:11792395 Europe PMC PMID:23352755 Europe PMC PMID:24269627 Europe PMC PMID:29079364 Europe PMC PMID:3263257 Europe PMC Reaxys:906905 Reaxys UM-BBD_compID:c0265 UM-BBD RESORCINOL PDBeChem Resorcinol KEGG_COMPOUND benzene-1,3-diol IUPAC resorcinol UniProt 1,3-Benzenediol KEGG_COMPOUND 1,3-Dihydroxybenzene KEGG_COMPOUND 1,3-Dihydroxybenzol ChEBI Resorcin KEGG_COMPOUND Resorzin ChEBI m-Hydroquinone KEGG_COMPOUND m-hydroxyphenol NIST_Chemistry_WebBook An anthocyanidin cation that is flavylium substituted at positions 3, 3', 4', 5 and 7 by hydroxy groups. +1 C15H11O6 InChI=1S/C15H10O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-6H,(H4-,16,17,18,19,20)/p+1 VEVZSMAEJFVWIL-UHFFFAOYSA-O 287.24420 287.05501 Oc1cc(O)c2cc(O)c([o+]c2c1)-c1ccc(O)c(O)c1 CHEBI:23425 CHEBI:3970 Beilstein:1690254 CAS:13306-05-3 KEGG:C05905 KNApSAcK:C00006614 LIPID_MAPS_instance:LMPK12010002 MetaCyc:CPD-591 PMID:23123597 PMID:23360684 PMID:23375153 PMID:23389674 Reaxys:1690254 Wikipedia:Cyanidin 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromenium chebi_ontology 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-1-Benzopyrylium 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromenylium 3,3',4',5,7-pentahydroxyflavylium 3,5,7,3',4'-Pentahydroxyflavylium Cyanidin Cyanidine Cyanidol CHEBI:27843 cyanidin cation cyanidin cation CHEBI:27843 Beilstein:1690254 Beilstein CAS:13306-05-3 ChemIDplus LIPID_MAPS_instance:LMPK12010002 LIPID MAPS PMID:23123597 Europe PMC PMID:23360684 Europe PMC PMID:23375153 Europe PMC PMID:23389674 Europe PMC Reaxys:1690254 Reaxys 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromenium IUPAC 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-1-Benzopyrylium ChemIDplus 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromenylium IUPAC 3,3',4',5,7-pentahydroxyflavylium ChEBI 3,5,7,3',4'-Pentahydroxyflavylium ChemIDplus Cyanidin ChemIDplus Cyanidin KEGG_COMPOUND Cyanidine KEGG_COMPOUND Cyanidol KEGG_COMPOUND An epoxycarotenol that is beta-carotene-3,3'-diol in which one of the one of the endocyclic double bonds has been oxidised to the corresponding epoxide. It is a neutral yellow plant pigment found in Euglenophyta. 0 C40H56O3 InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(42)28-39(40,10)43-40/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35+,39-,40+/m1/s1 OFNSUWBAQRCHAV-OYQUVCAXSA-N 584.87084 584.42295 CC(\C=C\C=C(C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C CHEBI:22566 CHEBI:2749 Beilstein:101042 CAS:640-03-9 HMDB:HMDB0035831 KEGG:C08579 KNApSAcK:C00003760 LIPID_MAPS_instance:LMPR01070262 MetaCyc:CPD1F-131 PMID:18942838 PMID:23820691 PMID:24039824 PMID:24334196 Reaxys:101042 (3R,3'S,5'R,6'S)-5',6'-dihydro-5',6'-epoxy-beta,beta-carotene-3,3'-diol Antheraxanthin chebi_ontology 5,6-epoxy-5,6-dihydro-beta,beta-carotene-3,3'-diol all-trans-antheraxanthin CHEBI:27867 antheraxanthin CHEBI:27867 Beilstein:101042 Beilstein CAS:640-03-9 ChemIDplus CAS:640-03-9 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070262 LIPID MAPS PMID:18942838 Europe PMC PMID:23820691 Europe PMC PMID:24039824 Europe PMC PMID:24334196 Europe PMC Reaxys:101042 Reaxys (3R,3'S,5'R,6'S)-5',6'-dihydro-5',6'-epoxy-beta,beta-carotene-3,3'-diol IUPAC Antheraxanthin KEGG_COMPOUND 5,6-epoxy-5,6-dihydro-beta,beta-carotene-3,3'-diol ChEBI all-trans-antheraxanthin UniProt A stilbenol that is stilbene in which the phenyl groups are substituted at positions 3, 5, and 4' by hydroxy groups. 0 C14H12O3 InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H LUKBXSAWLPMMSZ-UHFFFAOYSA-N 228.24328 228.07864 [H]C(=C([H])c1cc(O)cc(O)c1)c1ccc(O)cc1 CHEBI:11685 CHEBI:1366 CHEBI:19867 Beilstein:1912433 CAS:501-36-0 DrugBank:DB02709 KEGG:C03582 LINCS:LSM-2557 PMID:12939617 PMID:16461283 5-[2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol Resveratrol chebi_ontology 3,4',5-Trihydroxystilbene CHEBI:27881 resveratrol CHEBI:27881 Beilstein:1912433 Beilstein CAS:501-36-0 KEGG COMPOUND PMID:12939617 Europe PMC PMID:16461283 Europe PMC 5-[2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol IUPAC Resveratrol KEGG_COMPOUND 3,4',5-Trihydroxystilbene KEGG_COMPOUND An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3. 0 C11H12N2O2 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15) QIVBCDIJIAJPQS-UHFFFAOYSA-N 204.22526 204.08988 NC(Cc1c[nH]c2ccccc12)C(O)=O CHEBI:27163 CHEBI:9769 Beilstein:86196 CAS:54-12-6 Gmelin:4532 KEGG:C00806 KNApSAcK:C00001396 LINCS:LSM-36836 PMID:17439666 PMID:22264337 Reaxys:86196 Wikipedia:Tryptophan Tryptophan tryptophan chebi_ontology 2-amino-3-(1H-indol-3-yl)propanoic acid Htrp Trp W alpha-Amino-beta-(3-indolyl)-propionic acid alpha-amino-beta-3-indolepropionic acid beta-3-indolylalanine triptofano tryptophane CHEBI:27897 tryptophan tryptophan CHEBI:27897 Beilstein:86196 Beilstein CAS:54-12-6 ChemIDplus CAS:54-12-6 KEGG COMPOUND CAS:54-12-6 NIST Chemistry WebBook Gmelin:4532 Gmelin PMID:17439666 Europe PMC PMID:22264337 Europe PMC Reaxys:86196 Reaxys Tryptophan KEGG_COMPOUND tryptophan IUPAC 2-amino-3-(1H-indol-3-yl)propanoic acid IUPAC Htrp IUPAC Trp ChEBI W ChEBI alpha-Amino-beta-(3-indolyl)-propionic acid KEGG_COMPOUND alpha-amino-beta-3-indolepropionic acid ChEBI beta-3-indolylalanine ChEBI triptofano ChEBI tryptophane ChEBI Isoflavone in which the double bond between positions 2 and 3 has been reduced to a single bond. 0 C15H12O2 InChI=1S/C15H12O2/c16-15-12-8-4-5-9-14(12)17-10-13(15)11-6-2-1-3-7-11/h1-9,13H,10H2 RTRZOHKLISMNRD-UHFFFAOYSA-N 224.25460 224.08373 O=C1C(COc2ccccc12)c1ccccc1 CHEBI:24890 CHEBI:6012 Beilstein:1621056 CAS:4737-27-3 KEGG:C01927 3-phenyl-2,3-dihydro-4H-chromen-4-one Isoflavanone chebi_ontology 2,3-dihydro-3-phenyl-4H-1-benzopyran-4-one 3-phenylchroman-4-one CHEBI:27945 isoflavanone isoflavanone CHEBI:27945 Beilstein:1621056 Beilstein CAS:4737-27-3 ChemIDplus 3-phenyl-2,3-dihydro-4H-chromen-4-one IUPAC Isoflavanone KEGG_COMPOUND 2,3-dihydro-3-phenyl-4H-1-benzopyran-4-one ChEBI 3-phenylchroman-4-one ChEBI A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5. 0 C11H12O4 InChI=1S/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+ CDICDSOGTRCHMG-ONEGZZNKSA-N 208.21058 208.07356 [H]C(=O)\C=C\c1cc(OC)c(O)c(OC)c1 CHEBI:26684 CHEBI:9153 Beilstein:2215799 CAS:4206-58-0 KEGG:C05610 KNApSAcK:C00002775 MetaCyc:SINAPALDEHYDE PMID:21080014 PMID:22034160 PMID:22466741 PMID:23561163 PMID:28878036 Reaxys:2215799 Wikipedia:Sinapaldehyde (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal (E)-sinapaldehyde chebi_ontology (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylaldehyde (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenal (E)-sinapoyl aldehyde Sinapaldehyde Sinapoyl aldehyde sinapyl aldehyde CHEBI:27949 (E)-sinapaldehyde (E)-sinapaldehyde CHEBI:27949 Beilstein:2215799 Beilstein CAS:4206-58-0 ChemIDplus CAS:4206-58-0 KEGG COMPOUND PMID:21080014 Europe PMC PMID:22034160 Europe PMC PMID:22466741 Europe PMC PMID:23561163 Europe PMC PMID:28878036 Europe PMC Reaxys:2215799 Reaxys (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal IUPAC (E)-sinapaldehyde UniProt (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylaldehyde ChEBI (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenal ChemIDplus (E)-sinapoyl aldehyde ChEBI Sinapaldehyde KEGG_COMPOUND Sinapoyl aldehyde KEGG_COMPOUND sinapyl aldehyde ChemIDplus Dehydroascorbic acid having the L-configuration. 0 C6H6O6 InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2-,5+/m0/s1 SBJKKFFYIZUCET-JLAZNSOCSA-N 174.10824 174.01644 [H][C@@]1(OC(=O)C(=O)C1=O)[C@@H](O)CO CHEBI:21279 CHEBI:21280 CHEBI:6210 Beilstein:84277 CAS:490-83-5 Gmelin:51038 KEGG:C05422 KNApSAcK:C00007380 PMID:15013385 PMID:18813862 PMID:23543734 PMID:9506998 Reaxys:84277 (5R)-5-[(1S)-1,2-dihydroxyethyl]furan-2,3,4(5H)-trione L-Dehydroascorbic acid chebi_ontology DHAA Dehydroascorbic acid L-Dehydroascorbate L-threo-2,3-hexodiulosonic acid, gamma-lactone L-threo-hexo-2,3-diulosono-1,4-lactone dehydro-L-ascorbic acid dehydroascorbic acid oxidized ascorbic acid oxidized vitamin C CHEBI:27956 L-dehydroascorbic acid L-dehydroascorbic acid CHEBI:27956 Beilstein:84277 Beilstein CAS:490-83-5 ChemIDplus CAS:490-83-5 KEGG COMPOUND Gmelin:51038 Gmelin PMID:15013385 Europe PMC PMID:18813862 Europe PMC PMID:23543734 Europe PMC PMID:9506998 Europe PMC Reaxys:84277 Reaxys (5R)-5-[(1S)-1,2-dihydroxyethyl]furan-2,3,4(5H)-trione IUPAC L-Dehydroascorbic acid KEGG_COMPOUND DHAA ChemIDplus Dehydroascorbic acid KEGG_COMPOUND L-Dehydroascorbate KEGG_COMPOUND L-threo-2,3-hexodiulosonic acid, gamma-lactone ChemIDplus L-threo-hexo-2,3-diulosono-1,4-lactone ChemIDplus dehydro-L-ascorbic acid ChemIDplus dehydroascorbic acid ChemIDplus oxidized ascorbic acid ChemIDplus oxidized vitamin C ChemIDplus CHEBI:27961 A glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. 0 C21H20O11 InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1 PEFNSGRTCBGNAN-QNDFHXLGSA-N 448.37690 448.10056 OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)-c2ccc(O)c(O)c2)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:12251 CHEBI:20779 CHEBI:25089 CHEBI:29061 CHEBI:6582 CAS:5373-11-5 HMDB:HMDB0035588 KEGG:C03951 KNApSAcK:C00004266 LIPID_MAPS_instance:LMPK12110642 MetaCyc:LUTEOLIN-7-O-BETA-D-GLUCOSIDE PMID:20127879 PMID:22741463 PMID:23019878 PMID:7875536 Patent:CN101474196 Patent:US2011207684 Reaxys:66982 Wikipedia:Cynaroside 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one Luteolin 7-O-beta-D-glucoside chebi_ontology 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside 2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one 7-Glucoluteolin 7-Glucosylluteolin 7-O-beta-D-Glucosyl-5,7,3',4'-tetrahydroxyflavone Cinaroside Cynaroside Luteolin 7-O-glucopyranoside Luteolin 7-O-glucoside Luteolin 7-glucoside Luteolin 7-monoglucoside Luteolin-7-glucoside Luteoloside CHEBI:27994 luteolin 7-O-beta-D-glucoside CHEBI:27994 CAS:5373-11-5 ChemIDplus CAS:5373-11-5 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110642 LIPID MAPS PMID:20127879 Europe PMC PMID:22741463 Europe PMC PMID:23019878 Europe PMC PMID:7875536 Europe PMC Reaxys:66982 Reaxys 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one IUPAC Luteolin 7-O-beta-D-glucoside KEGG_COMPOUND 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside ChEBI 2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one ChEBI 7-Glucoluteolin ChemIDplus 7-Glucosylluteolin ChemIDplus 7-O-beta-D-Glucosyl-5,7,3',4'-tetrahydroxyflavone KEGG_COMPOUND Cinaroside ChemIDplus Cynaroside ChemIDplus Luteolin 7-O-glucopyranoside ChemIDplus Luteolin 7-O-glucoside KEGG_COMPOUND Luteolin 7-glucoside ChemIDplus Luteolin 7-monoglucoside ChemIDplus Luteolin-7-glucoside ChemIDplus Luteoloside ChemIDplus A 9-octadecenoic acid and the trans-isomer of oleic acid. 0 C18H34O2 InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+ ZQPPMHVWECSIRJ-MDZDMXLPSA-N 282.46140 282.25588 CCCCCCCC\C=C\CCCCCCCC(O)=O CHEBI:10546 CHEBI:23903 CHEBI:42209 Beilstein:1726543 CAS:112-79-8 Gmelin:171874 HMDB:HMDB0000573 KEGG:C01712 LIPID_MAPS_instance:LMFA01030073 PDBeChem:ELA PMID:10342226 PMID:23601386 PMID:24800387 PMID:8018112 PMID:881948 Reaxys:1726543 Wikipedia:Elaidic_acid (9E)-octadec-9-enoic acid Elaidic acid chebi_ontology (9E)-Octadecenoic acid (E)-Oleic acid 9-OCTADECENOIC ACID 9-Octadecenoic acid, (E)- 9-trans-Octadecenoic acid Acide elaidique D9-trans-Octadecenoic acid Elaidinsaeure Elaidinsaure trans-9-Octadecenoic acid trans-D9-Octadecenoic acid trans-Delta(9)-octadecenoic acid trans-Elaidic acid trans-Oleic acid CHEBI:27997 elaidic acid elaidic acid CHEBI:27997 Beilstein:1726543 Beilstein CAS:112-79-8 ChemIDplus CAS:112-79-8 KEGG COMPOUND CAS:112-79-8 NIST Chemistry WebBook Gmelin:171874 Gmelin LIPID_MAPS_instance:LMFA01030073 LIPID MAPS PMID:10342226 Europe PMC PMID:23601386 Europe PMC PMID:24800387 Europe PMC PMID:8018112 Europe PMC PMID:881948 Europe PMC Reaxys:1726543 Reaxys (9E)-octadec-9-enoic acid IUPAC Elaidic acid KEGG_COMPOUND (9E)-Octadecenoic acid KEGG_COMPOUND (E)-Oleic acid KEGG_COMPOUND 9-OCTADECENOIC ACID PDBeChem 9-Octadecenoic acid, (E)- KEGG_COMPOUND 9-trans-Octadecenoic acid KEGG_COMPOUND Acide elaidique KEGG_COMPOUND D9-trans-Octadecenoic acid KEGG_COMPOUND Elaidinsaeure ChEBI Elaidinsaure KEGG_COMPOUND trans-9-Octadecenoic acid KEGG_COMPOUND trans-D9-Octadecenoic acid KEGG_COMPOUND trans-Delta(9)-octadecenoic acid ChemIDplus trans-Elaidic acid KEGG_COMPOUND trans-Oleic acid KEGG_COMPOUND The most important reserve polysaccharide found in plants. It is a glucan consisting of amylose and amylopectin. CHEBI:26750 CHEBI:26751 CHEBI:9251 CAS:9005-25-8 KEGG:C00369 KEGG:D06507 KEGG:G10545 Wikipedia:Starch Starch chebi_ontology Staerke amidon amylum CHEBI:28017 starch starch CHEBI:28017 CAS:9005-25-8 ChemIDplus CAS:9005-25-8 KEGG COMPOUND Starch KEGG_COMPOUND Staerke ChEBI amidon ChEBI amylum ChEBI An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group. 0 C9H11NO2 InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12) COLNVLDHVKWLRT-UHFFFAOYSA-N 165.18918 165.07898 NC(Cc1ccccc1)C(O)=O CHEBI:25984 CHEBI:8089 Beilstein:1910407 CAS:150-30-1 Gmelin:50836 KEGG:C02057 PMID:17439666 PMID:22264337 Reaxys:1910407 Wikipedia:Phenylalanine 2-amino-3-phenylpropanoic acid Phenylalanine phenylalanine chebi_ontology DL-Phenylalanine F PHE Phenylalanin alpha-Amino-beta-phenylpropionic acid fenilalanina CHEBI:28044 phenylalanine phenylalanine CHEBI:28044 Beilstein:1910407 Beilstein CAS:150-30-1 ChemIDplus CAS:150-30-1 NIST Chemistry WebBook Gmelin:50836 Gmelin PMID:17439666 Europe PMC PMID:22264337 Europe PMC Reaxys:1910407 Reaxys 2-amino-3-phenylpropanoic acid IUPAC Phenylalanine KEGG_COMPOUND phenylalanine ChEBI phenylalanine IUPAC DL-Phenylalanine KEGG_COMPOUND F ChEBI PHE ChEBI Phenylalanin ChEBI alpha-Amino-beta-phenylpropionic acid KEGG_COMPOUND fenilalanina ChEBI A polydisperse highly branched polysaccharide derivative composed of chains of D-glucopyranose residues in alpha(1->4) glycosidic linkage. The chains are joined together by alpha(1->6) glycosidic linkages. A small number of alpha(1->3) glycosidic linkages and some 6-phosphate ester groups also may occur. The branches in amylopectin typically contain 24 to 30 glucose residues. CHEBI:22538 CHEBI:2693 CAS:9037-22-3 KEGG:C00317 Amylopectin chebi_ontology CHEBI:28057 amylopectin amylopectin CHEBI:28057 CAS:9037-22-3 ChemIDplus Amylopectin KEGG_COMPOUND A rutinoside consisting of cyanidin having the rutinosyl group at the 3-position. +1 C27H31O15 InChI=1S/C27H30O15/c1-9-19(32)21(34)23(36)26(39-9)38-8-18-20(33)22(35)24(37)27(42-18)41-17-7-12-14(30)5-11(28)6-16(12)40-25(17)10-2-3-13(29)15(31)4-10/h2-7,9,18-24,26-27,32-37H,8H2,1H3,(H3-,28,29,30,31)/p+1/t9-,18+,19-,20+,21+,22-,23+,24+,26+,27+/m0/s1 USNPULRDBDVJAO-FXCAAIILSA-O 595.52604 595.16575 C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc4c(O)cc(O)cc4[o+]c3-c3ccc(O)c(O)c3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O CHEBI:23430 CHEBI:3975 Drug_Central:3975 KEGG:C08620 KNApSAcK:C00002376 Reaxys:1838004 Wikipedia:Antirrhinin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside Cyanidin 3-O-rutinoside chebi_ontology Cyanidin 3-O-rhamnosylglucoside Cyanidin 3-rhamnoglucoside CHEBI:28064 cyanidin 3-O-rutinoside cyanidin 3-O-rutinoside CHEBI:28064 Drug_Central:3975 DrugCentral Reaxys:1838004 Reaxys 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC Cyanidin 3-O-rutinoside KEGG_COMPOUND Cyanidin 3-O-rhamnosylglucoside KEGG_COMPOUND Cyanidin 3-rhamnoglucoside ChEBI A 7-hydroxyisoflavone with additional hydroxy groups at positions 5 and 4'. It is a phytoestrogenic isoflavone with antioxidant properties. 0 C15H10O5 InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H TZBJGXHYKVUXJN-UHFFFAOYSA-N 270.240 270.05282 OC1=CC=C(C=C1)C1=COC2=C(C(O)=CC(O)=C2)C1=O CHEBI:24204 CHEBI:42763 CHEBI:5302 Beilstein:263823 CAS:446-72-0 Chemspider:4444448 DrugBank:DB01645 FooDB:FDB011828 HMDB:HMDB0003217 KEGG:C06563 KEGG:D11680 KNApSAcK:C00002526 LINCS:LSM-5549 LIPID_MAPS_instance:LMPK12050218 MetaCyc:CPD-3141 PDBeChem:GEN PMID:10469641 PMID:10741415 PMID:10912792 PMID:11564287 PMID:12629420 PMID:14654166 PMID:15196699 PMID:15288519 PMID:15576033 PMID:15772566 PMID:15833883 PMID:15853412 PMID:16061678 PMID:16166295 PMID:17004897 PMID:17979711 PMID:18344977 PMID:18413741 PMID:18490856 PMID:18815740 PMID:19107852 PMID:19402570 PMID:20211733 PMID:22303062 PMID:24023812 PMID:24297371 PMID:24379139 PMID:25593647 PMID:26322379 PMID:28166217 PMID:28259640 PMID:34314575 Reaxys:263823 Wikipedia:Genistein 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one GENISTEIN Genistein chebi_ontology 4',5,7-trihydroxyisoflavone 5,7,4'-Trihydroxyisoflavone 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one Prunetol Sophoricol CHEBI:28088 genistein genistein CHEBI:28088 Beilstein:263823 Beilstein CAS:446-72-0 ChemIDplus CAS:446-72-0 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050218 LIPID MAPS PMID:10469641 Europe PMC PMID:10741415 Europe PMC PMID:10912792 Europe PMC PMID:11564287 Europe PMC PMID:12629420 Europe PMC PMID:14654166 Europe PMC PMID:15196699 Europe PMC PMID:15288519 Europe PMC PMID:15576033 Europe PMC PMID:15772566 Europe PMC PMID:15833883 Europe PMC PMID:15853412 Europe PMC PMID:16061678 Europe PMC PMID:16166295 Europe PMC PMID:17004897 Europe PMC PMID:17979711 Europe PMC PMID:18344977 Europe PMC PMID:18413741 Europe PMC PMID:18490856 Europe PMC PMID:18815740 Europe PMC PMID:19107852 Europe PMC PMID:19402570 Europe PMC PMID:20211733 Europe PMC PMID:22303062 Europe PMC PMID:24023812 Europe PMC PMID:24297371 Europe PMC PMID:24379139 Europe PMC PMID:25593647 Europe PMC PMID:26322379 Europe PMC PMID:28166217 Europe PMC PMID:28259640 Europe PMC PMID:34314575 Europe PMC Reaxys:263823 Reaxys 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one IUPAC GENISTEIN PDBeChem Genistein KEGG_COMPOUND 4',5,7-trihydroxyisoflavone ChEBI 4',5,7-trihydroxyisoflavone ChemIDplus 5,7,4'-Trihydroxyisoflavone KEGG_COMPOUND 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChEBI Prunetol DrugBank Sophoricol DrugBank A bornane monoterpenoid that is 1,7,7-trimethylbicyclo[2.2.1]heptane substituted by a hydroxy group at position 2. 0 C10H18O InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3 DTGKSKDOIYIVQL-UHFFFAOYSA-N 154.24932 154.13577 CC1(C)C2CCC1(C)C(O)C2 CHEBI:22913 CHEBI:3150 Beilstein:1903042 CAS:507-70-0 Gmelin:185292 KEGG:C01411 KNApSAcK:C00003028 1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol Borneol borneol chebi_ontology Borneo camphor Sumatra camphor bornyl alcohol endo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol endo-2-bornanol endo-2-camphanol endo-2-hydroxycamphane CHEBI:28093 borneol CHEBI:28093 Beilstein:1903042 Beilstein CAS:507-70-0 ChemIDplus CAS:507-70-0 KEGG COMPOUND CAS:507-70-0 NIST Chemistry WebBook Gmelin:185292 Gmelin 1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol IUPAC Borneol KEGG_COMPOUND borneol UniProt Borneo camphor NIST_Chemistry_WebBook Sumatra camphor NIST_Chemistry_WebBook bornyl alcohol NIST_Chemistry_WebBook endo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol NIST_Chemistry_WebBook endo-2-bornanol NIST_Chemistry_WebBook endo-2-camphanol NIST_Chemistry_WebBook endo-2-hydroxycamphane NIST_Chemistry_WebBook A glucan composed of unbranched chains of D-glucopyranose residues in alpha(1->4) glycosidic linkage. The number of repeated glucose subunits (n) is usually in the range of 300 to 3000, but can be many thousands. One of the two components of starch (the other, 70-80%, being amylopectin). Cf. linear maltodextrin, in which the chain length is typically between 3 and 17 glucose units. 0 (C6H10O5)nH2O CHEBI:22539 CHEBI:2694 CAS:9005-82-7 HMDB:HMDB0003403 KEGG:C00718 KEGG:D02329 KEGG:G10495 PMID:24162153 PMID:24299760 PMID:24491702 PMID:24505384 Reaxys:8194785 Wikipedia:Amylose (1->4)-alpha-D-glucopyranan Amylose chebi_ontology (1,4-alpha-D-Glucosyl)n (1,4-alpha-D-Glucosyl)n+1 (1,4-alpha-D-Glucosyl)n-1 1,4-alpha-D-Glucan 4-{(1,4)-alpha-D-Glucosyl}(n-1)-D-glucose Amylose chain CHEBI:28102 amylose amylose CHEBI:28102 CAS:9005-82-7 ChemIDplus CAS:9005-82-7 KEGG COMPOUND PMID:24162153 Europe PMC PMID:24299760 Europe PMC PMID:24491702 Europe PMC PMID:24505384 Europe PMC Reaxys:8194785 Reaxys (1->4)-alpha-D-glucopyranan IUPAC Amylose KEGG_COMPOUND (1,4-alpha-D-Glucosyl)n KEGG_COMPOUND (1,4-alpha-D-Glucosyl)n+1 KEGG_COMPOUND (1,4-alpha-D-Glucosyl)n-1 KEGG_COMPOUND 1,4-alpha-D-Glucan KEGG_COMPOUND 4-{(1,4)-alpha-D-Glucosyl}(n-1)-D-glucose KEGG_COMPOUND Amylose chain KEGG_COMPOUND A dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea. 0 C15H12O4 InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m0/s1 URFCJEUYXNAHFI-ZDUSSCGKSA-N 256.25340 256.07356 Oc1cc(O)c2C(=O)C[C@H](Oc2c1)c1ccccc1 CHEBI:26139 CHEBI:69684 CHEBI:75100 CHEBI:8221 CAS:480-39-7 HMDB:HMDB0030808 KEGG:C09827 KNApSAcK:C00000992 LINCS:LSM-4126 LIPID_MAPS_instance:LMPK12140214 MetaCyc:CPD-6991 PMID:21973101 PMID:22050318 PMID:23179089 PMID:23212747 PMID:23594163 PMID:23611777 PMID:23669639 PMID:23697399 PMID:23725831 PMID:23725838 PMID:23847074 Reaxys:88951 Wikipedia:Pinocembrin (2S)-5,7-dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one chebi_ontology (2S)-pinocembrin (S)-2,3-Dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one (S)-5,7-dihydroxyflavanone (S)-pinocembrin 5,7-Dihydroxyflavanone Dihydrochrysin Galangin flavanone CHEBI:28157 pinocembrin pinocembrin CHEBI:28157 CAS:480-39-7 ChemIDplus CAS:480-39-7 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140214 LIPID MAPS PMID:21973101 Europe PMC PMID:22050318 Europe PMC PMID:23179089 Europe PMC PMID:23212747 Europe PMC PMID:23594163 Europe PMC PMID:23611777 Europe PMC PMID:23669639 Europe PMC PMID:23697399 Europe PMC PMID:23725831 Europe PMC PMID:23725838 Europe PMC PMID:23847074 Europe PMC Reaxys:88951 Reaxys (2S)-5,7-dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one IUPAC (2S)-pinocembrin HMDB (S)-2,3-Dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one ChemIDplus (S)-5,7-dihydroxyflavanone ChEBI (S)-pinocembrin UniProt 5,7-Dihydroxyflavanone KEGG_COMPOUND Dihydrochrysin ChemIDplus Galangin flavanone HMDB A dimethylxanthine having the two methyl groups located at positions 1 and 3. It is structurally similar to caffeine and is found in green and black tea. 0 C7H8N4O2 InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9) ZFXYFBGIUFBOJW-UHFFFAOYSA-N 180.16418 180.06473 Cn1c2nc[nH]c2c(=O)n(C)c1=O CHEBI:26940 CHEBI:45950 CHEBI:9523 Beilstein:13463 CAS:58-55-9 DrugBank:DB00277 Drug_Central:2620 Gmelin:51226 HMDB:HMDB0001889 KEGG:C07130 KEGG:D00371 KNApSAcK:C00001510 MetaCyc:CPD-12479 PDBeChem:TEP PMID:10796631 PMID:10836323 PMID:10893702 PMID:10921764 PMID:11126990 PMID:11170036 PMID:11200776 PMID:11261527 PMID:11408152 PMID:11826912 PMID:11848250 PMID:11941393 PMID:11949272 PMID:11950649 PMID:12531775 PMID:12836095 PMID:14517178 PMID:14713563 PMID:14988770 PMID:15005370 PMID:15042504 PMID:15202575 PMID:15317832 PMID:15356646 PMID:15483348 PMID:15739418 PMID:15829161 PMID:15902964 PMID:15908149 PMID:16083514 PMID:16651698 PMID:16930490 PMID:17130682 PMID:17207928 PMID:18307508 PMID:18800032 PMID:19559058 PMID:19727789 PMID:19845735 PMID:19888960 PMID:21467671 PMID:21796703 PMID:21834615 PMID:22377744 PMID:22541679 PMID:22541837 PMID:22702215 PMID:22770225 PMID:22771369 PMID:22836872 PMID:22909172 PMID:22915350 PMID:22981724 PMID:7302609 PMID:7389811 PMID:7656958 PMID:7767539 PMID:8730732 PMID:8960878 PMID:9256615 Reaxys:13463 VSDB:1801 Wikipedia:Theophylline 1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione THEOPHYLLINE Theophylline theophylline chebi_ontology 1,3-Dimethylxanthine 1,3-dimethyl-7H-purine-2,6-dione Elixophyllin Respbid Theo-Dur Theolair Theophyllin Uniphyl theophylline anhydrous CHEBI:28177 theophylline CHEBI:28177 Beilstein:13463 Beilstein CAS:58-55-9 ChemIDplus CAS:58-55-9 KEGG COMPOUND CAS:58-55-9 NIST Chemistry WebBook Drug_Central:2620 DrugCentral Gmelin:51226 Gmelin PMID:10796631 Europe PMC PMID:10836323 Europe PMC PMID:10893702 Europe PMC PMID:10921764 Europe PMC PMID:11126990 Europe PMC PMID:11170036 Europe PMC PMID:11200776 Europe PMC PMID:11261527 Europe PMC PMID:11408152 Europe PMC PMID:11826912 Europe PMC PMID:11848250 Europe PMC PMID:11941393 Europe PMC PMID:11949272 Europe PMC PMID:11950649 Europe PMC PMID:12531775 Europe PMC PMID:12836095 Europe PMC PMID:14517178 Europe PMC PMID:14713563 Europe PMC PMID:14988770 Europe PMC PMID:15005370 Europe PMC PMID:15042504 Europe PMC PMID:15202575 Europe PMC PMID:15317832 Europe PMC PMID:15356646 Europe PMC PMID:15483348 Europe PMC PMID:15739418 Europe PMC PMID:15829161 Europe PMC PMID:15902964 Europe PMC PMID:15908149 Europe PMC PMID:16083514 Europe PMC PMID:16651698 Europe PMC PMID:16930490 Europe PMC PMID:17130682 Europe PMC PMID:17207928 Europe PMC PMID:18307508 Europe PMC PMID:18800032 Europe PMC PMID:19559058 Europe PMC PMID:19727789 Europe PMC PMID:19845735 Europe PMC PMID:19888960 Europe PMC PMID:21467671 Europe PMC PMID:21796703 Europe PMC PMID:21834615 Europe PMC PMID:22377744 Europe PMC PMID:22541679 Europe PMC PMID:22541837 Europe PMC PMID:22702215 Europe PMC PMID:22770225 Europe PMC PMID:22771369 Europe PMC PMID:22836872 Europe PMC PMID:22909172 Europe PMC PMID:22915350 Europe PMC PMID:22981724 Europe PMC PMID:7302609 Europe PMC PMID:7389811 Europe PMC PMID:7656958 Europe PMC PMID:7767539 Europe PMC PMID:8730732 Europe PMC PMID:8960878 Europe PMC PMID:9256615 Europe PMC Reaxys:13463 Reaxys 1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione IUPAC THEOPHYLLINE PDBeChem Theophylline KEGG_COMPOUND theophylline ChEBI theophylline UniProt 1,3-Dimethylxanthine KEGG_COMPOUND 1,3-dimethyl-7H-purine-2,6-dione IUPHAR Elixophyllin KEGG_DRUG Respbid ChemIDplus Theo-Dur ChemIDplus Theolair KEGG_DRUG Theophyllin ChemIDplus Uniphyl KEGG_DRUG theophylline anhydrous ChemIDplus A member of the class of coumarins that is umbelliferone in which the hydroxy group at position 7 is replaced by an ethoxy group. 0 C11H10O3 InChI=1S/C11H10O3/c1-2-13-9-5-3-8-4-6-11(12)14-10(8)7-9/h3-7H,2H2,1H3 LIFAQMGORKPVDH-UHFFFAOYSA-N 190.196 190.06299 C=1C=C(C=C2C1C=CC(=O)O2)OCC CHEBI:20789 CHEBI:2263 CAS:31005-02-4 KEGG:C11052 7-Ethoxycoumarin chebi_ontology 7-ethoxy-2H-1-benzopyran-2-one Ethylumbelliferone herniarin CHEBI:28184 7-ethoxycoumarin CHEBI:28184 CAS:31005-02-4 ChemIDplus CAS:31005-02-4 KEGG COMPOUND CAS:31005-02-4 NIST Chemistry WebBook 7-Ethoxycoumarin KEGG_COMPOUND 7-ethoxy-2H-1-benzopyran-2-one NIST_Chemistry_WebBook Ethylumbelliferone NIST_Chemistry_WebBook herniarin ChEBI A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by an additional hydroxy group at position 4'. 0 C15H10O4 InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H ZQSIJRDFPHDXIC-UHFFFAOYSA-N 254.23750 254.05791 Oc1ccc(cc1)-c1coc2cc(O)ccc2c1=O CHEBI:23558 CHEBI:4306 Beilstein:231523 CAS:486-66-8 HMDB:HMDB0003312 KEGG:C10208 KNApSAcK:C00009380 LINCS:LSM-2935 LIPID_MAPS_instance:LMPK12050038 MetaCyc:DAIDZEIN PMID:11193416 PMID:16802696 PMID:23267126 PMID:23337939 PMID:23342971 PMID:23439294 PMID:9544566 Reaxys:231523 Wikipedia:Daidzein 7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one Daidzein chebi_ontology 4',7-dihydroxyisoflavone 7,4'-dihydroxyisoflavone 7-Hydroxy-3-(4-hydroxyphenyl)-4-benzopyrone 7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one daidzeol isoaurostatin CHEBI:28197 daidzein daidzein CHEBI:28197 Beilstein:231523 Beilstein CAS:486-66-8 ChemIDplus CAS:486-66-8 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050038 LIPID MAPS PMID:11193416 Europe PMC PMID:16802696 Europe PMC PMID:23267126 Europe PMC PMID:23337939 Europe PMC PMID:23342971 Europe PMC PMID:23439294 Europe PMC PMID:9544566 Europe PMC Reaxys:231523 Reaxys 7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one IUPAC Daidzein KEGG_COMPOUND 4',7-dihydroxyisoflavone ChEBI 4',7-dihydroxyisoflavone ChemIDplus 7,4'-dihydroxyisoflavone ChemIDplus 7-Hydroxy-3-(4-hydroxyphenyl)-4-benzopyrone ChEBI 7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChemIDplus daidzeol ChEBI isoaurostatin ChEBI A trihydroxyflavanone having the three hydroxy gropus located at the 3'-, 5- and 7-positions and an additional methoxy substituent at the 4'-position. 0 C16H14O6 InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1 AIONOLUJZLIMTK-AWEZNQCLSA-N 302.27880 302.07904 COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O)cc(O)cc2O1 CHEBI:24529 CHEBI:5681 Beilstein:92705 CAS:520-33-2 DrugBank:DB01094 Drug_Central:1362 HMDB:HMDB0005782 KEGG:C01709 KNApSAcK:C00000968 LINCS:LSM-20933 LIPID_MAPS_instance:LMPK12140003 MetaCyc:CPD-7072 PMID:16964766 PMID:22409373 PMID:22794525 PMID:22899565 PMID:22903244 Reaxys:92705 Wikipedia:Hesperetin (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one Hesperetin chebi_ontology (-)-(S)-hesperetin (-)-hesperetin (2S)-hesperetin (S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 3',5,7-Trihydroxy-4'-methoxyflavanone CHEBI:28230 hesperetin hesperetin CHEBI:28230 Beilstein:92705 Beilstein CAS:520-33-2 ChemIDplus CAS:520-33-2 KEGG COMPOUND Drug_Central:1362 DrugCentral LIPID_MAPS_instance:LMPK12140003 LIPID MAPS PMID:16964766 Europe PMC PMID:22409373 Europe PMC PMID:22794525 Europe PMC PMID:22899565 Europe PMC PMID:22903244 Europe PMC Reaxys:92705 Reaxys (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one IUPAC Hesperetin KEGG_COMPOUND (-)-(S)-hesperetin ChEBI (-)-hesperetin ChEBI (2S)-hesperetin UniProt (S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one ChEBI 3',5,7-Trihydroxy-4'-methoxyflavanone KEGG_COMPOUND An aldohexose that is the C-4 epimer of glucose. 0 C6H12O6 180.156 180.06339 CHEBI:24162 CHEBI:33933 CHEBI:5256 CAS:26566-61-0 KEGG:C01582 Wikipedia:Galactose Galactose galacto-hexose galactose chebi_ontology Gal Galaktose CHEBI:28260 galactose galactose CHEBI:28260 CAS:26566-61-0 ChemIDplus CAS:26566-61-0 NIST Chemistry WebBook Galactose KEGG_COMPOUND galacto-hexose IUPAC galactose IUPAC Gal JCBN Galaktose ChEBI A 2-carbon sulfoxide in which the sulfur atom has two methyl substituents. 0 C2H6OS InChI=1S/C2H6OS/c1-4(2)3/h1-2H3 IAZDPXIOMUYVGZ-UHFFFAOYSA-N 78.13444 78.01394 CS(C)=O CHEBI:23801 CHEBI:42138 CHEBI:4612 Beilstein:506008 CAS:67-68-5 Chemspider:659 DrugBank:DB01093 Drug_Central:906 FooDB:FDB000764 Gmelin:1556 HMDB:HMDB0002151 KEGG:C11143 KEGG:D01043 KNApSAcK:C00053120 LINCS:LSM-36361 MetaCyc:DMSO PDBeChem:DMS PMID:10298633 PMID:11162043 PMID:11350866 PMID:11474739 PMID:12663039 PMID:15237653 PMID:15588915 PMID:15868171 PMID:16434015 PMID:16522014 PMID:19096138 PMID:19382398 PMID:19443933 PMID:20828537 PMID:21426213 PMID:22030943 PMID:22722716 PMID:22768202 PMID:22814967 PMID:23050031 PMID:23313473 PMID:28220525 PMID:29938311 PMID:31489176 PMID:3510103 PMID:3898376 PMID:3916302 PMID:4223708 PMID:4556944 PMID:4963226 PMID:6309056 PMID:6379027 Reaxys:506008 UM-BBD_compID:c0236 Wikipedia:Dimethyl_sulfoxide (methanesulfinyl)methane DIMETHYL SULFOXIDE Dimethyl sulfoxide dimethyl sulfoxide chebi_ontology (CH3)2SO DMSO Dimethylsulfoxid S(O)Me2 dimethyl sulfoxide dimethyl sulfur oxide dimethyl sulphoxide dimethyli sulfoxidum dimethylsulfoxyde dimetil sulfoxido dmso methylsulfinylmethane sulfinylbis(methane) CHEBI:28262 dimethyl sulfoxide dimethyl sulfoxide CHEBI:28262 Beilstein:506008 Beilstein CAS:67-68-5 ChemIDplus CAS:67-68-5 KEGG COMPOUND CAS:67-68-5 NIST Chemistry WebBook Drug_Central:906 DrugCentral Gmelin:1556 Gmelin PMID:10298633 Europe PMC PMID:11162043 Europe PMC PMID:11350866 Europe PMC PMID:11474739 Europe PMC PMID:12663039 Europe PMC PMID:15237653 Europe PMC PMID:15588915 Europe PMC PMID:15868171 Europe PMC PMID:16434015 Europe PMC PMID:16522014 Europe PMC PMID:19096138 Europe PMC PMID:19382398 Europe PMC PMID:19443933 Europe PMC PMID:20828537 Europe PMC PMID:21426213 Europe PMC PMID:22030943 Europe PMC PMID:22722716 Europe PMC PMID:22768202 Europe PMC PMID:22814967 Europe PMC PMID:23050031 Europe PMC PMID:23313473 Europe PMC PMID:28220525 Europe PMC PMID:29938311 Europe PMC PMID:31489176 Europe PMC PMID:3510103 Europe PMC PMID:3898376 Europe PMC PMID:3916302 Europe PMC PMID:4223708 Europe PMC PMID:4556944 Europe PMC PMID:4963226 Europe PMC PMID:6309056 Europe PMC PMID:6379027 Europe PMC Reaxys:506008 Reaxys UM-BBD_compID:c0236 UM-BBD (methanesulfinyl)methane IUPAC DIMETHYL SULFOXIDE PDBeChem Dimethyl sulfoxide KEGG_COMPOUND dimethyl sulfoxide IUPAC dimethyl sulfoxide UniProt (CH3)2SO NIST_Chemistry_WebBook DMSO KEGG_COMPOUND Dimethylsulfoxid ChEBI S(O)Me2 ChEBI dimethyl sulfoxide ChemIDplus dimethyl sulfur oxide NIST_Chemistry_WebBook dimethyl sulphoxide ChemIDplus dimethyli sulfoxidum ChemIDplus dimethylsulfoxyde ChemIDplus dimetil sulfoxido ChemIDplus dmso IUPAC methylsulfinylmethane ChemIDplus sulfinylbis(methane) ChemIDplus An eremophilane sesquiterpenoid that is (+)-5-epi-aristolochene bearing additional 1beta- and 3alpha-hydroxy substituents. It is a phytoalexin produced in Nicotiana and Capsicum plant species in response to pathogen attack. 0 C15H24O2 InChI=1S/C15H24O2/c1-9(2)11-5-6-12-14(17)7-13(16)10(3)15(12,4)8-11/h6,10-11,13-14,16-17H,1,5,7-8H2,2-4H3/t10-,11-,13-,14-,15-/m1/s1 BXXSHQYDJWZXPB-OKNSCYNVSA-N 236.34986 236.17763 C[C@@H]1[C@H](O)C[C@@H](O)C2=CC[C@H](C[C@]12C)C(C)=C CHEBI:23001 CHEBI:3377 AGR:IND22792720 AGR:IND43633624 AGR:IND44026531 AGR:IND44039864 AGR:IND82057124 Beilstein:2331764 CAS:37208-05-2 FooDB:FDB014812 HMDB:HMDB0002352 KEGG:C09627 KNApSAcK:C00003108 LIPID_MAPS_instance:LMPR0103250002 MetaCyc:CPD-4661 PMID:12009313 PMID:12135497 PMID:15497966 PMID:18066498 PMID:19420326 PMID:20822656 PMID:24178358 PMID:24367019 PMID:25203155 PMID:29929021 PMID:31294452 PMID:31864296 PMID:32694584 PMID:33124100 PMID:34395763 PMID:8316587 PMID:9816674 Wikipedia:Capsidiol (1R,3R,4S,4aR,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diol 1beta,3alpha,4betaH-eremophila-9,11-diene-1,3-diol Capsidiol capsidiol chebi_ontology (1R,3R,4S,4aR,6R)-6-isopropenyl-4,4a-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diol CHEBI:28283 capsidiol capsidiol CHEBI:28283 AGR:IND22792720 Europe PMC AGR:IND43633624 Europe PMC AGR:IND44026531 Europe PMC AGR:IND44039864 Europe PMC AGR:IND82057124 Europe PMC Beilstein:2331764 Beilstein CAS:37208-05-2 ChemIDplus CAS:37208-05-2 KEGG COMPOUND LIPID_MAPS_instance:LMPR0103250002 LIPID MAPS PMID:12009313 Europe PMC PMID:12135497 Europe PMC PMID:15497966 Europe PMC PMID:18066498 Europe PMC PMID:19420326 Europe PMC PMID:20822656 Europe PMC PMID:24178358 Europe PMC PMID:24367019 Europe PMC PMID:25203155 Europe PMC PMID:29929021 Europe PMC PMID:31294452 Europe PMC PMID:31864296 Europe PMC PMID:32694584 Europe PMC PMID:33124100 Europe PMC PMID:34395763 Europe PMC PMID:8316587 Europe PMC PMID:9816674 Europe PMC (1R,3R,4S,4aR,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diol IUPAC 1beta,3alpha,4betaH-eremophila-9,11-diene-1,3-diol IUPAC Capsidiol KEGG_COMPOUND capsidiol UniProt (1R,3R,4S,4aR,6R)-6-isopropenyl-4,4a-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene-1,3-diol IUPAC A quercetin O-glucoside in which a glucofuranosyl residue is attached at position 3 of quercetin via a beta-glycosidic linkage. 0 C21H20O12 InChI=1S/C21H20O12/c22-6-12(27)19-16(29)17(30)21(32-19)33-20-15(28)14-11(26)4-8(23)5-13(14)31-18(20)7-1-2-9(24)10(25)3-7/h1-5,12,16-17,19,21-27,29-30H,6H2/t12-,16-,17-,19-,21+/m1/s1 OPJZLUXFQFQYAI-GNPVFZCLSA-N 464.37630 464.09548 [H][C@@]1(O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2ccc(O)c(O)c2)[C@H](O)[C@H]1O)[C@H](O)CO CHEBI:26478 CHEBI:8702 CAS:21637-25-2 KEGG:C05623 Reaxys:1444784 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucofuranoside chebi_ontology 2-(3,4-Dihidroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one 3,3',4',5,7-Pentahydroxyflavone 3-beta-D-glucofuranoside Isoquercitrin Isoquercitroside Isotrifoliin Quercetin 3-O-glucoside CHEBI:28299 quercetin 3-O-beta-D-glucofuranoside CHEBI:28299 CAS:21637-25-2 ChemIDplus CAS:21637-25-2 KEGG COMPOUND Reaxys:1444784 Reaxys 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucofuranoside IUPAC 2-(3,4-Dihidroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one KEGG_COMPOUND 3,3',4',5,7-Pentahydroxyflavone 3-beta-D-glucofuranoside ChemIDplus Isoquercitrin KEGG_COMPOUND Isoquercitroside ChemIDplus Isotrifoliin KEGG_COMPOUND Quercetin 3-O-glucoside KEGG_COMPOUND An alpha-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4. 0 C5H10N2O3 InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10) ZDXPYRJPNDTMRX-UHFFFAOYSA-N 146.14458 146.06914 NC(CCC(N)=O)C(O)=O CHEBI:24316 CHEBI:5432 Beilstein:1723795 CAS:585-21-7 CAS:6899-04-3 Gmelin:27318 KEGG:C00303 KNApSAcK:C00001359 Reaxys:1723795 Wikipedia:Glutamine Glutamine glutamine chebi_ontology 2,5-diamino-5-oxopentanoic acid 2-Aminoglutaramic acid 2-amino-4-carbamoylbutanoic acid Glutamin Glutaminsaeure-5-amid Hgln glutamic acid gamma-amide CHEBI:28300 glutamine glutamine CHEBI:28300 Beilstein:1723795 Beilstein CAS:585-21-7 ChemIDplus CAS:6899-04-3 ChemIDplus CAS:6899-04-3 KEGG COMPOUND Gmelin:27318 Gmelin Reaxys:1723795 Reaxys Glutamine KEGG_COMPOUND glutamine IUPAC 2,5-diamino-5-oxopentanoic acid IUPAC 2-Aminoglutaramic acid KEGG_COMPOUND 2-amino-4-carbamoylbutanoic acid JCBN Glutamin ChEBI Glutaminsaeure-5-amid ChEBI Hgln IUPAC glutamic acid gamma-amide ChEBI A flavanone 7-O-beta-D-glucoside that is (S)-naringenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. 0 C21H22O10 InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14-,16+,18+,19-,20+,21+/m0/s1 DLIKSSGEMUFQOK-SFTVRKLSSA-N 434.39338 434.12130 OC[C@H]1O[C@@H](Oc2cc(O)c3C(=O)C[C@H](Oc3c2)c2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:25485 CHEBI:7484 Beilstein:66743 CAS:529-55-5 KEGG:C09099 KNApSAcK:C00000998 PMID:1896517 PMID:20553344 PMID:21941631 PMID:23202537 PMID:23354392 Reaxys:66743 (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl beta-D-glucopyranoside Naringenin 7-O-beta-D-glucoside chebi_ontology (2S)-naringenin 7-O-beta-D-glucoside (S)-7-(beta-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one Prunin CHEBI:28327 naringenin 7-O-beta-D-glucoside CHEBI:28327 Beilstein:66743 Beilstein CAS:529-55-5 ChemIDplus CAS:529-55-5 KEGG COMPOUND PMID:1896517 Europe PMC PMID:20553344 Europe PMC PMID:21941631 Europe PMC PMID:23202537 Europe PMC PMID:23354392 Europe PMC Reaxys:66743 Reaxys (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl beta-D-glucopyranoside IUPAC Naringenin 7-O-beta-D-glucoside KEGG_COMPOUND (2S)-naringenin 7-O-beta-D-glucoside UniProt (S)-7-(beta-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChemIDplus Prunin KEGG_COMPOUND A phenethylamine alkaloid that is phenethylamine substituted at positions 3, 4 and 5 by methoxy groups. 0 C11H17NO3 InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3 RHCSKNNOAZULRK-UHFFFAOYSA-N 211.25760 211.12084 COc1cc(CCN)cc(OC)c1OC CHEBI:25202 CHEBI:6776 Beilstein:1374088 CAS:54-04-6 KEGG:C06546 KNApSAcK:C00001419 PMID:14516493 PMID:20890669 PMID:22251567 PMID:22900815 PMID:25036425 Reaxys:1374088 Wikipedia:Mescaline 2-(3,4,5-trimethoxyphenyl)ethanamine Mescaline chebi_ontology 1-amino-2-(3,4,5-trimethoxyphenyl)ethane 3,4,5-trimethoxybenzeneethanamine 3,4,5-trimethoxyphenethylamine 3,4,5-trimethoxyphenylethylamine Mescalin Meskalin TMPEA mescalina mezcalina CHEBI:28346 mescaline mescaline CHEBI:28346 Beilstein:1374088 ChemIDplus CAS:54-04-6 ChemIDplus CAS:54-04-6 KEGG COMPOUND CAS:54-04-6 NIST Chemistry WebBook PMID:14516493 Europe PMC PMID:20890669 Europe PMC PMID:22251567 Europe PMC PMID:22900815 Europe PMC PMID:25036425 Europe PMC Reaxys:1374088 Reaxys 2-(3,4,5-trimethoxyphenyl)ethanamine IUPAC Mescaline KEGG_COMPOUND 1-amino-2-(3,4,5-trimethoxyphenyl)ethane ChemIDplus 3,4,5-trimethoxybenzeneethanamine NIST_Chemistry_WebBook 3,4,5-trimethoxyphenethylamine NIST_Chemistry_WebBook 3,4,5-trimethoxyphenylethylamine ChemIDplus Mescalin ChemIDplus Meskalin ChEBI TMPEA NIST_Chemistry_WebBook mescalina ChEBI mezcalina ChEBI Any member of a group of fat-soluble 2-methyl-1,4-napthoquinones that exhibit biological activity against vitamin K deficiency. Vitamin K is required for the synthesis of prothrombin and certain other blood coagulation factors. CHEBI:10009 CHEBI:27301 CHEBI:27307 CAS:12001-79-5 KEGG:C01628 MetaCyc:CPD-11501 PMID:26413183 PMID:33255760 PMID:34109217 Wikipedia:Vitamin_K Vitamin K chebi_ontology vitamin K vitamer vitamin K vitamers vitamine K vitamins K CHEBI:28384 vitamin K vitamin K CHEBI:28384 CAS:12001-79-5 ChemIDplus CAS:12001-79-5 KEGG COMPOUND PMID:26413183 Europe PMC PMID:33255760 Europe PMC PMID:34109217 Europe PMC Vitamin K KEGG_COMPOUND vitamin K vitamer ChEBI vitamin K vitamers ChEBI vitamine K ChEBI vitamins K ChEBI A tetrahydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7, 3' and 4' respectively. 0 C15H12O6 InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1 SBHXYTNGIZCORC-ZDUSSCGKSA-N 288.25220 288.06339 Oc1cc(O)c2C(=O)C[C@H](Oc2c1)c1ccc(O)c(O)c1 CHEBI:23945 CHEBI:4832 CHEBI:49606 Beilstein:92358 CAS:552-58-9 KEGG:C05631 KNApSAcK:C00000960 LIPID_MAPS_instance:LMPK12140002 LIPID_MAPS_instance:LMPK12140432 (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one Eriodictyol chebi_ontology (S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone (S)-eriodictyol Eriodictiol CHEBI:28412 eriodictyol eriodictyol CHEBI:28412 Beilstein:92358 Beilstein CAS:552-58-9 ChemIDplus CAS:552-58-9 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140002 LIPID MAPS LIPID_MAPS_instance:LMPK12140432 LIPID MAPS (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one IUPAC Eriodictyol KEGG_COMPOUND (S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone ChemIDplus (S)-eriodictyol UniProt Eriodictiol ChemIDplus A cyclic carotene with a beta- and an epsilon-ring at opposite ends respectively. 0 C40H56 InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+ ANVAOWXLWRTKGA-JLTXGRSLSA-N 536.87264 536.43820 CC(\C=C\C=C(C)\C=C\C1C(C)=CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C CHEBI:10215 CHEBI:22447 Beilstein:2067408 Beilstein:3227599 CAS:432-70-2 HMDB:HMDB0003993 KEGG:C05433 KNApSAcK:C00003765 LIPID_MAPS_instance:LMPR01070258 PMID:23620017 PMID:24169341 PMID:9408998 Reaxys:2682045 alpha-Carotene alpha-carotene beta,epsilon-carotene chebi_ontology all-trans-alpha-carotene CHEBI:28425 alpha-carotene CHEBI:28425 Beilstein:2067408 Beilstein Beilstein:3227599 Beilstein CAS:432-70-2 ChemIDplus LIPID_MAPS_instance:LMPR01070258 LIPID MAPS PMID:23620017 Europe PMC PMID:24169341 Europe PMC PMID:9408998 Europe PMC Reaxys:2682045 Reaxys alpha-Carotene KEGG_COMPOUND alpha-carotene UniProt beta,epsilon-carotene IUPAC all-trans-alpha-carotene ChemIDplus A member of the class of arabinoxylans that consists of a polymer chain of beta-(1->4)-linked D-xylopyranose units, many of which are 2- or 3-substituted, or 2,3-disubstituted by alpha-L-arabinofuranosyl residues. 0 (C10H16O8)n.(C5H8O4)n.(C10H16O8)n.(C15H24O12)n.(C40H64O32)ran CHEBI:22602 CHEBI:2797 CAS:9040-27-1 KEGG:C01889 PMID:16659029 PMID:21535740 PMID:21615152 Arabinoxylan chebi_ontology CHEBI:28427 arabinoxylan arabinoxylan CHEBI:28427 CAS:9040-27-1 KEGG COMPOUND PMID:16659029 Europe PMC PMID:21535740 Europe PMC PMID:21615152 Europe PMC Arabinoxylan KEGG_COMPOUND An anthocyanidin cation consisting of benzopyrylium with hydroxy substituents at the 3-, 5- and 7-positions and a 3,4,5-trihydroxyphenyl group at the 2-position. It is a plant pigment responsible for the colours of the plants of the genera Viola and Delphinium. +1 C15H11O7 InChI=1S/C15H10O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-5H,(H5-,16,17,18,19,20,21)/p+1 JKHRCGUTYDNCLE-UHFFFAOYSA-O 303.24360 303.04993 Oc1cc(O)c2cc(O)c([o+]c2c1)-c1cc(O)c(O)c(O)c1 CHEBI:23600 CHEBI:4382 Beilstein:1691007 CAS:13270-61-6 KEGG:C05908 KNApSAcK:C00020091 LIPID_MAPS_instance:LMPK12010001 PMID:11906973 PMID:12871827 PMID:16902416 PMID:18948740 PMID:23129091 Reaxys:1691007 Wikipedia:Delphinidin 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium chebi_ontology 3,3',4',5,5',7-Hexahydroxyflavylium CHEBI:28436 delphinidin delphinidin CHEBI:28436 Beilstein:1691007 Beilstein CAS:13270-61-6 ChemIDplus LIPID_MAPS_instance:LMPK12010001 LIPID MAPS PMID:11906973 Europe PMC PMID:12871827 Europe PMC PMID:16902416 Europe PMC PMID:18948740 Europe PMC PMID:23129091 Europe PMC Reaxys:1691007 Reaxys 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium IUPAC 3,3',4',5,5',7-Hexahydroxyflavylium ChemIDplus A hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 2-hydroxyphenyl group. It is a metabolite of phenylalanine and is excreted in the urine of patients suffering from diseases like phenylketonuria. 0 C8H8O3 InChI=1S/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11) CCVYRRGZDBSHFU-UHFFFAOYSA-N 152.14730 152.04734 OC(=O)Cc1ccccc1O CHEBI:1169 CHEBI:19655 CAS:614-75-5 HMDB:HMDB0000669 KEGG:C05852 PDBeChem:OHP PMID:13658992 PMID:22770225 Reaxys:908000 (2-hydroxyphenyl)acetic acid chebi_ontology (o-hydroxyphenyl)acetic acid 2'-hydroxyphenylacetic acid 2-hydroxybenzeneacetic acid 2-hydroxyphenylacetic acid o-hydroxyphenylacetic acid CHEBI:28478 (2-hydroxyphenyl)acetic acid (2-hydroxyphenyl)acetic acid CHEBI:28478 CAS:614-75-5 ChemIDplus CAS:614-75-5 KEGG COMPOUND CAS:614-75-5 NIST Chemistry WebBook PMID:13658992 Europe PMC PMID:22770225 Europe PMC Reaxys:908000 Reaxys (2-hydroxyphenyl)acetic acid IUPAC (o-hydroxyphenyl)acetic acid NIST_Chemistry_WebBook 2'-hydroxyphenylacetic acid ChEBI 2-hydroxybenzeneacetic acid ChemIDplus 2-hydroxyphenylacetic acid ChemIDplus o-hydroxyphenylacetic acid ChemIDplus A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4'. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment. 0 C15H10O6 InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H IYRMWMYZSQPJKC-UHFFFAOYSA-N 286.23630 286.04774 Oc1ccc(cc1)-c1oc2cc(O)cc(O)c2c(=O)c1O CHEBI:24944 CHEBI:43598 CHEBI:6100 Beilstein:304401 CAS:520-18-3 DrugBank:DB01852 HMDB:HMDB0005801 KEGG:C05903 KNApSAcK:C00004565 LINCS:LSM-5304 LIPID_MAPS_instance:LMPK12110003 MetaCyc:CPD1F-90 PDBeChem:KMP PMID:12592675 PMID:15234754 PMID:17426744 PMID:17551714 PMID:28166217 Reaxys:304401 Wikipedia:kaempferol 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one Kaempferol chebi_ontology 3,4',5,7-Tetrahydroxyflavone 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-5,7,4'-Trihydroxyflavonol 5,7,4'-trihydroxyflavonol C.I. 75640 Indigo yellow Kaempherol Kampherol Kempferol Nimbecetin Pelargidenolon Populnetin Rhamnolutein Rhamnolutin Robigenin Swartziol Trifolitin campherol CHEBI:28499 kaempferol kaempferol CHEBI:28499 Beilstein:304401 Beilstein CAS:520-18-3 ChemIDplus CAS:520-18-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110003 LIPID MAPS PMID:12592675 Europe PMC PMID:15234754 Europe PMC PMID:17426744 Europe PMC PMID:17551714 Europe PMC PMID:28166217 Europe PMC Reaxys:304401 Reaxys 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one IUPAC Kaempferol ChEBI Kaempferol KEGG_COMPOUND 3,4',5,7-Tetrahydroxyflavone KEGG_COMPOUND 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-5,7,4'-Trihydroxyflavonol KEGG_COMPOUND 5,7,4'-trihydroxyflavonol ChemIDplus C.I. 75640 KEGG_COMPOUND Indigo yellow KEGG_COMPOUND Kaempherol KEGG_COMPOUND Kampherol HMDB Kempferol KEGG_COMPOUND Nimbecetin KEGG_COMPOUND Pelargidenolon KEGG_COMPOUND Populnetin KEGG_COMPOUND Rhamnolutein KEGG_COMPOUND Rhamnolutin KEGG_COMPOUND Robigenin KEGG_COMPOUND Swartziol KEGG_COMPOUND Trifolitin KEGG_COMPOUND campherol ChemIDplus An anthocyanidin chloride that has pelargonidin as the cationic counterpart. 0 C15H11ClO5 InChI=1S/C15H10O5.ClH/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15;/h1-7H,(H3-,16,17,18,19);1H YPVZJXMTXCOTJN-UHFFFAOYSA-N 306.69754 306.02950 [Cl-].Oc1ccc(cc1)-c1[o+]c2cc(O)cc(O)c2cc1O CHEBI:7950 Beilstein:3922945 CAS:134-04-3 HMDB:HMDB0003263 KEGG:C05904 MetaCyc:PELARGONIDIN-CMPD PMID:17579891 Reaxys:3922945 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromenylium chloride Pelargonidin chloride chebi_ontology 3,4',5,7-Tetrahydroxyflavylium chloride 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)benzopyrylium chloride 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride Pelargonidin Pelargonidol chloride CHEBI:28510 pelargonidin chloride CHEBI:28510 Beilstein:3922945 Beilstein CAS:134-04-3 ChemIDplus CAS:134-04-3 KEGG COMPOUND PMID:17579891 Europe PMC Reaxys:3922945 Reaxys 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromenylium chloride IUPAC Pelargonidin chloride KEGG_COMPOUND 3,4',5,7-Tetrahydroxyflavylium chloride KEGG_COMPOUND 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)benzopyrylium chloride KEGG_COMPOUND 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride ChemIDplus Pelargonidin KEGG_COMPOUND Pelargonidol chloride KEGG_COMPOUND A rutinoside that is quercetin with the hydroxy group at position C-3 substituted with glucose and rhamnose sugar groups. 0 C27H30O16 InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1 IKGXIBQEEMLURG-NVPNHPEKSA-N 610.521 610.15338 C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=C(C(O)=CC(O)=C4)C3=O)C3=CC=C(O)C(O)=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O CHEBI:26585 CHEBI:45398 CHEBI:8923 Beilstein:75455 CAS:153-18-4 DrugBank:DB01698 Drug_Central:3535 HMDB:HMDB0003249 KEGG:C05625 KEGG:D00190 KEGG:D08499 KNApSAcK:C00005413 LINCS:LSM-2457 MetaCyc:RUTIN PDBeChem:RUT PMID:14979715 PMID:15601236 PMID:20701244 PMID:30307940 PMID:31382673 PMID:33917795 Reaxys:75455 Wikipedia:Rutin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside Rutin chebi_ontology 3-Rhamnoglucosylquercetin 3-Rutinosyl quercetin 3-[[6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one Phytomelin Quercetin 3-rutinoside Quercetin-3-rutinoside Rutoside CHEBI:28527 rutin CHEBI:28527 Beilstein:75455 Beilstein CAS:153-18-4 ChemIDplus CAS:153-18-4 KEGG COMPOUND Drug_Central:3535 DrugCentral PMID:14979715 Europe PMC PMID:15601236 Europe PMC PMID:20701244 Europe PMC PMID:30307940 Europe PMC PMID:31382673 Europe PMC PMID:33917795 Europe PMC Reaxys:75455 Reaxys 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC Rutin KEGG_COMPOUND 3-Rhamnoglucosylquercetin ChemIDplus 3-Rutinosyl quercetin ChemIDplus 3-[[6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one KEGG_COMPOUND Phytomelin KEGG_COMPOUND Quercetin 3-rutinoside KEGG_COMPOUND Quercetin-3-rutinoside KEGG_COMPOUND Rutoside KEGG_COMPOUND A hexasaccharide that is verbascose which has an additional unit of alpha-D-galactopyranose attached by a 1->6 glycosidic linkage to the terminal galactosyl residue. 0 C36H62O31 InChI=1S/C36H62O31/c37-1-8-14(40)20(46)25(51)31(61-8)57-3-10-15(41)21(47)26(52)32(62-10)58-4-11-16(42)22(48)27(53)33(63-11)59-5-12-17(43)23(49)28(54)34(64-12)60-6-13-18(44)24(50)29(55)35(65-13)67-36(7-39)30(56)19(45)9(2-38)66-36/h8-35,37-56H,1-7H2/t8-,9-,10-,11-,12-,13-,14+,15+,16+,17+,18-,19-,20+,21+,22+,23+,24+,25-,26-,27-,28-,29-,30+,31+,32+,33+,34+,35-,36+/m1/s1 NCIHJQNXRKJRMJ-HKJJPIHFSA-N 990.85890 990.32751 OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@H]3O[C@H](OC[C@H]4O[C@H](OC[C@H]5O[C@H](O[C@]6(CO)O[C@H](CO)[C@@H](O)[C@@H]6O)[C@H](O)[C@@H](O)[C@@H]5O)[C@H](O)[C@@H](O)[C@H]4O)[C@H](O)[C@@H](O)[C@H]3O)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:10281 CHEBI:22452 CAS:512-72-1 KEGG:C08238 KNApSAcK:C00001133 MetaCyc:CPD-8066 PMID:15998152 PMID:16716272 PMID:7445755 Reaxys:78323 Ajugose beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside chebi_ontology alpha-Galactosyl-(1-6)-alpha-galactosyl-(1-6)-alpha-galactosyl-(1-6)-alpha-galactosyl-(1-6)-alpha-glucosyl-(1-2)-beta-fructose beta-D-Galp-(1->6)-beta-D-Galp-(1->6)-beta-D-Galp-(1->6)-beta-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf CHEBI:28554 ajugose ajugose CHEBI:28554 CAS:512-72-1 KEGG COMPOUND PMID:15998152 Europe PMC PMID:16716272 Europe PMC PMID:7445755 Europe PMC Reaxys:78323 Reaxys Ajugose KEGG_COMPOUND beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside IUPAC alpha-Galactosyl-(1-6)-alpha-galactosyl-(1-6)-alpha-galactosyl-(1-6)-alpha-galactosyl-(1-6)-alpha-glucosyl-(1-2)-beta-fructose KEGG_COMPOUND beta-D-Galp-(1->6)-beta-D-Galp-(1->6)-beta-D-Galp-(1->6)-beta-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf ChEBI A pentasaccharide that is stachiose which has an additional unit of alpha-D-galactopyranose attached by a 1->6 glycosidic linkage to the terminal galactosyl residue. 0 C30H52O26 InChI=1S/C30H52O26/c31-1-7-12(34)17(39)21(43)26(51-7)48-3-9-13(35)18(40)22(44)27(52-9)49-4-10-14(36)19(41)23(45)28(53-10)50-5-11-15(37)20(42)24(46)29(54-11)56-30(6-33)25(47)16(38)8(2-32)55-30/h7-29,31-47H,1-6H2/t7-,8-,9-,10-,11-,12+,13+,14+,15-,16-,17+,18+,19+,20+,21-,22-,23-,24-,25+,26+,27+,28+,29-,30+/m1/s1 FLUADVWHMHPUCG-SWPIJASHSA-N 828.71830 828.27468 OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@H]3O[C@H](OC[C@H]4O[C@H](O[C@]5(CO)O[C@H](CO)[C@@H](O)[C@@H]5O)[C@H](O)[C@@H](O)[C@@H]4O)[C@H](O)[C@@H](O)[C@H]3O)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:10371 CHEBI:22764 CAS:546-62-3 KEGG:C08252 KEGG:G00564 KNApSAcK:C00001154 MetaCyc:CPD-8065 PMID:11675396 PMID:22608234 Reaxys:77323 beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside chebi_ontology D-verbascose beta-D-Fructofuranosyl O-alpha-D-galactopyranosyl-(1-6)-O-alpha-D-galactopyranosyl-(1-6)-O-alpha-D-galactopyranosyl-(1-6)-alpha-D-glucopyranoside beta-D-Galp-(1->6)-beta-D-Galp-(1->6)-beta-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf CHEBI:28586 verbascose verbascose CHEBI:28586 CAS:546-62-3 ChemIDplus CAS:546-62-3 KEGG COMPOUND PMID:11675396 Europe PMC PMID:22608234 Europe PMC Reaxys:77323 Reaxys beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside IUPAC D-verbascose ChemIDplus beta-D-Fructofuranosyl O-alpha-D-galactopyranosyl-(1-6)-O-alpha-D-galactopyranosyl-(1-6)-O-alpha-D-galactopyranosyl-(1-6)-alpha-D-glucopyranoside KEGG_COMPOUND beta-D-Galp-(1->6)-beta-D-Galp-(1->6)-beta-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf ChEBI A monomethoxybenzene that consists of phenol with a methoxy substituent at the ortho position. 0 C7H8O2 InChI=1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3 LHGVFZTZFXWLCP-UHFFFAOYSA-N 124.13722 124.05243 COc1ccccc1O CHEBI:24434 CHEBI:5549 CAS:90-05-1 Drug_Central:1334 HMDB:HMDB0001398 KEGG:C01502 KEGG:C15572 KEGG:D00117 KNApSAcK:C00002654 KNApSAcK:C00029459 LINCS:LSM-6001 MetaCyc:CPD-400 PDBeChem:JZ3 PMID:22103597 PMID:23587706 PMID:24295708 Patent:RU94026717 Reaxys:508112 Wikipedia:Guaiacol 2-methoxyphenol Guaiacol guaiacol chebi_ontology 1-Hydroxy-2-methoxybenzene 2-Hydroxyanisole Catechol monomethyl ether o-Methoxyphenol CHEBI:28591 guaiacol guaiacol CHEBI:28591 CAS:90-05-1 ChemIDplus CAS:90-05-1 KEGG COMPOUND Drug_Central:1334 DrugCentral PMID:22103597 Europe PMC PMID:23587706 Europe PMC PMID:24295708 Europe PMC Reaxys:508112 Reaxys 2-methoxyphenol IUPAC Guaiacol KEGG_COMPOUND guaiacol UniProt 1-Hydroxy-2-methoxybenzene ChemIDplus 2-Hydroxyanisole ChemIDplus Catechol monomethyl ether KEGG_COMPOUND o-Methoxyphenol KEGG_COMPOUND A farnesane sesquiterpenoid that is dodeca-2,6,10-triene substituted by methyl groups at positions 3, 7 and 11 and a hydroxy group at position 1. 0 C15H26O InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3 CRDAMVZIKSXKFV-UHFFFAOYSA-N 222.36634 222.19837 [H]C(CO)=C(C)CCC([H])=C(C)CCC=C(C)C CHEBI:24013 CHEBI:24014 CHEBI:4978 Beilstein:1763926 CAS:4602-84-0 DrugBank:DB02509 HMDB:HMDB0004305 KEGG:C01493 KNApSAcK:C00003132 LINCS:LSM-5398 PMID:17640272 PMID:19402910 PMID:23902158 PMID:24987733 Reaxys:1763926 3,7,11-trimethyldodeca-2,6,10-trien-1-ol Farnesol chebi_ontology 3,7,11-trimethyl-2,6,10-dodecatrien-1-ol 3,7,11-trimethyl-2,6,10-dodecatrienol farnesyl alcohol CHEBI:28600 farnesol farnesol CHEBI:28600 Beilstein:1763926 Beilstein CAS:4602-84-0 ChemIDplus CAS:4602-84-0 KEGG COMPOUND CAS:4602-84-0 NIST Chemistry WebBook PMID:17640272 Europe PMC PMID:19402910 Europe PMC PMID:23902158 Europe PMC PMID:24987733 Europe PMC Reaxys:1763926 Reaxys 3,7,11-trimethyldodeca-2,6,10-trien-1-ol IUPAC Farnesol KEGG_COMPOUND 3,7,11-trimethyl-2,6,10-dodecatrien-1-ol ChemIDplus 3,7,11-trimethyl-2,6,10-dodecatrienol NIST_Chemistry_WebBook farnesyl alcohol NIST_Chemistry_WebBook A 3beta-sterol consisting of stigmastan-3beta-ol with double bonds at positions 5 and 24(28). The double bond at postion 24(28) adopts a Z-configuration. 0 C29H48O InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1 OSELKOCHBMDKEJ-WGMIZEQOSA-N 412.702 412.37052 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C\C)C(C)C CHEBI:10541 CHEBI:24895 CHEBI:6016 CAS:18472-36-1 CAS:481-14-1 FooDB:FDB012493 HMDB:HMDB0002374 KEGG:C08821 KNApSAcK:C00003656 LIPID_MAPS_instance:LMST01040145 MetaCyc:CPD-4127 PMID:1186438 PMID:16481154 PMID:17123816 PMID:24684169 PMID:2775538 PMID:5343809 PMID:7595097 Wikipedia:Isofucosterol (24Z)-stigmasta-5,24(28)-dien-3beta-ol isofucosterol chebi_ontology (24Z)-24-ethylcholesta-5,24(28)-dien-3beta-ol (24Z)-ethylidenecholesterol (3beta)-stigmasta-5,24(28)-dien-3-ol (3beta,24Z)-stigmasta-5,24(28)-dien-3-ol (Z)-24-ethylcholesta-5,24(28)-dien-3beta-ol (Z)-24-ethylidenecholesterol (Z)-stigmasta-5,24(28)-dien-3beta-ol 24Z-ethylidene-cholest-5-en-3beta-ol 28-isofucosterol Delta(5)-avenasterol delta5-avenasterol CHEBI:28604 isofucosterol isofucosterol CHEBI:28604 CAS:18472-36-1 ChemIDplus CAS:481-14-1 ChemIDplus CAS:481-14-1 NIST Chemistry WebBook LIPID_MAPS_instance:LMST01040145 LIPID MAPS PMID:1186438 Europe PMC PMID:16481154 Europe PMC PMID:17123816 Europe PMC PMID:24684169 Europe PMC PMID:2775538 Europe PMC PMID:5343809 Europe PMC PMID:7595097 Europe PMC (24Z)-stigmasta-5,24(28)-dien-3beta-ol IUPAC isofucosterol LIPID_MAPS (24Z)-24-ethylcholesta-5,24(28)-dien-3beta-ol ChemIDplus (24Z)-ethylidenecholesterol ChemIDplus (3beta)-stigmasta-5,24(28)-dien-3-ol ChemIDplus (3beta,24Z)-stigmasta-5,24(28)-dien-3-ol ChemIDplus (Z)-24-ethylcholesta-5,24(28)-dien-3beta-ol ChemIDplus (Z)-24-ethylidenecholesterol HMDB (Z)-stigmasta-5,24(28)-dien-3beta-ol ChemIDplus 24Z-ethylidene-cholest-5-en-3beta-ol LIPID_MAPS 28-isofucosterol ChemIDplus Delta(5)-avenasterol KEGG_COMPOUND delta5-avenasterol KEGG_COMPOUND A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by additional hydroxy groups at positions 5, 2' and 4' and a prenyl group at position 3'. 0 C20H18O6 InChI=1S/C20H18O6/c1-10(2)3-4-13-15(22)6-5-12(19(13)24)14-9-26-17-8-11(21)7-16(23)18(17)20(14)25/h3,5-9,21-24H,4H2,1-2H3 KCUZCRLRQVRBBV-UHFFFAOYSA-N 354.35330 354.11034 CC(C)=CCc1c(O)ccc(c1O)-c1coc2cc(O)cc(O)c2c1=O CHEBI:25034 CHEBI:6455 CAS:66056-19-7 HMDB:HMDB0034125 KEGG:C10486 KNApSAcK:C00002542 LIPID_MAPS_instance:LMPK12050286 MetaCyc:CPD-6643 PMID:11499034 PMID:11783953 PMID:23074904 Reaxys:1663610 3-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-4H-chromen-4-one Licoisoflavone A chebi_ontology 2',4',5,7-Tetrahydroxy-3'-(3,3-dimethylallyl)isoflavone phaseoluteone CHEBI:28620 licoisoflavone A CHEBI:28620 CAS:66056-19-7 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050286 LIPID MAPS PMID:11499034 Europe PMC PMID:11783953 Europe PMC PMID:23074904 Europe PMC Reaxys:1663610 Reaxys 3-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-4H-chromen-4-one IUPAC Licoisoflavone A KEGG_COMPOUND 2',4',5,7-Tetrahydroxy-3'-(3,3-dimethylallyl)isoflavone KEGG_COMPOUND phaseoluteone ChEBI 0 C28H48O InChI=1S/C28H48O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18-20,22-26,29H,7-8,10-17H2,1-6H3/t19-,20-,22+,23+,24-,25+,26+,27+,28-/m1/s1 SGNBVLSWZMBQTH-PODYLUTMSA-N 400.68012 400.37052 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@@H](C)C(C)C CHEBI:22994 CHEBI:3342 CAS:474-62-4 KEGG:C01789 KNApSAcK:C00003647 LIPID_MAPS_instance:LMST01030097 Campesterol campest-5-en-3beta-ol campesterol chebi_ontology (24R)ergost-5-en-3beta-ol CHEBI:28623 campesterol campesterol CHEBI:28623 CAS:474-62-4 KEGG COMPOUND LIPID_MAPS_instance:LMST01030097 LIPID MAPS Campesterol KEGG_COMPOUND campest-5-en-3beta-ol IUPAC campesterol UniProt (24R)ergost-5-en-3beta-ol IUPAC A monocarboxylic acid that is propionic acid substituted at position 3 by a phenyl group. 0 C9H10O2 InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11) XMIIGOLPHOKFCH-UHFFFAOYSA-N 150.17450 150.06808 OC(=O)CCc1ccccc1 CHEBI:26002 CHEBI:26005 CHEBI:43112 CHEBI:8103 Beilstein:907515 CAS:501-52-0 DrugBank:DB02024 ECMDB:ECMDB00764 Gmelin:102198 HMDB:HMDB0000764 KEGG:C05629 MetaCyc:3-PHENYLPROPIONATE PDBeChem:HCI PMID:18062653 PMID:20972783 PMID:23470767 PMID:24216280 Reaxys:907515 Wikipedia:Phenylpropanoic_acid 3-phenylpropanoic acid 3-phenylpropionic acid chebi_ontology 3-Phenyl-propionic acid 3-Phenylpropanoic acid 3-Phenylpropionsaeure 3PP HYDROCINNAMIC ACID Hydrozimtsaeure Phenylpropanoate benzenepropanoic acid benzenepropionic acid benzylacetic acid beta-phenylpropionic acid dihydrocinnamic acid CHEBI:28631 3-phenylpropionic acid CHEBI:28631 Beilstein:907515 Beilstein CAS:501-52-0 ChemIDplus CAS:501-52-0 KEGG COMPOUND CAS:501-52-0 NIST Chemistry WebBook Gmelin:102198 Gmelin PMID:18062653 Europe PMC PMID:20972783 Europe PMC PMID:23470767 Europe PMC PMID:24216280 Europe PMC Reaxys:907515 Reaxys 3-phenylpropanoic acid IUPAC 3-phenylpropionic acid ChemIDplus 3-phenylpropionic acid KEGG_COMPOUND 3-Phenyl-propionic acid KEGG_COMPOUND 3-Phenylpropanoic acid KEGG_COMPOUND 3-Phenylpropionsaeure ChEBI 3PP DrugBank HYDROCINNAMIC ACID PDBeChem Hydrozimtsaeure ChEBI Phenylpropanoate KEGG_COMPOUND benzenepropanoic acid ChemIDplus benzenepropionic acid NIST_Chemistry_WebBook benzylacetic acid ChemIDplus beta-phenylpropionic acid NIST_Chemistry_WebBook dihydrocinnamic acid NIST_Chemistry_WebBook A member of the class of benzoic acids that is gallic acid in which the phenolic hydroxy group at position 3 is converted into the corresponding methyl ether. 0 C8H8O5 InChI=1S/C8H8O5/c1-13-6-3-4(8(11)12)2-5(9)7(6)10/h2-3,9-10H,1H3,(H,11,12) KWCCUYSXAYTNKA-UHFFFAOYSA-N 184.14612 184.03717 COc1cc(cc(O)c1O)C(O)=O CHEBI:1615 Beilstein:2695762 CAS:3934-84-7 KEGG:C05616 Reaxys:2695762 3,4-dihydroxy-5-methoxybenzoic acid 3-O-Methylgallic acid chebi_ontology 4,5-Dihydroxy-m-anisic acid gallic acid 3-methyl ether CHEBI:28647 3-O-methylgallic acid CHEBI:28647 Beilstein:2695762 Beilstein CAS:3934-84-7 ChemIDplus Reaxys:2695762 Reaxys 3,4-dihydroxy-5-methoxybenzoic acid IUPAC 3-O-Methylgallic acid KEGG_COMPOUND 4,5-Dihydroxy-m-anisic acid ChemIDplus gallic acid 3-methyl ether ChEBI A C18, omega-6 acid fatty acid comprising a linolenic acid having cis- double bonds at positions 6, 9 and 12. 0 C18H30O2 InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12- VZCCETWTMQHEPK-QNEBEIHSSA-N 278.42960 278.22458 CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O CHEBI:10573 CHEBI:24197 Beilstein:1712253 CAS:506-26-3 Drug_Central:1276 HMDB:HMDB0003073 KEGG:C06426 KEGG:D07213 KNApSAcK:C00001226 LIPID_MAPS_instance:LMFA01030141 MetaCyc:CPD-8117 PMID:11385052 PMID:24435467 PMID:9732298 Reaxys:1712253 Wikipedia:Gamma-Linolenic_acid (6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid gamma-Linolenic acid chebi_ontology (6,9,12)-linolenic acid (6Z,9Z,12Z)-Octadecatrienoic acid (Z,Z,Z)-6,9,12-octadecatrienoic acid 18:3 (n-6) 6,9,12-Octadecatrienoic acid 6-cis,9-cis,12-cis-octadecatrienoic acid C18:3 (n-6) C18:3, n-6,9,12 all-cis GLA Gamolenic acid Octadeca-6,9,12-triensaeure all-cis-6,9,12-octadecatrienoic acid cis-Delta(6,9,12)-octadecatrienoic acid gamma-Linolensaeure gamoleic acid gamolenic acid CHEBI:28661 gamma-linolenic acid CHEBI:28661 Beilstein:1712253 Beilstein CAS:506-26-3 KEGG COMPOUND CAS:506-26-3 NIST Chemistry WebBook Drug_Central:1276 DrugCentral LIPID_MAPS_instance:LMFA01030141 LIPID MAPS PMID:11385052 Europe PMC PMID:24435467 Europe PMC PMID:9732298 Europe PMC Reaxys:1712253 Reaxys (6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid IUPAC gamma-Linolenic acid KEGG_COMPOUND (6,9,12)-linolenic acid CBN (6Z,9Z,12Z)-Octadecatrienoic acid KEGG_COMPOUND (Z,Z,Z)-6,9,12-octadecatrienoic acid ChemIDplus 18:3 (n-6) ChEBI 6,9,12-Octadecatrienoic acid KEGG_COMPOUND 6-cis,9-cis,12-cis-octadecatrienoic acid ChEBI C18:3 (n-6) ChEBI C18:3, n-6,9,12 all-cis ChEBI GLA ChEBI Gamolenic acid KEGG_COMPOUND Octadeca-6,9,12-triensaeure ChEBI all-cis-6,9,12-octadecatrienoic acid ChEBI cis-Delta(6,9,12)-octadecatrienoic acid ChEBI gamma-Linolensaeure ChEBI gamoleic acid ChEBI gamolenic acid ChemIDplus A disaccharide derivative that is (S)-naringenin substituted by a 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. 0 C27H32O14 InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 HXTFHSYLYXVTHC-AJHDJQPGSA-N 580.53458 580.17921 C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(O)c4C(=O)C[C@H](Oc4c3)c3ccc(O)cc3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O CHEBI:25489 CHEBI:7486 Beilstein:1361182 CAS:14259-46-2 HMDB:HMDB0033740 KEGG:C09793 KNApSAcK:C00000984 LIPID_MAPS_instance:LMPK12140236 MetaCyc:CPD-7059 PMID:20100535 PMID:22813871 PMID:22903244 PMID:23301602 Reaxys:1361182 (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside Narirutin chebi_ontology Isonaringenin Isonaringin Naringenin 7-O-rutinoside CHEBI:28705 narirutin narirutin CHEBI:28705 Beilstein:1361182 Beilstein CAS:14259-46-2 ChemIDplus CAS:14259-46-2 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140236 LIPID MAPS PMID:20100535 Europe PMC PMID:22813871 Europe PMC PMID:22903244 Europe PMC PMID:23301602 Europe PMC Reaxys:1361182 Reaxys (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC Narirutin KEGG_COMPOUND Isonaringenin ChemIDplus Isonaringin ChemIDplus Naringenin 7-O-rutinoside KEGG_COMPOUND A disaccharide derivative that consists of eriodictyol substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. 0 C27H32O15 InChI=1S/C27H32O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-6,9,16,18,20-30,32-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1 OMQADRGFMLGFJF-MNPJBKLOSA-N 596.53398 596.17412 C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(O)c4C(=O)C[C@H](Oc4c3)c3ccc(O)c(O)c3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O CHEBI:23944 CHEBI:4831 AGR:IND43874123 Beilstein:1304401 CAS:13463-28-0 KEGG:C09732 KNApSAcK:C00008295 LIPID_MAPS_instance:LMPK12140366 PMID:12551749 PMID:15315375 PMID:17690486 PMID:9688172 Reaxys:7846058 (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside Eriocitrin chebi_ontology Eriodictioside Eriodictyol 7-O-rutinoside CHEBI:28709 eriocitrin eriocitrin CHEBI:28709 AGR:IND43874123 Europe PMC Beilstein:1304401 Beilstein CAS:13463-28-0 ChemIDplus CAS:13463-28-0 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140366 LIPID MAPS PMID:12551749 Europe PMC PMID:15315375 Europe PMC PMID:17690486 Europe PMC PMID:9688172 Europe PMC Reaxys:7846058 Reaxys (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC Eriocitrin KEGG_COMPOUND Eriodictioside ChemIDplus Eriodictyol 7-O-rutinoside KEGG_COMPOUND A hexadec-9-enoic acid in which the double bond at position C-9 has cis configuration. 0 C16H30O2 InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7- SECPZKHBENQXJG-FPLPWBNLSA-N 254.409 254.22458 C(CCCCCCC/C=C\CCCCCC)(=O)O CHEBI:25836 CHEBI:44696 CHEBI:7897 Beilstein:1725389 CAS:373-49-9 DrugBank:DB04257 HMDB:HMDB0003229 KEGG:C08362 KNApSAcK:C00001234 KNApSAcK:C00029354 LIPID_MAPS_instance:LMFA01030056 PDBeChem:PAM PMID:19761868 PMID:24362891 Reaxys:1725389 (9Z)-hexadec-9-enoic acid PALMITOLEIC ACID Palmitoleic acid chebi_ontology (9Z)-Hexadecenoic acid (Z)-9-hexadecenoic acid (Z)-hexadec-9-enoic acid 16:1Delta9 9-cis-hexadecenoic acid Oleopalmitic acid Zoomeric acid cis-9-Hexadecenoic acid cis-9-Palmitoleic acid cis-Delta(9)-hexadecenoic acid cis-Palmitoleic acid cis-delta-9-Hexadecenoic acid palmitolinoleic acid zoomaric acid CHEBI:28716 palmitoleic acid palmitoleic acid CHEBI:28716 Beilstein:1725389 Beilstein CAS:373-49-9 ChemIDplus CAS:373-49-9 KEGG COMPOUND CAS:373-49-9 NIST Chemistry WebBook LIPID_MAPS_instance:LMFA01030056 LIPID MAPS PMID:19761868 Europe PMC PMID:24362891 Europe PMC Reaxys:1725389 Reaxys (9Z)-hexadec-9-enoic acid IUPAC PALMITOLEIC ACID PDBeChem Palmitoleic acid KEGG_COMPOUND (9Z)-Hexadecenoic acid KEGG_COMPOUND (Z)-9-hexadecenoic acid ChEBI (Z)-hexadec-9-enoic acid ChemIDplus 16:1Delta9 ChEBI 9-cis-hexadecenoic acid ChEBI Oleopalmitic acid HMDB Zoomeric acid HMDB cis-9-Hexadecenoic acid KEGG_COMPOUND cis-9-Palmitoleic acid HMDB cis-Delta(9)-hexadecenoic acid ChEBI cis-Palmitoleic acid HMDB cis-delta-9-Hexadecenoic acid HMDB palmitolinoleic acid NIST_Chemistry_WebBook zoomaric acid LIPID_MAPS A metal fluoride salt with a Na(+) counterion. 0 FNa Na.F InChI=1S/FH.Na/h1H;/q;+1/p-1 PUZPDOWCWNUUKD-UHFFFAOYSA-M 41.98817 41.98817 [F-].[Na+] CHEBI:26713 CHEBI:9178 CAS:7681-49-4 KEGG:C08142 KEGG:D00943 Wikipedia:Sodium_Fluoride Sodium fluoride sodium fluoride chebi_ontology NaF CHEBI:28741 sodium fluoride sodium fluoride CHEBI:28741 CAS:7681-49-4 ChemIDplus CAS:7681-49-4 KEGG COMPOUND Sodium fluoride KEGG_COMPOUND sodium fluoride IUPAC NaF IUPAC A ketohexose that is an isomer of glucose. CHEBI:24104 CHEBI:24110 CHEBI:5172 CAS:30237-26-4 DrugBank:DB04173 KEGG:C01496 Wikipedia:Fructose Fructose arabino-hex-2-ulose fructose chebi_ontology Fru Fruchtzucker Fruktose arabino-Hexulose CHEBI:28757 fructose fructose CHEBI:28757 CAS:30237-26-4 ChemIDplus Fructose KEGG_COMPOUND arabino-hex-2-ulose IUPAC fructose IUPAC Fru JCBN Fruchtzucker ChEBI Fruktose ChEBI arabino-Hexulose KEGG_COMPOUND A disaccharide derivative that consists of hesperetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. 0 C28H34O15 InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 QUQPHWDTPGMPEX-QJBIFVCTSA-N 610.56056 610.18977 COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O)cc(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)cc2O1 CHEBI:24530 CHEBI:5682 Beilstein:75140 CAS:520-26-3 DrugBank:DB04703 HMDB:HMDB0003265 KEGG:C09755 KEGG:D01038 KNApSAcK:C00000970 LINCS:LSM-2858 MetaCyc:CPD-7075 Reaxys:75140 Wikipedia:Hesperidin (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside Hesperidin chebi_ontology (2S)-hesperidin (S)-(-)-hesperidin Cirantin Ciratin Hesperetin 7-O-rutinoside Hesperidoside CHEBI:28775 hesperidin hesperidin CHEBI:28775 Beilstein:75140 Beilstein CAS:520-26-3 ChemIDplus CAS:520-26-3 KEGG COMPOUND Reaxys:75140 Reaxys (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC Hesperidin KEGG_COMPOUND (2S)-hesperidin UniProt (S)-(-)-hesperidin ChemIDplus Cirantin ChemIDplus Ciratin KEGG_COMPOUND Hesperetin 7-O-rutinoside KEGG_COMPOUND Hesperidoside ChemIDplus A dihydroxyflavanone compound having the two hydroxy substituents at the 4'- and 7-positions. Isolated from the root of Glycyrrhizae uralensis, it is a selective agonist for oestrogen receptor beta. 0 C15H12O4 InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2/t14-/m0/s1 FURUXTVZLHCCNA-AWEZNQCLSA-N 256.25340 256.07356 Oc1ccc(cc1)[C@@H]1CC(=O)c2ccc(O)cc2O1 CHEBI:25065 CHEBI:42001 CHEBI:6501 Beilstein:3593780 CAS:578-86-9 HMDB:HMDB0029519 KEGG:C09762 KNApSAcK:C00000977 LIPID_MAPS_instance:LMPK12140061 PDBeChem:DFV PMID:17950610 PMID:18177995 PMID:21866899 Reaxys:3593780 Wikipedia:Liquiritigenin (2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one Liquiritigenin chebi_ontology (-)-liquiritigenin (2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one (2S)-liquiritigenin 4',7-Dihydroxyflavanone 7,4'-Dihydroxyflavanone 7-HYDROXY-2-(4-HYDROXY-PHENYL)-CHROMAN-4-ONE CHEBI:28777 liquiritigenin CHEBI:28777 Beilstein:3593780 Beilstein CAS:578-86-9 ChemIDplus CAS:578-86-9 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140061 LIPID MAPS PMID:17950610 ChEMBL PMID:18177995 Europe PMC PMID:21866899 Europe PMC Reaxys:3593780 Reaxys (2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one IUPAC Liquiritigenin KEGG_COMPOUND (-)-liquiritigenin ChEBI (2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one ChemIDplus (2S)-liquiritigenin ChEMBL (2S)-liquiritigenin UniProt 4',7-Dihydroxyflavanone ChemIDplus 7,4'-Dihydroxyflavanone KEGG_COMPOUND 7-HYDROXY-2-(4-HYDROXY-PHENYL)-CHROMAN-4-ONE PDBeChem A primary amino compound that is the 5-hydroxy derivative of tryptamine. 0 C10H12N2O InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2 QZAYGJVTTNCVMB-UHFFFAOYSA-N 176.215 176.09496 C1=CC(=CC=2C(=CNC12)CCN)O CHEBI:1420 CHEBI:26652 CHEBI:49894 Beilstein:143524 CAS:50-67-9 Gmelin:1861995 HMDB:HMDB0000259 KEGG:C00780 KNApSAcK:C00001429 LINCS:LSM-6589 MetaCyc:SEROTONIN PDBeChem:SRO PMID:18593914 PMID:22770225 PMID:24136337 Reaxys:143524 Wikipedia:Serotonin 3-(2-aminoethyl)-1H-indol-5-ol SEROTONIN Serotonin chebi_ontology 3-(2-Aminoethyl)-1H-indol-5-ol 5-HT 5-Hydroxytryptamine Enteramine serotonine thrombocytin thrombotonin CHEBI:28790 serotonin serotonin CHEBI:28790 Beilstein:143524 Beilstein CAS:50-67-9 ChemIDplus CAS:50-67-9 KEGG COMPOUND Gmelin:1861995 Gmelin PMID:18593914 Europe PMC PMID:22770225 Europe PMC PMID:24136337 Europe PMC Reaxys:143524 Reaxys 3-(2-aminoethyl)-1H-indol-5-ol IUPAC SEROTONIN PDBeChem Serotonin KEGG_COMPOUND 3-(2-Aminoethyl)-1H-indol-5-ol KEGG_COMPOUND 5-HT IUPHAR 5-Hydroxytryptamine KEGG_COMPOUND Enteramine KEGG_COMPOUND serotonine ChEBI thrombocytin ChemIDplus thrombotonin ChemIDplus A docosenoic acid having a cis- double bond at C-13. It is found particularly in brassicas - it is a major component of mustard and rapeseed oils and is produced by broccoli, Brussels sprouts, kale, and wallflowers. 0 C22H42O2 InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9- DPUOLQHDNGRHBS-KTKRTIGZSA-N 338.56770 338.31848 CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O CHEBI:23275 CHEBI:4836 Beilstein:1728049 CAS:112-86-7 Gmelin:177365 HMDB:HMDB0002068 KEGG:C08316 KNApSAcK:C00001217 LIPID_MAPS_instance:LMFA01030089 MetaCyc:CPD-14292 PMID:1170010 PMID:7847331 Reaxys:1728049 Wikipedia:Erucic_acid (13Z)-docos-13-enoic acid Erucic acid chebi_ontology (13Z)-13-docosenoic acid (13Z)-Docosenoic acid (Z)-13-docosenoic acid (Z)-docos-13-enoic acid 13-cis-docosenoic acid 22:1omega9 C22:1n-9 Erucasaeure cis-13-Docosenoic acid cis-Delta(13)-docosenoic acid cis-eruic acid docos-13c-enoic acid CHEBI:28792 erucic acid erucic acid CHEBI:28792 Beilstein:1728049 Beilstein CAS:112-86-7 ChemIDplus CAS:112-86-7 KEGG COMPOUND CAS:112-86-7 NIST Chemistry WebBook Gmelin:177365 Gmelin LIPID_MAPS_instance:LMFA01030089 LIPID MAPS PMID:1170010 Europe PMC PMID:7847331 Europe PMC Reaxys:1728049 Reaxys (13Z)-docos-13-enoic acid IUPAC Erucic acid KEGG_COMPOUND (13Z)-13-docosenoic acid NIST_Chemistry_WebBook (13Z)-Docosenoic acid KEGG_COMPOUND (Z)-13-docosenoic acid NIST_Chemistry_WebBook (Z)-docos-13-enoic acid ChemIDplus 13-cis-docosenoic acid ChemIDplus 22:1omega9 ChEBI C22:1n-9 LIPID_MAPS Erucasaeure ChEBI cis-13-Docosenoic acid KEGG_COMPOUND cis-Delta(13)-docosenoic acid ChEBI cis-eruic acid LIPID_MAPS docos-13c-enoic acid ChEBI A chromenone having the keto group located at the 2-position. 0 C9H6O2 InChI=1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 146.14270 146.145 146.03678 O=C1OC2=CC=CC=C2C=C1 CHEBI:101256 CHEBI:23402 CHEBI:3906 CHEBI:41552 Beilstein:383644 CAS:91-64-5 DrugBank:DB04665 Drug_Central:738 Gmelin:165222 HMDB:HMDB0001218 KEGG:C05851 KEGG:D07751 KNApSAcK:C00002460 LINCS:LSM-2519 MetaCyc:COUMARIN PDBeChem:COU PMID:16086027 PMID:16822524 PMID:17988284 PMID:19025869 PMID:20206186 PMID:21046436 PMID:21462332 PMID:21798343 PMID:28166217 PMID:8735869 Reaxys:383644 Wikipedia:Coumarin 2H-chromen-2-one chebi_ontology 1,2-Benzopyrone 2-Propenoic acid, 3-(2-hydroxyphenyl)-, d-lactone 2-Propenoic acid, 3-(2-hydroxyphenyl)-, delta-lactone 2H-1-Benzopyran-2-one 2H-benzo[b]pyran-2-one 5,6-Benzo-2-pyrone Benzo-a-pyrone Benzo-alpha-pyrone Coumarine Coumarinic anhydride Cumarin Rattex Tonka bean camphor cis-o-Coumarinic acid lactone o-Hydroxycinnamic acid lactone o-hydroxycinnamic acid delta-lactone CHEBI:28794 coumarin coumarin CHEBI:28794 Beilstein:383644 Beilstein CAS:91-64-5 ChemIDplus CAS:91-64-5 KEGG COMPOUND CAS:91-64-5 NIST Chemistry WebBook Drug_Central:738 DrugCentral Gmelin:165222 Gmelin PMID:16086027 Europe PMC PMID:16822524 Europe PMC PMID:17988284 Europe PMC PMID:19025869 Europe PMC PMID:20206186 Europe PMC PMID:21046436 Europe PMC PMID:21462332 Europe PMC PMID:21798343 Europe PMC PMID:28166217 Europe PMC PMID:8735869 Europe PMC Reaxys:383644 Reaxys 2H-chromen-2-one IUPAC 1,2-Benzopyrone KEGG_COMPOUND 2-Propenoic acid, 3-(2-hydroxyphenyl)-, d-lactone KEGG_COMPOUND 2-Propenoic acid, 3-(2-hydroxyphenyl)-, delta-lactone KEGG_COMPOUND 2H-1-Benzopyran-2-one KEGG_COMPOUND 2H-benzo[b]pyran-2-one NIST_Chemistry_WebBook 5,6-Benzo-2-pyrone KEGG_COMPOUND Benzo-a-pyrone KEGG_COMPOUND Benzo-alpha-pyrone KEGG_COMPOUND Coumarine KEGG_COMPOUND Coumarinic anhydride KEGG_COMPOUND Cumarin KEGG_COMPOUND Rattex KEGG_COMPOUND Tonka bean camphor KEGG_COMPOUND cis-o-Coumarinic acid lactone KEGG_COMPOUND o-Hydroxycinnamic acid lactone KEGG_COMPOUND o-hydroxycinnamic acid delta-lactone NIST_Chemistry_WebBook Polysaccharides composed of fructose residues. (C6H10O5)n CHEBI:24101 CHEBI:6434 CAS:9013-95-0 KEGG:C01355 KEGG:C06215 KEGG:G10499 KEGG:G10535 Fructan fructan chebi_ontology (2,6-beta-D-Fructosyl)n (2,6-beta-D-Fructosyl)n+1 2,6-beta-D-Fructan Levan Levan n beta-D-Fructan fructans polyfructose CHEBI:28796 fructan fructan CHEBI:28796 CAS:9013-95-0 ChemIDplus CAS:9013-95-0 KEGG COMPOUND Fructan KEGG_COMPOUND fructan IUPAC (2,6-beta-D-Fructosyl)n KEGG_COMPOUND (2,6-beta-D-Fructosyl)n+1 KEGG_COMPOUND 2,6-beta-D-Fructan KEGG_COMPOUND Levan KEGG_COMPOUND Levan n KEGG_COMPOUND beta-D-Fructan KEGG_COMPOUND fructans ChEBI polyfructose ChemIDplus Any hydroxyflavone in which is the ring hydrogen at position 3 of the heterocyclic ring is replaced by a hydroxy group. 0 C15HO3R9 229.16660 228.99257 Oc1c(oc2c([*])c([*])c([*])c([*])c2c1=O)-c1c([*])c([*])c([*])c([*])c1[*] CHEBI:13639 CHEBI:24052 CHEBI:71969 MetaCyc:Flavonols Wikipedia:Flavonol chebi_ontology 3-hydroxyflavones a flavonol CHEBI:28802 flavonols flavonols CHEBI:28802 3-hydroxyflavones ChEBI a flavonol UniProt CHEBI:25159 CHEBI:6684 CAS:52002-03-6 KEGG:C00464 KEGG:G10542 Wikipedia:Mannan Mannan mannan chebi_ontology Mannoglycan mannans CHEBI:28808 mannan mannan CHEBI:28808 CAS:52002-03-6 KEGG COMPOUND Mannan KEGG_COMPOUND mannan IUPAC Mannoglycan KEGG_COMPOUND mannans ChEBI A stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 4, while the other phenyl group is substituted by hydroxy groups at positions 3 and 5. 0 C14H12O4 InChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1+ CDRPUGZCRXZLFL-OWOJBTEDSA-N 244.246 244.07356 OC1=CC(\C=C\C2=CC=C(O)C(O)=C2)=CC(O)=C1 CHEBI:1364 CHEBI:19862 CHEBI:49817 Beilstein:1879860 CAS:10083-24-6 DrugBank:DB08399 HMDB:HMDB0004215 KEGG:C05901 KNApSAcK:C00002895 LIPID_MAPS_instance:LMPK13090006 PDBeChem:PIT PMID:10425214 PMID:10641182 PMID:11696049 PMID:12044809 PMID:15134373 PMID:16455243 PMID:17409035 PMID:17698806 PMID:18381677 PMID:19237510 PMID:19258424 PMID:19487074 PMID:19527681 PMID:20584749 PMID:23185430 PMID:23426871 PMID:23713607 PMID:23892029 PMID:24470348 PMID:24551719 PMID:24610083 PMID:24625210 PMID:24919577 PMID:25218158 PMID:25322988 PMID:25815690 PMID:25832644 PMID:25837778 PMID:26036705 PMID:26239705 PMID:26297476 PMID:26351210 PMID:26367737 PMID:28128482 Reaxys:1879860 Wikipedia:Piceatannol 4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol Piceatannol piceatannol chebi_ontology 3,3',4'5-Tetrahydroxystilbene 3,5,3',4'-tetrahydroxystilbene 3-hydroxyresveratol 4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]benzene-1,2-diol CHEBI:28814 piceatannol piceatannol CHEBI:28814 Beilstein:1879860 Beilstein CAS:10083-24-6 ChemIDplus CAS:10083-24-6 KEGG COMPOUND LIPID_MAPS_instance:LMPK13090006 LIPID MAPS PMID:10425214 Europe PMC PMID:10641182 Europe PMC PMID:11696049 Europe PMC PMID:12044809 Europe PMC PMID:15134373 Europe PMC PMID:16455243 Europe PMC PMID:17409035 Europe PMC PMID:17698806 Europe PMC PMID:18381677 Europe PMC PMID:19237510 Europe PMC PMID:19258424 Europe PMC PMID:19487074 Europe PMC PMID:19527681 Europe PMC PMID:20584749 Europe PMC PMID:23185430 Europe PMC PMID:23426871 Europe PMC PMID:23713607 Europe PMC PMID:23892029 Europe PMC PMID:24470348 Europe PMC PMID:24551719 Europe PMC PMID:24610083 Europe PMC PMID:24625210 Europe PMC PMID:24919577 Europe PMC PMID:25218158 Europe PMC PMID:25322988 Europe PMC PMID:25815690 Europe PMC PMID:25832644 Europe PMC PMID:25837778 Europe PMC PMID:26036705 Europe PMC PMID:26239705 Europe PMC PMID:26297476 Europe PMC PMID:26351210 Europe PMC PMID:26367737 Europe PMC PMID:28128482 Europe PMC Reaxys:1879860 Reaxys 4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol IUPAC Piceatannol KEGG_COMPOUND piceatannol UniProt 3,3',4'5-Tetrahydroxystilbene KEGG_COMPOUND 3,5,3',4'-tetrahydroxystilbene ChemIDplus 3-hydroxyresveratol ChemIDplus 4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]benzene-1,2-diol ChEBI A disaccharide derivative that is (S)-naringenin substituted by a 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. 0 C27H32O14 InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 DFPMSGMNTNDNHN-ZPHOTFPESA-N 580.53460 580.17921 C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2Oc2cc(O)c3C(=O)C[C@H](Oc3c2)c2ccc(O)cc2)[C@H](O)[C@H](O)[C@H]1O CHEBI:25486 CHEBI:545774 CHEBI:566122 CHEBI:7485 Beilstein:102012 CAS:10236-47-2 HMDB:HMDB0002927 KEGG:C09789 KNApSAcK:C00000983 LINCS:LSM-2038 MetaCyc:NARINGIN PMID:21636685 PMID:22847135 PMID:22965302 PMID:22985397 PMID:23111634 Reaxys:102012 Wikipedia:Naringin (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside Naringin chebi_ontology Naringenin 7-O-[alpha-L-rhamnosyl-(1->2)-beta-D-glucoside] Naringenin 7-O-alpha-L-rhamnosyl-(1->2)-beta-D-glucoside Naringenin 7-O-neohesperidoside Naringoside CHEBI:28819 naringin naringin CHEBI:28819 Beilstein:102012 Beilstein CAS:10236-47-2 ChemIDplus CAS:10236-47-2 KEGG COMPOUND PMID:21636685 Europe PMC PMID:22847135 Europe PMC PMID:22965302 Europe PMC PMID:22985397 Europe PMC PMID:23111634 Europe PMC Reaxys:102012 Reaxys (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC Naringin KEGG_COMPOUND Naringenin 7-O-[alpha-L-rhamnosyl-(1->2)-beta-D-glucoside] KEGG_COMPOUND Naringenin 7-O-alpha-L-rhamnosyl-(1->2)-beta-D-glucoside ChEBI Naringenin 7-O-neohesperidoside KEGG_COMPOUND Naringoside ChemIDplus A N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. 0 C17H19NO3 InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+ MXXWOMGUGJBKIW-YPCIICBESA-N 285.33770 285.13649 O=C(\C=C\C=C\c1ccc2OCOc2c1)N1CCCCC1 CHEBI:12539 CHEBI:21491 CHEBI:7348 Beilstein:90741 CAS:94-62-2 Gmelin:341351 HMDB:HMDB0029377 KEGG:C03882 KNApSAcK:C00002065 PMID:10575373 PMID:15531295 PMID:18639606 PMID:19110999 PMID:24272201 PMID:25645812 PMID:8347144 Reaxys:90741 Wikipedia:Piperine 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]piperidine Piperine piperine chebi_ontology (E,E)-1-piperoylpiperidine 1-Piperoyl-piperidine 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-2,4-pentadienoyl]piperidine 1-piperoylpiperidine N-[(E,E)-Piperoyl]piperidine CHEBI:28821 piperine CHEBI:28821 Beilstein:90741 Beilstein CAS:94-62-2 ChemIDplus CAS:94-62-2 KEGG COMPOUND CAS:94-62-2 NIST Chemistry WebBook Gmelin:341351 Gmelin PMID:10575373 Europe PMC PMID:15531295 Europe PMC PMID:18639606 Europe PMC PMID:19110999 Europe PMC PMID:24272201 Europe PMC PMID:25645812 Europe PMC PMID:8347144 Europe PMC Reaxys:90741 Reaxys 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]piperidine IUPAC Piperine KEGG_COMPOUND piperine UniProt (E,E)-1-piperoylpiperidine ChemIDplus 1-Piperoyl-piperidine KEGG_COMPOUND 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine ChemIDplus 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-2,4-pentadienoyl]piperidine NIST_Chemistry_WebBook 1-piperoylpiperidine NIST_Chemistry_WebBook N-[(E,E)-Piperoyl]piperidine KEGG_COMPOUND A C20 striaght-chain saturated fatty acid which forms a minor constituent of peanut (L. arachis) and corn oils. Used as an organic thin film in the production of liquid crystals for a wide variety of technical applications. 0 C20H40O2 InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22) VKOBVWXKNCXXDE-UHFFFAOYSA-N 312.53040 312.30283 CCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:24763 CHEBI:2798 Beilstein:1788211 CAS:506-30-9 Gmelin:854866 HMDB:HMDB0002212 KEGG:C06425 KNApSAcK:C00001209 LIPID_MAPS_instance:LMFA01010020 MetaCyc:ARACHIDIC_ACID PDBeChem:DCR PMID:17279692 PMID:18036601 PMID:19908738 Patent:CN102352348 Patent:WO2013000382 Reaxys:1788211 Wikipedia:Arachidic_acid icosanoic acid chebi_ontology Arachidic acid Arachinsaeure C20:0 CH3-[CH2]18-COOH arachic acid arachidic acid arachidinic acid eicosanoic acid n-eicosanoic acid CHEBI:28822 icosanoic acid icosanoic acid CHEBI:28822 Beilstein:1788211 Beilstein CAS:506-30-9 ChemIDplus CAS:506-30-9 KEGG COMPOUND CAS:506-30-9 NIST Chemistry WebBook Gmelin:854866 Gmelin LIPID_MAPS_instance:LMFA01010020 LIPID MAPS PMID:17279692 Europe PMC PMID:18036601 Europe PMC PMID:19908738 Europe PMC Reaxys:1788211 Reaxys icosanoic acid IUPAC icosanoic acid KEGG_COMPOUND Arachidic acid KEGG_COMPOUND Arachinsaeure ChEBI C20:0 ChEBI CH3-[CH2]18-COOH IUPAC arachic acid NIST_Chemistry_WebBook arachidic acid NIST_Chemistry_WebBook arachidinic acid ChEBI eicosanoic acid KEGG_COMPOUND n-eicosanoic acid NIST_Chemistry_WebBook A 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. 0 C29H48O InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1 HCXVJBMSMIARIN-PHZDYDNGSA-N 412.69082 412.37052 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@@H](CC)C(C)C CHEBI:26774 CHEBI:8195 Beilstein:2568182 CAS:83-48-7 HMDB:HMDB0000937 KEGG:C05442 KNApSAcK:C00003674 KNApSAcK:C00023774 LIPID_MAPS_instance:LMST01040123 PMID:13318319 PMID:13547565 Reaxys:2568182 Wikipedia:Stigmasterol (22E)-stigmasta-5,22-dien-3beta-ol Stigmasterol stigmasterol chebi_ontology (3beta,22E)-stigmasta-5,22-dien-3-ol 5,22-Cholestadien-24-ethyl-3beta-ol beta-stigmasterol phytosterol poriferasterol stigmasta-5,22-dien-3beta-ol CHEBI:28824 stigmasterol stigmasterol CHEBI:28824 Beilstein:2568182 Beilstein CAS:83-48-7 ChemIDplus CAS:83-48-7 KEGG COMPOUND CAS:83-48-7 NIST Chemistry WebBook LIPID_MAPS_instance:LMST01040123 LIPID MAPS PMID:13318319 Europe PMC PMID:13547565 Europe PMC Reaxys:2568182 Reaxys (22E)-stigmasta-5,22-dien-3beta-ol IUPAC Stigmasterol KEGG_COMPOUND stigmasterol UniProt (3beta,22E)-stigmasta-5,22-dien-3-ol HMDB 5,22-Cholestadien-24-ethyl-3beta-ol NIST_Chemistry_WebBook beta-stigmasterol NIST_Chemistry_WebBook phytosterol NIST_Chemistry_WebBook poriferasterol HMDB stigmasta-5,22-dien-3beta-ol NIST_Chemistry_WebBook A straight-chain saturated fatty acid that is heptane in which one of the hydrogens of a terminal methyl group has been replaced by a carboxy group. Octanoic acid is also known as caprylic acid. 0 C8H16O2 InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10) WWZKQHOCKIZLMA-UHFFFAOYSA-N 144.21140 144.11503 CCCCCCCC(O)=O CHEBI:25648 CHEBI:3373 CHEBI:44501 Beilstein:1747180 CAS:124-07-2 DrugBank:DB04519 Drug_Central:3998 Gmelin:142966 HMDB:HMDB0000482 KEGG:C06423 KEGG:D05220 KNApSAcK:C00001231 LIPID_MAPS_instance:LMFA01010008 MetaCyc:CPD-195 PDBeChem:OCA PMID:16162522 PMID:16872526 PMID:19096058 Reaxys:1747180 Wikipedia:Caprylic_acid Octanoic acid octanoic acid chebi_ontology 1-heptanecarboxylic acid 8:0 Acide octanoique Acido octanoico Acidum octanocium C8:0 CH3-[CH2]6-COOH Caprylic acid Kaprylsaeure OCTANOIC ACID (CAPRYLIC ACID) Octansaeure Octylic acid acide octanoique acido octanoico acidum octanoicum n-caprylic acid n-octanoic acid n-octoic acid n-octylic acid octanoic acid octoic acid CHEBI:28837 octanoic acid octanoic acid CHEBI:28837 Beilstein:1747180 Beilstein CAS:124-07-2 ChemIDplus CAS:124-07-2 KEGG COMPOUND CAS:124-07-2 NIST Chemistry WebBook Drug_Central:3998 DrugCentral Gmelin:142966 Gmelin LIPID_MAPS_instance:LMFA01010008 LIPID MAPS PMID:16162522 Europe PMC PMID:16872526 Europe PMC PMID:19096058 Europe PMC Reaxys:1747180 Reaxys Octanoic acid KEGG_COMPOUND octanoic acid IUPAC 1-heptanecarboxylic acid ChemIDplus 8:0 ChEBI Acide octanoique ChemIDplus Acido octanoico ChemIDplus Acidum octanocium ChemIDplus C8:0 ChEBI CH3-[CH2]6-COOH IUPAC Caprylic acid KEGG_COMPOUND Kaprylsaeure ChEBI OCTANOIC ACID (CAPRYLIC ACID) PDBeChem Octansaeure ChEBI Octylic acid KEGG_COMPOUND acide octanoique WHO_MedNet acido octanoico WHO_MedNet acidum octanoicum WHO_MedNet n-caprylic acid ChemIDplus n-octanoic acid NIST_Chemistry_WebBook n-octoic acid ChemIDplus n-octylic acid ChemIDplus octanoic acid WHO_MedNet octoic acid NIST_Chemistry_WebBook 0 C40H56O2 InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36+,37-/m0/s1 KBPHJBAIARWVSC-RGZFRNHPSA-N 568.87144 568.42803 CC(\C=C\C=C(C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C CHEBI:27324 CHEBI:43817 CHEBI:6576 Beilstein:2068550 CAS:127-40-2 DrugBank:DB00137 Drug_Central:4145 HMDB:HMDB0003233 KEGG:C08601 KNApSAcK:C00003776 LIPID_MAPS_instance:LMPR01070274 MetaCyc:CPD1F-119 PDBeChem:LUT PMID:10714278 PMID:14670087 PMID:23543147 PMID:24451312 Reaxys:2068550 Wikipedia:Lutein (3R,3'R,6'R)-beta,epsilon-carotene-3,3'-diol Lutein lutein chebi_ontology (3R,3'R,6S)-4,5-DIDEHYDRO-5,6-DIHYDRO-BETA,BETA-CAROTENE-3,3'-DIOL Bo-Xan E 161b Xanthophyll CHEBI:28838 lutein lutein CHEBI:28838 Beilstein:2068550 Beilstein CAS:127-40-2 ChemIDplus CAS:127-40-2 KEGG COMPOUND Drug_Central:4145 DrugCentral LIPID_MAPS_instance:LMPR01070274 LIPID MAPS PMID:10714278 Europe PMC PMID:14670087 Europe PMC PMID:23543147 Europe PMC PMID:24451312 Europe PMC Reaxys:2068550 Reaxys (3R,3'R,6'R)-beta,epsilon-carotene-3,3'-diol IUPAC Lutein KEGG_COMPOUND lutein UniProt (3R,3'R,6S)-4,5-DIDEHYDRO-5,6-DIHYDRO-BETA,BETA-CAROTENE-3,3'-DIOL PDBeChem Bo-Xan ChemIDplus E 161b ChEBI Xanthophyll KEGG_COMPOUND A C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics. 0 C18H36O2 InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20) QIQXTHQIDYTFRH-UHFFFAOYSA-N 284.478 284.27153 C(CCCCCCCCCC)CCCCCCC(=O)O CHEBI:25631 CHEBI:45710 Beilstein:608585 CAS:57-11-4 DrugBank:DB03193 Drug_Central:4611 Gmelin:11738 HMDB:HMDB0000827 KEGG:C01530 KEGG:D00119 KNApSAcK:C00001238 LIPID_MAPS_instance:LMFA01010018 MetaCyc:STEARIC_ACID PDBeChem:STE PMID:11425337 PMID:16448636 PMID:17439666 PMID:18982377 PMID:19468063 PMID:19838949 PMID:22735334 PMID:26884207 PMID:7763343 Reaxys:608585 Wikipedia:Stearic_acid Octadecanoic acid octadecanoic acid chebi_ontology 18:0 C18:0 CH3-[CH2]16-COOH Octadecansaeure Oktadekansaeure STEARIC ACID Stearinsaeure acide octadecanoique acide stearique n-octadecanoic acid octadecoic acid stearic acid CHEBI:28842 octadecanoic acid octadecanoic acid CHEBI:28842 Beilstein:608585 Beilstein CAS:57-11-4 ChemIDplus CAS:57-11-4 NIST Chemistry WebBook Drug_Central:4611 DrugCentral Gmelin:11738 Gmelin LIPID_MAPS_instance:LMFA01010018 LIPID MAPS PMID:11425337 Europe PMC PMID:16448636 Europe PMC PMID:17439666 Europe PMC PMID:18982377 Europe PMC PMID:19468063 Europe PMC PMID:19838949 Europe PMC PMID:22735334 Europe PMC PMID:26884207 Europe PMC PMID:7763343 Europe PMC Reaxys:608585 Reaxys Octadecanoic acid KEGG_COMPOUND octadecanoic acid IUPAC 18:0 ChEBI C18:0 ChemIDplus CH3-[CH2]16-COOH IUPAC Octadecansaeure ChemIDplus Oktadekansaeure ChEBI STEARIC ACID PDBeChem Stearinsaeure ChemIDplus acide octadecanoique ChEBI acide stearique ChEBI n-octadecanoic acid NIST_Chemistry_WebBook octadecoic acid ChEBI stearic acid ChEBI 0 C13H10O5 InChI=1S/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3 DFMAXQKDIGCMTL-UHFFFAOYSA-N 246.21550 246.05282 COc1c2ccoc2c(OC)c2oc(=O)ccc12 CHEBI:23815 CHEBI:6040 Beilstein:262337 CAS:482-27-9 KNApSAcK:C00000583 LINCS:LSM-25618 4,9-dimethoxy-7H-furo[3,2-g]chromen-7-one Isopimpinellin isopimpinellin chebi_ontology 5,8-Dimethoxypsoralen 5,8-Dimethoxypsoralene CHEBI:28853 isopimpinellin CHEBI:28853 Beilstein:262337 Beilstein CAS:482-27-9 KEGG COMPOUND 4,9-dimethoxy-7H-furo[3,2-g]chromen-7-one IUPAC Isopimpinellin KEGG_COMPOUND isopimpinellin UniProt 5,8-Dimethoxypsoralen ChemIDplus 5,8-Dimethoxypsoralen KEGG_COMPOUND 5,8-Dimethoxypsoralene ChemIDplus A C24 straight-chain saturated fatty acid. 0 C24H48O2 InChI=1S/C24H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h2-23H2,1H3,(H,25,26) QZZGJDVWLFXDLK-UHFFFAOYSA-N 368.63670 368.36543 CCCCCCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:25467 CHEBI:26892 CHEBI:6458 Beilstein:1728237 CAS:557-59-5 Gmelin:107095 HMDB:HMDB0002003 KEGG:C08320 KNApSAcK:C00001223 LIPID_MAPS_instance:LMFA01010024 MetaCyc:TETRACOSANOATE PMID:21781003 PMID:23019902 PMID:23157011 PMID:23394615 PMID:23871298 PMID:24491713 PMID:3174658 Reaxys:1728237 Wikipedia:Lignoceric_acid Tetracosanoic acid tetracosanoic acid chebi_ontology CH3-[CH2]22-COOH Lignoceric acid Lignozerinsaeure Tetracosansaeure lignoceric acid n-tetracosanoic acid tetracosanic acid tetracosoic acid tetraeicosanoic acid tetraicosanoic acid CHEBI:28866 tetracosanoic acid tetracosanoic acid CHEBI:28866 Beilstein:1728237 Beilstein CAS:557-59-5 ChemIDplus CAS:557-59-5 KEGG COMPOUND CAS:557-59-5 NIST Chemistry WebBook Gmelin:107095 Gmelin LIPID_MAPS_instance:LMFA01010024 LIPID MAPS PMID:21781003 Europe PMC PMID:23019902 Europe PMC PMID:23157011 Europe PMC PMID:23394615 Europe PMC PMID:23871298 Europe PMC PMID:24491713 Europe PMC PMID:3174658 Europe PMC Reaxys:1728237 Reaxys Tetracosanoic acid KEGG_COMPOUND tetracosanoic acid IUPAC CH3-[CH2]22-COOH IUPAC Lignoceric acid KEGG_COMPOUND Lignozerinsaeure ChEBI Tetracosansaeure ChEBI n-tetracosanoic acid ChEBI tetracosanic acid ChEBI tetracosoic acid ChEBI tetraeicosanoic acid ChEBI tetraicosanoic acid ChEBI A member of the class of 1,4-naphthoquinones that is 1,4-naphthoquinone which is substituted at position 2 by a methyl group. It is used as a nutritional supplement and for the treatment of hypoprothrombinemia. 0 C11H8O2 InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3 MJVAVZPDRWSRRC-UHFFFAOYSA-N 172.183 172.05243 CC1=CC(=O)C2=C(C=CC=C2)C1=O CHEBI:27304 CHEBI:46306 CHEBI:6747 CAS:58-27-5 Chemspider:3915 DrugBank:DB00170 Drug_Central:1683 FooDB:FDB000953 HMDB:HMDB0001892 KEGG:C05377 KEGG:D02335 LINCS:LSM-3755 MetaCyc:CPD-3766 PDBeChem:VK3 PMID:10433694 PMID:11372776 PMID:12665684 PMID:12895502 PMID:13779073 PMID:15052609 PMID:15265851 PMID:15613473 PMID:15722567 PMID:16109308 PMID:16140270 PMID:16469140 PMID:1650428 PMID:1697141 PMID:1857739 PMID:18698499 PMID:19593550 PMID:19766112 PMID:2064595 PMID:2333843 PMID:28166217 PMID:30119016 PMID:30609653 PMID:3083821 PMID:31238027 PMID:31520616 PMID:31701430 PMID:32630491 PMID:32798378 PMID:33227312 PMID:33800926 PMID:33901557 PMID:33945810 PMID:34040527 PMID:8785182 PMID:9010592 PMID:9380028 Reaxys:1908453 Wikipedia:Menadione 2-methylnaphthalene-1,4-dione MENADIONE Menadione menadione chebi_ontology 2-Methyl-1,4-naphthochinon 2-methyl-1,4-naphthalenedione 2-methyl-1,4-naphthoquinone 2-methylnaphthoquinone 3-methyl-1,4-naphthoquinone Aquakay Aquinone Hemodal Kappaxin menadion menaphthon menaphthone menaquinone menaquinone 0 vitamin K3 CHEBI:28869 menadione menadione CHEBI:28869 CAS:58-27-5 ChemIDplus CAS:58-27-5 KEGG COMPOUND CAS:58-27-5 NIST Chemistry WebBook Drug_Central:1683 DrugCentral PMID:10433694 Europe PMC PMID:11372776 Europe PMC PMID:12665684 Europe PMC PMID:12895502 Europe PMC PMID:13779073 Europe PMC PMID:15052609 Europe PMC PMID:15265851 Europe PMC PMID:15613473 Europe PMC PMID:15722567 Europe PMC PMID:16109308 Europe PMC PMID:16140270 Europe PMC PMID:16469140 Europe PMC PMID:1650428 Europe PMC PMID:1697141 Europe PMC PMID:1857739 Europe PMC PMID:18698499 Europe PMC PMID:19593550 Europe PMC PMID:19766112 Europe PMC PMID:2064595 Europe PMC PMID:2333843 Europe PMC PMID:28166217 Europe PMC PMID:30119016 Europe PMC PMID:30609653 Europe PMC PMID:3083821 Europe PMC PMID:31238027 Europe PMC PMID:31520616 Europe PMC PMID:31701430 Europe PMC PMID:32630491 Europe PMC PMID:32798378 Europe PMC PMID:33227312 Europe PMC PMID:33800926 Europe PMC PMID:33901557 Europe PMC PMID:33945810 Europe PMC PMID:34040527 Europe PMC PMID:8785182 Europe PMC PMID:9010592 Europe PMC PMID:9380028 Europe PMC Reaxys:1908453 Reaxys 2-methylnaphthalene-1,4-dione IUPAC MENADIONE PDBeChem Menadione KEGG_COMPOUND menadione UniProt 2-Methyl-1,4-naphthochinon ChemIDplus 2-methyl-1,4-naphthalenedione ChemIDplus 2-methyl-1,4-naphthoquinone KEGG_COMPOUND 2-methylnaphthoquinone ChemIDplus 3-methyl-1,4-naphthoquinone ChemIDplus Aquakay ChemIDplus Aquinone ChemIDplus Hemodal ChemIDplus Kappaxin KEGG_DRUG menadion ChemIDplus menaphthon ChemIDplus menaphthone ChemIDplus menaquinone ChemIDplus menaquinone 0 ChemIDplus vitamin K3 ChEBI vitamin K3 ChemIDplus Any glycerophosphoinositol having one phosphatidyl group esterified to one of the hydroxy groups of inositol. CHEBI:18877 CHEBI:494 DrugBank:DB02144 PMID:15634688 PMID:15967713 PMID:17417879 PMID:18189424 PMID:19456874 PMID:23015060 PMID:23118092 Wikipedia:Phosphatidylinositol chebi_ontology PI PtdIns phosphatidylinositols CHEBI:28874 phosphatidylinositol phosphatidylinositol CHEBI:28874 PMID:15634688 Europe PMC PMID:15967713 Europe PMC PMID:17417879 Europe PMC PMID:18189424 Europe PMC PMID:19456874 Europe PMC PMID:23015060 Europe PMC PMID:23118092 Europe PMC PI ChEBI PtdIns ChEBI phosphatidylinositols ChEBI A straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat. 0 C14H28O2 InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16) TUNFSRHWOTWDNC-UHFFFAOYSA-N 228.37090 228.20893 CCCCCCCCCCCCCC(O)=O CHEBI:26897 CHEBI:278516 CHEBI:44232 CHEBI:7056 CHEBI:73168 Beilstein:508624 CAS:544-63-8 DrugBank:DB08231 Gmelin:242115 HMDB:HMDB0000806 KEGG:C06424 KNApSAcK:C00001228 LIPID_MAPS_instance:LMFA01010014 MetaCyc:CPD-7836 PDBeChem:MYR PMID:13129458 PMID:15149689 PMID:16509590 PMID:16554156 PMID:19154695 PMID:19761868 PMID:19786012 PMID:19902021 PMID:19955401 PMID:20634506 PMID:20920594 PMID:21955528 PMID:22030224 PMID:27206979 PMID:28600633 PMID:6802973 Reaxys:508624 Wikipedia:Myristic_acid Tetradecanoic acid myristic acid chebi_ontology 1-tetradecanecarboxylic acid 14 14:0 14:00 C14 CH3-[CH2]12-COOH MYRISTIC ACID Myristic acid Myristinsaeure acide tetradecanoique n-Tetradecan-1-oic acid n-Tetradecoic acid n-tetradecanoic acid tetradecoic acid CHEBI:28875 tetradecanoic acid tetradecanoic acid CHEBI:28875 Beilstein:508624 Beilstein CAS:544-63-8 ChemIDplus CAS:544-63-8 KEGG COMPOUND CAS:544-63-8 NIST Chemistry WebBook Gmelin:242115 Gmelin LIPID_MAPS_instance:LMFA01010014 LIPID MAPS PMID:13129458 Europe PMC PMID:15149689 ChEMBL PMID:16509590 ChEMBL PMID:16554156 ChEMBL PMID:19154695 Europe PMC PMID:19761868 Europe PMC PMID:19786012 Europe PMC PMID:19902021 Europe PMC PMID:19955401 Europe PMC PMID:20634506 Europe PMC PMID:20920594 Europe PMC PMID:21955528 Europe PMC PMID:22030224 Europe PMC PMID:27206979 Europe PMC PMID:28600633 Europe PMC PMID:6802973 ChEMBL Reaxys:508624 Reaxys Tetradecanoic acid KEGG_COMPOUND myristic acid IUPAC 1-tetradecanecarboxylic acid ChEBI 14 ChEBI 14:0 ChEBI 14:00 ChEBI C14 ChEBI CH3-[CH2]12-COOH IUPAC MYRISTIC ACID PDBeChem Myristic acid KEGG_COMPOUND Myristinsaeure ChEBI acide tetradecanoique ChEBI n-Tetradecan-1-oic acid ChemIDplus n-Tetradecoic acid ChemIDplus n-tetradecanoic acid NIST_Chemistry_WebBook tetradecoic acid ChEBI A hexahydroxyflavanone that is the 2,3-dihydro derivative of myricetin. 0 C15H12O8 InChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,14-20,22H KJXSIXMJHKAJOD-UHFFFAOYSA-N 320.25100 320.05322 OC1C(Oc2cc(O)cc(O)c2C1=O)c1cc(O)c(O)c(O)c1 CHEBI:23755 CHEBI:4576 Beilstein:4269977 rel-(2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydro-4H-chromen-4-one chebi_ontology ampelopsin rel-(2R,3R)-3,5,7,3',4',5'-hexahydroxyflavanone CHEBI:28917 dihydromyricetin dihydromyricetin CHEBI:28917 Beilstein:4269977 Beilstein rel-(2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydro-4H-chromen-4-one IUPAC ampelopsin ChEBI rel-(2R,3R)-3,5,7,3',4',5'-hexahydroxyflavanone ChEBI A flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group. 0 C16H14O5 InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1 DJOJDHGQRNZXQQ-AWEZNQCLSA-N 286.27936 286.08412 COc1cc(O)c2C(=O)C[C@H](Oc2c1)c1ccc(O)cc1 CHEBI:25487 CHEBI:8999 Beilstein:92466 CAS:2957-21-3 HMDB:HMDB0030090 KEGG:C09833 KNApSAcK:C00000999 LIPID_MAPS_instance:LMPK12140571 MetaCyc:CPD-7079 PDBeChem:SAK PMID:18522800 PMID:22148193 PMID:22512738 PMID:22895058 PMID:23170811 Reaxys:92466 Wikipedia:Sakuranetin (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-4H-chromen-4-one Sakuranetin chebi_ontology (2S)-sakuranetin (S)-(-)-4',5-dihydroxy-7-methoxyflavanone (S)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one 4',5-dihydroxy-7-methoxyflavanone 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chroman-4-one Naringenin 7-methyl ether CHEBI:28927 sakuranetin sakuranetin CHEBI:28927 Beilstein:92466 Beilstein CAS:2957-21-3 ChemIDplus CAS:2957-21-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140571 LIPID MAPS PMID:18522800 Europe PMC PMID:22148193 Europe PMC PMID:22512738 Europe PMC PMID:22895058 Europe PMC PMID:23170811 Europe PMC Reaxys:92466 Reaxys (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-4H-chromen-4-one IUPAC Sakuranetin KEGG_COMPOUND (2S)-sakuranetin UniProt (S)-(-)-4',5-dihydroxy-7-methoxyflavanone ChemIDplus (S)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one ChemIDplus 4',5-dihydroxy-7-methoxyflavanone IUPHAR 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chroman-4-one IUPHAR Naringenin 7-methyl ether KEGG_COMPOUND A vitamin D supplement and has been isolated from alfalfa. 0 C28H44O InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1 MECHNRXZTMCUDQ-RKHKHRCZSA-N 396.659 396.33922 [H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)\C=C\[C@H](C)C(C)C CHEBI:10007 CHEBI:23937 AGR:IND605848433 Beilstein:1916682 CAS:50-14-6 Chemspider:4444351 DrugBank:DB00153 Drug_Central:2838 FooDB:FDB012811 Gmelin:1310395 HMDB:HMDB0000900 KEGG:C05441 KEGG:D00187 LIPID_MAPS_instance:LMST03010001 MetaCyc:VITAMIN_D2 PDBeChem:D2V PMCID:PMC6578466 PMID:24362707 PMID:24780068 PMID:24854739 PMID:31199458 PMID:31614966 PMID:31987498 PMID:32784944 PMID:34302325 PPDB:107 Patent:US1680818 Patent:US1871136 Patent:US1902785 Patent:US2030792 Wikipedia:Ergocalciferol (3S,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol Vitamin D2 vitamin D2 chebi_ontology (+)-vitamin D2 (3beta,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol (5Z,7E,22E)-(3S)-9,10-seco-5,7,10(19),22-ergostatetraen-3-ol (5Z,7E,22E)-(3S)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol Buco-D Decaps Dee-Ron Deltalin Diactol Doral Drisdol Ertron Geltabs Ostelin Radiostol Radsterin Rodine C Rodinec Sterogyl Vio-D Viosterol Vitamina D2 Vitavel-D activated ergosterol calciferol ercalciol ergocalciferol ergocalciferolum oleovitamin D2 CHEBI:28934 vitamin D2 vitamin D2 CHEBI:28934 AGR:IND605848433 Europe PMC Beilstein:1916682 Beilstein CAS:50-14-6 ChemIDplus CAS:50-14-6 KEGG COMPOUND CAS:50-14-6 NIST Chemistry WebBook Drug_Central:2838 DrugCentral Gmelin:1310395 Gmelin LIPID_MAPS_instance:LMST03010001 LIPID MAPS PMCID:PMC6578466 Europe PMC PMID:24362707 Europe PMC PMID:24780068 Europe PMC PMID:24854739 Europe PMC PMID:31199458 Europe PMC PMID:31614966 Europe PMC PMID:31987498 Europe PMC PMID:32784944 Europe PMC PMID:34302325 Europe PMC (3S,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol IUPAC Vitamin D2 KEGG_COMPOUND vitamin D2 UniProt (+)-vitamin D2 ChemIDplus (3beta,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol NIST_Chemistry_WebBook (5Z,7E,22E)-(3S)-9,10-seco-5,7,10(19),22-ergostatetraen-3-ol LIPID_MAPS (5Z,7E,22E)-(3S)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol JCBN Buco-D ChemIDplus Decaps ChemIDplus Dee-Ron ChemIDplus Deltalin ChemIDplus Diactol ChemIDplus Doral ChemIDplus Drisdol KEGG_DRUG Ertron ChemIDplus Geltabs ChemIDplus Ostelin ChemIDplus Radiostol ChemIDplus Radsterin ChemIDplus Rodine C ChemIDplus Rodinec ChemIDplus Sterogyl ChemIDplus Vio-D ChemIDplus Viosterol ChemIDplus Vitamina D2 ChEBI Vitavel-D ChemIDplus activated ergosterol ChemIDplus calciferol ChemIDplus ercalciol JCBN ergocalciferol WHO_MedNet ergocalciferolum WHO_MedNet oleovitamin D2 NIST_Chemistry_WebBook A hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group. It is the inactive form of vitamin D3, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone. 0 C27H44O InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1 QYSXJUFSXHHAJI-YRZJJWOYSA-N 384.63766 384.33922 [H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\C2=C/C=C1/C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)C CHEBI:10008 CHEBI:23170 CHEBI:46283 Beilstein:2339331 CAS:67-97-0 DrugBank:DB00169 Drug_Central:2840 Gmelin:1267613 HMDB:HMDB0000876 KEGG:C05443 KEGG:D00188 LIPID_MAPS_instance:LMST03020000 LIPID_MAPS_instance:LMST03020001 PDBeChem:VD3 PMID:10347174 PMID:11493580 PMID:12174089 PMID:12955389 PMID:15214747 PMID:15876428 PMID:16886665 PMID:17156784 PMID:184223 PMID:19817701 PMID:23964472 PMID:24304198 PMID:2838261 PMID:2997282 PMID:3494111 PMID:6265326 PMID:9627702 PPDB:160 Reaxys:2339331 Wikipedia:Cholecalciferol (3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol calciol chebi_ontology (+)-vitamin D3 (1S,3Z)-3-[(2E)-2-[(1R,3AR,7AS)-7A-METHYL-1-[(2R)-6-METHYLHEPTAN-2-YL]-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE]ETHYLIDENE]-4-METHYLIDENE-CYCLOHEXAN-1-OL (3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol (5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-trien-3-ol CC Cholecalciferol Delta-D Vitamin D3 activated 7-dehydrocholesterol colecalciferol oleovitamin D3 vitamin D3 CHEBI:28940 calciol calciol CHEBI:28940 Beilstein:2339331 Beilstein CAS:67-97-0 ChemIDplus CAS:67-97-0 KEGG COMPOUND CAS:67-97-0 NIST Chemistry WebBook Drug_Central:2840 DrugCentral Gmelin:1267613 Gmelin LIPID_MAPS_instance:LMST03020000 LIPID MAPS LIPID_MAPS_instance:LMST03020001 LIPID MAPS PMID:10347174 Europe PMC PMID:11493580 Europe PMC PMID:12174089 Europe PMC PMID:12955389 Europe PMC PMID:15214747 Europe PMC PMID:15876428 Europe PMC PMID:16886665 Europe PMC PMID:17156784 Europe PMC PMID:184223 Europe PMC PMID:19817701 Europe PMC PMID:23964472 Europe PMC PMID:24304198 Europe PMC PMID:2838261 Europe PMC PMID:2997282 Europe PMC PMID:3494111 Europe PMC PMID:6265326 Europe PMC PMID:9627702 Europe PMC Reaxys:2339331 Reaxys (3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol IUPAC calciol JCBN calciol UniProt (+)-vitamin D3 NIST_Chemistry_WebBook (1S,3Z)-3-[(2E)-2-[(1R,3AR,7AS)-7A-METHYL-1-[(2R)-6-METHYLHEPTAN-2-YL]-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE]ETHYLIDENE]-4-METHYLIDENE-CYCLOHEXAN-1-OL PDBeChem (3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol NIST_Chemistry_WebBook (5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-trien-3-ol JCBN CC ChemIDplus Cholecalciferol KEGG_COMPOUND Delta-D KEGG_DRUG Vitamin D3 KEGG_COMPOUND Vitamin D3 LIPID_MAPS activated 7-dehydrocholesterol ChemIDplus colecalciferol ChemIDplus oleovitamin D3 NIST_Chemistry_WebBook vitamin D3 ChEBI A straight-chain, C22, long-chain saturated fatty acid. 0 C22H44O2 InChI=1S/C22H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h2-21H2,1H3,(H,23,24) UKMSUNONTOPOIO-UHFFFAOYSA-N 340.592 340.33413 CCCCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:25463 CHEBI:3003 Beilstein:1792887 CAS:112-85-6 Chemspider:7923 Drug_Central:3855 FooDB:FDB005830 Gmelin:232293 HMDB:HMDB0000944 KEGG:C08281 KNApSAcK:C00001211 LIPID_MAPS_instance:LMFA01010022 PDBeChem:EO3 PMID:11124748 PMID:12357383 PMID:15716582 PMID:20565070 PMID:32601219 Reaxys:1792887 Wikipedia:Behenic_acid Docosanoic acid docosanoic acid chebi_ontology 1-docosanoic acid Behenic acid Behensaeure CH3-[CH2]20-COOH Docosanoate Docosansaeure Dokosansaeure Heneicosansaeure docosanic acid docosoic acid n-docosanoic acid CHEBI:28941 docosanoic acid docosanoic acid CHEBI:28941 Beilstein:1792887 Beilstein CAS:112-85-6 ChemIDplus CAS:112-85-6 KEGG COMPOUND CAS:112-85-6 NIST Chemistry WebBook Drug_Central:3855 DrugCentral Gmelin:232293 Gmelin LIPID_MAPS_instance:LMFA01010022 LIPID MAPS PMID:11124748 Europe PMC PMID:12357383 Europe PMC PMID:15716582 Europe PMC PMID:20565070 Europe PMC PMID:32601219 Europe PMC Reaxys:1792887 Reaxys Docosanoic acid KEGG_COMPOUND docosanoic acid IUPAC 1-docosanoic acid ChEBI Behenic acid KEGG_COMPOUND Behensaeure ChEBI CH3-[CH2]20-COOH IUPAC Docosanoate KEGG_COMPOUND Docosansaeure ChEBI Dokosansaeure ChEBI Heneicosansaeure ChEBI docosanic acid ChEBI docosoic acid ChEBI n-docosanoic acid NIST_Chemistry_WebBook A dimethylxanthine having the two methyl groups located at positions 3 and 7. A purine alkaloid derived from the cacao plant, it is found in chocolate, as well as in a number of other foods, and is a vasodilator, diuretic and heart stimulator. 0 C7H8N4O2 InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13) YAPQBXQYLJRXSA-UHFFFAOYSA-N 180.16418 180.06473 Cn1cnc2n(C)c(=O)[nH]c(=O)c12 CHEBI:26939 CHEBI:39914 CHEBI:9521 Beilstein:16464 CAS:83-67-0 DrugBank:DB01412 Drug_Central:2618 Gmelin:143367 HMDB:HMDB0002825 KEGG:C07480 KNApSAcK:C00001509 LINCS:LSM-5483 MetaCyc:3-7-DIMETHYLXANTHINE PDBeChem:37T PMID:10456233 PMID:11600064 PMID:16979558 PMID:18632476 PMID:18964243 PMID:19018565 PMID:21839757 PMID:21871761 PMID:22751681 PMID:22770225 PMID:22824731 PMID:22866022 PMID:23094271 PMID:23236361 PMID:28166217 PMID:9468592 Reaxys:16464 Wikipedia:Theobromine 3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione THEOBROMINE Theobromine theobromine chebi_ontology 3,7-Dimethylxanthine 3,7-dihydro-3,7-dimethyl-1H-purine-2,6-dione 3,7-dimethylpurine-2,6-dione 3,7-dimethylxanthine Theobromin CHEBI:28946 theobromine theobromine CHEBI:28946 Beilstein:16464 Beilstein CAS:83-67-0 ChemIDplus CAS:83-67-0 KEGG COMPOUND CAS:83-67-0 NIST Chemistry WebBook Drug_Central:2618 DrugCentral Gmelin:143367 Gmelin PMID:10456233 Europe PMC PMID:11600064 Europe PMC PMID:16979558 Europe PMC PMID:18632476 Europe PMC PMID:18964243 Europe PMC PMID:19018565 Europe PMC PMID:21839757 Europe PMC PMID:21871761 Europe PMC PMID:22751681 Europe PMC PMID:22770225 Europe PMC PMID:22824731 Europe PMC PMID:22866022 Europe PMC PMID:23094271 Europe PMC PMID:23236361 Europe PMC PMID:28166217 Europe PMC PMID:9468592 Europe PMC Reaxys:16464 Reaxys 3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione IUPAC THEOBROMINE PDBeChem Theobromine KEGG_COMPOUND theobromine ChEBI theobromine UniProt 3,7-Dimethylxanthine KEGG_COMPOUND 3,7-dihydro-3,7-dimethyl-1H-purine-2,6-dione NIST_Chemistry_WebBook 3,7-dimethylpurine-2,6-dione DrugBank 3,7-dimethylxanthine ChEBI Theobromin ChEBI An alpha-amino acid that is glycine in which the alpha-is substituted by a 3-guanidinopropyl group. 0 C6H14N4O2 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10) ODKSFYDXXFIFQN-UHFFFAOYSA-N 174.20112 174.11168 NC(CCCNC(N)=N)C(O)=O CHEBI:22616 CHEBI:2643 Beilstein:1725411 CAS:7200-25-1 KEGG:C02385 PMID:10848923 Reaxys:1725411 Wikipedia:L-Arginine Arginine arginine chebi_ontology 2-Amino-5-guanidinovaleric acid 2-amino-5-(carbamimidamido)pentanoic acid 2-amino-5-guanidinopentanoic acid Arginin Harg CHEBI:29016 arginine arginine CHEBI:29016 Beilstein:1725411 Beilstein CAS:7200-25-1 ChemIDplus PMID:10848923 Europe PMC Reaxys:1725411 Reaxys Arginine KEGG_COMPOUND arginine IUPAC 2-Amino-5-guanidinovaleric acid KEGG_COMPOUND 2-amino-5-(carbamimidamido)pentanoic acid IUPAC 2-amino-5-guanidinopentanoic acid JCBN Arginin ChEBI Harg IUPAC +2 Fe InChI=1S/Fe/q+2 CWYNVVGOOAEACU-UHFFFAOYSA-N 55.84500 55.93384 [Fe++] CHEBI:13319 CHEBI:13321 CHEBI:21129 CHEBI:24876 CHEBI:34754 CHEBI:49599 CAS:15438-31-0 Gmelin:6845 KEGG:C14818 PDBeChem:FE2 Iron(2+) iron(2+) iron(2+) ion iron(II) cation chebi_ontology FE (II) ION Fe(2+) Fe(II) Fe2+ Ferrous ion iron ion(2+) CHEBI:29033 iron(2+) iron(2+) CHEBI:29033 CAS:15438-31-0 ChemIDplus Gmelin:6845 Gmelin Iron(2+) KEGG_COMPOUND iron(2+) IUPAC iron(2+) ion IUPAC iron(II) cation IUPAC FE (II) ION PDBeChem Fe(2+) UniProt Fe(II) KEGG_COMPOUND Fe2+ KEGG_COMPOUND Ferrous ion KEGG_COMPOUND iron ion(2+) ChemIDplus An ion of copper carrying a double positive charge. +2 Cu InChI=1S/Cu/q+2 JPVYNHNXODAKFH-UHFFFAOYSA-N 63.54600 62.92850 [Cu++] CHEBI:20882 CHEBI:23380 CHEBI:49550 CAS:15158-11-9 Gmelin:6855 PDBeChem:CU PMID:23900424 PMID:24168430 Reaxys:3587177 copper(2+) copper(2+) ion copper(II) cation chebi_ontology COPPER (II) ION Cu(2+) Cu(II) Cu2+ copper(II) cation copper, ion (Cu2+) cupric ion CHEBI:29036 copper(2+) copper(2+) CHEBI:29036 CAS:15158-11-9 ChemIDplus Gmelin:6855 Gmelin PMID:23900424 Europe PMC PMID:24168430 Europe PMC Reaxys:3587177 Reaxys copper(2+) IUPAC copper(2+) ion IUPAC copper(II) cation IUPAC COPPER (II) ION PDBeChem Cu(2+) UniProt Cu(II) ChEBI Cu2+ ChEBI copper(II) cation ChEBI copper, ion (Cu2+) ChemIDplus cupric ion ChEBI +3 Mn InChI=1S/Mn/q+3 MMIPFLVOWGHZQD-UHFFFAOYSA-N 54.93805 54.93640 [Mn+3] CHEBI:13383 CHEBI:21436 CHEBI:25157 CHEBI:49743 CAS:14546-48-6 Gmelin:15999 PDBeChem:MN3 manganese(3+) manganese(3+) ion manganese(III) cation chebi_ontology MANGANESE (III) ION Mn(3+) manganese(3+), ion manganic ion CHEBI:29041 manganese(3+) manganese(3+) CHEBI:29041 CAS:14546-48-6 ChemIDplus Gmelin:15999 Gmelin manganese(3+) IUPAC manganese(3+) ion IUPAC manganese(III) cation IUPAC MANGANESE (III) ION PDBeChem Mn(3+) IUPAC Mn(3+) UniProt manganese(3+), ion ChemIDplus manganic ion ChEBI The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate. 0 C6H8O6 InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1 CIWBSHSKHKDKBQ-JLAZNSOCSA-N 176.12410 176.03209 [H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO CHEBI:21240 CHEBI:2868 CHEBI:40892 CHEBI:43473 BPDB:2405 Beilstein:84272 CAS:50-81-7 DrugBank:DB00126 Drug_Central:4072 Gmelin:4087 HMDB:HMDB0000044 KEGG:C00072 KEGG:D00018 KNApSAcK:C00001179 MetaCyc:ASCORBATE PDBeChem:ASC PMID:10799361 PMID:12180551 PMID:12569111 PMID:15917019 PMID:15925292 PMID:15949874 PMID:16425787 PMID:16522902 PMID:16611389 PMID:16725131 PMID:17253561 PMID:17623524 PMID:17636648 PMID:18813862 PMID:19273781 PMID:19580823 PMID:19692922 PMID:22770225 PMID:3015170 PMID:491997 PMID:5477017 PMID:7711198 PMID:8467348 PMID:8726814 PMID:9506998 Reaxys:84272 Wikipedia:Ascorbic_Acid (5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one L-Ascorbic acid L-threo-hex-2-enono-1,4-lactone chebi_ontology ASCORBIC ACID Ascoltin Ascorbic acid Ascorbicap Ascorbinsaeure E 300 E-300 E300 L-(+)-ascorbic acid L-Ascorbate Vitamin C acide ascorbique acido ascorbico acidum ascorbicum acidum ascorbinicum ascorbic acid CHEBI:29073 L-ascorbic acid L-ascorbic acid CHEBI:29073 Beilstein:84272 Beilstein CAS:50-81-7 ChemIDplus CAS:50-81-7 KEGG COMPOUND CAS:50-81-7 NIST Chemistry WebBook Drug_Central:4072 DrugCentral Gmelin:4087 Gmelin PMID:10799361 Europe PMC PMID:12180551 Europe PMC PMID:12569111 Europe PMC PMID:15917019 Europe PMC PMID:15925292 Europe PMC PMID:15949874 Europe PMC PMID:16425787 Europe PMC PMID:16522902 Europe PMC PMID:16611389 Europe PMC PMID:16725131 Europe PMC PMID:17253561 Europe PMC PMID:17623524 Europe PMC PMID:17636648 Europe PMC PMID:18813862 Europe PMC PMID:19273781 Europe PMC PMID:19580823 Europe PMC PMID:19692922 Europe PMC PMID:22770225 Europe PMC PMID:3015170 Europe PMC PMID:491997 Europe PMC PMID:5477017 Europe PMC PMID:7711198 Europe PMC PMID:8467348 Europe PMC PMID:8726814 Europe PMC PMID:9506998 Europe PMC Reaxys:84272 Reaxys (5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one IUPAC L-Ascorbic acid KEGG_COMPOUND L-threo-hex-2-enono-1,4-lactone IUPAC ASCORBIC ACID PDBeChem Ascoltin KEGG_DRUG Ascorbic acid KEGG_COMPOUND Ascorbicap KEGG_DRUG Ascorbinsaeure ChEBI E 300 ChEBI E-300 ChEBI E300 ChEBI L-(+)-ascorbic acid NIST_Chemistry_WebBook L-Ascorbate KEGG_COMPOUND Vitamin C KEGG_COMPOUND acide ascorbique ChemIDplus acido ascorbico ChemIDplus acidum ascorbicum ChemIDplus acidum ascorbinicum ChemIDplus ascorbic acid KEGG_DRUG A monoatomic monocation obtained from sodium. +1 Na InChI=1S/Na/q+1 FKNQFGJONOIPTF-UHFFFAOYSA-N 22.98977 22.98922 [Na+] CHEBI:26717 CHEBI:49766 CHEBI:9175 CAS:17341-25-2 Gmelin:15196 KEGG:C01330 PDBeChem:NA sodium cation sodium(1+) sodium(1+) ion sodium(I) cation chebi_ontology Na(+) Na+ SODIUM ION CHEBI:29101 sodium(1+) sodium(1+) CHEBI:29101 CAS:17341-25-2 ChemIDplus CAS:17341-25-2 NIST Chemistry WebBook Gmelin:15196 Gmelin sodium cation IUPAC sodium(1+) IUPAC sodium(1+) ion IUPAC sodium(I) cation IUPAC Na(+) IUPAC Na(+) UniProt Na+ KEGG_COMPOUND SODIUM ION PDBeChem A monoatomic monocation obtained from potassium. +1 K InChI=1S/K/q+1 NPYPAHLBTDXSSS-UHFFFAOYSA-N 39.09830 38.96316 [K+] CHEBI:26219 CHEBI:49685 CHEBI:8345 CAS:24203-36-9 Gmelin:15203 KEGG:C00238 KEGG:D08403 PDBeChem:K potassium cation potassium(1+) potassium(1+) ion potassium(I) cation chebi_ontology K(+) K+ POTASSIUM ION CHEBI:29103 potassium(1+) potassium(1+) CHEBI:29103 CAS:24203-36-9 NIST Chemistry WebBook Gmelin:15203 Gmelin potassium cation IUPAC potassium(1+) IUPAC potassium(1+) ion IUPAC potassium(I) cation IUPAC K(+) IUPAC K(+) UniProt K+ KEGG_COMPOUND POTASSIUM ION PDBeChem +2 Zn InChI=1S/Zn/q+2 PTFCDOFLOPIGGS-UHFFFAOYSA-N 65.39000 63.92804 [Zn++] CHEBI:10113 CHEBI:27368 CHEBI:49972 CHEBI:49982 CAS:23713-49-7 Gmelin:6869 KEGG:C00038 PDBeChem:ZN zinc(2+) zinc(2+) ion zinc(II) cation chebi_ontology ZINC ION Zn(2+) Zn(II) Zn2+ dietary zinc zinc cation zinc, ion (Zn2+) CHEBI:29105 zinc(2+) zinc(2+) CHEBI:29105 CAS:23713-49-7 ChemIDplus Gmelin:6869 Gmelin zinc(2+) IUPAC zinc(2+) ion IUPAC zinc(II) cation IUPAC ZINC ION PDBeChem Zn(2+) IUPAC Zn(2+) UniProt Zn(II) KEGG_COMPOUND Zn2+ KEGG_COMPOUND dietary zinc ChEBI zinc cation IUPAC zinc, ion (Zn2+) ChemIDplus +2 Ca InChI=1S/Ca/q+2 BHPQYMZQTOCNFJ-UHFFFAOYSA-N 40.07800 39.96149 [Ca++] CHEBI:22988 CHEBI:3308 CHEBI:48760 CAS:14127-61-8 Gmelin:6850 KEGG:C00076 PDBeChem:CA calcium(2+) calcium(2+) ion calcium(II) cation chebi_ontology CALCIUM ION Ca(2+) Ca2+ calcium, doubly charged positive ion CHEBI:29108 calcium(2+) calcium(2+) CHEBI:29108 CAS:14127-61-8 ChemIDplus CAS:14127-61-8 NIST Chemistry WebBook Gmelin:6850 Gmelin calcium(2+) IUPAC calcium(2+) ion IUPAC calcium(II) cation IUPAC CALCIUM ION PDBeChem Ca(2+) IUPAC Ca(2+) UniProt Ca2+ KEGG_COMPOUND calcium, doubly charged positive ion NIST_Chemistry_WebBook -1 ClO InChI=1S/ClO/c1-2/q-1 WQYVRQLZKVEZGA-UHFFFAOYSA-N 51.45210 50.96432 [O-]Cl CAS:14380-61-1 Gmelin:682 Wikipedia:Hypochlorite hypochlorite oxidochlorate(1-) chebi_ontology ClO(-) Hypochlorit [ClO](-) CHEBI:29222 hypochlorite hypochlorite CHEBI:29222 CAS:14380-61-1 ChemIDplus Gmelin:682 Gmelin hypochlorite IUPAC oxidochlorate(1-) IUPAC ClO(-) IUPAC Hypochlorit ChEBI [ClO](-) IUPAC An organosulfur compound in which a thiol group, -SH, is attached to a carbon atom of any aliphatic or aromatic moiety. 0 HSR 33.07300 32.97990 S[*] CHEBI:13443 CHEBI:13696 CHEBI:17366 CHEBI:26969 CHEBI:8766 CHEBI:9556 KEGG:C00145 Wikipedia:Thiol Thiol thiols chebi_ontology Mercaptan Merkaptan RSH a thiol mercaptans thiols CHEBI:29256 thiol thiol CHEBI:29256 Thiol KEGG_COMPOUND thiols IUPAC Mercaptan KEGG_COMPOUND Merkaptan ChEBI RSH IUPAC a thiol UniProt mercaptans ChEBI thiols ChEBI 0 C54H80O20 InChI=1S/C54H80O20/c1-48(2)29-13-16-52(6)30(17-34-54(74-34)31-18-49(3,24-57)35(71-44(66)25-11-9-8-10-12-25)20-51(31,5)32(58)19-53(52,54)7)50(29,4)15-14-33(48)72-47-43(73-46-42(65)40(63)37(60)27(22-56)69-46)38(61)28(23-67-47)70-45-41(64)39(62)36(59)26(21-55)68-45/h8-12,24,26-43,45-47,55-56,58-65H,13-23H2,1-7H3/t26-,27-,28+,29+,30-,31-,32+,33+,34-,35+,36-,37-,38+,39+,40+,41-,42-,43-,45+,46+,47+,49+,50+,51+,52-,53+,54-/m1/s1 RTMPAEPNXWUCGZ-ITFDNFFVSA-N 1049.203 1048.52429 CC1(C)[C@H](CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C[C@H]2O[C@]22[C@@H]3C[C@@](C)(C=O)[C@H](C[C@]3(C)[C@@H](O)C[C@@]12C)OC(=O)c1ccccc1)O[C@@H]1OC[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O CAS:90547-93-6 KEGG:C08927 KNApSAcK:C00003503 Avenacin B-2 chebi_ontology CHEBI:2936 Avenacin B-2 Avenacin B-2 CHEBI:2936 CAS:90547-93-6 KEGG COMPOUND Avenacin B-2 KEGG_COMPOUND CHEBI:29503 4',7-dihydroxyflavone 0 C42H66O15 InChI=1S/C42H66O15/c1-37-13-14-38(2,36(52)53)17-21(37)20-7-8-24-39(3)11-10-25(40(4,19-44)23(39)9-12-42(24,6)41(20,5)16-15-37)55-35-32(29(48)28(47)31(56-35)33(50)51)57-34-30(49)27(46)26(45)22(18-43)54-34/h7,21-32,34-35,43-49H,8-19H2,1-6H3,(H,50,51)(H,52,53)/t21-,22+,23+,24+,25-,26+,27-,28-,29-,30+,31-,32+,34-,35+,37+,38+,39-,40+,41+,42+/m0/s1 FXYSHYMHTAACSV-FTHMGGAWSA-N 810.966 810.44017 C[C@]12CC[C@](C)(C[C@H]1C1=CC[C@@H]3[C@@]4(C)CC[C@H](O[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(O)=O)[C@](C)(CO)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2)C(O)=O CAS:82801-38-5 KEGG:C08930 KNApSAcK:C00003504 Azukisaponin III chebi_ontology CHEBI:2961 Azukisaponin III CHEBI:2961 CAS:82801-38-5 KEGG COMPOUND Azukisaponin III KEGG_COMPOUND A trihydroxyflavone with the hydroxy groups at positions C-5, -6 and -7. 0 C15H10O5 InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H FXNFHKRTJBSTCS-UHFFFAOYSA-N 270.240 270.05282 OC1=C(O)C(O)=C2C(=O)C=C(OC2=C1)C1=CC=CC=C1 Beilstein:272683 CAS:491-67-8 Chemspider:4444924 DrugBank:DB16101 FooDB:FDB012057 HMDB:HMDB0134890 KEGG:C10023 KNApSAcK:C00001022 LINCS:LSM-6355 LIPID_MAPS_instance:LMPK12111095 MetaCyc:CPD-12724 PDBeChem:3WL PMID:10724177 PMID:11513834 PMID:15853750 PMID:22114686 PMID:22891631 PMID:23098745 PMID:23339711 PMID:26268338 PMID:28166217 PMID:31976018 PMID:32618193 PMID:32737471 PMID:32781058 PMID:33062636 PMID:33075645 PMID:33095440 PMID:33121927 PMID:33166766 PMID:33272570 PMID:33348871 PMID:33446085 PMID:33491508 PMID:33511213 PMID:33670013 PMID:33777154 PMID:33779329 PMID:33794322 PMID:33880917 PMID:33921971 PMID:33939310 PMID:33996574 PMID:34008261 PMID:34015760 PMID:34038512 PMID:34044073 PMID:34060266 PMID:34072443 PMID:59001 Patent:CN102429899 Reaxys:272683 Wikipedia:Baicalein 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one Baicalein chebi_ontology 5,6,7-Trihydroxyflavone 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one Noroxylin CHEBI:2979 baicalein baicalein CHEBI:2979 Beilstein:272683 Beilstein CAS:491-67-8 ChemIDplus CAS:491-67-8 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111095 LIPID MAPS PMID:10724177 Europe PMC PMID:11513834 Europe PMC PMID:15853750 Europe PMC PMID:22114686 Europe PMC PMID:22891631 Europe PMC PMID:23098745 Europe PMC PMID:23339711 Europe PMC PMID:26268338 Europe PMC PMID:28166217 Europe PMC PMID:31976018 Europe PMC PMID:32618193 Europe PMC PMID:32737471 Europe PMC PMID:32781058 Europe PMC PMID:33062636 Europe PMC PMID:33075645 Europe PMC PMID:33095440 Europe PMC PMID:33121927 Europe PMC PMID:33166766 Europe PMC PMID:33272570 Europe PMC PMID:33348871 Europe PMC PMID:33446085 Europe PMC PMID:33491508 Europe PMC PMID:33511213 Europe PMC PMID:33670013 Europe PMC PMID:33777154 Europe PMC PMID:33779329 Europe PMC PMID:33794322 Europe PMC PMID:33880917 Europe PMC PMID:33921971 Europe PMC PMID:33939310 Europe PMC PMID:33996574 Europe PMC PMID:34008261 Europe PMC PMID:34015760 Europe PMC PMID:34038512 Europe PMC PMID:34044073 Europe PMC PMID:34060266 Europe PMC PMID:34072443 Europe PMC PMID:59001 Europe PMC Reaxys:272683 Reaxys 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one IUPAC Baicalein KEGG_COMPOUND 5,6,7-Trihydroxyflavone KEGG_COMPOUND 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one IUPAC Noroxylin ChemIDplus A hexitol produced by a variety of organisms including bacteria, fungi, lichens and plants. 0 C6H14O6 182.172 182.07904 CHEBI:14574 CHEBI:25163 PMID:24269997 PMID:24323504 PMID:24374122 PMID:24861101 Wikipedia:Mannitol mannitol chebi_ontology CHEBI:29864 mannitol mannitol CHEBI:29864 PMID:24269997 Europe PMC PMID:24323504 Europe PMC PMID:24374122 Europe PMC PMID:24861101 Europe PMC mannitol IUPAC +3 B InChI=1S/B/q+3 FRWDHMWMHYXNLW-UHFFFAOYSA-N 10.81100 11.00766 [B+3] CAS:22537-21-9 boron(3+) boron(3+) ion boron(III) cation chebi_ontology B(3+) Boron, ion(3+) CHEBI:30168 boron(3+) boron(3+) CHEBI:30168 CAS:22537-21-9 ChemIDplus boron(3+) IUPAC boron(3+) ion IUPAC boron(III) cation IUPAC B(3+) IUPAC Boron, ion(3+) ChemIDplus A kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage. 0 C21H20O11 InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15-,17+,18-,21+/m1/s1 JPUKWEQWGBDDQB-QSOFNFLRSA-N 448.378 448.10056 C1(=C(C(C2=C(C=C(C=C2O1)O)O)=O)O[C@H]3[C@H](O)[C@H]([C@@H]([C@@H](CO)O3)O)O)C=4C=CC(O)=CC4 CHEBI:132836 CHEBI:31745 CAS:480-10-4 HMDB:HMDB0037429 KEGG:C12249 KNApSAcK:C00005138 LIPID_MAPS_instance:LMPK12111725 MetaCyc:CPD1F-453 PMID:21329934 PMID:21466157 PMID:22210036 PMID:22489129 PMID:22766709 Reaxys:1359980 Wikipedia:Astragalin 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one Kaempferol 3-O-beta-D-glucoside chebi_ontology 3,4',5,7-Tetrahydroxyflavone-3-glucoside 4H-1-Benzopyran-4-one, 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)- 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl beta-D-glucopyranoside Astragalin Kaempferol 3-O-glucoside astragaline kaempferol-3-O-beta-glucopyranoside CHEBI:30200 kaempferol 3-O-beta-D-glucoside CHEBI:30200 CAS:480-10-4 ChemIDplus CAS:480-10-4 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111725 LIPID MAPS PMID:21329934 Europe PMC PMID:21466157 Europe PMC PMID:22210036 Europe PMC PMID:22489129 Europe PMC PMID:22766709 Europe PMC Reaxys:1359980 Reaxys 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one IUPAC Kaempferol 3-O-beta-D-glucoside KEGG_COMPOUND 3,4',5,7-Tetrahydroxyflavone-3-glucoside ChemIDplus 4H-1-Benzopyran-4-one, 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)- ChemIDplus 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl beta-D-glucopyranoside ChEBI Astragalin ChemIDplus Kaempferol 3-O-glucoside KEGG_COMPOUND astragaline ChEBI kaempferol-3-O-beta-glucopyranoside ChEBI A tetrasaccharide comprising residues of galactose, N-acetylglucosamine, galactose and glucose in a linear sequence, all joined by beta-linkages. 0 C26H45NO21 InChI=1S/C26H45NO21/c1-6(32)27-11-21(47-25-18(39)15(36)12(33)7(2-28)44-25)13(34)8(3-29)43-24(11)48-22-14(35)9(4-30)45-26(19(22)40)46-20-10(5-31)42-23(41)17(38)16(20)37/h7-26,28-31,33-41H,2-5H2,1H3,(H,27,32)/t7-,8-,9-,10-,11-,12+,13-,14+,15+,16-,17-,18-,19-,20-,21-,22+,23?,24+,25+,26+/m1/s1 AXQLFFDZXPOFPO-FSGZUBPKSA-N 707.632 707.24841 CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O CHEBI:10379 CHEBI:12348 CHEBI:13377 CHEBI:22759 CHEBI:22771 GlyGen:G45827GY GlyTouCan:G45827GY KEGG:C06371 KEGG:G00395 PMID:10420591 PMID:10571152 PMID:11425797 PMID:12950254 PMID:15158661 PMID:16442513 PMID:18280461 PMID:1954629 PMID:2413844 PMID:2776132 PMID:3274083 PMID:6083447 PMID:6194884 PMID:7574700 PMID:7790083 PMID:9271064 Reaxys:4780271 Lacto-N-tetraose beta-D-Gal-(1->3)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc beta-D-gal-(1->3)-beta-D-glcNAc-(1->3)-beta-D-gal-(1->4)-D-glc beta-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-D-glucopyranose chebi_ontology (Gal)2 (Glc)1 (GlcNAc)1 Galbeta1-3GlcNAcbeta1-3Galbeta1-4Glc LNT Lacto-N-tetraose Lc4 WURCS=2.0/3,4,3/[a2122h-1x_1-5][a2112h-1b_1-5][a2122h-1b_1-5_2*NCC/3=O]/1-2-3-2/a4-b1_b3-c1_c3-d1 beta-Gal1,3-beta-GlcNAc1,3-beta-Gal1,4-Glc r-Lactotetraose-HSA CHEBI:30248 beta-D-Gal-(1->3)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc CHEBI:30248 PMID:10420591 Europe PMC PMID:10571152 Europe PMC PMID:11425797 Europe PMC PMID:12950254 Europe PMC PMID:15158661 Europe PMC PMID:16442513 Europe PMC PMID:18280461 Europe PMC PMID:1954629 Europe PMC PMID:2413844 Europe PMC PMID:2776132 Europe PMC PMID:3274083 Europe PMC PMID:6083447 Europe PMC PMID:6194884 Europe PMC PMID:7574700 Europe PMC PMID:7790083 Europe PMC PMID:9271064 Europe PMC Reaxys:4780271 Reaxys beta-D-Gal-(1->3)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc KEGG_COMPOUND beta-D-Gal-(1->3)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc UniProt beta-D-gal-(1->3)-beta-D-glcNAc-(1->3)-beta-D-gal-(1->4)-D-glc ChEBI beta-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->4)-D-glucopyranose IUPAC (Gal)2 (Glc)1 (GlcNAc)1 ChEBI Galbeta1-3GlcNAcbeta1-3Galbeta1-4Glc ChEBI LNT KEGG_GLYCAN Lacto-N-tetraose KEGG_COMPOUND Lc4 KEGG_GLYCAN WURCS=2.0/3,4,3/[a2122h-1x_1-5][a2112h-1b_1-5][a2122h-1b_1-5_2*NCC/3=O]/1-2-3-2/a4-b1_b3-c1_c3-d1 GlyTouCan beta-Gal1,3-beta-GlcNAc1,3-beta-Gal1,4-Glc ChEBI r-Lactotetraose-HSA KEGG_GLYCAN +2 Sn InChI=1S/Sn/q+2 IUTCEZPPWBHGIX-UHFFFAOYSA-N 118.71000 119.90111 [Sn++] CAS:22541-90-8 Gmelin:6867 tin(2+) tin(2+) ion tin(II) cation chebi_ontology Sn(2+) Tin, ion (Sn2+) CHEBI:30475 tin(2+) tin(2+) CHEBI:30475 CAS:22541-90-8 ChemIDplus Gmelin:6867 Gmelin tin(2+) IUPAC tin(2+) ion IUPAC tin(II) cation IUPAC Sn(2+) IUPAC Tin, ion (Sn2+) ChemIDplus An oxodicarboxylic acid that is succinic acid bearing a single oxo group. 0 C4H4O5 InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9) KHPXUQMNIQBQEV-UHFFFAOYSA-N 132.07160 132.00587 OC(=O)CC(=O)C(O)=O CHEBI:24959 CHEBI:25734 CHEBI:7812 Beilstein:1705475 CAS:328-42-7 Gmelin:1042886 HMDB:HMDB0000223 KEGG:C00036 KNApSAcK:C00001197 LIPID_MAPS_instance:LMFA01170061 MetaCyc:OXALACETIC_ACID PDBeChem:OAA PMID:15710237 PMID:17190852 PMID:19793063 PMID:21825143 PMID:22451473 PMID:28322963 PMID:4014670 PMID:8422384 Patent:US2011064679 Reaxys:1705475 Wikipedia:Oxaloacetic_acid 2-oxobutanedioic acid Oxaloacetic acid chebi_ontology 2-Oxobutanedioic acid 2-oxosuccinic acid 3-carboxy-3-oxopropanoic acid OAA Oxalacetic acid Oxosuccinic acid keto-succinic acid ketosuccinic acid oxobutanedioic acid CHEBI:30744 oxaloacetic acid oxaloacetic acid CHEBI:30744 Beilstein:1705475 Beilstein CAS:328-42-7 ChemIDplus CAS:328-42-7 KEGG COMPOUND CAS:328-42-7 NIST Chemistry WebBook Gmelin:1042886 Gmelin LIPID_MAPS_instance:LMFA01170061 LIPID MAPS PMID:15710237 Europe PMC PMID:17190852 Europe PMC PMID:19793063 Europe PMC PMID:21825143 Europe PMC PMID:22451473 Europe PMC PMID:28322963 Europe PMC PMID:4014670 Europe PMC PMID:8422384 Europe PMC Reaxys:1705475 Reaxys 2-oxobutanedioic acid IUPAC Oxaloacetic acid KEGG_COMPOUND 2-Oxobutanedioic acid KEGG_COMPOUND 2-oxosuccinic acid NIST_Chemistry_WebBook 3-carboxy-3-oxopropanoic acid IUPAC OAA NIST_Chemistry_WebBook Oxalacetic acid KEGG_COMPOUND Oxosuccinic acid KEGG_COMPOUND keto-succinic acid ChEBI ketosuccinic acid NIST_Chemistry_WebBook oxobutanedioic acid ChEBI A monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group. 0 C8H8O2 InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10) WLJVXDMOQOGPHL-UHFFFAOYSA-N 136.14792 136.05243 OC(=O)Cc1ccccc1 CHEBI:25977 CHEBI:44686 CHEBI:8085 Beilstein:1099647 CAS:103-82-2 Drug_Central:4624 ECMDB:ECMDB04128 Gmelin:68976 HMDB:HMDB0000209 KEGG:C07086 KNApSAcK:C00000750 MetaCyc:PHENYLACETATE PDBeChem:PAC PMID:12147706 PMID:12569987 PMID:15057459 PMID:15506622 PMID:15646820 PMID:17622769 PMID:2083978 PMID:24587751 PMID:24631718 PMID:7544181 PMID:7716788 Reaxys:1099647 Wikipedia:Phenylacetic_acid YMDB:YMDB00891 Phenylacetic acid phenylacetic acid chebi_ontology 2-PHENYLACETIC ACID 2-Phenylethanoic acid Benzeneacetic acid Benzylformic acid Omega-Phenylacetic acid PA alpha-toluic acid benzeneacetic acid omega-phenylacetic acid CHEBI:30745 phenylacetic acid phenylacetic acid CHEBI:30745 Beilstein:1099647 Beilstein CAS:103-82-2 ChemIDplus CAS:103-82-2 KEGG COMPOUND CAS:103-82-2 NIST Chemistry WebBook Drug_Central:4624 DrugCentral Gmelin:68976 Gmelin PMID:12147706 Europe PMC PMID:12569987 Europe PMC PMID:15057459 Europe PMC PMID:15506622 Europe PMC PMID:15646820 Europe PMC PMID:17622769 Europe PMC PMID:2083978 Europe PMC PMID:24587751 Europe PMC PMID:24631718 Europe PMC PMID:7544181 Europe PMC PMID:7716788 Europe PMC Reaxys:1099647 Reaxys Phenylacetic acid KEGG_COMPOUND phenylacetic acid IUPAC 2-PHENYLACETIC ACID PDBeChem 2-Phenylethanoic acid HMDB Benzeneacetic acid KEGG_COMPOUND Benzylformic acid KEGG_COMPOUND Omega-Phenylacetic acid HMDB PA ChEBI alpha-toluic acid NIST_Chemistry_WebBook benzeneacetic acid NIST_Chemistry_WebBook omega-phenylacetic acid HMDB A monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring. 0 C7H6O3 InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10) FJKROLUGYXJWQN-UHFFFAOYSA-N 138.12074 138.03169 OC(=O)c1ccc(O)cc1 CHEBI:1858 CHEBI:20398 CHEBI:44949 Beilstein:970950 CAS:99-96-7 DrugBank:DB04242 ECMDB:ECMDB00500 Gmelin:3102 HMDB:HMDB0000500 KEGG:C00156 KNApSAcK:C00000856 PDBeChem:PHB PMID:17185273 PMID:22770225 PMID:24128482 PMID:24236566 Reaxys:970950 Wikipedia:4-Hydroxybenzoic_acid YMDB:YMDB00495 4-Hydroxybenzoic acid 4-hydroxybenzoic acid chebi_ontology 4-carboxyphenol P-HYDROXYBENZOIC ACID p-hydroxybenzoic acid p-salicylic acid CHEBI:30763 4-hydroxybenzoic acid CHEBI:30763 Beilstein:970950 Beilstein CAS:99-96-7 ChemIDplus CAS:99-96-7 KEGG COMPOUND CAS:99-96-7 NIST Chemistry WebBook Gmelin:3102 Gmelin PMID:17185273 Europe PMC PMID:22770225 Europe PMC PMID:24128482 Europe PMC PMID:24236566 Europe PMC Reaxys:970950 Reaxys 4-Hydroxybenzoic acid KEGG_COMPOUND 4-hydroxybenzoic acid IUPAC 4-carboxyphenol NIST_Chemistry_WebBook P-HYDROXYBENZOIC ACID PDBeChem p-hydroxybenzoic acid NIST_Chemistry_WebBook p-salicylic acid NIST_Chemistry_WebBook A monohydroxybenzoic acid that is benzoic acid substituted by a hydroxy group at position 3. It has been isolated from Taxus baccata. It is used as an intermediate in the synthesis of plasticisers, resins, pharmaceuticals, etc. 0 C7H6O3 InChI=1S/C7H6O3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H,(H,9,10) IJFXRHURBJZNAO-UHFFFAOYSA-N 138.12074 138.03169 OC(=O)c1cccc(O)c1 CHEBI:1538 CHEBI:20064 CHEBI:39892 Beilstein:508160 CAS:99-06-9 Gmelin:3338 HMDB:HMDB0002466 KEGG:C00587 KNApSAcK:C00040822 PDBeChem:3HB PMID:21539432 PMID:23113660 PMID:23392766 PMID:23718125 PMID:28166217 Reaxys:508160 Wikipedia:3-Hydroxybenzoic_acid 3-HYDROXYBENZOIC ACID 3-Hydroxybenzoic acid 3-hydroxybenzoic acid chebi_ontology 3-carboxyphenol m-Hydroxybenzoic acid m-hydroxybenzoic acid m-salicylic acid CHEBI:30764 3-hydroxybenzoic acid CHEBI:30764 Beilstein:508160 Beilstein CAS:99-06-9 ChemIDplus CAS:99-06-9 KEGG COMPOUND CAS:99-06-9 NIST Chemistry WebBook Gmelin:3338 Gmelin PMID:21539432 Europe PMC PMID:23113660 Europe PMC PMID:23392766 Europe PMC PMID:23718125 Europe PMC PMID:28166217 Europe PMC Reaxys:508160 Reaxys 3-HYDROXYBENZOIC ACID PDBeChem 3-Hydroxybenzoic acid KEGG_COMPOUND 3-hydroxybenzoic acid IUPAC 3-carboxyphenol NIST_Chemistry_WebBook m-Hydroxybenzoic acid KEGG_COMPOUND m-hydroxybenzoic acid NIST_Chemistry_WebBook m-salicylic acid NIST_Chemistry_WebBook A short-chain saturated fatty acid comprising ethane attached to the carbon of a carboxy group. 0 C3H6O2 InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5) XBDQKXXYIPTUBI-UHFFFAOYSA-N 74.07850 74.03678 CCC(O)=O CHEBI:26304 CHEBI:45227 CHEBI:8476 Beilstein:506071 CAS:79-09-4 DrugBank:DB03766 Gmelin:1821 KEGG:C00163 KEGG:D02310 LIPID_MAPS_instance:LMFA01010003 PDBeChem:PPI PMID:15868474 PMID:1628870 PMID:16763906 PPDB:1341 Propionic acid propanoic acid propionic acid chebi_ontology CH3-CH2-COOH PA PROPANOIC ACID Propanoic acid Propionsaeure acide propanoique acide propionique carboxyethane ethanecarboxylic acid ethylformic acid metacetonic acid methylacetic acid propioic acid propoic acid pseudoacetic acid CHEBI:30768 propionic acid propionic acid CHEBI:30768 Beilstein:506071 Beilstein CAS:79-09-4 ChemIDplus CAS:79-09-4 KEGG COMPOUND CAS:79-09-4 NIST Chemistry WebBook Gmelin:1821 Gmelin LIPID_MAPS_instance:LMFA01010003 LIPID MAPS PMID:15868474 Europe PMC PMID:1628870 Europe PMC PMID:16763906 Europe PMC Propionic acid KEGG_COMPOUND propanoic acid IUPAC propionic acid IUPAC CH3-CH2-COOH IUPAC PA ChEBI PROPANOIC ACID PDBeChem Propanoic acid KEGG_COMPOUND Propionsaeure ChEBI acide propanoique ChEBI acide propionique NIST_Chemistry_WebBook carboxyethane ChemIDplus ethanecarboxylic acid ChemIDplus ethylformic acid ChemIDplus metacetonic acid ChemIDplus methylacetic acid ChemIDplus propioic acid LIPID_MAPS propoic acid ChEBI pseudoacetic acid ChemIDplus A tricarboxylic acid that is propane-1,2,3-tricarboxylic acid bearing a hydroxy substituent at position 2. It is an important metabolite in the pathway of all aerobic organisms. 0 C6H8O7 InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12) KRKNYBCHXYNGOX-UHFFFAOYSA-N 192.123 192.02700 OC(=O)CC(O)(CC(O)=O)C(O)=O CHEBI:23322 CHEBI:3727 CHEBI:41523 BPDB:1359 Beilstein:782061 CAS:77-92-9 DrugBank:DB04272 Drug_Central:666 Gmelin:4240 HMDB:HMDB0000094 KEGG:C00158 KEGG:D00037 KNApSAcK:C00007619 MetaCyc:CIT PDBeChem:CIT PMID:11762832 PMID:11782123 PMID:11857437 PMID:14537820 PMID:15311880 PMID:15934243 PMID:16232627 PMID:17190852 PMID:17357118 PMID:17604395 PMID:18298573 PMID:18960216 PMID:19288211 PMID:22115968 PMID:22192423 PMID:22264346 PMID:22373571 PMID:22509852 Reaxys:782061 Wikipedia:Citric_Acid 2-hydroxypropane-1,2,3-tricarboxylic acid CITRIC ACID Citric acid chebi_ontology 2-Hydroxy-1,2,3-propanetricarboxylic acid 2-Hydroxytricarballylic acid 3-Carboxy-3-hydroxypentane-1,5-dioic acid Citronensaeure E330 H3cit CHEBI:30769 citric acid citric acid CHEBI:30769 Beilstein:782061 Beilstein CAS:77-92-9 ChemIDplus CAS:77-92-9 KEGG COMPOUND CAS:77-92-9 NIST Chemistry WebBook Drug_Central:666 DrugCentral Gmelin:4240 Gmelin PMID:11762832 Europe PMC PMID:11782123 Europe PMC PMID:11857437 Europe PMC PMID:14537820 Europe PMC PMID:15311880 Europe PMC PMID:15934243 Europe PMC PMID:16232627 Europe PMC PMID:17190852 Europe PMC PMID:17357118 Europe PMC PMID:17604395 Europe PMC PMID:18298573 Europe PMC PMID:18960216 Europe PMC PMID:19288211 Europe PMC PMID:22115968 Europe PMC PMID:22192423 Europe PMC PMID:22264346 Europe PMC PMID:22373571 Europe PMC PMID:22509852 Europe PMC Reaxys:782061 Reaxys 2-hydroxypropane-1,2,3-tricarboxylic acid IUPAC CITRIC ACID PDBeChem Citric acid KEGG_COMPOUND 2-Hydroxy-1,2,3-propanetricarboxylic acid KEGG_COMPOUND 2-Hydroxytricarballylic acid KEGG_COMPOUND 3-Carboxy-3-hydroxypentane-1,5-dioic acid HMDB Citronensaeure ChEBI E330 ChEBI H3cit IUPAC A trihydroxybenzoic acid in which the hydroxy groups are at positions 3, 4, and 5. 0 C7H6O5 InChI=1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12) LNTHITQWFMADLM-UHFFFAOYSA-N 170.11954 170.02152 OC(=O)c1cc(O)c(O)c(O)c1 CHEBI:24180 CHEBI:5268 Beilstein:2050274 CAS:149-91-7 Gmelin:27336 HMDB:HMDB0005807 KEGG:C01424 KNApSAcK:C00002647 LINCS:LSM-37191 MetaCyc:CPD-183 PMID:11032918 PMID:14598907 PMID:17426744 PMID:18314336 PMID:19812218 PMID:20441561 PMID:21805983 PMID:24010549 PMID:24342507 Reaxys:2050274 Wikipedia:Gallic_acid 3,4,5-trihydroxybenzoic acid Gallic acid chebi_ontology 3,4,5-Trihydroxybenzoic acid 3,4,5-trihydroxybenzoic acid Pyrogallol-5-carboxylic acid CHEBI:30778 gallic acid gallic acid CHEBI:30778 Beilstein:2050274 Beilstein CAS:149-91-7 ChemIDplus CAS:149-91-7 KEGG COMPOUND CAS:149-91-7 NIST Chemistry WebBook Gmelin:27336 Gmelin PMID:11032918 Europe PMC PMID:14598907 Europe PMC PMID:17426744 Europe PMC PMID:18314336 Europe PMC PMID:19812218 Europe PMC PMID:20441561 Europe PMC PMID:21805983 Europe PMC PMID:24010549 Europe PMC PMID:24342507 Europe PMC Reaxys:2050274 Reaxys 3,4,5-trihydroxybenzoic acid IUPAC Gallic acid KEGG_COMPOUND 3,4,5-Trihydroxybenzoic acid KEGG_COMPOUND 3,4,5-trihydroxybenzoic acid ChEBI Pyrogallol-5-carboxylic acid KEGG_COMPOUND An alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group. 0 C3H4O4 InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7) OFOBLEOULBTSOW-UHFFFAOYSA-N 104.06146 104.01096 OC(=O)CC(O)=O CHEBI:25132 CHEBI:44060 CHEBI:6660 Beilstein:1751370 CAS:141-82-2 DrugBank:DB02175 Gmelin:2550 HMDB:HMDB0000691 KEGG:C00383 KNApSAcK:C00001193 LIPID_MAPS_instance:LMFA01170041 MetaCyc:MALONATE PDBeChem:MLA PMID:22770225 Reaxys:1751370 Wikipedia:Malonic_acid MALONIC ACID Malonic acid propanedioic acid chebi_ontology H2malo HOOC-CH2-COOH Propanedioic acid CHEBI:30794 malonic acid malonic acid CHEBI:30794 Beilstein:1751370 Beilstein CAS:141-82-2 ChemIDplus CAS:141-82-2 KEGG COMPOUND CAS:141-82-2 NIST Chemistry WebBook Gmelin:2550 Gmelin LIPID_MAPS_instance:LMFA01170041 LIPID MAPS PMID:22770225 Europe PMC Reaxys:1751370 Reaxys MALONIC ACID PDBeChem Malonic acid KEGG_COMPOUND propanedioic acid IUPAC H2malo IUPAC HOOC-CH2-COOH IUPAC Propanedioic acid KEGG_COMPOUND A straight-chain, twelve-carbon medium-chain saturated fatty acid with strong bactericidal properties; the main fatty acid in coconut oil and palm kernel oil. 0 C12H24O2 InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14) POULHZVOKOAJMA-UHFFFAOYSA-N 200.31780 200.17763 CCCCCCCCCCCC(O)=O CHEBI:23864 CHEBI:23865 CHEBI:41882 CHEBI:4680 Beilstein:1099477 CAS:143-07-7 DrugBank:DB03017 Drug_Central:4642 Gmelin:103520 HMDB:HMDB0000638 KEGG:C02679 KNApSAcK:C00001221 LIPID_MAPS_instance:LMFA01010012 MetaCyc:DODECANOATE PDBeChem:DAO PMID:19387482 PMID:26884207 Reaxys:1099477 UM-BBD_compID:c0566 Wikipedia:Lauric_acid Dodecanoic acid dodecanoic acid chebi_ontology 1-undecanecarboxylic acid ABL C12 fatty acid C12:0 CH3-[CH2]10-COOH Coconut oil fatty acids DAO Dodecylcarboxylate Dodecylic acid Duodecyclic acid Duodecylic acid LAURIC ACID Lauric acid Laurinsaeure Laurostearic acid N-dodecanoic acid Undecane-1-carboxylic acid Vulvic acid dodecoic acid lauric acid n-dodecanoic acid CHEBI:30805 dodecanoic acid dodecanoic acid CHEBI:30805 Beilstein:1099477 Beilstein CAS:143-07-7 ChemIDplus CAS:143-07-7 KEGG COMPOUND CAS:143-07-7 NIST Chemistry WebBook Drug_Central:4642 DrugCentral Gmelin:103520 Gmelin LIPID_MAPS_instance:LMFA01010012 LIPID MAPS PMID:19387482 Europe PMC PMID:26884207 Europe PMC Reaxys:1099477 Reaxys UM-BBD_compID:c0566 UM-BBD Dodecanoic acid KEGG_COMPOUND dodecanoic acid IUPAC 1-undecanecarboxylic acid DrugBank ABL DrugBank C12 fatty acid DrugBank C12:0 ChEBI CH3-[CH2]10-COOH IUPAC Coconut oil fatty acids DrugBank DAO DrugBank Dodecylcarboxylate KEGG_COMPOUND Dodecylic acid DrugBank Duodecyclic acid DrugBank Duodecylic acid DrugBank LAURIC ACID PDBeChem Lauric acid KEGG_COMPOUND Laurinsaeure ChEBI Laurinsaeure DrugBank Laurostearic acid DrugBank N-dodecanoic acid DrugBank Undecane-1-carboxylic acid DrugBank Vulvic acid DrugBank dodecoic acid NIST_Chemistry_WebBook lauric acid ChEBI n-dodecanoic acid NIST_Chemistry_WebBook 0 C14H10O9 InChI=1S/C14H10O9/c15-7-2-6(3-8(16)11(7)18)14(22)23-10-4-5(13(20)21)1-9(17)12(10)19/h1-4,15-19H,(H,20,21) COVFEVWNJUOYRL-UHFFFAOYSA-N 322.22380 322.03248 OC(=O)c1cc(O)c(O)c(OC(=O)c2cc(O)c(O)c(O)c2)c1 CHEBI:23723 CHEBI:4543 Beilstein:2177723 CAS:536-08-3 KEGG:C01572 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoic acid Digallic acid chebi_ontology Gallic acid 3-monogallate CHEBI:30814 digallic acid digallic acid CHEBI:30814 Beilstein:2177723 Beilstein CAS:536-08-3 ChemIDplus CAS:536-08-3 KEGG COMPOUND 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoic acid IUPAC Digallic acid KEGG_COMPOUND Gallic acid 3-monogallate ChemIDplus A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. 0 C8H8O4 InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11) WKOLLVMJNQIZCI-UHFFFAOYSA-N 168.14672 168.04226 COc1cc(ccc1O)C(O)=O CHEBI:27278 CHEBI:9933 Beilstein:2208364 CAS:121-34-6 DrugBank:DB02130 Gmelin:1472811 HMDB:HMDB0000484 KEGG:C06672 KNApSAcK:C00002682 PDBeChem:VNL PMID:20482617 PMID:24078147 PMID:24314059 YMDB:YMDB01802 4-hydroxy-3-methoxybenzoic acid Vanillic acid chebi_ontology 4-Hydroxy-3-methoxybenzoic acid CHEBI:30816 vanillic acid vanillic acid CHEBI:30816 Beilstein:2208364 Beilstein CAS:121-34-6 ChemIDplus CAS:121-34-6 KEGG COMPOUND CAS:121-34-6 NIST Chemistry WebBook Gmelin:1472811 Gmelin PMID:20482617 Europe PMC PMID:24078147 Europe PMC PMID:24314059 Europe PMC 4-hydroxy-3-methoxybenzoic acid IUPAC Vanillic acid KEGG_COMPOUND 4-Hydroxy-3-methoxybenzoic acid KEGG_COMPOUND A pentacyclic triterpenoid that is olean-12-ene substituted by a hydroxy group at position 3, an oxo group at position 11 and a carboxy group at position 30. 0 C30H46O4 InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1 MPDGHEJMBKOTSU-YKLVYJNSSA-N 470.68380 470.33961 [H][C@@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O CHEBI:24417 CHEBI:5507 Beilstein:2229654 CAS:1449-05-4 CAS:471-53-4 Drug_Central:3178 KEGG:C02283 KEGG:D00156 KNApSAcK:C00003521 PDBeChem:CBW PMID:14411793 PMID:17166674 PMID:18771671 PMID:24386942 Reaxys:2229654 Wikipedia:Glycyrrhetinic_acid 3beta-hydroxy-11-oxoolean-12-en-30-oic acid Glycyrrhetinic acid chebi_ontology 18beta-glycyrrhetic acid Enoxolone CHEBI:30853 glycyrrhetinic acid CHEBI:30853 Beilstein:2229654 Beilstein CAS:1449-05-4 KEGG COMPOUND CAS:471-53-4 ChemIDplus CAS:471-53-4 KEGG COMPOUND Drug_Central:3178 DrugCentral PMID:14411793 Europe PMC PMID:17166674 Europe PMC PMID:18771671 Europe PMC PMID:24386942 Europe PMC Reaxys:2229654 Reaxys 3beta-hydroxy-11-oxoolean-12-en-30-oic acid IUPAC Glycyrrhetinic acid KEGG_COMPOUND 18beta-glycyrrhetic acid ChemIDplus Enoxolone KEGG_COMPOUND A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-carboxy substituents. It is found in the bark and other plant parts of several species of plants including Syzygium claviflorum. It exhibits anti-HIV, antimalarial, antineoplastic and anti-inflammatory properties. 0 C30H48O3 InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1 QGJZLNKBHJESQX-FZFNOLFKSA-N 456.70030 456.36035 [H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@]1(CC[C@@H](C(C)=C)[C@]21[H])C(O)=O CHEBI:65491 CAS:472-15-1 HMDB:HMDB0030094 KEGG:C08619 KNApSAcK:C00003741 LIPID_MAPS_instance:LMPR0106140004 PMID:14595673 PMID:15083202 PMID:20075711 PMID:7489361 PMID:8176401 Patent:RU2445317 Patent:RU2458933 Patent:US2012237629 Reaxys:2711110 Wikipedia:Betulinic_acid 3beta-hydroxylup-20(29)-en-28-oic acid Betulinic acid chebi_ontology Mairin CHEBI:3087 betulinic acid CHEBI:3087 CAS:472-15-1 ChemIDplus CAS:472-15-1 KEGG COMPOUND LIPID_MAPS_instance:LMPR0106140004 LIPID MAPS PMID:14595673 Europe PMC PMID:15083202 Europe PMC PMID:20075711 Europe PMC PMID:7489361 Europe PMC PMID:8176401 Europe PMC Reaxys:2711110 Reaxys 3beta-hydroxylup-20(29)-en-28-oic acid IUPAC Betulinic acid KEGG_COMPOUND Mairin ChemIDplus A tricarboxylic acid that is propan-1-ol with a hydrogen at each of the 3 carbon positions replaced by a carboxy group. 0 C6H8O7 InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13) ODBLHEXUDAPZAU-UHFFFAOYSA-N 192.12352 192.02700 OC(C(CC(O)=O)C(O)=O)C(O)=O CHEBI:24886 CHEBI:5998 Beilstein:1727945 CAS:320-77-4 DrugBank:DB01727 ECMDB:ECMDB04088 HMDB:HMDB0000193 KEGG:C00311 KNApSAcK:C00001188 MetaCyc:Isocitrate PMID:17439666 PMID:23989918 PMID:24702026 Reaxys:1727945 Wikipedia:Isocitric_acid YMDB:YMDB00026 1-hydroxypropane-1,2,3-tricarboxylic acid 3-carboxy-2,3-dideoxypentaric acid Isocitric acid chebi_ontology 1-Hydroxypropane-1,2,3-tricarboxylic acid 1-Hydroxytricarballylic acid CHEBI:30887 isocitric acid isocitric acid CHEBI:30887 Beilstein:1727945 Beilstein CAS:320-77-4 ChemIDplus CAS:320-77-4 KEGG COMPOUND PMID:17439666 Europe PMC PMID:23989918 Europe PMC PMID:24702026 Europe PMC Reaxys:1727945 Reaxys 1-hydroxypropane-1,2,3-tricarboxylic acid IUPAC 3-carboxy-2,3-dideoxypentaric acid IUPAC Isocitric acid KEGG_COMPOUND 1-Hydroxypropane-1,2,3-tricarboxylic acid KEGG_COMPOUND 1-Hydroxytricarballylic acid KEGG_COMPOUND 0 C6H14O6 182.172 182.07904 CHEBI:15093 CHEBI:26724 CHEBI:26726 CHEBI:33795 CHEBI:33796 CHEBI:9201 Beilstein:1721909 Gmelin:83165 Wikipedia:Sorbitol glucitol chebi_ontology Sorbitol gulitol rel-(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol CHEBI:30911 glucitol glucitol CHEBI:30911 Beilstein:1721909 Beilstein Gmelin:83165 Gmelin glucitol IUPAC Sorbitol KEGG_COMPOUND gulitol ChEBI rel-(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol IUPAC A gallocatechin that has (2R,3S)-configuration. It is found in green tea and bananas. 0 C15H14O7 InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m0/s1 XMOCLSLCDHWDHP-SWLSCSKDSA-N 306.26750 306.07395 O[C@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1cc(O)c(O)c(O)c1 CAS:970-73-0 Chemspider:58594 KEGG:C12127 KNApSAcK:C00008817 PMID:22430120 PMID:9741297 Reaxys:94058 (2R,3S)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol chebi_ontology (+)-gallocatechol (2R,3S)-(+)-gallocatechin (2R,3S)-flavan-3,3',4',5,5',7-hexol (2R,3S)-flavan-3,5,7,3',4',5'-hexol (2R,3S)-gallocatechin gallocatechin CHEBI:31018 (+)-gallocatechin (+)-gallocatechin CHEBI:31018 CAS:970-73-0 ChemIDplus CAS:970-73-0 KEGG COMPOUND PMID:22430120 Europe PMC PMID:9741297 Europe PMC Reaxys:94058 Reaxys (2R,3S)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol IUPAC (+)-gallocatechol ChEBI (2R,3S)-(+)-gallocatechin ChEBI (2R,3S)-flavan-3,3',4',5,5',7-hexol ChEBI (2R,3S)-flavan-3,5,7,3',4',5'-hexol ChEBI (2R,3S)-gallocatechin ChEBI gallocatechin ChEBI A member of the class of chalcones that is trans-chalcone hydroxylated at C-2', -4 and -4'. 0 C15H12O4 InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+ DXDRHHKMWQZJHT-FPYGCLRLSA-N 256.25340 256.07356 Oc1ccc(cc1)\C=C\C(=O)c1ccc(O)cc1O CHEBI:43173 CHEBI:6022 Beilstein:1914296 CAS:961-29-5 KEGG:C08650 KNApSAcK:C00006925 LIPID_MAPS_instance:LMPK12120096 MetaCyc:CPD-3041 PDBeChem:HCC PMID:11501051 PMID:11853176 PMID:14510590 PMID:14640516 PMID:15878356 PMID:19067384 PMID:20146476 PMID:21158449 PMID:21691759 PMID:21720042 PMID:21815175 PMID:21866899 PMID:21945440 PMID:22076338 Patent:CN101524341 Patent:CN102247339 Reaxys:1914296 Wikipedia:Isoliquiritigenin (2E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one Isoliquiritigenin chebi_ontology (E)-1-(2,4-Dihydroxy-phenyl)-3-(4-hydroxy-phenyl)-propenone (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propene-1-one 2',4,4'-TRIHYDROXYCHALCONE 2',4,4'-Trihydroxychalcone 4,2',4'-Trihydroxychalcone trans-2',4,4'-trihydroxychalcone CHEBI:310312 isoliquiritigenin CHEBI:310312 Beilstein:1914296 Beilstein CAS:961-29-5 ChemIDplus CAS:961-29-5 KEGG COMPOUND LIPID_MAPS_instance:LMPK12120096 LIPID MAPS PMID:11501051 Europe PMC PMID:11853176 Europe PMC PMID:14510590 Europe PMC PMID:14640516 Europe PMC PMID:15878356 Europe PMC PMID:19067384 Europe PMC PMID:20146476 Europe PMC PMID:21158449 Europe PMC PMID:21691759 Europe PMC PMID:21720042 Europe PMC PMID:21815175 Europe PMC PMID:21866899 Europe PMC PMID:21945440 Europe PMC PMID:22076338 Europe PMC Reaxys:1914296 Reaxys (2E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one IUPAC Isoliquiritigenin KEGG_COMPOUND (E)-1-(2,4-Dihydroxy-phenyl)-3-(4-hydroxy-phenyl)-propenone ChEMBL (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propene-1-one ChEBI 2',4,4'-TRIHYDROXYCHALCONE PDBeChem 2',4,4'-Trihydroxychalcone ChemIDplus 4,2',4'-Trihydroxychalcone ChemIDplus trans-2',4,4'-trihydroxychalcone ChEBI An apigenin derivative having an alpha-(1->2)-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety attached to the 7-hydroxy group. 0 C27H30O14 InChI=1S/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3/t10-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 RPMNUQRUHXIGHK-PYXJVEIZSA-N 578.51870 578.16356 C[C@@H]1O[C@@H](O[C@H]2[C@@H](O[C@H](CO)[C@@H](O)[C@@H]2O)Oc2cc(O)c3c(c2)oc(cc3=O)-c2ccc(O)cc2)[C@H](O)[C@H](O)[C@H]1O Beilstein:73879 CAS:17306-46-6 HMDB:HMDB0038848 KEGG:C12627 KNApSAcK:C00004157 LINCS:LSM-20984 MetaCyc:APIGENIN-7-O-NEOHESPERIDOSIDE PMID:15631081 PMID:15974126 PMID:19771866 PMID:20222420 Reaxys:73879 Wikipedia:Rhoifolin 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside Apigenin 7-O-neohesperidoside chebi_ontology 7-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-benzopyran-4-one Apigenin-7-O-rhamnoglucoside Rhoifolin Rhoifoloside CHEBI:31227 apigenin 7-O-neohesperidoside apigenin 7-O-neohesperidoside CHEBI:31227 Beilstein:73879 Beilstein CAS:17306-46-6 ChemIDplus CAS:17306-46-6 KEGG COMPOUND CAS:17306-46-6 KEGG DRUG PMID:15631081 Europe PMC PMID:15974126 Europe PMC PMID:19771866 Europe PMC PMID:20222420 Europe PMC Reaxys:73879 Reaxys 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside IUPAC Apigenin 7-O-neohesperidoside KEGG_COMPOUND 7-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-benzopyran-4-one ChemIDplus Apigenin-7-O-rhamnoglucoside ChemIDplus Rhoifolin KEGG_COMPOUND Rhoifoloside KEGG_COMPOUND An organic calcium salt having glycerol 2-phosphate(2-) as the counterion. 0 C3H7CaO6P InChI=1S/C3H9O6P.Ca/c4-1-3(2-5)9-10(6,7)8;/h3-5H,1-2H2,(H2,6,7,8);/q;+2/p-2 UHHRFSOMMCWGSO-UHFFFAOYSA-L 210.13600 209.96062 [Ca++].OCC(CO)OP([O-])([O-])=O CAS:27214-00-2 KEGG:C12935 KEGG:D01488 Reaxys:3744916 Calcium Glycerophosphate calcium 1,3-dihydroxypropan-2-yl phosphate chebi_ontology 1,2,3-Propanetriol, mono(dihydrogen phosphate) calcium salt 1,2,3-Propanetriol, mono(dihydrogen phosphate), calcium salt Calcium beta-glycerophosphate beta-glycerophosphoric acid calcium salt calcium beta-glycerophosphate CHEBI:31336 calcium glycerophosphate calcium glycerophosphate CHEBI:31336 CAS:27214-00-2 ChemIDplus CAS:27214-00-2 KEGG COMPOUND Reaxys:3744916 Reaxys Calcium Glycerophosphate KEGG_COMPOUND calcium 1,3-dihydroxypropan-2-yl phosphate IUPAC 1,2,3-Propanetriol, mono(dihydrogen phosphate) calcium salt ChemIDplus 1,2,3-Propanetriol, mono(dihydrogen phosphate), calcium salt ChemIDplus Calcium beta-glycerophosphate KEGG_COMPOUND beta-glycerophosphoric acid calcium salt ChEBI calcium beta-glycerophosphate ChEBI 0 2ClO.Ca CaCl2O2 InChI=1S/Ca.2ClO/c;2*1-2/q+2;2*-1 ZKQDCIXGCQPQNV-UHFFFAOYSA-N 142.983 141.89013 Cl[O-].[Ca+2].Cl[O-] CAS:7778-54-3 KEGG:D01727 Calcium hypochlorite chebi_ontology Chlorinated lime bleaching powder CHEBI:31342 Calcium hypochlorite Calcium hypochlorite CHEBI:31342 CAS:7778-54-3 KEGG COMPOUND Calcium hypochlorite KEGG_COMPOUND Chlorinated lime KEGG_COMPOUND bleaching powder ChEBI 0 CaO4S O4S.Ca InChI=1S/Ca.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 OSGAYBCDTDRGGQ-UHFFFAOYSA-L 136.14160 135.91432 [Ca++].[O-]S([O-])(=O)=O CAS:7778-18-9 KEGG:C13194 KEGG:D09201 Calcium sulfate calcium sulfate chebi_ontology CaSO4 Kalziumsulfat anhydrous gypsum calcium sulfate, anhydrous calcium sulphate CHEBI:31346 calcium sulfate calcium sulfate CHEBI:31346 CAS:7778-18-9 ChemIDplus CAS:7778-18-9 KEGG COMPOUND CAS:7778-18-9 NIST Chemistry WebBook Calcium sulfate KEGG_COMPOUND calcium sulfate IUPAC CaSO4 IUPAC Kalziumsulfat ChEBI anhydrous gypsum NIST_Chemistry_WebBook calcium sulfate, anhydrous NIST_Chemistry_WebBook calcium sulphate ChEBI An anthocyanin cation consisting of delphinidin having a beta-D-glucosyl residue attached at the 3-hydroxy position. +1 C21H21O12 InChI=1S/C21H20O12/c22-6-15-17(28)18(29)19(30)21(33-15)32-14-5-9-10(24)3-8(23)4-13(9)31-20(14)7-1-11(25)16(27)12(26)2-7/h1-5,15,17-19,21-22,28-30H,6H2,(H4-,23,24,25,26,27)/p+1/t15-,17-,18+,19-,21-/m1/s1 XENHPQQLDPAYIJ-PEVLUNPASA-O 465.38420 465.10275 OC[C@H]1O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2-c2cc(O)c(O)c(O)c2)[C@H](O)[C@@H](O)[C@@H]1O Beilstein:1695888 CAS:50986-17-9 HMDB:HMDB0037997 KEGG:C12138 KNApSAcK:C00006698 LIPID_MAPS_instance:LMPK12010278 PMID:24493900 Reaxys:1695888 Wikipedia:Delphinidin-3-O-glucoside 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium-3-yl beta-D-glucopyranoside Delphinidin 3-O-beta-D-glucoside chebi_ontology Delphinidin 3-O-glucoside Delphinidin 3-glucoside delfinidin 3-O-beta-D-glucoside CHEBI:31463 delphinidin 3-O-beta-D-glucoside CHEBI:31463 Beilstein:1695888 Beilstein CAS:50986-17-9 KEGG COMPOUND LIPID_MAPS_instance:LMPK12010278 LIPID MAPS PMID:24493900 Europe PMC Reaxys:1695888 Reaxys 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium-3-yl beta-D-glucopyranoside IUPAC Delphinidin 3-O-beta-D-glucoside KEGG_COMPOUND Delphinidin 3-O-glucoside KEGG_COMPOUND Delphinidin 3-glucoside KEGG_COMPOUND delfinidin 3-O-beta-D-glucoside ChEBI A mixture of indefinite composition that contains ferric and ammonium cations and citrate(3-) anions, ferric ammonium citrate may be obtained as red crystals or a brownish yellow powder or as green crystals or powder. It is added to foods as an acidity regulator and anticaking agent. It is also used as a positive oral contrast agent in magnetic resonance imaging, and was formerly administered orally as a source of iron for the treatment of iron-deficiency anaemia. AGR:IND21975024 CAS:1185-57-5 DrugBank:DB09501 FooDB:FDB014633 KEGG:D01644 MetaCyc:CPD-19639 PMID:10394873 PMID:11050639 PMID:12460440 PMID:15009675 PMID:16182396 PMID:17478951 PMID:18509218 PMID:18849857 PMID:25006066 PMID:25721887 PMID:26224043 PMID:27898902 PMID:28578696 PMID:29619244 PMID:29890135 PMID:31521986 PMID:31850663 PMID:32587797 PMID:32871372 PMID:33532991 PMID:33746607 PMID:33791276 PMID:8626911 PMID:9657901 PMID:9847611 Reaxys:14508930 Wikipedia:Ammonium_ferric_citrate iron ammonium citrate chebi_ontology E381 FerriSeltz ammonium ferric citrate ammonium iron(III) citrate CHEBI:31604 ferric ammonium citrate ferric ammonium citrate CHEBI:31604 AGR:IND21975024 Europe PMC CAS:1185-57-5 ChemIDplus PMID:10394873 Europe PMC PMID:11050639 Europe PMC PMID:12460440 Europe PMC PMID:15009675 Europe PMC PMID:16182396 Europe PMC PMID:17478951 Europe PMC PMID:18509218 Europe PMC PMID:18849857 Europe PMC PMID:25006066 Europe PMC PMID:25721887 Europe PMC PMID:26224043 Europe PMC PMID:27898902 Europe PMC PMID:28578696 Europe PMC PMID:29619244 Europe PMC PMID:29890135 Europe PMC PMID:31521986 Europe PMC PMID:31850663 Europe PMC PMID:32587797 Europe PMC PMID:32871372 Europe PMC PMID:33532991 Europe PMC PMID:33746607 Europe PMC PMID:33791276 Europe PMC PMID:8626911 Europe PMC PMID:9657901 Europe PMC PMID:9847611 Europe PMC Reaxys:14508930 Reaxys E381 ChEBI FerriSeltz KEGG_DRUG ammonium ferric citrate ChemIDplus ammonium iron(III) citrate ChEBI An 3beta-sterol that is (22E)-ergosta-5,22-diene substituted by a hydroxy group at position 3beta. It is a phytosterol found in marine algae, fish, and rapeseed oil. 0 C28H46O InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-9,18-20,22-26,29H,10-17H2,1-6H3/b8-7+/t19-,20+,22-,23-,24+,25-,26-,27-,28+/m0/s1 OILXMJHPFNGGTO-ZAUYPBDWSA-N 398.675 398.35487 [C@@]12([C@]3([C@@]([C@@]4(C(C[C@@H](O)CC4)=CC3)C)(CC[C@@]1([C@@]([C@@H](/C=C/[C@@H](C(C)C)C)C)(CC2)[H])C)[H])[H])[H] CAS:474-67-9 FooDB:FDB012496 HMDB:HMDB0011181 KEGG:C08813 KNApSAcK:C00003646 LIPID_MAPS_instance:LMST01030098 MetaCyc:CPD-4161 PMID:11319028 PMID:12162789 PMID:15489546 PMID:21585343 PMID:29397797 PMID:30259993 PMID:30390455 PMID:30853340 PMID:30857717 PMID:31255261 PMID:31374906 Wikipedia:Brassicasterol (22E)-ergosta-5,22-dien-3beta-ol brassicasterol chebi_ontology (22E,24R)-24-methylcholesta-5,22-dien-3beta-ol (3beta,22E)-ergosta-5,22-dien-3-ol 24(R)-methylcholesta-5,22E-dien-3beta-ol 24-methyl cholest-5,22-dien-3beta-ol brassicasterin ergosta-5,22(E)-dien-3beta-ol ergosta-5,22E-dien-3beta-ol CHEBI:3168 brassicasterol brassicasterol CHEBI:3168 CAS:474-67-9 ChemIDplus CAS:474-67-9 KEGG COMPOUND CAS:474-67-9 NIST Chemistry WebBook LIPID_MAPS_instance:LMST01030098 LIPID MAPS PMID:11319028 Europe PMC PMID:12162789 Europe PMC PMID:15489546 Europe PMC PMID:21585343 Europe PMC PMID:29397797 Europe PMC PMID:30259993 Europe PMC PMID:30390455 Europe PMC PMID:30853340 Europe PMC PMID:30857717 Europe PMC PMID:31255261 Europe PMC PMID:31374906 Europe PMC (22E)-ergosta-5,22-dien-3beta-ol IUPAC brassicasterol UniProt (22E,24R)-24-methylcholesta-5,22-dien-3beta-ol ChEBI (3beta,22E)-ergosta-5,22-dien-3-ol ChEBI 24(R)-methylcholesta-5,22E-dien-3beta-ol HMDB 24-methyl cholest-5,22-dien-3beta-ol ChEBI brassicasterin NIST_Chemistry_WebBook ergosta-5,22(E)-dien-3beta-ol ChemIDplus ergosta-5,22E-dien-3beta-ol HMDB A beta-D-galactoside compound with a 4',5,7-trihydroxychromen-3-yl group at the anomeric position. 0 C21H20O11 InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15+,17+,18-,21+/m1/s1 JPUKWEQWGBDDQB-DTGCRPNFSA-N 448.37690 448.10056 OC[C@H]1O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2ccc(O)cc2)[C@H](O)[C@@H](O)[C@H]1O Beilstein:1359975 CAS:23627-87-4 HMDB:HMDB0030864 KEGG:C12626 KNApSAcK:C00005137 LIPID_MAPS_instance:LMPK12111663 MetaCyc:CPD-7260 PMID:13534567 PMID:15631505 PMID:21923561 PMID:22117193 PMID:630002 Reaxys:1359975 Wikipedia:Trifolin 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl beta-D-galactopyranoside Kaempferol 3-O-beta-D-galactoside chebi_ontology Trifolin Trifolioside CHEBI:31742 kaempferol 3-O-beta-D-galactoside CHEBI:31742 Beilstein:1359975 Beilstein CAS:23627-87-4 ChemIDplus LIPID_MAPS_instance:LMPK12111663 LIPID MAPS PMID:13534567 Europe PMC PMID:15631505 Europe PMC PMID:21923561 Europe PMC PMID:22117193 Europe PMC PMID:630002 Europe PMC Reaxys:1359975 Reaxys 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl beta-D-galactopyranoside IUPAC Kaempferol 3-O-beta-D-galactoside KEGG_COMPOUND Trifolin KEGG_COMPOUND Trifolioside HMDB A sophoroside that is kaempferol attached to a beta-D-sophorosyl residue at position 3 via a glycosidic linkage. 0 C27H30O16 InChI=1S/C27H30O16/c28-7-14-17(33)20(36)22(38)26(40-14)43-25-21(37)18(34)15(8-29)41-27(25)42-24-19(35)16-12(32)5-11(31)6-13(16)39-23(24)9-1-3-10(30)4-2-9/h1-6,14-15,17-18,20-22,25-34,36-38H,7-8H2/t14-,15-,17-,18-,20+,21+,22-,25-,26+,27+/m1/s1 LKZDFKLGDGSGEO-UJECXLDQSA-N 610.51750 610.15338 OC[C@H]1O[C@@H](O[C@H]2[C@H](Oc3c(oc4cc(O)cc(O)c4c3=O)-c3ccc(O)cc3)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O CAS:19895-95-5 KEGG:C12634 KNApSAcK:C00005165 MetaCyc:CPD-8067 PMID:14577635 PMID:17566335 PMID:895396 Reaxys:75115 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside chebi_ontology 3-((2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one Kaempferol 3-O-beta-D-sophoroside Kaempferol-3-O-beta-D-sophoroside Sophoraflavonoloside kaempferol 3-O-sophoroside CHEBI:31743 kaempferol 3-O-beta-D-glucosyl-(1->2)-beta-D-glucoside CHEBI:31743 CAS:19895-95-5 ChemIDplus CAS:19895-95-5 KEGG COMPOUND PMID:14577635 Europe PMC PMID:17566335 Europe PMC PMID:895396 Europe PMC Reaxys:75115 Reaxys 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside IUPAC 3-((2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChemIDplus Kaempferol 3-O-beta-D-sophoroside KEGG_COMPOUND Kaempferol-3-O-beta-D-sophoroside KEGG_COMPOUND Sophoraflavonoloside KEGG_COMPOUND kaempferol 3-O-sophoroside ChemIDplus A disaccharide derivative that is luteolin substituted by a 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. 0 C27H30O15 InChI=1S/C27H30O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-7,9,18,20-31,33-37H,8H2,1H3/t9-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 SHPPXMGVUDNKLV-KMFFXDMSSA-N 594.51810 594.15847 C[C@@H]1O[C@@H](O[C@H]2[C@H](Oc3cc(O)c4c(c3)oc(cc4=O)-c3ccc(O)c(O)c3)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O CAS:25694-72-8 HMDB:HMDB0005799 KEGG:C12630 KNApSAcK:C00004283 MetaCyc:LUTEOLIN-7-O-NEOHESPERIDOSIDE PMID:18600298 PMID:19771866 PMID:21656372 Patent:KR20050005633 Reaxys:1361176 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside Luteolin 7-O-neohesperidoside chebi_ontology 7-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-1-benzopyran-4-one Lonicerin Luteolin-7-O-rhamnoside Luteolin-7-rutinoside Luteoline-7-rhamnoglucoside Scolymoside Veronicastroside CHEBI:31788 luteolin 7-O-neohesperidoside CHEBI:31788 CAS:25694-72-8 ChemIDplus CAS:25694-72-8 KEGG COMPOUND PMID:18600298 Europe PMC PMID:19771866 Europe PMC PMID:21656372 Europe PMC Reaxys:1361176 Reaxys 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside IUPAC Luteolin 7-O-neohesperidoside KEGG_COMPOUND 7-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-1-benzopyran-4-one ChemIDplus Lonicerin ChemIDplus Luteolin-7-O-rhamnoside ChemIDplus Luteolin-7-rutinoside ChemIDplus Luteoline-7-rhamnoglucoside ChemIDplus Scolymoside KEGG_COMPOUND Veronicastroside KEGG_COMPOUND A magnesium salt with formula CMgO3. Its hydrated forms, particularly the di-, tri-, and tetrahydrates occur as minerals. 0 CMgO3 CO3.Mg InChI=1S/CH2O3.Mg/c2-1(3)4;/h(H2,2,3,4);/q;+2/p-2 ZLNQQNXFFQJAID-UHFFFAOYSA-L 84.31390 83.96979 [Mg++].[O-]C([O-])=O CAS:546-93-0 KEGG:C12893 Wikipedia:Magnesium_Carbonate Magnesium carbonate magnesium carbonate chebi_ontology Magnesium carbonate anhydrous Magnesiumkarbonat MgCO3 CHEBI:31793 magnesium carbonate magnesium carbonate CHEBI:31793 CAS:546-93-0 ChemIDplus CAS:546-93-0 KEGG COMPOUND CAS:546-93-0 NIST Chemistry WebBook Magnesium carbonate KEGG_COMPOUND magnesium carbonate IUPAC Magnesium carbonate anhydrous KEGG_COMPOUND Magnesiumkarbonat ChEBI MgCO3 IUPAC An anthocyanin cation consisting of malvidin having a beta-D-glucosyl residue attached at the 3-hydroxy position. +1 C23H25O12 InChI=1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19-,20+,21-,23-/m1/s1 PXUQTDZNOHRWLI-OXUVVOBNSA-O 493.43740 493.13405 COc1cc(cc(OC)c1O)-c1[o+]c2cc(O)cc(O)c2cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O CAS:18470-06-9 CAS:7228-78-6 HMDB:HMDB0030777 KEGG:C12140 KNApSAcK:C00006735 LIPID_MAPS_instance:LMPK12010372 Reaxys:1696096 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenium-3-yl beta-D-glucopyranoside chebi_ontology Enin Malvidin 3-O-glucoside Malvidin-3-glucoside CHEBI:31799 malvidin 3-O-beta-D-glucoside CHEBI:31799 CAS:18470-06-9 KEGG COMPOUND CAS:7228-78-6 KEGG COMPOUND LIPID_MAPS_instance:LMPK12010372 LIPID MAPS Reaxys:1696096 Reaxys 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenium-3-yl beta-D-glucopyranoside IUPAC Enin KEGG_COMPOUND Malvidin 3-O-glucoside KEGG_COMPOUND Malvidin-3-glucoside KEGG_COMPOUND An anthocyanin cation consisting of pelargonidin having a beta-D-glucosyl residue attached at the 3-hydroxy position. +1 C21H21O10 InChI=1S/C21H20O10/c22-8-16-17(26)18(27)19(28)21(31-16)30-15-7-12-13(25)5-11(24)6-14(12)29-20(15)9-1-3-10(23)4-2-9/h1-7,16-19,21-22,26-28H,8H2,(H2-,23,24,25)/p+1/t16-,17-,18+,19-,21-/m1/s1 ABVCUBUIXWJYSE-GQUPQBGVSA-O 433.38544 433.11292 OC[C@H]1O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2-c2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O Beilstein:1672351 Beilstein:3919123 CAS:18466-51-8 KEGG:C12137 KNApSAcK:C00006630 LIPID_MAPS_instance:LMPK12010016 MetaCyc:PELARGONIDIN-3-GLUCOSIDE-CMPD PMID:15656691 Reaxys:3901091 Wikipedia:Callistephin 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-4'-hydroxyflavylium Pelargonidin 3-O-beta-D-glucoside chebi_ontology 3-(beta-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium chloride Pelargonidin 3-O-glucoside Pelargonidin 3-glucoside Pelargonidin-3-glucopyranoside Pelargonidin-3-glucoside callistephin CHEBI:31967 pelargonidin 3-O-beta-D-glucoside pelargonidin 3-O-beta-D-glucoside CHEBI:31967 Beilstein:1672351 Beilstein Beilstein:3919123 Beilstein CAS:18466-51-8 ChemIDplus CAS:18466-51-8 KEGG COMPOUND LIPID_MAPS_instance:LMPK12010016 LIPID MAPS PMID:15656691 Europe PMC Reaxys:3901091 Reaxys 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-4'-hydroxyflavylium IUPAC Pelargonidin 3-O-beta-D-glucoside KEGG_COMPOUND 3-(beta-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride ChemIDplus 3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium chloride ChEBI Pelargonidin 3-O-glucoside KEGG_COMPOUND Pelargonidin 3-glucoside KEGG_COMPOUND Pelargonidin-3-glucopyranoside ChemIDplus Pelargonidin-3-glucoside ChemIDplus callistephin ChEBI An anthocyanin cation consisting of pelargonidin having a rutinosyl [6-deoxy-alpha-L-mannosyl-(1->6)-beta-D-glucosyl] residue attached at the 3-hydroxy position. +1 C27H31O14 InChI=1S/C27H30O14/c1-10-19(31)21(33)23(35)26(38-10)37-9-18-20(32)22(34)24(36)27(41-18)40-17-8-14-15(30)6-13(29)7-16(14)39-25(17)11-2-4-12(28)5-3-11/h2-8,10,18-24,26-27,31-36H,9H2,1H3,(H2-,28,29,30)/p+1/t10-,18+,19-,20+,21+,22-,23+,24+,26+,27+/m0/s1 IFYOHQQBIKDHFT-ASZXTAQUSA-O 579.52660 579.17083 C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc4c(O)cc(O)cc4[o+]c3-c3ccc(O)cc3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O KEGG:C12644 KNApSAcK:C00006639 5,7-dihydroxy-2-(4-hydroxyphenyl)chromenium-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside Pelargonidin 3-O-rutinoside chebi_ontology CHEBI:31968 pelargonidin 3-O-rutinoside pelargonidin 3-O-rutinoside CHEBI:31968 5,7-dihydroxy-2-(4-hydroxyphenyl)chromenium-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC Pelargonidin 3-O-rutinoside KEGG_COMPOUND An anthocyanin cation that is petunidin substituted at position 3 by a beta-D-glucosyl residue +1 C22H23O12 InChI=1S/C22H22O12/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22/h2-6,16,18-20,22-23,28-30H,7H2,1H3,(H3-,24,25,26,27)/p+1/t16-,18-,19+,20-,22-/m1/s1 CCQDWIRWKWIUKK-QKYBYQKWSA-O 479.41080 479.11840 COc1cc(cc(O)c1O)-c1[o+]c2cc(O)cc(O)c2cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O CAS:6988-81-4 HMDB:HMDB0038097 KEGG:C12139 KNApSAcK:C00006722 LIPID_MAPS_instance:LMPK12010349 Reaxys:1613022 Wikipedia:Petunidin-3-O-glucoside 2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenium-3-yl beta-D-glucopyranoside chebi_ontology Petunidin 3-O-beta-D-glucopyranoside Petunidin 3-glucoside CHEBI:31985 petunidin 3-O-beta-D-glucoside CHEBI:31985 CAS:6988-81-4 KEGG COMPOUND LIPID_MAPS_instance:LMPK12010349 LIPID MAPS Reaxys:1613022 Reaxys 2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenium-3-yl beta-D-glucopyranoside IUPAC Petunidin 3-O-beta-D-glucopyranoside HMDB Petunidin 3-glucoside KEGG_COMPOUND An organic potassium salt of L-tartaric acid. It is a by-product of winemaking and occurs naturally in grapes, the major fruit used to produce wine. 0 C4H5O6.K InChI=1S/C4H6O6.K/c5-1(3(7)8)2(6)4(9)10;/h1-2,5-6H,(H,7,8)(H,9,10);/q;+1/p-1/t1-,2-;/m1./s1 KYKNRZGSIGMXFH-ZVGUSBNCSA-M 188.176 187.97232 [K+].O[C@H]([C@@H](O)C([O-])=O)C(O)=O AGR:IND43756836 CAS:868-14-4 DrugBank:DB11107 FooDB:FDB016908 KEGG:D01561 PMID:22926733 PMID:25477685 PMID:27374600 PMID:28972743 PMID:31005706 PMID:31835564 PMID:32671853 Wikipedia:Potassium_bitartrate potassium (2R,3R)-3-carboxy-2,3-dihydroxypropanoate potassium bitartrate chebi_ontology Faccla Faccula Faecla Faecula acid potassium tartrate cream of tartar monopotassium tartrate potassium L-bitartrate potassium L-tartrate potassium acid tartrate potassium hydrogen tartrate tartar tartar cream tartaric acid monopotassium salt CHEBI:32034 potassium bitartrate potassium bitartrate CHEBI:32034 AGR:IND43756836 Europe PMC CAS:868-14-4 ChemIDplus PMID:22926733 Europe PMC PMID:25477685 Europe PMC PMID:27374600 Europe PMC PMID:28972743 Europe PMC PMID:31005706 Europe PMC PMID:31835564 Europe PMC PMID:32671853 Europe PMC potassium (2R,3R)-3-carboxy-2,3-dihydroxypropanoate IUPAC potassium bitartrate ChemIDplus Faccla ChemIDplus Faccula ChemIDplus Faecla ChemIDplus Faecula ChemIDplus acid potassium tartrate ChemIDplus cream of tartar ChemIDplus monopotassium tartrate ChemIDplus potassium L-bitartrate ChemIDplus potassium L-tartrate ChemIDplus potassium acid tartrate ChemIDplus potassium hydrogen tartrate ChemIDplus tartar ChemIDplus tartar cream ChemIDplus tartaric acid monopotassium salt ChemIDplus 0 K2O4S O4S.2K InChI=1S/2K.H2O4S/c;;1-5(2,3)4/h;;(H2,1,2,3,4)/q2*+1;/p-2 OTYBMLCTZGSZBG-UHFFFAOYSA-L 174.26020 173.87914 [K+].[K+].[O-]S([O-])(=O)=O CAS:7778-80-5 KEGG:C13192 KEGG:D01726 Potassium sulfate potassium sulfate chebi_ontology K2SO4 Kaliumsulfat dipotassium sulfate potassium sulphate CHEBI:32036 potassium sulfate potassium sulfate CHEBI:32036 CAS:7778-80-5 ChemIDplus CAS:7778-80-5 KEGG COMPOUND CAS:7778-80-5 NIST Chemistry WebBook Potassium sulfate KEGG_COMPOUND potassium sulfate IUPAC K2SO4 IUPAC Kaliumsulfat ChEBI dipotassium sulfate ChemIDplus potassium sulphate ChEBI A quercetin O-glucoside that is quercetin attached to a beta-D-sophorosyl residue at position 3 via a glycosidic linkage. 0 C27H30O17 InChI=1S/C27H30O17/c28-6-14-17(34)20(37)22(39)26(41-14)44-25-21(38)18(35)15(7-29)42-27(25)43-24-19(36)16-12(33)4-9(30)5-13(16)40-23(24)8-1-2-10(31)11(32)3-8/h1-5,14-15,17-18,20-22,25-35,37-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,25-,26+,27+/m1/s1 RDUAJIJVNHKTQC-UJECXLDQSA-N 626.51690 626.14830 OC[C@H]1O[C@@H](O[C@H]2[C@H](Oc3c(oc4cc(O)cc(O)c4c3=O)-c3ccc(O)c(O)c3)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O CAS:18609-17-1 KEGG:C12667 KNApSAcK:C00005409 PMID:12403302 PMID:15688956 PMID:20131841 PMID:22410419 PMID:24273859 PMID:25924517 PMID:28213296 PMID:31441626 PMID:31771913 PMID:9416471 Reaxys:1278846 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside chebi_ontology 2-(3,4-dihydroxyphenyl)-3-((2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-4H-1-benzopyran-4-one Baimaside QUOSP Quercetin 3-O-sophoroside Quercetin 3-beta-D-sophoroside CHEBI:32082 quercetin 3-O-beta-D-glucosyl-(1->2)-beta-D-glucoside CHEBI:32082 CAS:18609-17-1 ChemIDplus CAS:18609-17-1 KEGG COMPOUND PMID:12403302 Europe PMC PMID:15688956 Europe PMC PMID:20131841 Europe PMC PMID:22410419 Europe PMC PMID:24273859 Europe PMC PMID:25924517 Europe PMC PMID:28213296 Europe PMC PMID:31441626 Europe PMC PMID:31771913 Europe PMC PMID:9416471 Europe PMC Reaxys:1278846 Reaxys 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside IUPAC 2-(3,4-dihydroxyphenyl)-3-((2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-4H-1-benzopyran-4-one ChemIDplus Baimaside KEGG_COMPOUND QUOSP KEGG_COMPOUND Quercetin 3-O-sophoroside KEGG_COMPOUND Quercetin 3-beta-D-sophoroside KEGG_COMPOUND 0 CHNaO3 CHO3.Na InChI=1S/CH2O3.Na/c2-1(3)4;/h(H2,2,3,4);/q;+1/p-1 UIIMBOGNXHQVGW-UHFFFAOYSA-M 84.00660 83.98234 [Na+].OC([O-])=O CAS:144-55-8 DrugBank:DB01390 KEGG:C12603 KEGG:D01203 PPDB:2873 Wikipedia:Sodium_Bicarbonate Sodium hydrogencarbonate sodium hydrogencarbonate chebi_ontology E 500 E-500 E500 NaHCO3 Natriumhydrogenkarbonat Sodium bicarbonate baking soda bicarbonate of soda carbonic acid monosodium salt sodium acid carbonate sodium hydrogen carbonate CHEBI:32139 sodium hydrogencarbonate sodium hydrogencarbonate CHEBI:32139 CAS:144-55-8 ChemIDplus CAS:144-55-8 KEGG COMPOUND Sodium hydrogencarbonate KEGG_COMPOUND sodium hydrogencarbonate IUPAC E 500 ChEBI E-500 ChEBI E500 ChEBI NaHCO3 IUPAC Natriumhydrogenkarbonat ChemIDplus Sodium bicarbonate KEGG_COMPOUND baking soda ChemIDplus bicarbonate of soda ChemIDplus carbonic acid monosodium salt ChemIDplus sodium acid carbonate ChemIDplus sodium hydrogen carbonate ChemIDplus 0 HNaO InChI=1S/Na.H2O/h;1H2/q+1;/p-1 HEMHJVSKTPXQMS-UHFFFAOYSA-M 39.99711 39.99251 [OH-].[Na+] CAS:1310-73-2 Gmelin:68430 KEGG:C12569 KEGG:D01169 Sodium hydroxide sodium hydroxide chebi_ontology Aetznatron NaOH Natriumhydroxid caustic soda hydroxyde de sodium soda lye sodium hydrate soude caustique CHEBI:32145 sodium hydroxide sodium hydroxide CHEBI:32145 CAS:1310-73-2 ChemIDplus CAS:1310-73-2 KEGG COMPOUND CAS:1310-73-2 NIST Chemistry WebBook Gmelin:68430 Gmelin Sodium hydroxide KEGG_COMPOUND sodium hydroxide IUPAC Aetznatron ChEBI NaOH IUPAC Natriumhydroxid NIST_Chemistry_WebBook caustic soda NIST_Chemistry_WebBook hydroxyde de sodium NIST_Chemistry_WebBook soda lye NIST_Chemistry_WebBook sodium hydrate NIST_Chemistry_WebBook soude caustique ChEBI 0 Na2O4S O4S.2Na InChI=1S/2Na.H2O4S/c;;1-5(2,3)4/h;;(H2,1,2,3,4)/q2*+1;/p-2 PMZURENOXWZQFD-UHFFFAOYSA-L 142.04314 141.93127 [Na+].[Na+].[O-]S([O-])(=O)=O CAS:7757-82-6 KEGG:C13199 KEGG:D01732 Sodium sulfate sodium sulfate chebi_ontology Na2SO4 Natriumsulfat disodium sulfate disodium sulphate salt cake sodium sulfate, anhydrous sodium sulphate CHEBI:32149 sodium sulfate sodium sulfate CHEBI:32149 CAS:7757-82-6 ChemIDplus CAS:7757-82-6 KEGG COMPOUND CAS:7757-82-6 NIST Chemistry WebBook Sodium sulfate KEGG_COMPOUND sodium sulfate IUPAC Na2SO4 IUPAC Natriumsulfat NIST_Chemistry_WebBook disodium sulfate NIST_Chemistry_WebBook disodium sulphate NIST_Chemistry_WebBook salt cake NIST_Chemistry_WebBook sodium sulfate, anhydrous NIST_Chemistry_WebBook sodium sulphate NIST_Chemistry_WebBook A 3-coumaric acid that is phenol substituted with trans-2-propenoic acid at position C-3. 0 C9H8O3 InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+ KKSDGJDHHZEWEP-SNAWJCMRSA-N 164.15802 164.04734 OC(=O)\C=C\c1cccc(O)c1 Beilstein:2084229 CAS:14755-02-3 CAS:588-30-7 Gmelin:2245631 HMDB:HMDB0001713 KEGG:C12621 PMID:15120569 PMID:22014177 PMID:22770225 Reaxys:2084229 Wikipedia:M-coumaric_acid (2E)-3-(3-hydroxyphenyl)prop-2-enoic acid chebi_ontology (2E)-3-(3-hydroxyphenyl)-2-propenoic acid (2E)-3-(3-hydroxyphenyl)acrylic acid (E)-3-(3-hydroxyphenyl)-2-propenoic acid 3-Coumaric acid m-Coumaric acid m-Hydroxycinnamic acid trans-3-Hydroxycinnamate trans-3-Hydroxycinnamic acid CHEBI:32357 trans-3-coumaric acid trans-3-coumaric acid CHEBI:32357 Beilstein:2084229 Beilstein CAS:14755-02-3 ChemIDplus CAS:14755-02-3 NIST Chemistry WebBook CAS:588-30-7 KEGG COMPOUND Gmelin:2245631 Gmelin PMID:15120569 Europe PMC PMID:22014177 Europe PMC PMID:22770225 Europe PMC Reaxys:2084229 Reaxys (2E)-3-(3-hydroxyphenyl)prop-2-enoic acid IUPAC (2E)-3-(3-hydroxyphenyl)-2-propenoic acid NIST_Chemistry_WebBook (2E)-3-(3-hydroxyphenyl)acrylic acid ChEBI (E)-3-(3-hydroxyphenyl)-2-propenoic acid ChemIDplus 3-Coumaric acid KEGG_COMPOUND m-Coumaric acid HMDB m-Hydroxycinnamic acid HMDB trans-3-Hydroxycinnamate KEGG_COMPOUND trans-3-Hydroxycinnamic acid HMDB A C17 saturated fatty acid and trace component of fats in ruminants. 0 C17H34O2 InChI=1S/C17H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h2-16H2,1H3,(H,18,19) KEMQGTRYUADPNZ-UHFFFAOYSA-N 270.45066 270.25588 CCCCCCCCCCCCCCCCC(O)=O Beilstein:1781004 CAS:506-12-7 Gmelin:253195 HMDB:HMDB0002259 KNApSAcK:C00007426 LIPID_MAPS_instance:LMFA01010017 MetaCyc:CPD-7830 PMID:13269382 PMID:13400103 PMID:13403863 PMID:17439666 PMID:24708591 Reaxys:1781004 Wikipedia:Heptadecanoic_acid heptadecanoic acid chebi_ontology 17:0 C17:0 CH3-[CH2]15-COOH Margarinsaeure heptadecoic acid heptadecylic acid margaric acid margarinic acid n-heptadecanoic acid n-heptadecoic acid n-heptadecylic acid CHEBI:32365 heptadecanoic acid heptadecanoic acid CHEBI:32365 Beilstein:1781004 Beilstein CAS:506-12-7 ChemIDplus CAS:506-12-7 NIST Chemistry WebBook Gmelin:253195 Gmelin LIPID_MAPS_instance:LMFA01010017 LIPID MAPS PMID:13269382 Europe PMC PMID:13400103 Europe PMC PMID:13403863 Europe PMC PMID:17439666 Europe PMC PMID:24708591 Europe PMC Reaxys:1781004 Reaxys heptadecanoic acid IUPAC 17:0 ChEBI C17:0 ChEBI CH3-[CH2]15-COOH IUPAC Margarinsaeure ChEBI heptadecoic acid ChEBI heptadecylic acid ChEBI margaric acid ChemIDplus margarinic acid NIST_Chemistry_WebBook n-heptadecanoic acid NIST_Chemistry_WebBook n-heptadecoic acid NIST_Chemistry_WebBook n-heptadecylic acid NIST_Chemistry_WebBook A chalcone that is (E)-chalcone bearing four additional hydroxy substituents at positions 2', 3, 4 and 4'. 0 C15H12O5 InChI=1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+ AYMYWHCQALZEGT-ORCRQEGFSA-N 272.256 272.06847 OC1=CC(O)=C(C=C1)C(=O)\C=C\C1=CC(O)=C(O)C=C1 CAS:487-52-5 Chemspider:4444634 FooDB:FDB000082 KEGG:C08578 KNApSAcK:C00006941 LINCS:LSM-42896 LIPID_MAPS_instance:LMPK12120111 MetaCyc:BUTEIN PDBeChem:BUN PMID:12939617 PMID:19643530 PMID:20515942 PMID:20681544 PMID:20696233 PMID:20826149 PMID:21131551 PMID:21170936 PMID:21212525 PMID:21770460 PMID:21964506 PMID:22114764 PMID:22155143 PMID:22180353 PMID:22185775 PMID:22245810 PMID:26081470 PMID:29258953 PMID:30344763 PMID:31665136 PMID:32033283 PMID:32181410 PMID:32325749 PMID:32642916 PMID:32663368 PMID:33209079 PMID:33294263 PMID:33325610 PMID:34271434 PMID:34481015 Reaxys:2056928 Wikipedia:Butein (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one (E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one Butein chebi_ontology (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one (E)-2',3,4,4'-terahydroxychalcone 2',3,4,4'-Tetrahydroxychalcone 2',4',3,4-tetrahydroxychalcone 3,4,2',4'-Tetrahydroxychalcone CHEBI:3237 butein butein CHEBI:3237 CAS:487-52-5 ChemIDplus CAS:487-52-5 KEGG COMPOUND LIPID_MAPS_instance:LMPK12120111 LIPID MAPS PMID:12939617 Europe PMC PMID:19643530 Europe PMC PMID:20515942 Europe PMC PMID:20681544 Europe PMC PMID:20696233 Europe PMC PMID:20826149 Europe PMC PMID:21131551 Europe PMC PMID:21170936 Europe PMC PMID:21212525 Europe PMC PMID:21770460 Europe PMC PMID:21964506 Europe PMC PMID:22114764 Europe PMC PMID:22155143 Europe PMC PMID:22180353 Europe PMC PMID:22185775 Europe PMC PMID:22245810 Europe PMC PMID:26081470 Europe PMC PMID:29258953 Europe PMC PMID:30344763 Europe PMC PMID:31665136 Europe PMC PMID:32033283 Europe PMC PMID:32181410 Europe PMC PMID:32325749 Europe PMC PMID:32642916 Europe PMC PMID:32663368 Europe PMC PMID:33209079 Europe PMC PMID:33294263 Europe PMC PMID:33325610 Europe PMC PMID:34271434 Europe PMC PMID:34481015 Europe PMC Reaxys:2056928 Reaxys (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one IUPAC (E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one IUPAC Butein KEGG_COMPOUND (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one ChEBI (E)-2',3,4,4'-terahydroxychalcone ChEBI 2',3,4,4'-Tetrahydroxychalcone ChemIDplus 2',4',3,4-tetrahydroxychalcone MetaCyc 3,4,2',4'-Tetrahydroxychalcone ChemIDplus The trans-isomer of 4-coumaric acid. 0 C9H8O3 InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+ NGSWKAQJJWESNS-ZZXKWVIFSA-N 164.15802 164.04734 OC(=O)\C=C\c1ccc(O)cc1 CHEBI:1812 CHEBI:27061 CHEBI:43108 Beilstein:2207383 CAS:501-98-4 CAS:7400-08-0 Gmelin:2245630 HMDB:HMDB0002035 KEGG:C00811 KNApSAcK:C00000152 KNApSAcK:C00000580 PDBeChem:HC4 PMID:1057163 PMID:12231735 PMID:22511179 Reaxys:2207383 Wikipedia:P-Coumaric_acid (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid chebi_ontology (2E)-3-(4-hydroxyphenyl)acrylic acid (E)-3-(4-hydroxyphenyl)-2-propenoic acid (E)-p-coumaric acid (E)-p-hydroxycinnamic acid 4'-HYDROXYCINNAMIC ACID 4-Hydroxycinnamic acid naringeninic acid p-Coumaric acid trans-4-hydroxycinnamic acid trans-p-Hydroxycinnamate trans-p-coumaric acid trans-p-coumarinic acid trans-p-hydroxycinnamic acid CHEBI:32374 trans-4-coumaric acid CHEBI:32374 Beilstein:2207383 Beilstein CAS:501-98-4 ChemIDplus CAS:501-98-4 KEGG COMPOUND CAS:501-98-4 NIST Chemistry WebBook CAS:7400-08-0 KEGG COMPOUND Gmelin:2245630 Gmelin PMID:1057163 Europe PMC PMID:12231735 Europe PMC PMID:22511179 Europe PMC Reaxys:2207383 Reaxys (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid IUPAC (2E)-3-(4-hydroxyphenyl)acrylic acid ChEBI (E)-3-(4-hydroxyphenyl)-2-propenoic acid ChemIDplus (E)-p-coumaric acid NIST_Chemistry_WebBook (E)-p-hydroxycinnamic acid ChemIDplus 4'-HYDROXYCINNAMIC ACID PDBeChem 4-Hydroxycinnamic acid KEGG_COMPOUND naringeninic acid NIST_Chemistry_WebBook p-Coumaric acid KEGG_COMPOUND trans-4-hydroxycinnamic acid ChemIDplus trans-p-Hydroxycinnamate KEGG_COMPOUND trans-p-coumaric acid NIST_Chemistry_WebBook trans-p-coumarinic acid ChemIDplus trans-p-hydroxycinnamic acid ChemIDplus An octadecatetraenoic acid having four double bonds located at positions 6, 9, 12 and 15 (the all-cis-isomer). It has been isolated from Lithospermum officinale and fish oils. 0 C18H28O2 InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-,13-12- JIWBIWFOSCKQMA-LTKCOYKYSA-N 276.41370 276.20893 CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(O)=O Beilstein:1712973 CAS:20290-75-9 HMDB:HMDB0006547 KEGG:C16300 KNApSAcK:C00000405 LIPID_MAPS_instance:LMFA01030357 MetaCyc:CPD-12653 PMID:23932357 PMID:24553695 Patent:CA2827585 Patent:KR20130045846 Reaxys:1712973 Wikipedia:Stearidonic_acid (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid chebi_ontology (6Z,9Z,12Z,15Z)-Octadecatetraenoic acid 6,9,12,15-Octadecatetraenoic acid SDA stearidonic acid CHEBI:32389 all-cis-octadeca-6,9,12,15-tetraenoic acid all-cis-octadeca-6,9,12,15-tetraenoic acid CHEBI:32389 Beilstein:1712973 Beilstein CAS:20290-75-9 ChemIDplus CAS:20290-75-9 KEGG COMPOUND LIPID_MAPS_instance:LMFA01030357 LIPID MAPS PMID:23932357 Europe PMC PMID:24553695 Europe PMC Reaxys:1712973 Reaxys (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid IUPAC (6Z,9Z,12Z,15Z)-Octadecatetraenoic acid KEGG_COMPOUND 6,9,12,15-Octadecatetraenoic acid KEGG_COMPOUND SDA ChEBI stearidonic acid ChEBI An icosenoic acid having a cis- double bond at position 11. 0 C20H38O2 InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10H,2-8,11-19H2,1H3,(H,21,22)/b10-9- BITHHVVYSMSWAG-KTKRTIGZSA-N 310.522 310.28718 C(=O)(CCCCCCCCC/C=C\CCCCCCCC)O Beilstein:1727313 HMDB:HMDB0002231 KEGG:C16526 KNApSAcK:C00035628 LIPID_MAPS_instance:LMFA01030085 PMID:11929276 PMID:14667942 PMID:16581239 PMID:34287699 PMID:37130451 Reaxys:1727313 (11Z)-icos-11-enoic acid chebi_ontology (11Z)-Eicosenoic acid (11Z)-Icosenoic acid (Z)-Icosa-11-enoic acid (Z)-eicos-11-enoic acid (Z)-icos-11-enoic acid 11-Eicosenoic acid 11-Icosenoic acid 20:1 Eicosenoic acid Z-Delta(11)-Eicosensaeure cis-11-eicosenoic acid cis-Delta(11)-eicosenoic acid cis-gondoic acid gondoic acid CHEBI:32425 (11Z)-icos-11-enoic acid (11Z)-icos-11-enoic acid CHEBI:32425 Beilstein:1727313 Beilstein LIPID_MAPS_instance:LMFA01030085 LIPID MAPS PMID:11929276 Europe PMC PMID:14667942 Europe PMC PMID:16581239 Europe PMC PMID:34287699 Europe PMC PMID:37130451 Europe PMC Reaxys:1727313 Reaxys (11Z)-icos-11-enoic acid IUPAC (11Z)-Eicosenoic acid KEGG_COMPOUND (11Z)-Icosenoic acid KEGG_COMPOUND (Z)-Icosa-11-enoic acid KEGG_COMPOUND (Z)-eicos-11-enoic acid ChEBI (Z)-icos-11-enoic acid ChEBI 11-Eicosenoic acid KEGG_COMPOUND 11-Icosenoic acid KEGG_COMPOUND 20:1 ChEBI Eicosenoic acid KEGG_COMPOUND Z-Delta(11)-Eicosensaeure ChEBI cis-11-eicosenoic acid ChEBI cis-Delta(11)-eicosenoic acid ChEBI cis-gondoic acid ChEBI gondoic acid ChEBI A neoxanthin in which all of the double bonds have trans geometry. 0 C40H56O4 InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-22-35-36(5,6)25-33(41)27-38(35,9)43)15-11-12-16-30(2)18-14-20-32(4)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-21,23-24,33-34,41-43H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20+/t22-,33-,34-,38+,39+,40-/m0/s1 PGYAYSRVSAJXTE-MTYISEJWSA-N 600.884 600.41786 [C@](=C(\C(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C=C\[C@@]12[C@@](C[C@H](CC1(C)C)O)(O2)C)/C)/C)\C)\C)[H])=C3C(C[C@H](O)C[C@@]3(C)O)(C)C CHEBI:22344 CHEBI:44249 CHEBI:7517 Beilstein:101197 CAS:14660-91-4 COMe:MOL000106 HMDB:HMDB0003020 KEGG:C08606 KEGG:C13431 KNApSAcK:C00003780 MetaCyc:CPD1F-135 PMID:11029576 PMID:13706623 PMID:15333710 PMID:22502907 PMID:8610051 Reaxys:101197 (3S,3'S,5R,5'R,6R,6'S,8R)-6,7-didehydro-5,5',6,6'-tetrahydro-5',6'-epoxy-beta,beta-carotene-3,3',5-triol (3S,5R,6R,3'S,5'R,6'S)-6,7-didehydro-5',6'-epoxy-5,6,5',6'-tetrahydro-beta,beta-carotene-3,5,3'-triol all-trans-Neoxanthin all-trans-neoxanthin chebi_ontology Neoxanthin CHEBI:32446 all-trans-neoxanthin CHEBI:32446 Beilstein:101197 Beilstein CAS:14660-91-4 ChemIDplus CAS:14660-91-4 KEGG COMPOUND PMID:11029576 Europe PMC PMID:13706623 Europe PMC PMID:15333710 Europe PMC PMID:22502907 Europe PMC PMID:8610051 Europe PMC Reaxys:101197 Reaxys (3S,3'S,5R,5'R,6R,6'S,8R)-6,7-didehydro-5,5',6,6'-tetrahydro-5',6'-epoxy-beta,beta-carotene-3,3',5-triol IUPAC (3S,5R,6R,3'S,5'R,6'S)-6,7-didehydro-5',6'-epoxy-5,6,5',6'-tetrahydro-beta,beta-carotene-3,5,3'-triol IUPAC all-trans-Neoxanthin KEGG_COMPOUND all-trans-neoxanthin UniProt Neoxanthin KEGG_COMPOUND A metal chloride salt with a K(+) counterion. 0 ClK InChI=1S/ClH.K/h1H;/q;+1/p-1 WCUXLLCKKVVCTQ-UHFFFAOYSA-M 74.55100 73.93256 [Cl-].[K+] CAS:7447-40-7 DrugBank:DB00761 KEGG:D02060 MetaCyc:KCL MolBase:881 Reaxys:3534978 Wikipedia:Potassium_Chloride potassium chloride chebi_ontology KCl Kaliumchlorid Kaon-Cl 10 Klor-con Klotrix Monopotassium chloride [KCl] muriate of potash sylvite CHEBI:32588 potassium chloride potassium chloride CHEBI:32588 CAS:7447-40-7 ChemIDplus CAS:7447-40-7 NIST Chemistry WebBook Reaxys:3534978 Reaxys potassium chloride IUPAC KCl IUPAC Kaliumchlorid ChEBI Kaon-Cl 10 KEGG_DRUG Klor-con KEGG_DRUG Klotrix KEGG_DRUG Monopotassium chloride DrugBank [KCl] MolBase muriate of potash NIST_Chemistry_WebBook sylvite ChEBI A magnesium salt having sulfate as the counterion. 0 MgO4S InChI=1S/Mg.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 CSNNHWWHGAXBCP-UHFFFAOYSA-L 120.36860 119.93677 [Mg++].[O-]S([O-])(=O)=O CAS:7487-88-9 DrugBank:DB00653 PMID:10723972 PMID:11251702 PMID:15357561 PMID:19805935 PMID:31092073 PMID:31412352 PMID:32063925 PMID:32256123 PMID:8991630 Reaxys:4208125 magnesium sulfate chebi_ontology Magnesium sulfate (1:1) Magnesiumsulfat MgSO4 magnesium sulfate anhydrous magnesium sulphate magnesium(II) sulfate sulfuric acid magnesium salt sulphate of magnesia CHEBI:32599 magnesium sulfate magnesium sulfate CHEBI:32599 CAS:7487-88-9 ChemIDplus CAS:7487-88-9 NIST Chemistry WebBook PMID:10723972 Europe PMC PMID:11251702 Europe PMC PMID:15357561 Europe PMC PMID:19805935 Europe PMC PMID:31092073 Europe PMC PMID:31412352 Europe PMC PMID:32063925 Europe PMC PMID:32256123 Europe PMC PMID:8991630 Europe PMC Reaxys:4208125 Reaxys magnesium sulfate IUPAC Magnesium sulfate (1:1) ChemIDplus Magnesiumsulfat ChEBI MgSO4 IUPAC magnesium sulfate anhydrous ChemIDplus magnesium sulphate NIST_Chemistry_WebBook magnesium(II) sulfate NIST_Chemistry_WebBook sulfuric acid magnesium salt NIST_Chemistry_WebBook sulphate of magnesia ChEBI A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis. 0 C3H4O3 InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6) LCTONWCANYUPML-UHFFFAOYSA-N 88.06206 88.01604 CC(=O)C(O)=O CHEBI:26466 CHEBI:45253 CHEBI:8685 Beilstein:506211 CAS:127-17-3 DrugBank:DB00119 ECMDB:ECMDB00243 Gmelin:101087 HMDB:HMDB0000243 KEGG:C00022 KNApSAcK:C00001200 LIPID_MAPS_instance:LMFA01060077 MetaCyc:PYRUVATE PDBeChem:PYR PMID:11762589 PMID:19260671 PMID:22150460 PMID:22233273 PMID:22735334 PMID:22770225 Reaxys:506211 Wikipedia:Pyruvic_acid YMDB:YMDB00175 2-oxopropanoic acid PYRUVIC ACID Pyruvic acid pyruvic acid chebi_ontology 2-Oxopropanoic acid 2-Oxopropansaeure 2-Oxopropionsaeure 2-ketopropionic acid 2-oxopropanoic acid Acetylformic acid BTS Brenztraubensaeure CH3COCOOH Pyroracemic acid acetylformic acid acide pyruvique alpha-Oxopropionsaeure alpha-ketopropionic acid CHEBI:32816 pyruvic acid pyruvic acid CHEBI:32816 Beilstein:506211 Beilstein CAS:127-17-3 ChemIDplus CAS:127-17-3 NIST Chemistry WebBook Gmelin:101087 Gmelin LIPID_MAPS_instance:LMFA01060077 LIPID MAPS PMID:11762589 Europe PMC PMID:19260671 Europe PMC PMID:22150460 Europe PMC PMID:22233273 Europe PMC PMID:22735334 Europe PMC PMID:22770225 Europe PMC Reaxys:506211 Reaxys 2-oxopropanoic acid IUPAC PYRUVIC ACID PDBeChem Pyruvic acid KEGG_COMPOUND pyruvic acid ChEBI 2-Oxopropanoic acid KEGG_COMPOUND 2-Oxopropansaeure ChemIDplus 2-Oxopropionsaeure ChemIDplus 2-ketopropionic acid ChemIDplus 2-oxopropanoic acid ChEBI Acetylformic acid HMDB BTS ChemIDplus Brenztraubensaeure ChEBI CH3COCOOH NIST_Chemistry_WebBook Pyroracemic acid KEGG_COMPOUND acetylformic acid NIST_Chemistry_WebBook acide pyruvique ChEBI alpha-Oxopropionsaeure ChemIDplus alpha-ketopropionic acid NIST_Chemistry_WebBook A hydroxy monocarboxylic acid consisting of propionic acid having a 4-hydroxyphenyl group at the 3-position. 0 C9H10O3 InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12) NMHMNPHRMNGLLB-UHFFFAOYSA-N 166.17390 166.06299 OC(=O)CCc1ccc(O)cc1 CHEBI:19934 CHEBI:43113 CHEBI:8110 Beilstein:2209841 CAS:501-97-3 DrugBank:DB03897 HMDB:HMDB0002199 KEGG:C01744 KNApSAcK:C00029471 PDBeChem:HPP PMID:1623136 PMID:16656273 PMID:17190852 PMID:19176242 PMID:21109029 PMID:21141880 PMID:5354935 PMID:6531939 Reaxys:2209841 3-(4-hydroxyphenyl)propanoic acid Phloretic acid chebi_ontology 3-(4-Hydroxyphenyl)propionic acid 3-(p-hydroxyphenyl)propionic acid 4-Hydroxyphenylpropionic acid Dihydro-p-coumaric acid HYDROXYPHENYL PROPIONIC ACID Phloretinic acid beta-(p-hydroxyphenyl)propionic acid desaminotyrosine p-Hydroxyhydrocinnamic acid p-hydroxyphenylpropionic acid CHEBI:32980 phloretic acid phloretic acid CHEBI:32980 Beilstein:2209841 ChemIDplus CAS:501-97-3 ChemIDplus CAS:501-97-3 KEGG COMPOUND CAS:501-97-3 NIST Chemistry WebBook PMID:1623136 Europe PMC PMID:16656273 Europe PMC PMID:17190852 Europe PMC PMID:19176242 Europe PMC PMID:21109029 Europe PMC PMID:21141880 Europe PMC PMID:5354935 Europe PMC PMID:6531939 Europe PMC Reaxys:2209841 Reaxys 3-(4-hydroxyphenyl)propanoic acid IUPAC Phloretic acid KEGG_COMPOUND 3-(4-Hydroxyphenyl)propionic acid KEGG_COMPOUND 3-(p-hydroxyphenyl)propionic acid NIST_Chemistry_WebBook 4-Hydroxyphenylpropionic acid NIST_Chemistry_WebBook Dihydro-p-coumaric acid HMDB HYDROXYPHENYL PROPIONIC ACID PDBeChem Phloretinic acid HMDB beta-(p-hydroxyphenyl)propionic acid NIST_Chemistry_WebBook desaminotyrosine ChEBI p-Hydroxyhydrocinnamic acid HMDB p-hydroxyphenylpropionic acid HMDB +2 V InChI=1S/V/q+2 BLSRSXLJVJVBIK-UHFFFAOYSA-N 50.94150 50.94286 [V++] CAS:15121-26-3 Gmelin:6864 vanadium(2+) vanadium(2+) ion vanadium(II) cation chebi_ontology V(2+) vanadium(2+), ion CHEBI:33004 vanadium(2+) vanadium(2+) CHEBI:33004 CAS:15121-26-3 ChemIDplus Gmelin:6864 Gmelin vanadium(2+) IUPAC vanadium(2+) ion IUPAC vanadium(II) cation IUPAC V(2+) IUPAC vanadium(2+), ion ChemIDplus +2 Cr InChI=1S/Cr/q+2 UZEDIBTVIIJELN-UHFFFAOYSA-N 51.99610 51.93941 [Cr++] CAS:22541-79-3 Gmelin:6854 chromium(2+) chromium(2+) ion chromium(II) cation chebi_ontology Cr(2+) chromous ion CHEBI:33006 chromium(2+) chromium(2+) CHEBI:33006 CAS:22541-79-3 ChemIDplus Gmelin:6854 Gmelin chromium(2+) IUPAC chromium(2+) ion IUPAC chromium(II) cation IUPAC Cr(2+) IUPAC chromous ion ChemIDplus A calcium salt with formula CCaO3. 0 CCaO3 CO3.Ca InChI=1S/CH2O3.Ca/c2-1(3)4;/h(H2,2,3,4);/q;+2/p-2 VTYYLEPIZMXCLO-UHFFFAOYSA-L 100.087 99.94733 [Ca+2].C(=O)([O-])[O-] BPDB:108 CAS:471-34-1 DrugBank:DB06724 KEGG:C08129 KEGG:D00932 PPDB:108 Reaxys:8008338 Wikipedia:Calcium_carbonate Calcium carbonate calcium carbonate calcium trioxidocarbonate chebi_ontology CaCO3 Calciumcarbonat E 170 Kalziumkarbonat Precipitated calcium carbonate calcium carbonate (1:1) carbonate de calcium carbonato de calcio carbonic acid calcium salt (1:1) kohlensaurer Kalk CHEBI:3311 calcium carbonate calcium carbonate CHEBI:3311 CAS:471-34-1 ChemIDplus CAS:471-34-1 KEGG COMPOUND CAS:471-34-1 NIST Chemistry WebBook Reaxys:8008338 Reaxys Calcium carbonate KEGG_COMPOUND calcium carbonate IUPAC calcium trioxidocarbonate IUPAC CaCO3 IUPAC Calciumcarbonat ChEBI E 170 ChEBI Kalziumkarbonat ChEBI Precipitated calcium carbonate KEGG_COMPOUND calcium carbonate (1:1) ChemIDplus carbonate de calcium ChEBI carbonato de calcio ChEBI carbonic acid calcium salt (1:1) ChemIDplus kohlensaurer Kalk ChEBI 0 CaCl2 InChI=1S/Ca.2ClH/h;2*1H/q+2;;/p-2 UXVMQQNJUSDDNG-UHFFFAOYSA-L 110.98340 109.90030 [Cl-].[Cl-].[Ca++] AGR:IND607339542 CAS:10043-52-4 DrugBank:DB01164 FooDB:FDB015404 HMDB:HMDB0303526 KEGG:C08130 MetaCyc:CPD0-1589 MolBase:1869 PMID:11057678 PMID:13333715 PMID:32018153 PMID:32441097 PMID:34618995 PMID:34981086 PMID:35159430 PMID:35159592 PMID:35200459 PMID:35260323 PPDB:109 Wikipedia:Calcium_Chloride calcium chloride calcium dichloride chebi_ontology CaCl2 Calcium chloride anhydrous [CaCl2] calcium chloride anhydrous CHEBI:3312 calcium dichloride calcium dichloride CHEBI:3312 AGR:IND607339542 Europe PMC CAS:10043-52-4 ChemIDplus CAS:10043-52-4 KEGG COMPOUND CAS:10043-52-4 NIST Chemistry WebBook PMID:11057678 Europe PMC PMID:13333715 Europe PMC PMID:32018153 Europe PMC PMID:32441097 Europe PMC PMID:34618995 Europe PMC PMID:34981086 Europe PMC PMID:35159430 Europe PMC PMID:35159592 Europe PMC PMID:35200459 Europe PMC PMID:35260323 Europe PMC calcium chloride IUPAC calcium dichloride IUPAC CaCl2 IUPAC Calcium chloride anhydrous KEGG_COMPOUND [CaCl2] MolBase calcium chloride anhydrous ChemIDplus A cyanide salt containing equal numbers of sodium cations and cyanide anions. 0 CNNa InChI=1S/CN.Na/c1-2;/q-1;+1 MNWBNISUBARLIT-UHFFFAOYSA-N 49.007 48.99284 [C-]#N.[Na+] Beilstein:3587243 CAS:143-33-9 Gmelin:1041163 KEGG:C18673 PMID:12782041 PMID:19831452 PMID:22710495 PMID:25895263 sodium cyanide chebi_ontology NaCN Natriumcyanid Natriumzyanid cyanide of sodium CHEBI:33192 sodium cyanide sodium cyanide CHEBI:33192 Beilstein:3587243 ChemIDplus CAS:143-33-9 ChemIDplus CAS:143-33-9 KEGG COMPOUND CAS:143-33-9 NIST Chemistry WebBook Gmelin:1041163 Gmelin PMID:12782041 Europe PMC PMID:19831452 Europe PMC PMID:22710495 Europe PMC PMID:25895263 Europe PMC sodium cyanide IUPAC NaCN IUPAC Natriumcyanid ChEBI Natriumzyanid ChEBI cyanide of sodium NIST_Chemistry_WebBook A biochemical role played by any micronutrient that is an organic compound. Vitamins are present in foods in small amounts and are essential to normal metabolism and biochemical functions, usually as coenzymes. The term "vitamines" (from vita + amines) was coined in 1912 by Casimir Funk, who believed that these compounds were amines. CHEBI:10004 CHEBI:27305 Wikipedia:Vitamin chebi_ontology vitamin vitamina vitaminas vitamine vitamines vitamins vitaminum CHEBI:33229 vitamin (role) vitamin (role) CHEBI:33229 vitamin ChEBI vitamina ChEBI vitaminas ChEBI vitamine ChEBI vitamines ChEBI vitamins ChEBI vitaminum ChEBI Any member of a group of fat-soluble chromanols that exhibit biological activity against vitamin E deficiency. The vitamers in this class consists of a chroman-6-ol core which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units. The major function of vitamin E is to act as a natural antioxidant by scavenging free radicals and molecular oxygen. MetaCyc:Vitamin-E PMID:33684201 PMID:33847203 PMID:33896432 PMID:34277234 PMID:34278890 PMID:7898412 PMID:7901680 Wikipedia:Vitamin_E vitamin E chebi_ontology vitamin E vitamer vitamin E vitamers vitamin-E vitamins E CHEBI:33234 vitamin E vitamin E CHEBI:33234 PMID:33684201 Europe PMC PMID:33847203 Europe PMC PMID:33896432 Europe PMC PMID:34277234 Europe PMC PMID:34278890 Europe PMC PMID:7898412 Europe PMC PMID:7901680 Europe PMC vitamin E ChemIDplus vitamin E vitamer ChEBI vitamin E vitamers ChEBI vitamin-E ChEBI vitamins E ChEBI A tocol in which the hydrocarbon chain at position 2 contains three double bonds. CAS:6829-55-6 PMID:15671205 PMID:18997413 Reaxys:19981754 Wikipedia:Tocotrienol tocotrienol chebi_ontology tocotrienols CHEBI:33235 tocotrienol tocotrienol CHEBI:33235 CAS:6829-55-6 ChemIDplus PMID:15671205 Europe PMC PMID:18997413 Europe PMC Reaxys:19981754 Reaxys tocotrienol ChemIDplus tocotrienols ChEBI It is present in mushrooms. 0 C28H46O InChI=1S/C28H46O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h12-13,19-20,22,25-27,29H,4,7-11,14-18H2,1-3,5-6H3/b23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1 DIPPFEXMRDPFBK-JPWDPSJFSA-N 398.66424 398.35487 [H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\C2=C/C=C1/C[C@@H](O)CCC1=C)[C@H](C)CC[C@H](C)C(C)C AGR:IND601134157 AGR:IND605677191 Beilstein:3221782 CAS:511-28-4 Chemspider:4574179 KEGG:C18192 LIPID_MAPS_instance:LMST03030001 PMID:22870201 PMID:24295670 PMID:24494050 PMID:27323764 PMID:34181690 Wikipedia:22-Dihydroergocalciferol (3S,5Z,7E)-9,10-secoergosta-5,7,10(19)-trien-3-ol Vitamin D4 vitamin D4 chebi_ontology (24S)-methylcalciol (3S)-9,10-seco-5Z,7E,10(19)-ergostatrien-3-ol (3beta,5Z,7E)-9,10-secoergosta-5,7,10(19)-trien-3-ol (5Z,7E)-(3S)-9,10-Seco-5,7,10(19)-ergostatrien-3-ol (5Z,7E)-(3S)-9,10-secoergosta-5,7,10(19)-trien-3-ol 22,23-dihydroercalciol 22,23-dihydroergocalciferol 22-Dihydroergocalciferol 24S-methylcalciol CHEBI:33237 vitamin D4 vitamin D4 CHEBI:33237 AGR:IND601134157 Europe PMC AGR:IND605677191 Europe PMC Beilstein:3221782 Beilstein CAS:511-28-4 ChemIDplus LIPID_MAPS_instance:LMST03030001 LIPID MAPS PMID:22870201 Europe PMC PMID:24295670 Europe PMC PMID:24494050 Europe PMC PMID:27323764 Europe PMC PMID:34181690 Europe PMC (3S,5Z,7E)-9,10-secoergosta-5,7,10(19)-trien-3-ol IUPAC Vitamin D4 ChemIDplus vitamin D4 ChemIDplus (24S)-methylcalciol JCBN (3S)-9,10-seco-5Z,7E,10(19)-ergostatrien-3-ol LIPID_MAPS (3beta,5Z,7E)-9,10-secoergosta-5,7,10(19)-trien-3-ol ChEBI (5Z,7E)-(3S)-9,10-Seco-5,7,10(19)-ergostatrien-3-ol KEGG_COMPOUND (5Z,7E)-(3S)-9,10-secoergosta-5,7,10(19)-trien-3-ol JCBN 22,23-dihydroercalciol JCBN 22,23-dihydroergocalciferol JCBN 22-Dihydroergocalciferol KEGG_COMPOUND 24S-methylcalciol ChemIDplus An organosulfur compound is a compound containing at least one carbon-sulfur bond. CHEBI:23010 CHEBI:25714 Wikipedia:Organosulfur_compounds organosulfur compound chebi_ontology organosulfur compounds CHEBI:33261 organosulfur compound organosulfur compound CHEBI:33261 organosulfur compound ChEBI organosulfur compounds ChEBI A tocotrienol that is chroman-6-ol substituted by methyl groups at positions 2, 5, 7 and 8 and a farnesyl chain at position 2. It has been found in palm oil derived from Elaeis guineensis. 0 C29H44O2 InChI=1S/C29H44O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h12,14,16,30H,9-11,13,15,17-19H2,1-8H3/b21-14+,22-16+/t29-/m1/s1 RZFHLOLGZPDCHJ-XZXLULOTSA-N 424.65846 424.33413 CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCc2c(C)c(O)c(C)c(C)c2O1 CHEBI:35062 Beilstein:45723 Beilstein:5484296 CAS:1721-51-3 Chemspider:4445512 FooDB:FDB002434 HMDB:HMDB0006327 KEGG:C14153 KNApSAcK:C00035044 LIPID_MAPS_instance:LMPR02020054 MetaCyc:CPD-15836 PMCID:PMC7259054 PMID:11160563 PMID:12030315 PMID:12521598 PMID:12524170 PMID:12566479 PMID:12739983 PMID:12788481 PMID:15527824 PMID:16166580 PMID:16257640 PMID:16616508 PMID:16771695 PMID:16923160 PMID:17331802 PMID:20028458 PMID:20823491 PMID:22013739 PMID:22252050 PMID:24013375 PMID:30110365 PMID:31905614 PMID:7808307 Patent:EP2362875 Patent:US2010105930 Patent:WO2010051277 Reaxys:5484296 Wikipedia:Alpha-Tocotrienol (2R)-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol alpha-tocotrienol chebi_ontology (2R)-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol zeta1-tocopherol α-tocotrienol CHEBI:33270 alpha-tocotrienol CHEBI:33270 Beilstein:45723 Beilstein Beilstein:5484296 Beilstein CAS:1721-51-3 ChemIDplus CAS:1721-51-3 KEGG COMPOUND LIPID_MAPS_instance:LMPR02020054 LIPID MAPS PMCID:PMC7259054 Europe PMC PMID:11160563 Europe PMC PMID:12030315 Europe PMC PMID:12521598 Europe PMC PMID:12524170 Europe PMC PMID:12566479 Europe PMC PMID:12739983 Europe PMC PMID:12788481 Europe PMC PMID:15527824 Europe PMC PMID:16166580 Europe PMC PMID:16257640 Europe PMC PMID:16616508 Europe PMC PMID:16771695 Europe PMC PMID:16923160 Europe PMC PMID:17331802 Europe PMC PMID:20028458 Europe PMC PMID:20823491 Europe PMC PMID:22013739 Europe PMC PMID:22252050 Europe PMC PMID:24013375 Europe PMC PMID:30110365 Europe PMC PMID:31905614 Europe PMC PMID:7808307 Europe PMC Reaxys:5484296 Reaxys (2R)-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol IUPAC alpha-tocotrienol ChemIDplus alpha-tocotrienol KEGG_COMPOUND alpha-tocotrienol LIPID_MAPS alpha-tocotrienol UniProt (2R)-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol IUPAC zeta1-tocopherol ChemIDplus zeta1-tocopherol LIPID_MAPS A tocotrienol that is chroman-6-ol substituted by methyl groups at positions 2, 5 and 8 and a farnesyl chain at position 2. It has been isolated from various cultivars of wheat. 0 C28H42O2 InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1 FGYKUFVNYVMTAM-WAZJVIJMSA-N 410.63188 410.31848 CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCc2c(C)c(O)cc(C)c2O1 CHEBI:35070 AGR:IND44045372 AGR:IND607266641 Beilstein:43513 CAS:490-23-3 Chemspider:4445513 FooDB:FDB002433 HMDB:HMDB0030554 KEGG:C14154 KNApSAcK:C00035060 LIPID_MAPS_instance:LMPR02020055 MetaCyc:CPD-15837 PMID:11902929 PMID:14747214 PMID:18921970 PMID:20413888 PMID:32283796 Patent:CN101842488 Patent:EP1948808 Patent:EP2198029 Patent:MX2010003631 Patent:US2007021497 Patent:US2011113503 Reaxys:43513 Wikipedia:Beta-Tocotrienol (2R)-2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol beta-tocotrienol chebi_ontology (2R)-2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol (2R)-3,4-dihydro-2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-2H-1-benzopyran-6-ol epsilon-tocopherol β-tocotrienol CHEBI:33275 beta-tocotrienol CHEBI:33275 AGR:IND44045372 Europe PMC AGR:IND607266641 Europe PMC Beilstein:43513 Beilstein CAS:490-23-3 ChemIDplus CAS:490-23-3 KEGG COMPOUND LIPID_MAPS_instance:LMPR02020055 LIPID MAPS PMID:11902929 Europe PMC PMID:14747214 Europe PMC PMID:18921970 Europe PMC PMID:20413888 Europe PMC PMID:32283796 Europe PMC Reaxys:43513 Reaxys (2R)-2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol IUPAC beta-tocotrienol ChemIDplus beta-tocotrienol KEGG_COMPOUND beta-tocotrienol UniProt (2R)-2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol IUPAC (2R)-3,4-dihydro-2,5,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-2H-1-benzopyran-6-ol ChemIDplus epsilon-tocopherol ChemIDplus A tocotrienol that is chroman-6-ol substituted by methyl groups at positions 2 and 8 and a farnesyl chain at position 2. 0 C27H40O2 InChI=1S/C27H40O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h10,12,14,18-19,28H,7-9,11,13,15-17H2,1-6H3/b21-12+,22-14+/t27-/m1/s1 ODADKLYLWWCHNB-LDYBVBFYSA-N 396.60530 396.30283 CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCc2cc(O)cc(C)c2O1 CHEBI:35081 Beilstein:5449575 CAS:25612-59-3 Chemspider:4445515 FooDB:FDB001299 HMDB:HMDB0030008 KEGG:C14156 KNApSAcK:C00035077 LIPID_MAPS_instance:LMPR02020056 MetaCyc:CPD-15839 PMCID:PMC8181054 PMID:21598300 PMID:22816285 PMID:24294967 PMID:24486300 PMID:25225850 PMID:25480449 PMID:25534439 PMID:25815474 PMID:28825992 PMID:29491063 PMID:29749323 PMID:30100736 PMID:30639384 PMID:30871192 PMID:30940630 PMID:31141912 PMID:32580548 PMID:32629979 PMID:32932619 PMID:32951743 PMID:33143330 PMID:33347911 PMID:33899292 Patent:WO2009126866 Reaxys:5449575 (2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol delta-tocotrienol delta-tocotrienol chebi_ontology (2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol δ-tocotrienol CHEBI:33276 delta-tocotrienol CHEBI:33276 Beilstein:5449575 Beilstein CAS:25612-59-3 ChemIDplus CAS:25612-59-3 NIST Chemistry WebBook LIPID_MAPS_instance:LMPR02020056 LIPID MAPS PMCID:PMC8181054 Europe PMC PMID:21598300 Europe PMC PMID:22816285 Europe PMC PMID:24294967 Europe PMC PMID:24486300 Europe PMC PMID:25225850 Europe PMC PMID:25480449 Europe PMC PMID:25534439 Europe PMC PMID:25815474 Europe PMC PMID:28825992 Europe PMC PMID:29491063 Europe PMC PMID:29749323 Europe PMC PMID:30100736 Europe PMC PMID:30639384 Europe PMC PMID:30871192 Europe PMC PMID:30940630 Europe PMC PMID:31141912 Europe PMC PMID:32580548 Europe PMC PMID:32629979 Europe PMC PMID:32932619 Europe PMC PMID:32951743 Europe PMC PMID:33143330 Europe PMC PMID:33347911 Europe PMC PMID:33899292 Europe PMC Reaxys:5449575 Reaxys (2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol IUPAC delta-tocotrienol ChemIDplus delta-tocotrienol KEGG_COMPOUND delta-tocotrienol UniProt (2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol IUPAC A tocotrienol that is chroman-6-ol substituted by methyl groups at positions 2, 7 and 8 and a farnesyl chain at position 2. A vitamin E family member that has potent anti-cancer properties against a wide-range of cancers. 0 C28H42O2 InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1 OTXNTMVVOOBZCV-WAZJVIJMSA-N 410.63188 410.31848 CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCc2cc(O)c(C)c(C)c2O1 CHEBI:35082 Beilstein:43525 Beilstein:5483919 CAS:14101-61-2 Chemspider:4445514 FooDB:FDB001298 HMDB:HMDB0012958 KEGG:C14155 KNApSAcK:C00035101 LIPID_MAPS_instance:LMPR02020057 MetaCyc:CPD-15838 PMCID:PMC8308567 PMID:19195866 PMID:19557601 PMID:21429729 PMID:23341695 PMID:24959559 PMID:25423021 PMID:26930378 PMID:27128741 PMID:27356050 PMID:27864002 PMID:27869747 PMID:29283379 PMID:29642403 PMID:29787425 PMID:29957361 PMID:30070965 PMID:30183139 PMID:30497457 PMID:30845647 PMID:30866453 PMID:30901461 PMID:31414341 PMID:31877708 PMID:32283796 PMID:33343356 PMID:33847203 Reaxys:5483919 Wikipedia:Gamma-Tocotrienol (2R)-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol gamma-tocotrienol chebi_ontology (2R)-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol γ-tocotrienol CHEBI:33277 gamma-tocotrienol CHEBI:33277 Beilstein:43525 Beilstein Beilstein:5483919 Beilstein CAS:14101-61-2 ChemIDplus CAS:14101-61-2 NIST Chemistry WebBook LIPID_MAPS_instance:LMPR02020057 LIPID MAPS PMCID:PMC8308567 Europe PMC PMID:19195866 Europe PMC PMID:19557601 Europe PMC PMID:21429729 Europe PMC PMID:23341695 Europe PMC PMID:24959559 Europe PMC PMID:25423021 Europe PMC PMID:26930378 Europe PMC PMID:27128741 Europe PMC PMID:27356050 Europe PMC PMID:27864002 Europe PMC PMID:27869747 Europe PMC PMID:29283379 Europe PMC PMID:29642403 Europe PMC PMID:29787425 Europe PMC PMID:29957361 Europe PMC PMID:30070965 Europe PMC PMID:30183139 Europe PMC PMID:30497457 Europe PMC PMID:30845647 Europe PMC PMID:30866453 Europe PMC PMID:30901461 Europe PMC PMID:31414341 Europe PMC PMID:31877708 Europe PMC PMID:32283796 Europe PMC PMID:33343356 Europe PMC PMID:33847203 Europe PMC Reaxys:5483919 Reaxys (2R)-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol IUPAC gamma-tocotrienol KEGG_COMPOUND gamma-tocotrienol UniProt (2R)-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol IUPAC A vitamin D in which the side-chain at position 17 consists of a (5R)-5-ethyl-6-methylheptan-2-yl group. 0 C29H48O InChI=1S/C29H48O/c1-7-23(20(2)3)12-10-22(5)27-16-17-28-24(9-8-18-29(27,28)6)13-14-25-19-26(30)15-11-21(25)4/h13-14,20,22-23,26-28,30H,4,7-12,15-19H2,1-3,5-6H3/b24-13+,25-14-/t22-,23-,26+,27-,28+,29-/m1/s1 RMDJVOZETBHEAR-LQYWTLTGSA-N 412.69082 412.37052 [H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\C2=C/C=C1/C[C@@H](O)CCC1=C)[C@H](C)CC[C@@H](CC)C(C)C Beilstein:5616721 CAS:71761-06-3 Chemspider:8085275 FooDB:FDB020368 HMDB:HMDB0040586 KEGG:C18193 PMID:16259866 PMID:232394 Reaxys:10217937 Wikipedia:Vitamin_D5 (3S,5Z,7E)-9,10-secostigmasta-5,7,10-trien-3-ol chebi_ontology (1S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,4R)-4-Ethyl-1,5-dimethylhexyl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylenecyclohexanol (3beta,5Z,7E)-9,10-secostigmasta-5,7,10(19)-trien-3-ol (5Z,7E)-9,10-Secostigmasta-5,7,10(19)-trien-3beta-ol (5Z,7E)-9,10-secostigmasta-5,7,10(19)-trien-3beta-ol 24R-methylcalciol sitocalciferol CHEBI:33279 vitamin D5 vitamin D5 CHEBI:33279 Beilstein:5616721 Beilstein CAS:71761-06-3 ChemIDplus CAS:71761-06-3 KEGG COMPOUND PMID:16259866 Europe PMC PMID:232394 Europe PMC Reaxys:10217937 Reaxys (3S,5Z,7E)-9,10-secostigmasta-5,7,10-trien-3-ol IUPAC (1S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,4R)-4-Ethyl-1,5-dimethylhexyl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylenecyclohexanol ChEBI (3beta,5Z,7E)-9,10-secostigmasta-5,7,10(19)-trien-3-ol ChemIDplus (5Z,7E)-9,10-Secostigmasta-5,7,10(19)-trien-3beta-ol KEGG_COMPOUND (5Z,7E)-9,10-secostigmasta-5,7,10(19)-trien-3beta-ol ChEBI 24R-methylcalciol ChemIDplus sitocalciferol ChEBI -3 P InChI=1S/P/q-3 FZTWZIMSKAGPSB-UHFFFAOYSA-N 30.97376 30.97541 [P-3] CAS:22569-71-7 Gmelin:16414 phosphanetriide phosphide(3-) chebi_ontology P(-) phosphide CHEBI:33468 phosphide(3-) CHEBI:33468 CAS:22569-71-7 ChemIDplus Gmelin:16414 Gmelin phosphanetriide IUPAC phosphide(3-) IUPAC P(-) IUPAC phosphide ChemIDplus Any member of class of 1,2-di-O-acylglycerols joined at oxygen 3 by a glycosidic linkage to a carbohydrate part (usually a mono-, di- or tri-saccharide). Some substances classified as bacterial glycolipids have the sugar part acylated by one or more fatty acids and the glycerol part may be absent. CHEBI:24393 CHEBI:5476 KEGG:C05005 Wikipedia:Glycolipids Glycolipid glycolipids chebi_ontology CHEBI:33563 glycolipid glycolipid CHEBI:33563 Glycolipid KEGG_COMPOUND glycolipids IUPAC CHEBI:22705 CHEBI:22711 chebi_ontology CHEBI:33570 benzenediols benzenediols CHEBI:33570 A carotenone that consists of beta,beta-carotene bearing two oxo substituents at positions 4 and 4'. 0 C40H52O2 InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-35-33(5)37(41)25-27-39(35,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-36-34(6)38(42)26-28-40(36,9)10/h11-24H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+ FDSDTBUPSURDBL-DKLMTRRASA-N 564.83968 564.39673 CC(\C=C\C=C(C)\C=C\C1=C(C)C(=O)CCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C(=O)CCC1(C)C Beilstein:1898520 CAS:514-78-3 HMDB:HMDB0003154 KEGG:C08583 KNApSAcK:C00000922 LIPID_MAPS_instance:LMPR01070264 PMID:22334741 PMID:22353211 PMID:22366116 PMID:22418926 PMID:22428120 PMID:22451081 PMID:22455145 PMID:24097248 Reaxys:1898520 Wikipedia:Canthaxanthin Canthaxanthin beta,beta-carotene-4,4'-dione canthaxanthin chebi_ontology 4,4'-dioxo-beta-carotene Carophyll Red E 161g Food Orange 8 Orobronze all-trans-beta-carotene-4,4'-dione CHEBI:3362 canthaxanthin CHEBI:3362 Beilstein:1898520 ChemIDplus CAS:514-78-3 ChemIDplus CAS:514-78-3 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070264 LIPID MAPS PMID:22334741 Europe PMC PMID:22353211 Europe PMC PMID:22366116 Europe PMC PMID:22418926 Europe PMC PMID:22428120 Europe PMC PMID:22451081 Europe PMC PMID:22455145 Europe PMC PMID:24097248 Europe PMC Reaxys:1898520 Reaxys Canthaxanthin KEGG_COMPOUND beta,beta-carotene-4,4'-dione IUPAC canthaxanthin UniProt 4,4'-dioxo-beta-carotene ChemIDplus Carophyll Red ChemIDplus E 161g ChEBI Food Orange 8 ChemIDplus Orobronze ChemIDplus all-trans-beta-carotene-4,4'-dione ChemIDplus A carboxylic acid containing one or more amino groups. CHEBI:13815 CHEBI:22477 Wikipedia:Amino_acid chebi_ontology Aminocarbonsaeure Aminokarbonsaeure Aminosaeure amino acids CHEBI:33709 amino acid amino acid CHEBI:33709 Aminocarbonsaeure ChEBI Aminokarbonsaeure ChEBI Aminosaeure ChEBI amino acids ChEBI 0 C18H27NO3 InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+ YKPUWZUDDOIDPM-SOFGYWHQSA-N 305.41190 305.19909 COc1cc(CNC(=O)CCCC\C=C\C(C)C)ccc1O BPDB:1630 Beilstein:2816484 CAS:404-86-4 Drug_Central:3064 KEGG:C06866 KEGG:D00250 Wikipedia:Capsaicin (6E)-N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide Capsaicin capsaicin chebi_ontology (E)-8-Methyl-N-vanillyl-6-nonenamide Isodecenoic acid vanillylamide Zostrix trans-8-Methyl-N-vanillyl-6-nonenamide CHEBI:3374 capsaicin capsaicin CHEBI:3374 Beilstein:2816484 Beilstein CAS:404-86-4 ChemIDplus CAS:404-86-4 KEGG COMPOUND Drug_Central:3064 DrugCentral (6E)-N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide IUPAC Capsaicin KEGG_COMPOUND capsaicin UniProt (E)-8-Methyl-N-vanillyl-6-nonenamide ChemIDplus Isodecenoic acid vanillylamide ChemIDplus Zostrix KEGG_DRUG trans-8-Methyl-N-vanillyl-6-nonenamide ChemIDplus 0 C40H56O3 InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37(43)40(10)28-35(42)27-39(40,8)9/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t34-,35+,40+/m1/s1 VYIRVAXUEZSDNC-RDJLEWNRSA-N 584.87084 584.42295 CC(\C=C\C=C(C)\C=C\C(=O)[C@]1(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C Beilstein:2493991 CAS:465-42-9 HMDB:HMDB0036590 KEGG:C08584 KNApSAcK:C00003763 LIPID_MAPS_instance:LMPR01070265 MetaCyc:CAPSANTHIN PMID:19646292 PMID:22287739 PMID:23767359 Reaxys:2493991 (3R,3'S,5'R)-3,3'-dihydroxy-beta,kappa-caroten-6'-one Capsanthin chebi_ontology all-trans-capsanthin CHEBI:3375 capsanthin CHEBI:3375 Beilstein:2493991 Beilstein CAS:465-42-9 ChemIDplus CAS:465-42-9 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070265 LIPID MAPS PMID:19646292 Europe PMC PMID:22287739 Europe PMC PMID:23767359 Europe PMC Reaxys:2493991 Reaxys (3R,3'S,5'R)-3,3'-dihydroxy-beta,kappa-caroten-6'-one IUPAC Capsanthin KEGG_COMPOUND all-trans-capsanthin UniProt 0 C40H56O4 InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-35(43)39(9)27-33(41)25-37(39,5)6)15-11-12-16-30(2)18-14-20-32(4)22-24-36(44)40(10)28-34(42)26-38(40,7)8/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,39-,40-/m0/s1 GVOIABOMXKDDGU-YUURSNASSA-N 600.87024 600.41786 CC(\C=C\C=C(C)\C=C\C(=O)[C@]1(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C(=O)[C@]1(C)C[C@@H](O)CC1(C)C Beilstein:2494276 CAS:470-38-2 KEGG:C08585 KNApSAcK:C00003764 LIPID_MAPS_instance:LMPR01070048 (3S,3'S,5R,5'R)-3,3'-dihydroxy-kappa,kappa-carotene-6,6'-dione Capsorubin chebi_ontology (3S,5R,3'S,5'R)-3,3'-dihydroxy-kappa,kappa-carotene-6,6'-dione all-trans-capsorubin CHEBI:3378 capsorubin CHEBI:3378 Beilstein:2494276 Beilstein CAS:470-38-2 ChemIDplus CAS:470-38-2 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070048 LIPID MAPS (3S,3'S,5R,5'R)-3,3'-dihydroxy-kappa,kappa-carotene-6,6'-dione IUPAC Capsorubin KEGG_COMPOUND (3S,5R,3'S,5'R)-3,3'-dihydroxy-kappa,kappa-carotene-6,6'-dione CBN all-trans-capsorubin UniProt 0 C6H10O7 194.140 194.04265 CHEBI:24176 CHEBI:42929 CHEBI:5261 CAS:14982-50-4 DrugBank:DB03511 KEGG:C08348 PMID:24315943 Galacturonic acid chebi_ontology CHEBI:33830 galacturonic acid galacturonic acid CHEBI:33830 CAS:14982-50-4 KEGG COMPOUND PMID:24315943 Europe PMC Galacturonic acid KEGG_COMPOUND Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring. 0 C6HOR5 89.072 89.00274 C1(=C(C(=C(C(=C1*)*)*)*)*)O CHEBI:13664 CHEBI:13825 CHEBI:25969 CHEBI:2857 KEGG:C15584 MetaCyc:Phenols Wikipedia:Phenols phenols chebi_ontology Aryl alcohol a phenol arenols CHEBI:33853 phenols phenols CHEBI:33853 phenols IUPAC Aryl alcohol KEGG_COMPOUND a phenol UniProt arenols IUPAC Any aldopentose where the open-chain form has all the hydroxy groups on the same side in the Fischer projection. Occurrs in two enantiomeric forms, D- and L-ribose, of which only the former is found in nature. 0 C5H10O5 150.130 150.05282 CHEBI:26564 ribo-pentose ribose chebi_ontology Rib CHEBI:33942 ribose ribose CHEBI:33942 ribo-pentose IUPAC ribose IUPAC Rib JCBN A ketohexose that is the C-3 epimer of fructose. 0 C6H12O6 180.156 180.06339 PMID:22224918 PMID:22569636 Wikipedia:Psicose chebi_ontology allulose CHEBI:33951 psicose psicose CHEBI:33951 PMID:22224918 Europe PMC PMID:22569636 Europe PMC allulose ChEBI Any deoxygalactose that is deoxygenated at the 6-position. CHEBI:24118 CHEBI:5182 CAS:7724-73-4 KEGG:C00382 PMID:12651883 6-deoxygalactose Fucose fucose chebi_ontology 6-Deoxygalactose Fuc CHEBI:33984 fucose fucose CHEBI:33984 CAS:7724-73-4 ChemIDplus PMID:12651883 Europe PMC 6-deoxygalactose IUPAC Fucose KEGG_COMPOUND fucose IUPAC 6-Deoxygalactose KEGG_COMPOUND Fuc JCBN 0 C20H26O4 InChI=1S/C20H26O4/c1-10(2)11-8-12-13-9-14-19(3,4)6-5-7-20(14,18(23)24-13)15(12)17(22)16(11)21/h8,10,13-14,21-22H,5-7,9H2,1-4H3/t13-,14-,20+/m0/s1 XUSYGBPHQBWGAD-PJSUUKDQSA-N 330.419 330.18311 CC(C)c1cc2[C@@H]3C[C@H]4C(C)(C)CCC[C@]4(C(=O)O3)c2c(O)c1O CAS:5957-80-2 HMDB:HMDB0002121 KEGG:C09069 KNApSAcK:C00003410 LINCS:LSM-37166 Carnosol chebi_ontology CHEBI:3429 Carnosol CHEBI:3429 CAS:5957-80-2 KEGG COMPOUND Carnosol KEGG_COMPOUND A family of sulfated polysaccharides extracted from red seaweeds. The name is derived from a common name of red algae Chondrus crispus, "carrageen moss" (Irish moss). CAS:9000-07-1 KEGG:C08818 KEGG:D03411 Carrageenan carrageenan chebi_ontology carrageenans carrageenin carragheanin carragheenan carraghenan carraghenans CHEBI:3435 carrageenan carrageenan CHEBI:3435 CAS:9000-07-1 ChemIDplus CAS:9000-07-1 KEGG COMPOUND Carrageenan KEGG_COMPOUND carrageenan JCBN carrageenans ChEBI carrageenin ChemIDplus carragheanin ChemIDplus carragheenan ChemIDplus carraghenan ChEBI carraghenans ChEBI 0 C41H28O26 InChI=1S/C41H28O26/c42-13-1-8(2-14(43)24(13)48)36(57)67-41-35-34(65-39(60)11-5-17(46)27(51)31(55)22(11)23-12(40(61)66-35)6-18(47)28(52)32(23)56)33-19(63-41)7-62-37(58)9-3-15(44)25(49)29(53)20(9)21-10(38(59)64-33)4-16(45)26(50)30(21)54/h1-6,19,33-35,41-56H,7H2/t19-,33-,34+,35-,41+/m1/s1 SWRFKGRMQVLMKA-JIZJWZDPSA-N 936.647 936.08688 Oc1cc(cc(O)c1O)C(=O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(O)c(O)c3-c3c(O)c(O)c(O)cc3C(=O)O[C@H]2[C@@H]2OC(=O)c3cc(O)c(O)c(O)c3-c3c(O)c(O)c(O)cc3C(=O)O[C@@H]12 CAS:79786-00-8 KEGG:C10212 KNApSAcK:C00002909 Casuarictin chebi_ontology CHEBI:3461 Casuarictin CHEBI:3461 CAS:79786-00-8 KEGG COMPOUND Casuarictin KEGG_COMPOUND 0 C41H28O26 InChI=1S/C41H28O26/c42-11-1-7(2-12(43)23(11)47)37(58)64-16-6-63-38(59)8-3-13(44)24(48)27(51)17(8)18-9(4-14(45)25(49)28(18)52)39(60)65-34(16)36-35-32(56)22-21(41(62)66-35)20(30(54)33(57)31(22)55)19-10(40(61)67-36)5-15(46)26(50)29(19)53/h1-5,16,32,34-36,42-57H,6H2/t16-,32+,34-,35+,36+/m1/s1 MMQXBTULXAEKQE-VSLJGAQWSA-N 936.647 936.08688 O[C@@H]1[C@@H]2OC(=O)c3c1c(O)c(O)c(O)c3-c1c(O)c(O)c(O)cc1C(=O)O[C@H]2[C@@H]1OC(=O)c2cc(O)c(O)c(O)c2-c2c(O)c(O)c(O)cc2C(=O)OC[C@H]1OC(=O)c1cc(O)c(O)c(O)c1 CAS:79786-01-9 KEGG:C10213 KNApSAcK:C00002910 Casuarinin chebi_ontology CHEBI:3462 Casuarinin CHEBI:3462 CAS:79786-01-9 KEGG COMPOUND Casuarinin KEGG_COMPOUND 0 C15H14O3 InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m1/s1 ADFCQWZHKCXPAJ-GFCCVEGCSA-N 242.26990 242.09429 Oc1ccc(cc1)[C@H]1COc2cc(O)ccc2C1 CAS:531-95-3 HMDB:HMDB0002209 KEGG:C14131 KNApSAcK:C00009707 LIPID_MAPS_instance:LMPK12080003 PMID:11410004 PMID:17449595 PMID:17579894 PMID:17579895 Wikipedia:Equol (3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol Equol chebi_ontology (-)-(S)-Equol (-)-Equol (S)-(-)-4',7-Isoflavandiol (S)-3,4-dihydro-3-(4-hydroxyphenyl)-2H-1-Benzopyran-7-ol (S)-Equol 4',7-Dihydroxyisoflavan 4',7-Isoflavandiol CHEBI:34741 equol CHEBI:34741 CAS:531-95-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12080003 LIPID MAPS PMID:11410004 Europe PMC PMID:17449595 Europe PMC PMID:17579894 Europe PMC PMID:17579895 Europe PMC (3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol IUPAC Equol KEGG_COMPOUND (-)-(S)-Equol HMDB (-)-Equol HMDB (S)-(-)-4',7-Isoflavandiol HMDB (S)-3,4-dihydro-3-(4-hydroxyphenyl)-2H-1-Benzopyran-7-ol HMDB (S)-Equol HMDB 4',7-Dihydroxyisoflavan HMDB 4',7-Isoflavandiol HMDB A methoxyisoflavone that is isoflavone substituted by a methoxy group at position 6 and hydroxy groups at positions 7 and 4'. It has been isolated from the mycelia of the fungus Cordyceps sinensis. 0 C16H12O5 InChI=1S/C16H12O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 DXYUAIFZCFRPTH-UHFFFAOYSA-N 284.26350 284.06847 COc1cc2c(cc1O)occ(-c1ccc(O)cc1)c2=O CHEBI:69442 CAS:40957-83-3 HMDB:HMDB0005781 KEGG:C14536 KNApSAcK:C00009392 LIPID_MAPS_instance:LMPK12050104 MetaCyc:CPD-7027 PMID:21848266 PMID:24499298 PMID:24950423 Reaxys:1351032 Wikipedia:Glycitein 7-hydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4H-one chebi_ontology 7,4'-Dihydroxy-6-methoxyisoflavone 7-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one CHEBI:34778 glycitein glycitein CHEBI:34778 CAS:40957-83-3 ChemIDplus CAS:40957-83-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050104 LIPID MAPS PMID:21848266 Europe PMC PMID:24499298 Europe PMC PMID:24950423 Europe PMC Reaxys:1351032 Reaxys 7-hydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4H-one IUPAC 7,4'-Dihydroxy-6-methoxyisoflavone KEGG_COMPOUND 7-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one ChEBI +2 Sr InChI=1S/Sr/q+2 PWYYWQHXAPXYMF-UHFFFAOYSA-N 87.62000 87.90452 [Sr++] CHEBI:33514 CHEBI:34982 CHEBI:49891 CAS:22537-39-9 Gmelin:6868 KEGG:C13884 PDBeChem:SR strontium(2+) strontium(2+) ion strontium(II) cation chebi_ontology STRONTIUM ION Sr(2+) Sr2+ Strontium CHEBI:35104 strontium(2+) strontium(2+) CHEBI:35104 CAS:22537-39-9 ChemIDplus CAS:22537-39-9 NIST Chemistry WebBook Gmelin:6868 Gmelin strontium(2+) IUPAC strontium(2+) ion IUPAC strontium(II) cation IUPAC STRONTIUM ION PDBeChem Sr(2+) IUPAC Sr(2+) UniProt Sr2+ KEGG_COMPOUND Strontium KEGG_COMPOUND COMe:PRX000321 hemoglobin chebi_ontology haemoglobin vertebrate haemoglobin CHEBI:35143 Further classification will be integrated for this class hemoglobin hemoglobin CHEBI:35143 hemoglobin ChEBI haemoglobin ChEBI vertebrate haemoglobin COMe chebi_ontology magnesium hydroxides CHEBI:35149 magnesium hydroxide magnesium hydroxide CHEBI:35149 magnesium hydroxides ChEBI chebi_ontology calcium hydroxides CHEBI:35150 calcium hydroxide calcium hydroxide CHEBI:35150 calcium hydroxides ChEBI A hydrocarbon of biological origin having carbon skeleton formally derived from isoprene [CH2=C(CH3)CH=CH2]. terpene terpenes chebi_ontology Terpen terpenes terpeno terpenos CHEBI:35186 terpene terpene CHEBI:35186 terpene IUPAC terpenes IUPAC Terpen ChEBI terpenes IUPAC terpeno IUPAC terpenos IUPAC A C40 terpene. tetraterpenes chebi_ontology tetraterpenes tetraterpeno tetraterpenos CHEBI:35193 tetraterpene tetraterpene CHEBI:35193 tetraterpenes IUPAC tetraterpenes IUPAC tetraterpeno IUPAC tetraterpenos IUPAC Any flavonoid that is a glycoside derivative of an anthocyanidin cation. anthocyanins chebi_ontology anthocyanin cations CHEBI:35218 anthocyanin cation anthocyanin cation CHEBI:35218 anthocyanins IUPAC anthocyanin cations ChEBI A dextrin of varying length (two or more glucose monomers) resulting from cellulolysis, the breakdown of cellulose. 0 (C6H10O5)n.C12H22O11 CHEBI:23062 KEGG:C01898 Cellodextrin chebi_ontology cellodextrins CHEBI:3523 cellodextrin cellodextrin CHEBI:3523 Cellodextrin KEGG_COMPOUND cellodextrins ChEBI The all-trans-stereoisomer of violaxanthin. 0 C40H56O4 InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,37+,38+,39-,40-/m0/s1 SZCBXWMUOPQSOX-WVJDLNGLSA-N 600.87024 600.41786 CC(\C=C\C=C(C)\C=C\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C CHEBI:22351 CHEBI:46568 CHEBI:9993 Beilstein:101269 CAS:126-29-4 COMe:MOL000096 HMDB:HMDB0003101 KEGG:C08614 KNApSAcK:C00003787 LIPID_MAPS_instance:LMPR01070282 MetaCyc:CPD1F-133 PDBeChem:XAT PMID:23820691 PMID:24032717 PMID:24506237 Reaxys:101269 Wikipedia:Violaxanthin (3S,3'S,5R,5'R,6S,6'S)-5,5',6,6'-tetrahydro-5,6:5',6'-diepoxy-beta,beta-carotene-3,3'-diol all-trans-Violaxanthin all-trans-violaxanthin chebi_ontology (3S,3'S,5R,5'R,6S,6'S)-5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-beta,beta-carotene-3,3'-diol (3S,5R,6S,3'S,5'R,6'S)-5,6,5',6'-DIEPOXY-5,6,5',6'-TETRAHYDRO-BETA,BETA-CAROTENE-3,3'-DIOL E 161e Violaxanthin CHEBI:35288 all-trans-violaxanthin CHEBI:35288 Beilstein:101269 Beilstein CAS:126-29-4 ChemIDplus CAS:126-29-4 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070282 LIPID MAPS PMID:23820691 Europe PMC PMID:24032717 Europe PMC PMID:24506237 Europe PMC Reaxys:101269 Reaxys (3S,3'S,5R,5'R,6S,6'S)-5,5',6,6'-tetrahydro-5,6:5',6'-diepoxy-beta,beta-carotene-3,3'-diol IUPAC all-trans-Violaxanthin KEGG_COMPOUND all-trans-violaxanthin UniProt (3S,3'S,5R,5'R,6S,6'S)-5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-beta,beta-carotene-3,3'-diol ChemIDplus (3S,5R,6S,3'S,5'R,6'S)-5,6,5',6'-DIEPOXY-5,6,5',6'-TETRAHYDRO-BETA,BETA-CAROTENE-3,3'-DIOL PDBeChem E 161e ChEBI Violaxanthin KEGG_COMPOUND Any aliphatic monocarboxylic acid derived from or contained in esterified form in an animal or vegetable fat, oil or wax. Natural fatty acids commonly have a chain of 4 to 28 carbons (usually unbranched and even-numbered), which may be saturated or unsaturated. By extension, the term is sometimes used to embrace all acyclic aliphatic carboxylic acids. 0 CHO2R 45.01740 44.99765 OC([*])=O CHEBI:13633 CHEBI:24024 CHEBI:4984 KEGG:C00162 PMID:14287444 PMID:14300208 PMID:14328676 Wikipedia:Fatty_acid Fatty acid fatty acids chebi_ontology Fettsaeure Fettsaeuren acide gras acides gras acido graso acidos grasos fatty acids CHEBI:35366 fatty acid fatty acid CHEBI:35366 PMID:14287444 Europe PMC PMID:14300208 Europe PMC PMID:14328676 Europe PMC Fatty acid KEGG_COMPOUND fatty acids IUPAC Fettsaeure ChEBI Fettsaeuren ChEBI acide gras ChEBI acides gras ChemIDplus acido graso ChEBI acidos grasos ChEBI fatty acids ChEBI Parent monosaccharides are polyhydroxy aldehydes H[CH(OH)]nC(=O)H or polyhydroxy ketones H-[CHOH]n-C(=O)[CHOH]m-H with three or more carbon atoms. The generic term 'monosaccharide' (as opposed to oligosaccharide or polysaccharide) denotes a single unit, without glycosidic connection to other such units. It includes aldoses, dialdoses, aldoketoses, ketoses and diketoses, as well as deoxy sugars, provided that the parent compound has a (potential) carbonyl group. CHEBI:25407 CHEBI:6984 KEGG:C06698 Monosaccharide monosaccharides chebi_ontology Monosaccharid Monosacharid monosacarido monosacaridos CHEBI:35381 monosaccharide monosaccharide CHEBI:35381 Monosaccharide KEGG_COMPOUND monosaccharides IUPAC Monosaccharid ChEBI Monosacharid ChEBI monosacarido ChEBI monosacaridos IUPAC 0 CaF2 InChI=1S/Ca.2FH/h;2*1H/q+2;;/p-2 WUKWITHWXAAZEY-UHFFFAOYSA-L 78.07481 77.95940 [F-].[F-].[Ca++] CAS:7789-75-5 Gmelin:18380 calcium difluoride chebi_ontology CaF2 Kalziumdifluorid Kalziumfluorid calcium fluoride fluorite CHEBI:35437 calcium difluoride calcium difluoride CHEBI:35437 CAS:7789-75-5 ChemIDplus CAS:7789-75-5 NIST Chemistry WebBook Gmelin:18380 Gmelin calcium difluoride IUPAC CaF2 IUPAC Kalziumdifluorid ChEBI Kalziumfluorid ChEBI calcium fluoride ChemIDplus fluorite NIST_Chemistry_WebBook +3 As InChI=1S/As/q+3 LULLIKNODDLMDQ-UHFFFAOYSA-N 74.92160 74.91995 [As+3] Gmelin:40114 arsenic(3+) arsenic(3+) ion arsenic(III) cation chebi_ontology As(3+) CHEBI:35828 arsenic(3+) arsenic(3+) CHEBI:35828 Gmelin:40114 Gmelin arsenic(3+) IUPAC arsenic(3+) ion IUPAC arsenic(III) cation IUPAC As(3+) IUPAC 0 C41H32O27 InChI=1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49,50)/t14-,22+,24-,30-,31+,33-,34+,41-/m0/s1 YGVHOSGNOYKRIH-FJPMMHPYSA-N 956.678 956.11310 O[C@H]1[C@H]2[C@H](CC(O)=O)C(=O)O[C@@H]3[C@@H](COC(=O)c4cc(O)c(O)c(O)c4)O[C@@H](OC(=O)c4cc(O)c(O)c(O)c4)[C@H](OC(=O)c4cc(O)c(O)c(OC1=O)c24)[C@H]3OC(=O)c1cc(O)c(O)c(O)c1 CAS:18942-26-2 KEGG:C10215 KNApSAcK:C00002912 Chebulinic acid chebi_ontology CHEBI:3584 Chebulinic acid CHEBI:3584 CAS:18942-26-2 KEGG COMPOUND Chebulinic acid KEGG_COMPOUND 0 C22H18O12 InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1 YDDGKXBLOXEEMN-IABMMNSOSA-N 474.374 474.07983 OC(=O)[C@H](OC(=O)\C=C\C1=CC=C(O)C(O)=C1)[C@@H](OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(O)=O CAS:70831-56-0 FooDB:FDB012144 HMDB:HMDB0002375 KEGG:C10437 KNApSAcK:C00002723 PDBeChem:GKP PMID:24244361 PMID:30251662 PMID:8692814 Wikipedia:Cichoric_acid (2R,3R)-2,3-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid Chicoric acid chebi_ontology dicaffeoyltartaric acid CHEBI:3594 chicoric acid chicoric acid CHEBI:3594 CAS:70831-56-0 ChemIDplus PMID:24244361 Europe PMC PMID:30251662 Europe PMC PMID:8692814 Europe PMC (2R,3R)-2,3-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid IUPAC Chicoric acid KEGG_COMPOUND dicaffeoyltartaric acid ChEBI Any C22 polyunsaturated fatty acid containing six double bonds. 0 C22H32O2 328.489 328.24023 docosahexaenoic acid chebi_ontology DHA docosahexaenoic acids CHEBI:36005 docosahexaenoic acid docosahexaenoic acid CHEBI:36005 docosahexaenoic acid IUPAC DHA ChEBI docosahexaenoic acids ChEBI Any straight-chain, C20 polyunsaturated fatty acid having five C=C double bonds. 0 C20H30O2 302.452 302.22458 icosapentaenoic acid chebi_ontology 20:5 C20:5 eicosapentaenoic acid eicosapentaenoic acids icosapentaenoic acids CHEBI:36006 icosapentaenoic acid icosapentaenoic acid CHEBI:36006 icosapentaenoic acid IUPAC 20:5 ChEBI C20:5 ChEBI eicosapentaenoic acid ChEBI eicosapentaenoic acids ChEBI icosapentaenoic acids ChEBI A family of polyunsaturated fatty acids that have in common a final carbon-carbon double bond in the n-6 position, i.e., the sixth bond from the methyl end of the fatty acid. PMID:19035453 PMID:19136835 omega-6 fatty acid omega-6 fatty acid chebi_ontology omega-6 fatty acids CHEBI:36009 omega-6 fatty acid CHEBI:36009 PMID:19035453 Europe PMC PMID:19136835 Europe PMC omega-6 fatty acid ChEBI omega-6 fatty acids ChEBI 0 C14H12O2 InChI=1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H YCVPRTHEGLPYPB-UHFFFAOYSA-N 212.24388 212.08373 [H]C(=C([H])c1cc(O)cc(O)c1)c1ccccc1 CHEBI:14840 CHEBI:8226 Beilstein:2047772 CAS:102-61-4 KEGG:C01745 LINCS:LSM-24964 5-(2-phenylethenyl)benzene-1,3-diol Pinosylvin chebi_ontology 5-(2-phenylethenyl)-1,3-benzenediol 5-(2-phenylvinyl)benzene-1,3-diol CHEBI:36011 pinosylvin pinosylvin CHEBI:36011 Beilstein:2047772 Beilstein CAS:102-61-4 ChemIDplus CAS:102-61-4 KEGG COMPOUND 5-(2-phenylethenyl)benzene-1,3-diol IUPAC Pinosylvin KEGG_COMPOUND 5-(2-phenylethenyl)-1,3-benzenediol ChemIDplus 5-(2-phenylvinyl)benzene-1,3-diol ChEBI An octadecenoic acid having a double bond at position 11; and which can occur in cis- or trans- configurations. 0 C18H34O2 InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20) UWHZIFQPPBDJPM-UHFFFAOYSA-N 282.46136 282.25588 [H]C(CCCCCC)=C([H])CCCCCCCCCC(O)=O Beilstein:1726564 HMDB:HMDB0003231 Reaxys:1726564 octadec-11-enoic acid chebi_ontology 11-octadecenoic acid 18:1 (11) 18:1 (n-7) C18:1 (11) C18:1 (n-7) Delta(11)-Octadecensaeure Octadec-11-ensaeure CHEBI:36023 vaccenic acid vaccenic acid CHEBI:36023 Beilstein:1726564 Beilstein Reaxys:1726564 Reaxys octadec-11-enoic acid IUPAC 11-octadecenoic acid ChEBI 18:1 (11) ChEBI 18:1 (n-7) ChEBI C18:1 (11) ChEBI C18:1 (n-7) ChEBI Delta(11)-Octadecensaeure ChEBI Octadec-11-ensaeure ChEBI Any stilbenoid with at least one phenolic group. stilbenol chebi_ontology CHEBI:36027 stilbenol CHEBI:36027 stilbenol ChEBI CHEBI:36062 A biological macromolecule minimally consisting of one polypeptide chain synthesized at the ribosome. CHEBI:13677 CHEBI:14911 proteins chebi_ontology CHEBI:36080 protein protein CHEBI:36080 proteins IUPAC A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. 0 C9H8O3 InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12) NGSWKAQJJWESNS-UHFFFAOYSA-N 164.15802 164.04734 [H]C(=Cc1ccc(O)cc1)C(O)=O CHEBI:20348 CHEBI:20405 Beilstein:2207381 CAS:7400-08-0 PMID:11684179 PMID:19089825 PMID:19930809 PMID:22447332 PMID:22585412 PMID:22923003 PMID:23178520 PMID:23420453 PMID:23485470 PMID:23669407 PMID:23684599 PMID:23810795 PMID:23857900 PMID:23892112 PMID:24927550 PMID:7285584 Wikipedia:4-coumaric_acid 3-(4-hydroxyphenyl)prop-2-enoic acid 4-coumaric acid chebi_ontology 3-(4-hydroxyphenyl)-2-propenoic acid 3-(4-hydroxyphenyl)acrylic acid 4'-hydroxycinnamic acid 4-hydroxycinnamic acid beta-[4-hydroxyphenyl]acrylic acid p-coumaric acid p-hydroxycinnamic acid p-hydroxyphenylacrylic acid para-coumaric acid CHEBI:36090 4-coumaric acid 4-coumaric acid CHEBI:36090 Beilstein:2207381 Beilstein CAS:7400-08-0 ChemIDplus CAS:7400-08-0 NIST Chemistry WebBook PMID:11684179 Europe PMC PMID:19089825 Europe PMC PMID:19930809 Europe PMC PMID:22447332 Europe PMC PMID:22585412 Europe PMC PMID:22923003 Europe PMC PMID:23178520 Europe PMC PMID:23420453 Europe PMC PMID:23485470 Europe PMC PMID:23669407 Europe PMC PMID:23684599 Europe PMC PMID:23810795 Europe PMC PMID:23857900 Europe PMC PMID:23892112 Europe PMC PMID:24927550 Europe PMC PMID:7285584 Europe PMC 3-(4-hydroxyphenyl)prop-2-enoic acid IUPAC 4-coumaric acid ChemIDplus 3-(4-hydroxyphenyl)-2-propenoic acid ChemIDplus 3-(4-hydroxyphenyl)acrylic acid ChEBI 4'-hydroxycinnamic acid NIST_Chemistry_WebBook 4-hydroxycinnamic acid ChemIDplus beta-[4-hydroxyphenyl]acrylic acid NIST_Chemistry_WebBook p-coumaric acid ChemIDplus p-hydroxycinnamic acid ChemIDplus p-hydroxyphenylacrylic acid ChemIDplus para-coumaric acid NIST_Chemistry_WebBook chebi_ontology inorganic chloride salt inorganic chloride salts inorganic chlorides CHEBI:36093 inorganic chloride inorganic chloride CHEBI:36093 inorganic chloride salt ChEBI inorganic chloride salts ChEBI inorganic chlorides ChEBI chebi_ontology organic chloride salts CHEBI:36094 organic chloride salt organic chloride salt CHEBI:36094 organic chloride salts ChEBI A member of the class of anthocyanin chlorides that has pelargonidin 3-O-beta-D-glucoside as the cationic counterpart. 0 C21H21ClO10 InChI=1S/C21H20O10.ClH/c22-8-16-17(26)18(27)19(28)21(31-16)30-15-7-12-13(25)5-11(24)6-14(12)29-20(15)9-1-3-10(23)4-2-9;/h1-7,16-19,21-22,26-28H,8H2,(H2-,23,24,25);1H/t16-,17-,18+,19-,21-;/m1./s1 CAHGSEFWVUVGGL-UBNZBFALSA-N 468.83814 468.08232 [Cl-].OC[C@H]1O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2-c2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O Beilstein:3901091 CAS:18466-51-8 Reaxys:3901091 3-(beta-D-glucopyranosyloxy)-4',5,7-trihydroxyflavylium chloride chebi_ontology CHEBI:36122 pelargonidin 3-O-beta-D-glucoside chloride CHEBI:36122 Beilstein:3901091 Beilstein CAS:18466-51-8 ChemIDplus Reaxys:3901091 Reaxys 3-(beta-D-glucopyranosyloxy)-4',5,7-trihydroxyflavylium chloride IUPAC A compound in which two monosaccharides are joined by a glycosidic bond. CHEBI:23844 CHEBI:4654 KEGG:C01911 Disaccharide disaccharides chebi_ontology Disaccharid Disacharid disacarido disacaridos CHEBI:36233 disaccharide disaccharide CHEBI:36233 Disaccharide KEGG_COMPOUND disaccharides IUPAC Disaccharid ChEBI Disacharid ChEBI disacarido ChEBI disacaridos IUPAC A hydroxycinnamic acid that is cinnamic acid in which the phenyl ring is substituted by hydroxy groups at positions 3 and 4. It exists in cis and trans forms; the latter is the more common. 0 C9H8O4 InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13) QAIPRVGONGVQAS-UHFFFAOYSA-N 180.15740 180.04226 OC(=O)C=Cc1ccc(O)c(O)c1 Beilstein:2210883 HMDB:HMDB0001964 KEGG:C01481 LINCS:LSM-5272 PMID:11373473 PMID:15778121 PMID:18061431 PMID:18314336 PMID:18482095 PMID:20542693 PMID:8340025 Reaxys:2210883 3-(3,4-dihydroxyphenyl)prop-2-enoic acid chebi_ontology CHEBI:36281 caffeic acid caffeic acid CHEBI:36281 Beilstein:2210883 Beilstein PMID:11373473 Europe PMC PMID:15778121 Europe PMC PMID:18061431 Europe PMC PMID:18314336 Europe PMC PMID:18482095 Europe PMC PMID:20542693 Europe PMC PMID:8340025 Europe PMC Reaxys:2210883 Reaxys 3-(3,4-dihydroxyphenyl)prop-2-enoic acid IUPAC Any terpenoid derived from a triterpene. The term includes compounds in which the C30 skeleton of the parent triterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups). CHEBI:27151 CHEBI:9748 KEGG:C06085 Triterpenoid chebi_ontology triterpenoides triterpenoids CHEBI:36615 triterpenoid triterpenoid CHEBI:36615 Triterpenoid KEGG_COMPOUND triterpenoides ChEBI triterpenoids ChEBI An organochlorine compound is a compound containing at least one carbon-chlorine bond. 0 ClR 35.453 34.96885 Cl[*] MetaCyc:Chlorides Wikipedia:Organochloride organochlorine compound chebi_ontology an organochlorine molecule chloroorganic compounds chlororganische Verbindungen organochloride organochloride compound organochloride compounds organochlorides organochlorine compounds CHEBI:36683 organochlorine compound organochlorine compound CHEBI:36683 organochlorine compound ChEBI an organochlorine molecule UniProt chloroorganic compounds ChEBI chlororganische Verbindungen ChEBI organochloride ChEBI organochloride compound ChEBI organochloride compounds ChEBI organochlorides ChEBI organochlorine compounds ChEBI 0 C28H50O InChI=1S/C28H50O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h18-26,29H,7-17H2,1-6H3/t19-,20-,21+,22+,23+,24-,25+,26+,27+,28-/m1/s1 ARYTXMNEANMLMU-ATEDBJNTSA-N 402.69600 402.38617 [H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)CC[C@@H](C)C(C)C)[C@@]1(C)CC[C@H](O)C2 CHEBI:20641 CHEBI:22992 Beilstein:3209563 CAS:474-60-2 KEGG:C15787 KNApSAcK:C00007516 LIPID_MAPS_instance:LMST01030103 5alpha-campestan-3beta-ol campestanol chebi_ontology (24R)-5alpha-ergostan-3beta-ol 5alpha-Campestanol CHEBI:36799 campestanol campestanol CHEBI:36799 Beilstein:3209563 Beilstein CAS:474-60-2 ChemIDplus CAS:474-60-2 KEGG COMPOUND LIPID_MAPS_instance:LMST01030103 LIPID MAPS 5alpha-campestan-3beta-ol IUPAC campestanol UniProt (24R)-5alpha-ergostan-3beta-ol IUPAC 5alpha-Campestanol KEGG_COMPOUND +2 Ba InChI=1S/Ba/q+2 XDFCIPNJCBUZJN-UHFFFAOYSA-N 137.32700 137.90415 [Ba++] CHEBI:32593 CHEBI:34552 CHEBI:49494 CAS:22541-12-4 Gmelin:6848 KEGG:C13881 PDBeChem:BA barium(2+) barium(2+) ion barium(II) cation chebi_ontology BARIUM ION Ba(2+) Ba2+ Barium CHEBI:37136 barium(2+) barium(2+) CHEBI:37136 CAS:22541-12-4 ChemIDplus Gmelin:6848 Gmelin barium(2+) IUPAC barium(2+) ion IUPAC barium(II) cation IUPAC BARIUM ION PDBeChem Ba(2+) IUPAC Ba(2+) UniProt Ba2+ KEGG_COMPOUND Barium KEGG_COMPOUND A polysaccharide composed of glucose residues. C12H22O11(C6H10O5)n CHEBI:24255 CHEBI:5392 CAS:9037-91-6 KEGG:C01379 Glucan glucan chebi_ontology glucans CHEBI:37163 glucan glucan CHEBI:37163 CAS:9037-91-6 ChemIDplus Glucan KEGG_COMPOUND glucan IUPAC glucans ChEBI Polysaccharides composed of galactose residues. (C12H20O11)n CHEBI:24134 CHEBI:5249 KEGG:C05796 KEGG:G10534 PMID:8154046 Galactan galactan chebi_ontology galactans CHEBI:37165 galactan galactan CHEBI:37165 PMID:8154046 Europe PMC Galactan KEGG_COMPOUND galactan IUPAC galactans ChEBI Polysaccharides composed of xylose residues. (C5H7O4R)n.(C5H8O4)n (C5H8O4)n.(C5H7O4R)n CHEBI:10077 CHEBI:27335 AGR:IND607314753 AGR:IND607391714 CAS:9014-63-5 FooDB:FDB001133 HMDB:HMDB0301774 KEGG:C00707 KEGG:C02352 KEGG:G10512 MetaCyc:Xylans PMID:33477583 PMID:34684997 Wikipedia:Xylan Xylan xylan chebi_ontology (1,4-beta-D-Xylan)n (1,4-beta-D-Xylan)n+1 xylans CHEBI:37166 xylan xylan CHEBI:37166 AGR:IND607314753 Europe PMC AGR:IND607391714 Europe PMC CAS:9014-63-5 ChemIDplus CAS:9014-63-5 KEGG COMPOUND PMID:33477583 Europe PMC PMID:34684997 Europe PMC Xylan KEGG_COMPOUND xylan IUPAC (1,4-beta-D-Xylan)n KEGG_COMPOUND (1,4-beta-D-Xylan)n+1 KEGG_COMPOUND xylans ChEBI (C12H17O19S3)n.C12H19O20S3 CAS:9064-57-7 (1->4)-2,6-di-O-sulfonato-alpha-D-galactopyranosyl-(1->3)-2-O-sulfonato-beta-D-galactopyranan chebi_ontology CHEBI:37167 lambda-carrageenan CHEBI:37167 CAS:9064-57-7 ChemIDplus (1->4)-2,6-di-O-sulfonato-alpha-D-galactopyranosyl-(1->3)-2-O-sulfonato-beta-D-galactopyranan IUPAC (C12H16O15S2)n.C12H18O16S2 Beilstein:9964333 CAS:9062-07-1 (1->4)-3,6-anhydro-2-O-sulfonato-alpha-D-galactopyranosyl-(1->3)-4-O-sulfonato-beta-D-galactopyranan chebi_ontology CHEBI:37168 iota-carrageenan CHEBI:37168 Beilstein:9964333 Beilstein CAS:9062-07-1 ChemIDplus (1->4)-3,6-anhydro-2-O-sulfonato-alpha-D-galactopyranosyl-(1->3)-4-O-sulfonato-beta-D-galactopyranan IUPAC A trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 7 and 3' and hydroxy groups at positions 5 and 4' respectively. 0 C18H16O7 InChI=1S/C18H16O7/c1-22-13-6-9(4-5-10(13)19)12-7-11(20)16-14(25-12)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3 VKOSQMWSWLZQPA-UHFFFAOYSA-N 344.31540 344.08960 COc1cc(ccc1O)-c1cc(=O)c2c(O)c(OC)c(OC)cc2o1 CAS:41365-32-6 KEGG:C10032 KNApSAcK:C00013595 LIPID_MAPS_instance:LMPK12111249 PMID:24689280 PMID:25295671 Reaxys:1355108 Wikipedia:Cirsilineol 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one chebi_ontology CHEBI:3718 cirsilineol cirsilineol CHEBI:3718 CAS:41365-32-6 ChemIDplus CAS:41365-32-6 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111249 LIPID MAPS PMID:24689280 Europe PMC PMID:25295671 Europe PMC Reaxys:1355108 Reaxys 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one IUPAC +2 La InChI=1S/La/q+2 QPRFPZGRQQKMEX-UHFFFAOYSA-N 138.90550 138.90526 [La++] Gmelin:17246 lanthanum(2+) lanthanum(2+) ion lanthanum(II) cation chebi_ontology La(2+) CHEBI:37317 lanthanum(2+) lanthanum(2+) CHEBI:37317 Gmelin:17246 Gmelin lanthanum(2+) IUPAC lanthanum(2+) ion IUPAC lanthanum(II) cation IUPAC La(2+) IUPAC CAS:7632-05-5 Wikipedia:Sodium_phosphates sodium phosphate chebi_ontology phosphoric acid, sodium salt sodium orthophosphate sodium phosphates sodium salt of phosphoric acid CHEBI:37586 sodium phosphate sodium phosphate CHEBI:37586 CAS:7632-05-5 ChemIDplus sodium phosphate ChemIDplus phosphoric acid, sodium salt ChemIDplus sodium orthophosphate ChemIDplus sodium phosphates ChEBI sodium salt of phosphoric acid ChemIDplus A memeber of the class of anthocyanin chlorides that has cyanidin 3-O-beta-D-galactoside as the cationic counterpart. 0 C21H21ClO11 InChI=1S/C21H20O11.ClH/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8;/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26);1H/t16-,17+,18+,19-,21-;/m1./s1 YTMNONATNXDQJF-QSLGVYCOSA-N 484.83754 484.07724 [Cl-].OC[C@H]1O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2-c2ccc(O)c(O)c2)[C@H](O)[C@@H](O)[C@H]1O CAS:27661-36-5 3-(beta-D-galactopyranosyloxy)-3',4',5,7-tetrahydroxyflavylium chloride chebi_ontology CHEBI:37664 cyanidin 3-O-beta-D-galactoside chloride CHEBI:37664 CAS:27661-36-5 ChemIDplus 3-(beta-D-galactopyranosyloxy)-3',4',5,7-tetrahydroxyflavylium chloride IUPAC An aldohexose that is the C-2 epimer of glucose. 0 C6H12O6 180.156 180.06339 CHEBI:14575 CHEBI:33930 PMID:16180318 PMID:24407290 manno-hexose mannose chebi_ontology Man CHEBI:37684 mannose mannose CHEBI:37684 PMID:16180318 Europe PMC PMID:24407290 Europe PMC manno-hexose IUPAC mannose IUPAC Man JCBN An aryl sulfate that is dopamine in which the phenolic hydrogen at position 3 has been replaced by a sulfo group. 0 C8H11NO5S InChI=1S/C8H11NO5S/c9-4-3-6-1-2-7(10)8(5-6)14-15(11,12)13/h1-2,5,10H,3-4,9H2,(H,11,12,13) NZKRYJGNYPYXJZ-UHFFFAOYSA-N 233.243 233.03579 OS(OC1=C(C=CC(=C1)CCN)O)(=O)=O CHEBI:32705 CHEBI:34728 Beilstein:2738155 CAS:51317-41-0 HMDB:HMDB0006275 KEGG:C13690 LINCS:LSM-37139 MetaCyc:CPD-7649 PMID:1195131 PMID:17548063 PMID:4055948 PMID:571950 PMID:6496664 PMID:938583 Reaxys:2738155 5-(2-aminoethyl)-2-hydroxyphenyl hydrogen sulfate Dopamine 3-O-sulfate chebi_ontology 4-(2-aminoethyl)-1,2-benzenediol 2-(hydrogen sulfate) Dopamine 3-sulfate [5-(2-aminoethyl)-2-hydroxyphenyl]oxidanesulfonic acid dopamine 3-monosulfate CHEBI:37946 dopamine 3-O-sulfate dopamine 3-O-sulfate CHEBI:37946 Beilstein:2738155 Beilstein CAS:51317-41-0 ChemIDplus CAS:51317-41-0 KEGG COMPOUND PMID:1195131 Europe PMC PMID:17548063 Europe PMC PMID:4055948 Europe PMC PMID:571950 Europe PMC PMID:6496664 Europe PMC PMID:938583 Europe PMC Reaxys:2738155 Reaxys 5-(2-aminoethyl)-2-hydroxyphenyl hydrogen sulfate IUPAC Dopamine 3-O-sulfate KEGG_COMPOUND 4-(2-aminoethyl)-1,2-benzenediol 2-(hydrogen sulfate) ChemIDplus Dopamine 3-sulfate KEGG_COMPOUND [5-(2-aminoethyl)-2-hydroxyphenyl]oxidanesulfonic acid HMDB dopamine 3-monosulfate ChEBI A member of the class of anthocyanin chlorides that has cyanin cation as the cationic counterpart. 0 C27H31ClO16 InChI=1S/C27H30O16.ClH/c28-7-17-19(33)21(35)23(37)26(42-17)40-15-5-10(30)4-14-11(15)6-16(25(39-14)9-1-2-12(31)13(32)3-9)41-27-24(38)22(36)20(34)18(8-29)43-27;/h1-6,17-24,26-29,33-38H,7-8H2,(H2-,30,31,32);1H/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-;/m1./s1 QDVZZZBBPRFPDG-DHJOXOLYSA-N 646.97814 646.13006 [Cl-].OC[C@H]1O[C@@H](Oc2cc3c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc(O)cc3[o+]c2-c2ccc(O)c(O)c2)[C@H](O)[C@@H](O)[C@@H]1O Beilstein:3893276 CAS:2611-67-8 Reaxys:3893276 3,5-bis(beta-D-glucopyranosyloxy)-3',4',7-trihydroxyflavylium chloride chebi_ontology 2-(3,4-dihydroxyphenyl)-3,5-bis(beta-D-glucopyranosyloxy)-7-hydroxy-1-benzopyrylium chloride 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-7-hydroxychromenylium-5-yl beta-D-glucopyranoside chloride CHEBI:38021 cyanin chloride cyanin chloride CHEBI:38021 Beilstein:3893276 Beilstein CAS:2611-67-8 ChemIDplus Reaxys:3893276 Reaxys 3,5-bis(beta-D-glucopyranosyloxy)-3',4',7-trihydroxyflavylium chloride IUPAC 2-(3,4-dihydroxyphenyl)-3,5-bis(beta-D-glucopyranosyloxy)-7-hydroxy-1-benzopyrylium chloride ChemIDplus 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-7-hydroxychromenylium-5-yl beta-D-glucopyranoside chloride IUPAC C4H6N2O3R2(C7H9N2O2R)n CAS:9064-67-9 KEGG:C00211 Collagen chebi_ontology CHEBI:3815 Further classification will be integrated for this class Collagen collagen CHEBI:3815 CAS:9064-67-9 KEGG COMPOUND Collagen KEGG_COMPOUND A flavanone glycoside that is (+)-taxifolin substituted by a alpha-L-rhamnosyl moiety at position 3 via a glycosidic linkage. 0 C21H22O11 InChI=1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19+,20-,21-/m0/s1 ZROGCCBNZBKLEL-MPRHSVQHSA-N 450.39278 450.11621 C[C@@H]1O[C@@H](O[C@@H]2[C@H](Oc3cc(O)cc(O)c3C2=O)c2ccc(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O Beilstein:100564 CAS:29838-67-3 HMDB:HMDB0033850 PMID:21157633 PMID:21476602 PMID:21600261 PMID:21614752 Reaxys:100564 Wikipedia:Astilbin (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside chebi_ontology (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one (2R,3R)-3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one dihydroquercetin-3-O-alpha-LRhap CHEBI:38200 astilbin CHEBI:38200 Beilstein:100564 Beilstein CAS:29838-67-3 ChemIDplus PMID:21157633 Europe PMC PMID:21476602 Europe PMC PMID:21600261 Europe PMC PMID:21614752 Europe PMC Reaxys:100564 Reaxys (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside IUPAC (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one HMDB (2R,3R)-3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one ChemIDplus dihydroquercetin-3-O-alpha-LRhap ChEBI Any flavonoid with a 3,4-dihydro-2-aryl-2H-1-benzopyran skeleton and its substituted derivatives. 0 C15OR14 196.160 195.99491 [*]c1c([*])c([*])c(c([*])c1[*])C1([*])Oc2c([*])c([*])c([*])c([*])c2C([*])([*])C1([*])[*] chebi_ontology CHEBI:38672 flavans CHEBI:38672 The simplest member of the class of flavans that is chromane substituted by a phenyl group at position 2. 0 C15H14O InChI=1S/C15H14O/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-9,15H,10-11H2 QOLIPNRNLBQTAU-UHFFFAOYSA-N 210.27106 210.10447 C1Cc2ccccc2OC1c1ccccc1 CHEBI:24039 CHEBI:36097 Beilstein:383899 CAS:494-12-2 MetaCyc:CPD-13729 Reaxys:383899 Wikipedia:Flavan 2-phenyl-3,4-dihydro-2H-chromene flavan chebi_ontology 2-Phenylchroman 2-phenylchromane 3,4-dihydro-2-phenyl-2H-1-benzopyran CHEBI:38691 flavan flavan CHEBI:38691 Beilstein:383899 Beilstein CAS:494-12-2 ChemIDplus CAS:494-12-2 NIST Chemistry WebBook Reaxys:383899 Reaxys 2-phenyl-3,4-dihydro-2H-chromene IUPAC flavan NIST_Chemistry_WebBook 2-Phenylchroman ChemIDplus 2-phenylchromane ChEBI 3,4-dihydro-2-phenyl-2H-1-benzopyran ChemIDplus Any flavonoid that is a salt containing flavylium ion or 2-phenylchromenylium skeleton and its substituted derivatives together with an appropriate counterion. Aglycons of anthocyanins, they form a part of the large group of planr pigments. 0 C15OR11X 196.160 195.99491 [F,Cl,Br,I-].[*]C1=C([*])C([*])=C(C([*])=C1[*])C1=[O+]C2=C([*])C([*])=C([*])C([*])=C2C([*])=C1[*] HMDB:HMDB0031460 KEGG:C02003 MetaCyc:Anthocyanidins Wikipedia:Anthocyanidins chebi_ontology anthocyanidins CHEBI:38695 anthocyanidin anthocyanidin CHEBI:38695 anthocyanidins ChEBI Any flavonoid that is a glycoside derivative of anthocyanidin. Anthocyanins are water-souluble plant pigments that generally occur as acidic salts exhibiting bright colours. chebi_ontology anthocyanins CHEBI:38697 anthocyanin anthocyanin CHEBI:38697 anthocyanins ChEBI An organic chloride salt of any anthocyanin. chebi_ontology CHEBI:38698 anthocyanin chlorides anthocyanin chlorides CHEBI:38698 organic sodium salt chebi_ontology organic sodium salts CHEBI:38700 organic sodium salt organic sodium salt CHEBI:38700 organic sodium salt ChEBI organic sodium salts ChEBI An anthocyanidin chloride that has delphinidin as the cationic counterpart. 0 C15H11ClO7 InChI=1S/C15H10O7.ClH/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6;/h1-5H,(H5-,16,17,18,19,20,21);1H FFNDMZIBVDSQFI-UHFFFAOYSA-N 338.69700 338.01933 [Cl-].Oc1cc(O)c2cc(O)c([o+]c2c1)-c1cc(O)c(O)c(O)c1 CAS:528-53-0 HMDB:HMDB0003074 PMID:20558131 PMID:21067181 PMID:667963 Patent:EP0390496 Reaxys:3897606 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium chloride chebi_ontology 3,3',4',5,5',7-Hexahydroxy-2-phenylbenzopyrylium chloride 3,3',4',5,5',7-Hexahydroxyflavylium chloride 3,3',4',5,5',7-hexahydroxy-2-phenylbenzopyrylium chloride 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)benzopyrylium chloride Delphinidin Delphinidine Delphinidol delfinidol chloride CHEBI:38701 delphinidin chloride CHEBI:38701 CAS:528-53-0 ChemIDplus PMID:20558131 Europe PMC PMID:21067181 Europe PMC PMID:667963 Europe PMC Reaxys:3897606 Reaxys 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium chloride IUPAC 3,3',4',5,5',7-Hexahydroxy-2-phenylbenzopyrylium chloride KEGG_COMPOUND 3,3',4',5,5',7-Hexahydroxyflavylium chloride KEGG_COMPOUND 3,3',4',5,5',7-hexahydroxy-2-phenylbenzopyrylium chloride ChEBI 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)benzopyrylium chloride KEGG_COMPOUND Delphinidin ChemIDplus Delphinidine ChemIDplus Delphinidol ChemIDplus delfinidol chloride KEGG_COMPOUND chebi_ontology inorganic sodium salts CHEBI:38702 inorganic sodium salt inorganic sodium salt CHEBI:38702 inorganic sodium salts ChEBI Member of the class of isoflavones bearing at least one hydroxy group. chebi_ontology hydroxyisoflavones CHEBI:38755 hydroxyisoflavone hydroxyisoflavone CHEBI:38755 hydroxyisoflavones ChEBI Members of the class of isoflavones with at least one methoxy substituent. chebi_ontology methoxyisoflavones CHEBI:38756 methoxyisoflavone CHEBI:38756 methoxyisoflavones ChEBI Any isoflavonoid with a 3-aryl-1-benzopyran-4-one (3-aryl-4H-chromen-4-one) skeleton and its substituted derivatives. 0 C15O2R10 212.160 211.98983 C12=C(C(=C(C(=C2C(C(=C(O1)*)C=3C(=C(C(=C(C3*)*)*)*)*)=O)*)*)*)* CHEBI:24889 CHEBI:24894 MetaCyc:Isoflavones isoflavones chebi_ontology an isoflavone CHEBI:38757 isoflavones isoflavones CHEBI:38757 isoflavones ChEBI an isoflavone ChEBI an isoflavone UniProt A member of the class of coumestans that is coumestan with hydroxy substituents at positions 3 and 9. 0 C15H8O5 InChI=1S/C15H8O5/c16-7-1-3-9-11(5-7)19-14-10-4-2-8(17)6-12(10)20-15(18)13(9)14/h1-6,16-17H ZZIALNLLNHEQPJ-UHFFFAOYSA-N 268.22100 268.03717 Oc1ccc2c(c1)oc1c3ccc(O)cc3oc(=O)c21 CAS:479-13-0 HMDB:HMDB0002326 KEGG:C10205 KNApSAcK:C00002514 LINCS:LSM-4202 LIPID_MAPS_instance:LMPK12090018 MetaCyc:CPD-11779 PMID:22644850 PMID:22694330 PMID:22824334 PMID:22926873 PMID:23348407 Reaxys:266702 Wikipedia:Coumestrol 3,9-dihydroxy-6H-[1]benzofuro[3,2-c]chromen-6-one Coumestrol chebi_ontology 3,9-dihydroxycoumestan Chrysanthin CHEBI:3908 coumestrol coumestrol CHEBI:3908 CAS:479-13-0 ChemIDplus CAS:479-13-0 KEGG COMPOUND LIPID_MAPS_instance:LMPK12090018 LIPID MAPS PMID:22644850 Europe PMC PMID:22694330 Europe PMC PMID:22824334 Europe PMC PMID:22926873 Europe PMC PMID:23348407 Europe PMC Reaxys:266702 Reaxys 3,9-dihydroxy-6H-[1]benzofuro[3,2-c]chromen-6-one IUPAC Coumestrol KEGG_COMPOUND 3,9-dihydroxycoumestan ChEBI Chrysanthin HMDB A 20-carbon dicarboxylic acid which is a diterpenoid and natural carotenoid. Found in the crocus flower, it has been administered as an anti-fatigue dietary supplement. 0 C20H24O4 InChI=1S/C20H24O4/c1-15(11-7-13-17(3)19(21)22)9-5-6-10-16(2)12-8-14-18(4)20(23)24/h5-14H,1-4H3,(H,21,22)(H,23,24)/b6-5+,11-7+,12-8+,15-9+,16-10+,17-13+,18-14+ PANKHBYNKQNAHN-MQQNZMFNSA-N 328.40220 328.16746 CC(\C=C\C=C(/C)C(O)=O)=C/C=C/C=C(C)/C=C/C=C(\C)C(O)=O Beilstein:1715455 CAS:27876-94-4 KEGG:C08588 KNApSAcK:C00003768 LIPID_MAPS_instance:LMPR0104010020 MetaCyc:CPD-8662 PMID:12065218 PMID:15605174 PMID:16272698 PMID:19358927 PMID:20041429 PMID:20803418 PMID:20854811 PMID:21031628 PMID:21112749 PMID:21224437 PMID:21466430 PMID:21741458 Reaxys:1715455 Wikipedia:Crocetin (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid 8,8'-diapocarotene-8,8'-dioic acid Crocetin chebi_ontology 8,8'-diapo-8,8'-carotenedioic acid 8,8'-diapo-psi,psi-carotenedioic acid 8,8'-diapocarotenedioic acid trans-crocetin CHEBI:3918 crocetin CHEBI:3918 Beilstein:1715455 Beilstein CAS:27876-94-4 ChemIDplus CAS:27876-94-4 KEGG COMPOUND LIPID_MAPS_instance:LMPR0104010020 LIPID MAPS PMID:12065218 Europe PMC PMID:15605174 Europe PMC PMID:16272698 Europe PMC PMID:19358927 Europe PMC PMID:20041429 Europe PMC PMID:20803418 Europe PMC PMID:20854811 Europe PMC PMID:21031628 Europe PMC PMID:21112749 Europe PMC PMID:21224437 Europe PMC PMID:21466430 Europe PMC PMID:21741458 Europe PMC Reaxys:1715455 Reaxys (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid IUPAC 8,8'-diapocarotene-8,8'-dioic acid IUPAC Crocetin KEGG_COMPOUND 8,8'-diapo-8,8'-carotenedioic acid CBN 8,8'-diapo-psi,psi-carotenedioic acid ChemIDplus 8,8'-diapocarotenedioic acid ChemIDplus trans-crocetin ChEBI 0 C32H48O8 InChI=1S/C32H48O8/c1-18(34)40-27(2,3)14-13-24(37)31(8,39)26-21(35)15-29(6)22-11-9-19-20(10-12-23(36)28(19,4)5)32(22,17-33)25(38)16-30(26,29)7/h9,13-14,20-23,26,33,35-36,39H,10-12,15-17H2,1-8H3/b14-13+/t20-,21-,22+,23+,26+,29+,30-,31+,32+/m1/s1 DGIGXLXLGBAJJN-TUOUHCSQSA-N 560.720 560.33492 CC(=O)OC(C)(C)\C=C\C(=O)[C@](C)(O)[C@H]1[C@H](O)C[C@@]2(C)[C@@H]3CC=C4[C@@H](CC[C@H](O)C4(C)C)[C@]3(CO)C(=O)C[C@]12C CAS:5988-76-1 KEGG:C08795 KNApSAcK:C00003684 Cucurbitacin C chebi_ontology CHEBI:3942 Cucurbitacin C CHEBI:3942 CAS:5988-76-1 KEGG COMPOUND Cucurbitacin C KEGG_COMPOUND A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa. 0 C21H20O6 InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+ VFLDPWHFBUODDF-FCXRPNKRSA-N 368.385 368.12599 COC1=C(O)C=CC(\C=C\C(=O)CC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=C1 CAS:458-37-7 Chemspider:839564 DrugBank:DB11672 HMDB:HMDB0002269 KEGG:C10443 KNApSAcK:C00002731 LINCS:LSM-43083 MetaCyc:CPD-6602 PDBeChem:CC9 PMID:10923784 PMID:12083767 PMID:12450549 PMID:12826232 PMID:14561543 PMID:14634121 PMID:15129424 PMID:15659840 PMID:15753945 PMID:15809436 PMID:15842781 PMID:15879598 PMID:16276182 PMID:16292655 PMID:16413584 PMID:16712454 PMID:16972983 PMID:17182546 PMID:18815282 PMID:19038979 PMID:19204190 PMID:19234767 PMID:20057137 PMID:20645870 PMID:21466422 PMID:21642934 PMID:22044005 PMID:22051121 PMID:22118895 PMID:22122768 PMID:22211691 PMID:22318308 PMID:22753715 PMID:23386263 PMID:23574161 PMID:34299604 PMID:34473340 PMID:34572272 PMID:34572491 PMID:9698073 Patent:DE859145 Patent:KR20130050834 Reaxys:2306965 Wikipedia:Curcumin (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione Curcumin curcumin chebi_ontology C.I. 75300 C.I. Natural Yellow 3 Diferuloylmethane E 100 Kacha haldi Natural yellow 3 Turmeric yellow CHEBI:3962 curcumin curcumin CHEBI:3962 CAS:458-37-7 ChemIDplus CAS:458-37-7 KEGG COMPOUND PMID:10923784 Europe PMC PMID:12083767 Europe PMC PMID:12450549 Europe PMC PMID:12826232 Europe PMC PMID:14561543 Europe PMC PMID:14634121 Europe PMC PMID:15129424 Europe PMC PMID:15659840 Europe PMC PMID:15753945 Europe PMC PMID:15809436 Europe PMC PMID:15842781 Europe PMC PMID:15879598 Europe PMC PMID:16276182 Europe PMC PMID:16292655 Europe PMC PMID:16413584 Europe PMC PMID:16712454 Europe PMC PMID:16972983 Europe PMC PMID:17182546 Europe PMC PMID:18815282 Europe PMC PMID:19038979 Europe PMC PMID:19204190 Europe PMC PMID:19234767 Europe PMC PMID:20057137 Europe PMC PMID:20645870 Europe PMC PMID:21466422 Europe PMC PMID:21642934 Europe PMC PMID:22044005 Europe PMC PMID:22051121 Europe PMC PMID:22118895 Europe PMC PMID:22122768 Europe PMC PMID:22211691 Europe PMC PMID:22318308 Europe PMC PMID:22753715 Europe PMC PMID:23386263 Europe PMC PMID:23574161 Europe PMC PMID:34299604 Europe PMC PMID:34473340 Europe PMC PMID:34572272 Europe PMC PMID:34572491 Europe PMC PMID:9698073 Europe PMC Reaxys:2306965 Reaxys (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione IUPAC Curcumin KEGG_COMPOUND curcumin UniProt C.I. 75300 ChEBI C.I. Natural Yellow 3 ChEBI Diferuloylmethane ChemIDplus E 100 ChEBI Kacha haldi KEGG_COMPOUND Natural yellow 3 ChemIDplus Turmeric yellow ChemIDplus An anthocyanin cation that is cyanidin(1+) carrying two beta-D-glucosyl residues at positions 3 and 5. +1 C27H31O16 InChI=1S/C27H30O16/c28-7-17-19(33)21(35)23(37)26(42-17)40-15-5-10(30)4-14-11(15)6-16(25(39-14)9-1-2-12(31)13(32)3-9)41-27-24(38)22(36)20(34)18(8-29)43-27/h1-6,17-24,26-29,33-38H,7-8H2,(H2-,30,31,32)/p+1/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1 RDFLLVCQYHQOBU-ZOTFFYTFSA-O 611.52544 611.16066 OC[C@H]1O[C@@H](Oc2cc3c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc(O)cc3[o+]c2-c2ccc(O)c(O)c2)[C@H](O)[C@@H](O)[C@@H]1O Beilstein:1417221 CAS:20905-74-2 KEGG:C08639 KNApSAcK:C00002378 LIPID_MAPS_instance:LMPK12010113 MetaCyc:CPD-7138 PMID:20971893 PMID:22334328 PMID:22872589 PMID:23735880 Reaxys:1417221 3,5-bis(beta-D-glucopyranosyloxy)-3',4',7-trihydroxyflavylium Cyanin chebi_ontology 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-7-hydroxychromenylium-5-yl beta-D-glucopyranoside Cyanidin 3,5-O-diglucoside Cyanidin 3,5-di-O-glucoside Cyanidin 3,5-diglucoside CHEBI:3978 cyanin CHEBI:3978 Beilstein:1417221 Beilstein CAS:20905-74-2 KEGG COMPOUND LIPID_MAPS_instance:LMPK12010113 LIPID MAPS PMID:20971893 Europe PMC PMID:22334328 Europe PMC PMID:22872589 Europe PMC PMID:23735880 Europe PMC Reaxys:1417221 Reaxys 3,5-bis(beta-D-glucopyranosyloxy)-3',4',7-trihydroxyflavylium IUPAC Cyanin KEGG_COMPOUND 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-7-hydroxychromenylium-5-yl beta-D-glucopyranoside IUPAC Cyanidin 3,5-O-diglucoside KEGG_COMPOUND Cyanidin 3,5-di-O-glucoside KEGG_COMPOUND Cyanidin 3,5-diglucoside LIPID_MAPS CHEBI:39912 3,5-dihydroxybenzoic acid An enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration. 0 C20H22O6 InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1 HGXBRUKMWQGOIE-AFHBHXEDSA-N 358.38510 358.14164 [H][C@]12CO[C@H](c3ccc(O)c(OC)c3)[C@@]1([H])CO[C@@H]2c1ccc(O)c(OC)c1 CAS:487-36-5 KEGG:C05366 KNApSAcK:C00007190 MetaCyc:CPD-8905 PMID:22818971 PMID:22854967 PMID:8262939 Reaxys:4238046 Wikipedia:Pinoresinol (+)-pinoresinol (7alpha,7'alpha,8alpha,8'alpha)-3,3'-dimethoxy-7,9':7',9-diepoxylignane-4,4'-diol chebi_ontology 4,4'-(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(2-methoxyphenol) pinoresinol CHEBI:40 (+)-pinoresinol (+)-pinoresinol CHEBI:40 CAS:487-36-5 ChemIDplus CAS:487-36-5 KEGG COMPOUND PMID:22818971 Europe PMC PMID:22854967 Europe PMC PMID:8262939 Europe PMC Reaxys:4238046 Reaxys (+)-pinoresinol UniProt (7alpha,7'alpha,8alpha,8'alpha)-3,3'-dimethoxy-7,9':7',9-diepoxylignane-4,4'-diol IUPAC 4,4'-(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(2-methoxyphenol) IUPAC pinoresinol ChemIDplus 0 C20H18O6 InChI=1S/C20H18O6/c1-20(2)6-5-12-16(26-20)8-15(23)17-18(24)13(9-25-19(12)17)11-4-3-10(21)7-14(11)22/h3-8,13,21-23H,9H2,1-2H3 AWLFGFDTGPLHKG-UHFFFAOYSA-N 354.354 354.11034 CC1(C)Oc2cc(O)c3C(=O)C(COc3c2C=C1)c1ccc(O)cc1O CAS:74175-82-9 HMDB:HMDB0033983 KEGG:C10207 KNApSAcK:C00009558 Cyclokievitone chebi_ontology CHEBI:4019 Cyclokievitone CHEBI:4019 CAS:74175-82-9 KEGG COMPOUND Cyclokievitone KEGG_COMPOUND 0 C19H22O6 InChI=1S/C19H22O6/c1-8-5-14(24-18(22)9(2)7-20)16-11(4)19(23)25-17(16)15-10(3)13(21)6-12(8)15/h12-17,20-21H,1-7H2/t12-,13-,14-,15-,16+,17+/m0/s1 KHSCYOFDKADJDJ-NQLMQOPMSA-N 346.375 346.14164 OCC(=C)C(=O)O[C@H]1CC(=C)[C@@H]2C[C@H](O)C(=C)[C@@H]2[C@H]2OC(=O)C(=C)[C@H]12 CAS:35730-78-0 KEGG:C09385 KNApSAcK:C00003243 Cynaropicrin chebi_ontology CHEBI:4038 Cynaropicrin Cynaropicrin CHEBI:4038 CAS:35730-78-0 KEGG COMPOUND Cynaropicrin KEGG_COMPOUND A carotenone that consists of beta,beta-carotene-4,4'-dione bearing two hydroxy substituents at positions 3 and 3' (the 3S,3'S diastereomer). A carotenoid pigment found mainly in animals (crustaceans, echinoderms) but also occurring in plants. It can occur free (as a red pigment), as an ester, or as a blue, brown or green chromoprotein. 0 C40H52O4 InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1 MQZIGYBFDRPAKN-UWFIBFSHSA-N 596.83848 596.38656 CC(\C=C\C=C(C)\C=C\C1=C(C)C(=O)[C@@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C(=O)[C@@H](O)CC1(C)C CHEBI:2895 CHEBI:40963 Beilstein:1917937 CAS:472-61-7 COMe:MOL000055 HMDB:HMDB0002204 KEGG:C08580 KNApSAcK:C00000918 LIPID_MAPS_instance:LMPR01070263 PDBeChem:AXT PMID:21833799 PMID:21883294 PMID:22119431 PMID:22188802 PMID:22189778 PMID:22221991 PMID:22267192 PMID:22279065 PMID:22309505 PMID:22349894 PMID:22406426 PMID:22428137 PMID:22432539 PMID:22455145 Reaxys:1917937 Wikipedia:Astaxanthin (3S,3'S)-3,3'-dihydroxy-beta,beta-carotene-4,4'-dione ASTAXANTHIN Astaxanthin chebi_ontology (3S,3'S)-astaxanthin 3,3'-dihydroxy-beta,beta-carotene-4,4'-dione 3,3'-dihydroxy-beta-carotene-4,4'-dione E 161j all-trans-(3S,3'S)-astaxanthin astaxanthine ovoester CHEBI:40968 astaxanthin CHEBI:40968 Beilstein:1917937 Beilstein CAS:472-61-7 ChemIDplus CAS:472-61-7 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070263 LIPID MAPS PMID:21833799 Europe PMC PMID:21883294 Europe PMC PMID:22119431 Europe PMC PMID:22188802 Europe PMC PMID:22189778 Europe PMC PMID:22221991 Europe PMC PMID:22267192 Europe PMC PMID:22279065 Europe PMC PMID:22309505 Europe PMC PMID:22349894 Europe PMC PMID:22406426 Europe PMC PMID:22428137 Europe PMC PMID:22432539 Europe PMC PMID:22455145 Europe PMC Reaxys:1917937 Reaxys (3S,3'S)-3,3'-dihydroxy-beta,beta-carotene-4,4'-dione IUPAC ASTAXANTHIN PDBeChem Astaxanthin KEGG_COMPOUND (3S,3'S)-astaxanthin ChemIDplus 3,3'-dihydroxy-beta,beta-carotene-4,4'-dione ChemIDplus 3,3'-dihydroxy-beta-carotene-4,4'-dione ChemIDplus E 161j ChEBI all-trans-(3S,3'S)-astaxanthin ChemIDplus all-trans-(3S,3'S)-astaxanthin UniProt astaxanthine ChemIDplus ovoester ChemIDplus CHEBI:41941 An optically active form of lactic acid having (R)-configuration. 0 C3H6O3 InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1 JVTAAEKCZFNVCJ-UWTATZPHSA-N 90.07794 90.03169 C[C@@H](O)C(O)=O CHEBI:341 CHEBI:42105 CHEBI:43701 Beilstein:1720252 CAS:10326-41-7 DrugBank:DB03066 DrugBank:DB04398 Gmelin:362718 HMDB:HMDB0001311 KEGG:C00256 KNApSAcK:C00019549 PDBeChem:LAC PMID:21842515 PMID:22127808 PMID:22277286 PMID:22344644 Reaxys:1720252 Wikipedia:Lactic_acid (2R)-2-hydroxypropanoic acid chebi_ontology (-)-lactic acid (R)-(-)-lactic acid D-2-Hydroxypropanoic acid D-2-Hydroxypropionic acid D-Lactic acid D-Milchsaeure D-lactic acid LACTIC ACID CHEBI:42111 (R)-lactic acid (R)-lactic acid CHEBI:42111 Beilstein:1720252 Beilstein CAS:10326-41-7 ChemIDplus CAS:10326-41-7 KEGG COMPOUND Gmelin:362718 Gmelin PMID:21842515 Europe PMC PMID:22127808 Europe PMC PMID:22277286 Europe PMC PMID:22344644 Europe PMC Reaxys:1720252 Reaxys (2R)-2-hydroxypropanoic acid IUPAC (-)-lactic acid ChemIDplus (R)-(-)-lactic acid ChemIDplus D-2-Hydroxypropanoic acid KEGG_COMPOUND D-2-Hydroxypropionic acid KEGG_COMPOUND D-Lactic acid KEGG_COMPOUND D-Milchsaeure ChEBI D-lactic acid ChemIDplus LACTIC ACID PDBeChem An optically active form of lactic acid having (S)-configuration. 0 C3H6O3 InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1 JVTAAEKCZFNVCJ-REOHCLBHSA-N 90.07794 90.03169 C[C@H](O)C(O)=O Beilstein:1720251 CAS:79-33-4 Gmelin:362717 HMDB:HMDB0000190 KEGG:C00186 KNApSAcK:C00001191 PMID:21996028 PMID:22336740 PMID:22367529 PMID:22424924 PMID:22443585 PMID:22461545 PMID:22534372 PMID:22538963 PMID:22578598 Reaxys:1720251 Wikipedia:Lactic_Acid (2S)-2-hydroxypropanoic acid chebi_ontology (+)-lactic acid (S)-(+)-lactic acid (S)-2-hydroxypropanoic acid (S)-2-hydroxypropionic acid L-(+)-alpha-hydroxypropionic acid L-(+)-lactic acid L-Lactic acid L-Milchsaeure CHEBI:422 (S)-lactic acid (S)-lactic acid CHEBI:422 Beilstein:1720251 Beilstein CAS:79-33-4 ChemIDplus CAS:79-33-4 KEGG COMPOUND CAS:79-33-4 NIST Chemistry WebBook Gmelin:362717 Gmelin PMID:21996028 Europe PMC PMID:22336740 Europe PMC PMID:22367529 Europe PMC PMID:22424924 Europe PMC PMID:22443585 Europe PMC PMID:22461545 Europe PMC PMID:22534372 Europe PMC PMID:22538963 Europe PMC PMID:22578598 Europe PMC Reaxys:1720251 Reaxys (2S)-2-hydroxypropanoic acid IUPAC (+)-lactic acid NIST_Chemistry_WebBook (S)-(+)-lactic acid NIST_Chemistry_WebBook (S)-2-hydroxypropanoic acid NIST_Chemistry_WebBook (S)-2-hydroxypropionic acid NIST_Chemistry_WebBook L-(+)-alpha-hydroxypropionic acid ChemIDplus L-(+)-lactic acid NIST_Chemistry_WebBook L-Lactic acid KEGG_COMPOUND L-Milchsaeure ChEBI A glycosyloxyisoflavone that is daidzein attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It is used in the treatment of alcohol dependency (antidipsotropic). 0 C21H20O9 InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1 KYQZWONCHDNPDP-QNDFHXLGSA-N 416.37810 416.11073 OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(-c2ccc(O)cc2)c3=O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:42197 CHEBI:4307 CHEBI:86150 Beilstein:59741 CAS:552-66-9 DrugBank:DB02115 HMDB:HMDB0033991 KEGG:C10216 KNApSAcK:C00002518 LIPID_MAPS_instance:LMPK12050013 MetaCyc:CPD-3424 PDBeChem:DZN PMID:18613661 PMID:24154619 PMID:24483603 PMID:25209298 PMID:25236207 PMID:25746576 PMID:25845411 PMID:8433985 Reaxys:59741 Wikipedia:Daidzin 3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl beta-D-glucopyranoside 7-(beta-D-glucopyranosyloxy)-3-(4-hydroxyphenyl)-4H-chromen-4-one daidzein 7-O-beta-D-glucoside daidzin chebi_ontology DAIDZIN Daidzein 7-O-glucoside Daidzin daidzein 7-O-glucoside daidzein 7-glucoside daidzoside CHEBI:42202 daidzein 7-O-beta-D-glucoside CHEBI:42202 Beilstein:59741 Beilstein CAS:552-66-9 ChemIDplus CAS:552-66-9 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050013 LIPID MAPS PMID:18613661 Europe PMC PMID:24154619 Europe PMC PMID:24483603 Europe PMC PMID:25209298 Europe PMC PMID:25236207 Europe PMC PMID:25746576 Europe PMC PMID:25845411 Europe PMC PMID:8433985 Europe PMC Reaxys:59741 Reaxys 3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl beta-D-glucopyranoside IUPAC 7-(beta-D-glucopyranosyloxy)-3-(4-hydroxyphenyl)-4H-chromen-4-one IUPAC daidzein 7-O-beta-D-glucoside UniProt DAIDZIN PDBeChem Daidzein 7-O-glucoside KEGG_COMPOUND Daidzin KEGG_COMPOUND daidzein 7-O-glucoside ChemIDplus daidzein 7-glucoside ChemIDplus daidzoside ChemIDplus A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs. 0 C15H10O5 InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3 RHMXXJGYXNZAPX-UHFFFAOYSA-N 270.23690 270.05282 Cc1cc(O)c2C(=O)c3c(O)cc(O)cc3C(=O)c2c1 CHEBI:42221 CHEBI:4782 Beilstein:1888141 CAS:518-82-1 DrugBank:DB07715 KEGG:C10343 KNApSAcK:C00000555 LINCS:LSM-18994 LIPID_MAPS_instance:LMPK13040008 PDBeChem:EMO PMID:12563347 PMID:12657721 PMID:16077936 PMID:16388516 PMID:16959273 PMID:17019678 PMID:17022020 PMID:17340270 PMID:18193729 PMID:18387517 PMID:18473931 PMID:19089830 PMID:19409890 PMID:19505457 PMID:19799875 PMID:19921750 PMID:20139316 PMID:21834668 PMID:22020806 PMID:22137788 PMID:22144110 PMID:22271272 PMID:22378302 PMID:22426603 PMID:22452333 PMID:22484343 Reaxys:1888141 Wikipedia:Emodin 1,3,8-trihydroxy-6-methylanthra-9,10-quinone Emodin chebi_ontology 1,3,8-trihydroxy-6-methyl-9,10-anthracenedione 1,3,8-trihydroxy-6-methyl-9,10-anthraquinone 3-METHYL-1,6,8-TRIHYDROXYANTHRAQUINONE Schuttgelb CHEBI:42223 emodin emodin CHEBI:42223 Beilstein:1888141 ChemIDplus CAS:518-82-1 ChemIDplus CAS:518-82-1 KEGG COMPOUND LIPID_MAPS_instance:LMPK13040008 LIPID MAPS PMID:12563347 Europe PMC PMID:12657721 Europe PMC PMID:16077936 Europe PMC PMID:16388516 Europe PMC PMID:16959273 Europe PMC PMID:17019678 Europe PMC PMID:17022020 Europe PMC PMID:17340270 Europe PMC PMID:18193729 Europe PMC PMID:18387517 Europe PMC PMID:18473931 Europe PMC PMID:19089830 Europe PMC PMID:19409890 Europe PMC PMID:19505457 Europe PMC PMID:19799875 Europe PMC PMID:19921750 Europe PMC PMID:20139316 Europe PMC PMID:21834668 Europe PMC PMID:22020806 Europe PMC PMID:22137788 Europe PMC PMID:22144110 Europe PMC PMID:22271272 Europe PMC PMID:22378302 Europe PMC PMID:22426603 Europe PMC PMID:22452333 Europe PMC PMID:22484343 Europe PMC Reaxys:1888141 Reaxys 1,3,8-trihydroxy-6-methylanthra-9,10-quinone IUPAC Emodin KEGG_COMPOUND 1,3,8-trihydroxy-6-methyl-9,10-anthracenedione ChemIDplus 1,3,8-trihydroxy-6-methyl-9,10-anthraquinone ChemIDplus 3-METHYL-1,6,8-TRIHYDROXYANTHRAQUINONE PDBeChem Schuttgelb ChemIDplus A flavan-3,3',4',5,5',7-hexol having (2R,3R)-configuration. 0 C15H14O7 InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1 XMOCLSLCDHWDHP-IUODEOHRSA-N 306.26746 306.07395 O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1cc(O)c(O)c(O)c1 CHEBI:31029 CHEBI:42251 Beilstein:3655868 CAS:970-74-1 HMDB:HMDB0038361 KEGG:C12136 KNApSAcK:C00008818 LINCS:LSM-20967 LIPID_MAPS_instance:LMPK12020004 MetaCyc:CPD-10411 PDBeChem:EGT PMID:10775337 PMID:19653629 PMID:19937856 Reaxys:94057 (-)-Epigallocatechin (2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol chebi_ontology (-)-3,3',4',5,5',7-Flavanhexol (2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 2,3-cis-epigallocatechin Epigallocatechol L-Epigallocatechin CHEBI:42255 (-)-epigallocatechin (-)-epigallocatechin CHEBI:42255 Beilstein:3655868 Beilstein CAS:970-74-1 ChemIDplus CAS:970-74-1 KEGG COMPOUND LIPID_MAPS_instance:LMPK12020004 LIPID MAPS PMID:10775337 Europe PMC PMID:19653629 Europe PMC PMID:19937856 Europe PMC Reaxys:94057 Reaxys (-)-Epigallocatechin KEGG_COMPOUND (2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol IUPAC (-)-3,3',4',5,5',7-Flavanhexol ChemIDplus (2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol PDBeChem 2,3-cis-epigallocatechin MetaCyc Epigallocatechol ChemIDplus Epigallocatechol KEGG_COMPOUND L-Epigallocatechin ChemIDplus A member of the class of phenols that is guaiacol in which the hydrogen para- to the hydroxy group is replaced by a vinyl group. 0 C9H10O2 InChI=1S/C9H10O2/c1-3-7-4-5-8(10)9(6-7)11-2/h3-6,10H,1H2,2H3 YOMSJEATGXXYPX-UHFFFAOYSA-N 150.17450 150.06808 COc1cc(C=C)ccc1O CAS:7786-61-0 DrugBank:DB03514 HMDB:HMDB0013744 HMDB:HMDB0013819 KEGG:C17883 MetaCyc:CPD-1072 PMID:18069243 PMID:20816752 PMID:22210037 PMID:23461409 PMID:24958143 PMID:25574973 Reaxys:2044521 Wikipedia:2-Methoxy-4-vinylphenol 2-methoxy-4-vinylphenol 4-ethenyl-2-methoxyphenol chebi_ontology 2-(4-hydroxy-3-methoxyphenyl)ethene 2M4VP 4-ethenyl-2-methoxyphenol 4-hydroxy-3-methoxyphenylethene 4-hydroxy-3-methoxystyrene 4-hydroxy-3-methoxyvinylbenzene 4-vinyl-2-methoxyphenol 4-vinylguaiacol o-methoxy-p-vinylphenol p-vinylguaiacol para-vinylguaiacol CHEBI:42438 2-methoxy-4-vinylphenol 2-methoxy-4-vinylphenol CHEBI:42438 CAS:7786-61-0 ChemIDplus CAS:7786-61-0 KEGG COMPOUND CAS:7786-61-0 NIST Chemistry WebBook PMID:18069243 Europe PMC PMID:20816752 Europe PMC PMID:22210037 Europe PMC PMID:23461409 Europe PMC PMID:24958143 Europe PMC PMID:25574973 Europe PMC Reaxys:2044521 Reaxys 2-methoxy-4-vinylphenol UniProt 4-ethenyl-2-methoxyphenol IUPAC 2-(4-hydroxy-3-methoxyphenyl)ethene ChEBI 2M4VP ChEBI 4-ethenyl-2-methoxyphenol NIST_Chemistry_WebBook 4-hydroxy-3-methoxyphenylethene ChEBI 4-hydroxy-3-methoxystyrene ChemIDplus 4-hydroxy-3-methoxyvinylbenzene ChemIDplus 4-vinyl-2-methoxyphenol NIST_Chemistry_WebBook 4-vinylguaiacol ChemIDplus o-methoxy-p-vinylphenol NIST_Chemistry_WebBook p-vinylguaiacol NIST_Chemistry_WebBook para-vinylguaiacol NIST_Chemistry_WebBook The simplest member of the class of flavones that consists of 4H-chromen-4-one bearing a phenyl substituent at position 2. 0 C15H10O2 InChI=1S/C15H10O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H VHBFFQKBGNRLFZ-UHFFFAOYSA-N 222.23870 222.06808 O=c1cc(oc2ccccc12)-c1ccccc1 CHEBI:42486 CHEBI:5076 Beilstein:157598 CAS:525-82-6 DrugBank:DB07776 Gmelin:1224858 HMDB:HMDB0003075 KEGG:C10043 KEGG:C15608 KNApSAcK:C00001040 LIPID_MAPS_instance:LMPK12110097 MetaCyc:CPD-8485 PDBeChem:FLN PMID:11370674 PMID:12063116 PMID:17347140 PMID:18596412 Reaxys:157598 2-phenyl-4H-chromen-4-one Flavone flavone chebi_ontology 2-PHENYL-4H-CHROMEN-4-ONE 2-Phenyl-4-benzopyron 2-Phenyl-4-chromone 2-Phenylbenzopyran-4-one 2-phenyl-4H-1-benzopyran-4-one 2-phenyl-4H-benzopyran-4-one 2-phenyl-gamma-benzopyrone 2-phenylchromone Flavon CHEBI:42491 flavone flavone CHEBI:42491 Beilstein:157598 Beilstein CAS:525-82-6 ChemIDplus CAS:525-82-6 KEGG COMPOUND CAS:525-82-6 NIST Chemistry WebBook Gmelin:1224858 Gmelin LIPID_MAPS_instance:LMPK12110097 LIPID MAPS PMID:11370674 Europe PMC PMID:12063116 Europe PMC PMID:17347140 Europe PMC PMID:18596412 Europe PMC Reaxys:157598 Reaxys 2-phenyl-4H-chromen-4-one IUPAC Flavone KEGG_COMPOUND flavone UniProt 2-PHENYL-4H-CHROMEN-4-ONE PDBeChem 2-Phenyl-4-benzopyron KEGG_COMPOUND 2-Phenyl-4-chromone KEGG_COMPOUND 2-Phenylbenzopyran-4-one HMDB 2-phenyl-4H-1-benzopyran-4-one NIST_Chemistry_WebBook 2-phenyl-4H-benzopyran-4-one NIST_Chemistry_WebBook 2-phenyl-gamma-benzopyrone NIST_Chemistry_WebBook 2-phenylchromone NIST_Chemistry_WebBook Flavon ChEBI A straight-chain saturated fatty acid containing fifteen-carbon atoms. 0 C15H30O2 InChI=1S/C15H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h2-14H2,1H3,(H,16,17) WQEPLUUGTLDZJY-UHFFFAOYSA-N 242.39750 242.22458 CCCCCCCCCCCCCCC(O)=O CHEBI:39108 CHEBI:42502 Beilstein:1773831 CAS:1002-84-2 HMDB:HMDB0000826 KEGG:C16537 KNApSAcK:C00007423 LIPID_MAPS_instance:LMFA01010015 PDBeChem:F15 PMID:23442377 PMID:24930002 Reaxys:1773831 Wikipedia:Pentadecanoic_acid PENTADECANOIC ACID pentadecanoic acid chebi_ontology 15:00 C15 C15:0 Pentadecylic acid n-Pentadecanoic acid n-pentadecanoic acid pentadecylic acid CHEBI:42504 pentadecanoic acid pentadecanoic acid CHEBI:42504 Beilstein:1773831 Beilstein CAS:1002-84-2 ChemIDplus CAS:1002-84-2 NIST Chemistry WebBook LIPID_MAPS_instance:LMFA01010015 LIPID MAPS PMID:23442377 Europe PMC PMID:24930002 Europe PMC Reaxys:1773831 Reaxys PENTADECANOIC ACID PDBeChem pentadecanoic acid IUPAC 15:00 ChEBI C15 ChEBI C15:0 ChEBI Pentadecylic acid KEGG_COMPOUND n-Pentadecanoic acid KEGG_COMPOUND n-pentadecanoic acid NIST_Chemistry_WebBook pentadecylic acid NIST_Chemistry_WebBook A 7-hydroxyflavonol with additional hydroxy groups at positions 3, 3' and 4'. 0 C15H10O6 InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H XHEFDIBZLJXQHF-UHFFFAOYSA-N 286.23630 286.04774 Oc1ccc2c(c1)oc(-c1ccc(O)c(O)c1)c(O)c2=O CHEBI:42562 CHEBI:5064 Beilstein:292829 CAS:528-48-3 Chemspider:4444933 DrugBank:DB07795 KEGG:C10041 KNApSAcK:C00004579 LINCS:LSM-6579 LIPID_MAPS_instance:LMPK12111566 MetaCyc:CPD-13503 PDBeChem:FSE PMID:12939617 PMID:15254550 PMID:15781213 PMID:17551714 PMID:22842629 PMID:23054013 PMID:23121441 PMID:23277230 Patent:CN102028680 Patent:US2010010078 Reaxys:292829 Wikipedia:Fisetin 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one Fisetin chebi_ontology 2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-1-benzopyran-4-one 3,3',4',7-Tetrahydroxyflavone 3,7,3',4'-TETRAHYDROXYFLAVONE 5-Desoxyquercetin 7,3',4'-Trihydroxyflavonol CHEBI:42567 fisetin CHEBI:42567 Beilstein:292829 Beilstein CAS:528-48-3 ChemIDplus CAS:528-48-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111566 LIPID MAPS PMID:12939617 Europe PMC PMID:15254550 Europe PMC PMID:15781213 Europe PMC PMID:17551714 Europe PMC PMID:22842629 Europe PMC PMID:23054013 Europe PMC PMID:23121441 Europe PMC PMID:23277230 Europe PMC Reaxys:292829 Reaxys 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one IUPAC Fisetin KEGG_COMPOUND 2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-1-benzopyran-4-one ChemIDplus 3,3',4',7-Tetrahydroxyflavone ChemIDplus 3,7,3',4'-TETRAHYDROXYFLAVONE PDBeChem 5-Desoxyquercetin ChemIDplus 7,3',4'-Trihydroxyflavonol KEGG_COMPOUND CHEBI:42680 (2-cis,6-cis)-farnesol 0 C16H12O4 InChI=1S/C16H12O4/c1-19-15-9-14-12(7-13(15)17)11(8-16(18)20-14)10-5-3-2-4-6-10/h2-9,17H,1H3 AZELSOYQOIUPBZ-UHFFFAOYSA-N 268.265 268.07356 COc1cc2oc(=O)cc(-c3ccccc3)c2cc1O CAS:482-83-7 KEGG:C10414 KNApSAcK:C00002519 Dalbergin chebi_ontology CHEBI:4308 Dalbergin CHEBI:4308 CAS:482-83-7 KEGG COMPOUND Dalbergin KEGG_COMPOUND A tetracosenoic acid having a cis-double bond at position 15. 0 C24H46O2 InChI=1S/C24H46O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h9-10H,2-8,11-23H2,1H3,(H,25,26)/b10-9- GWHCXVQVJPWHRF-KTKRTIGZSA-N 366.630 365.36577 366.34978 OC(CCCCCCCCCCCCC/C=C\CCCCCCCC)=O CHEBI:44244 CHEBI:7526 Beilstein:1728551 CAS:506-37-6 KEGG:C08323 KNApSAcK:C00001230 LIPID_MAPS_instance:LMFA01030092 PMID:12742544 PMID:16394593 PMID:21147856 PMID:8072429 PMID:9075193 Reaxys:1728551 (15Z)-Tetracosenoic acid (15Z)-tetracos-15-enoic acid chebi_ontology (Z)-15-Tetracosenoic acid (Z)-tetracos-15-enoic acid 15cis-tetracosenoic acid Nervonic acid Nervonsaeure cis-15-tetracosenoic acid cis-Delta(15)-tetracosenoic acid selacholeic acid CHEBI:44247 (15Z)-tetracosenoic acid (15Z)-tetracosenoic acid CHEBI:44247 Beilstein:1728551 Beilstein CAS:506-37-6 ChemIDplus CAS:506-37-6 KEGG COMPOUND LIPID_MAPS_instance:LMFA01030092 LIPID MAPS PMID:12742544 Europe PMC PMID:16394593 Europe PMC PMID:21147856 Europe PMC PMID:8072429 Europe PMC PMID:9075193 Europe PMC Reaxys:1728551 Reaxys (15Z)-Tetracosenoic acid KEGG_COMPOUND (15Z)-tetracos-15-enoic acid IUPAC (Z)-15-Tetracosenoic acid KEGG_COMPOUND (Z)-tetracos-15-enoic acid ChEBI 15cis-tetracosenoic acid ChEBI Nervonic acid KEGG_COMPOUND Nervonsaeure ChEBI cis-15-tetracosenoic acid CBN cis-Delta(15)-tetracosenoic acid ChEBI selacholeic acid ChEBI A retinal in which the double bond alpha- to the aldehyde group has cis configuration, whilst the remaining acyclic double bonds have trans configuration. 0 C20H28O InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13- NCYCYZXNIZJOKI-HWCYFHEPSA-N 284.43570 284.21402 [H]C(=O)\C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C Beilstein:1914182 CAS:472-86-6 LIPID_MAPS_instance:LMPR01090018 MetaCyc:CPD-13525 13-cis-retinal chebi_ontology (13cis)-retinal (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal 13-cis-retinaldehyde RETINAL CHEBI:45487 13-cis-retinal 13-cis-retinal CHEBI:45487 Beilstein:1914182 Beilstein CAS:472-86-6 ChemIDplus LIPID_MAPS_instance:LMPR01090018 LIPID MAPS 13-cis-retinal IUPAC 13-cis-retinal UniProt (13cis)-retinal ChEBI (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal IUPAC 13-cis-retinaldehyde ChemIDplus RETINAL PDBeChem A sapogenin that is spirostan which is substituted by a hydroxy group at the 3beta position, contains a double bond at the 5-6 position, and has R- configuration at position 25. A natural product found in Dioscorea (wild yam) species, it is used as the starting point for the commercial synthesis of a number of steroids, including cortisone, pregnenolone and progesterone. 0 C27H42O3 InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1 WQLVFSAGQJTQCK-VKROHFNGSA-N 414.62060 414.31340 [H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]1(CC[C@@H](C)CO1)O2 CHEBI:67838 CAS:512-04-9 KEGG:C08898 KNApSAcK:C00003576 LIPID_MAPS_instance:LMST01080037 PMID:20622501 PMID:21391660 PMID:21990007 PMID:22266324 PMID:22719792 PMID:22754381 PMID:22837815 PMID:22901014 PMID:22904823 PMID:23246979 PMID:23302635 PMID:23423339 Patent:US3019220 Reaxys:94582 Wikipedia:Diosgenin (3beta,25R)-spirost-5-en-3-ol diosgenin chebi_ontology (20R,25R)-spirost-5-en-3beta-ol (25R)-spirost-5-en-3beta-ol nitogenin CHEBI:4629 diosgenin diosgenin CHEBI:4629 CAS:512-04-9 ChemIDplus CAS:512-04-9 KEGG COMPOUND LIPID_MAPS_instance:LMST01080037 LIPID MAPS PMID:20622501 Europe PMC PMID:21391660 Europe PMC PMID:21990007 Europe PMC PMID:22266324 Europe PMC PMID:22719792 Europe PMC PMID:22754381 Europe PMC PMID:22837815 Europe PMC PMID:22901014 Europe PMC PMID:22904823 Europe PMC PMID:23246979 Europe PMC PMID:23302635 Europe PMC PMID:23423339 Europe PMC Reaxys:94582 Reaxys (3beta,25R)-spirost-5-en-3-ol IUPAC diosgenin UniProt (20R,25R)-spirost-5-en-3beta-ol ChemIDplus (25R)-spirost-5-en-3beta-ol ChemIDplus nitogenin ChemIDplus A monomethoxyflavone that is the 4'-methyl ether derivative of luteolin. It is a natural product isolated from citrus fruits which exhibits a range of pharmacological activities. 0 C16H12O6 InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3 MBNGWHIJMBWFHU-UHFFFAOYSA-N 300.266 300.06339 COC1=CC=C(C=C1O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1 CAS:520-34-3 Chemspider:4444931 DrugBank:DB11259 Drug_Central:4601 FooDB:FDB000861 HMDB:HMDB0029676 KEGG:C10038 KNApSAcK:C00001036 LIPID_MAPS_instance:LMPK12110824 MetaCyc:CPD-20639 PDBeChem:J8D PMID:20635154 PMID:21176927 PMID:21791871 PMID:21851214 PMID:22749133 PMID:29767250 PMID:30515812 PMID:30624931 PMID:31228347 PMID:31228803 PMID:31763736 PMID:31906574 PMID:32219867 PMID:32223728 PMID:32367620 PMID:32547191 PMID:32627001 PMID:32730832 PMID:32938818 PMID:33045572 PMID:33064975 PMID:33209892 PMID:33282249 PMID:33412247 PMID:33449987 PMID:33751333 PMID:33811596 PMID:34086130 PMID:34922636 PMID:35191607 PMID:35242278 PMID:35327333 PMID:35481411 PMID:35646118 PMID:35684047 PMID:35807509 Patent:KR20080049174 Patent:US2011201565 Reaxys:294492 Wikipedia:Diosmetin 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one Diosmetin chebi_ontology 3',5,7-trihydroxy-4'-methoxyflavone 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one Luteolin 4'-methyl ether Salinigricoflavonol CHEBI:4630 diosmetin diosmetin CHEBI:4630 CAS:520-34-3 ChemIDplus CAS:520-34-3 KEGG COMPOUND Drug_Central:4601 DrugCentral LIPID_MAPS_instance:LMPK12110824 LIPID MAPS PMID:20635154 Europe PMC PMID:21176927 Europe PMC PMID:21791871 Europe PMC PMID:21851214 Europe PMC PMID:22749133 Europe PMC PMID:29767250 Europe PMC PMID:30515812 Europe PMC PMID:30624931 Europe PMC PMID:31228347 Europe PMC PMID:31228803 Europe PMC PMID:31763736 Europe PMC PMID:31906574 Europe PMC PMID:32219867 Europe PMC PMID:32223728 Europe PMC PMID:32367620 Europe PMC PMID:32547191 Europe PMC PMID:32627001 Europe PMC PMID:32730832 Europe PMC PMID:32938818 Europe PMC PMID:33045572 Europe PMC PMID:33064975 Europe PMC PMID:33209892 Europe PMC PMID:33282249 Europe PMC PMID:33412247 Europe PMC PMID:33449987 Europe PMC PMID:33751333 Europe PMC PMID:33811596 Europe PMC PMID:34086130 Europe PMC PMID:34922636 Europe PMC PMID:35191607 Europe PMC PMID:35242278 Europe PMC PMID:35327333 Europe PMC PMID:35481411 Europe PMC PMID:35646118 Europe PMC PMID:35684047 Europe PMC PMID:35807509 Europe PMC Reaxys:294492 Reaxys 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one IUPAC Diosmetin KEGG_COMPOUND 3',5,7-trihydroxy-4'-methoxyflavone ChEBI 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone ChemIDplus 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one PDBeChem Luteolin 4'-methyl ether KEGG_COMPOUND Salinigricoflavonol HMDB A disaccharide derivative that consists of diosmetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. 0 C28H32O15 InChI=1S/C28H32O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-8,10,19,21-30,32-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1 GZSOSUNBTXMUFQ-YFAPSIMESA-N 608.54470 608.17412 COc1ccc(cc1O)-c1cc(=O)c2c(O)cc(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)cc2o1 CAS:520-27-4 Drug_Central:3157 KEGG:C10039 KEGG:D07858 KNApSAcK:C00004362 LINCS:LSM-5989 LIPID_MAPS_instance:LMPK12110819 PMID:25620156 PMID:25821971 Reaxys:74883 Wikipedia:Diosmin 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside chebi_ontology 3',5,7-trihydroxy-4'-methoxyflavone 7-rhamnoglucoside 3',5,7-trihydroxy-4'-methoxyflavone-7-rutinoside Diosmetin 7-O-rutinoside diosmetin 7-neohesperidoside diosmin diosmine diosminum neodiosmin CHEBI:4631 diosmin diosmin CHEBI:4631 CAS:520-27-4 ChemIDplus CAS:520-27-4 KEGG COMPOUND Drug_Central:3157 DrugCentral LIPID_MAPS_instance:LMPK12110819 LIPID MAPS PMID:25620156 Europe PMC PMID:25821971 Europe PMC Reaxys:74883 Reaxys 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC 3',5,7-trihydroxy-4'-methoxyflavone 7-rhamnoglucoside ChEBI 3',5,7-trihydroxy-4'-methoxyflavone-7-rutinoside ChEBI Diosmetin 7-O-rutinoside KEGG_COMPOUND diosmetin 7-neohesperidoside LIPID_MAPS diosmin ChemIDplus diosmine ChemIDplus diosminum ChemIDplus neodiosmin LIPID_MAPS A pantothenic acid having R-configuration. 0 C9H17NO5 InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/t7-/m0/s1 GHOKWGTUZJEAQD-ZETCQYMHSA-N 219.23502 219.11067 CC(C)(CO)[C@@H](O)C(=O)NCCC(O)=O CHEBI:18701 CHEBI:44679 Beilstein:1727064 CAS:79-83-4 DrugBank:DB01783 Drug_Central:2055 FooDB:FDB008322 HMDB:HMDB0000210 KEGG:C00864 KEGG:D07413 KNApSAcK:C00001550 MetaCyc:PANTOTHENATE PDBeChem:PAU PMID:12664639 PMID:13614445 PMID:14675432 PMID:15065769 PMID:15136582 PMID:15912738 PMID:16042590 PMID:17023940 PMID:17439666 PMID:17913047 PMID:18186650 PMID:19307712 PMID:19959891 PMID:20451532 PMID:21904030 PMID:22052867 PMID:22468352 PMID:23727638 PMID:27555321 PMID:32416962 PMID:32979277 PMID:5352084 Reaxys:1727064 Wikipedia:Pantothenic_Acid 3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoic acid chebi_ontology (+)-Pantothenic acid (R)-N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-beta-alanine D(+)-N-(2,4-dihydroxy-3,3-dimethylbutyryl)-beta-alanine D-(+)-pantothenic acid D-pantothenic acid N-[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]-beta-alanine PANTOTHENOIC ACID Pantothenic acid chick antidermatitis factor pantothenic acid (b5) vitamin B5 CHEBI:46905 (R)-pantothenic acid (R)-pantothenic acid CHEBI:46905 Beilstein:1727064 ChemIDplus CAS:79-83-4 ChemIDplus CAS:79-83-4 NIST Chemistry WebBook Drug_Central:2055 DrugCentral PMID:12664639 Europe PMC PMID:13614445 Europe PMC PMID:14675432 Europe PMC PMID:15065769 Europe PMC PMID:15136582 Europe PMC PMID:15912738 Europe PMC PMID:16042590 Europe PMC PMID:17023940 Europe PMC PMID:17439666 Europe PMC PMID:17913047 Europe PMC PMID:18186650 Europe PMC PMID:19307712 Europe PMC PMID:19959891 Europe PMC PMID:20451532 Europe PMC PMID:21904030 Europe PMC PMID:22052867 Europe PMC PMID:22468352 Europe PMC PMID:23727638 Europe PMC PMID:27555321 Europe PMC PMID:32416962 Europe PMC PMID:32979277 Europe PMC PMID:5352084 Europe PMC Reaxys:1727064 Reaxys 3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoic acid IUPAC (+)-Pantothenic acid HMDB (R)-N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-beta-alanine ChemIDplus D(+)-N-(2,4-dihydroxy-3,3-dimethylbutyryl)-beta-alanine ChemIDplus D-(+)-pantothenic acid ChEBI D-pantothenic acid ChemIDplus N-[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]-beta-alanine PDBeChem PANTOTHENOIC ACID PDBeChem Pantothenic acid KEGG_COMPOUND chick antidermatitis factor ChemIDplus vitamin B5 ChemIDplus A carotenone that is beta-carotene in which the 4 position has undergone formal oxidation to afford the corresponding ketone. Isolated as orange-red crystals, it is widely distributed in marine invertebrates. 0 C40H54O InChI=1S/C40H54O/c1-30(18-13-20-32(3)23-25-36-34(5)22-15-28-39(36,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-37-35(6)38(41)27-29-40(37,9)10/h11-14,16-21,23-26H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+ QXNWZXMBUKUYMD-QQGJMDNJSA-N 550.85620 550.41747 CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C(=O)CCC1(C)C Beilstein:2030114 CAS:432-68-8 COMe:MOL000094 KEGG:C08592 KNApSAcK:C00000925 PDBeChem:ECH PMID:11697247 PMID:17765578 PMID:23160982 PMID:5473895 Patent:GB1549643 Patent:US4100197 Reaxys:2030114 Echinenone beta,beta-caroten-4-one echinenone chebi_ontology 4-keto-beta-carotene 4-oxo-beta-carotene aphanin myoxanthin CHEBI:4746 echinenone CHEBI:4746 Beilstein:2030114 Beilstein CAS:432-68-8 ChemIDplus CAS:432-68-8 KEGG COMPOUND PMID:11697247 Europe PMC PMID:17765578 Europe PMC PMID:23160982 Europe PMC PMID:5473895 Europe PMC Reaxys:2030114 Reaxys Echinenone KEGG_COMPOUND beta,beta-caroten-4-one IUPAC echinenone UniProt 4-keto-beta-carotene ChEBI 4-oxo-beta-carotene ChEBI aphanin ChEBI myoxanthin ChEBI chebi_ontology CHEBI:4767 Further classification will be integrated for this class Elastin Elastin CHEBI:4767 A tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 5 and 8. While it is found in low concentrations in many vegetable oils, only cottonseed oil contains significant amounts. 0 C28H48O2 InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1 WGVKWNUPNGFDFJ-DQCZWYHMSA-N 416.67952 416.36543 CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(O)cc(C)c2O1 CHEBI:22855 CHEBI:35069 AGR:IND43673672 AGR:IND43831641 AGR:IND606272494 AGR:IND607266641 Beilstein:93070 CAS:148-03-8 CAS:16698-35-4 Chemspider:5256784 FooDB:FDB012381 HMDB:HMDB0006335 KEGG:C14152 KNApSAcK:C00007364 LIPID_MAPS_instance:LMPR02020059 MetaCyc:BETA-TOCOPHEROL PMCID:PMC7258573 PMID:11390183 PMID:16746572 PMID:16771430 PMID:19339706 PMID:19710160 PMID:19717743 PMID:20357932 PMID:22168240 PMID:23997325 PMID:262184 PMID:27694009 PMID:5158483 PMID:9043639 PMID:9920007 Patent:ES2232276 Reaxys:93070 Wikipedia:Beta-Tocopherol (2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol beta-Tocopherol beta-tocopherol chebi_ontology (2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol (2R)-3,4-dihydro-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol (2R,4'R,8'R)-beta-tocopherol (R,R,R)-beta-tocopherol 5,8-dimethyltocol RRR-beta-tocopherol β-tocopherol CHEBI:47771 beta-tocopherol CHEBI:47771 AGR:IND43673672 Europe PMC AGR:IND43831641 Europe PMC AGR:IND606272494 Europe PMC AGR:IND607266641 Europe PMC Beilstein:93070 Beilstein CAS:148-03-8 KEGG COMPOUND CAS:16698-35-4 ChemIDplus LIPID_MAPS_instance:LMPR02020059 LIPID MAPS PMCID:PMC7258573 Europe PMC PMID:11390183 Europe PMC PMID:16746572 Europe PMC PMID:16771430 Europe PMC PMID:19339706 Europe PMC PMID:19710160 Europe PMC PMID:19717743 Europe PMC PMID:20357932 Europe PMC PMID:22168240 Europe PMC PMID:23997325 Europe PMC PMID:262184 Europe PMC PMID:27694009 Europe PMC PMID:5158483 Europe PMC PMID:9043639 Europe PMC PMID:9920007 Europe PMC Reaxys:93070 Reaxys (2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol IUPAC beta-Tocopherol KEGG_COMPOUND beta-tocopherol UniProt (2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol IUPAC (2R)-3,4-dihydro-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol ChemIDplus (2R,4'R,8'R)-beta-tocopherol ChEBI (R,R,R)-beta-tocopherol ChEBI 5,8-dimethyltocol ChEBI RRR-beta-tocopherol ChEBI A tocopherol in which the chroman-6-ol core is substituted by a methyl group at position 8. It is found particularly in maize (corn) oil and soya bean (soybean) oils. 0 C27H46O2 InChI=1S/C27H46O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h18-22,28H,7-17H2,1-6H3/t21-,22-,27-/m1/s1 GZIFEOYASATJEH-VHFRWLAGSA-N 402.65294 402.34978 CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2cc(O)cc(C)c2O1 CHEBI:23607 CHEBI:35080 AGR:IND23287363 AGR:IND43789460 AGR:IND604778332 Beilstein:92691 CAS:119-13-1 Chemspider:83144 FooDB:FDB002432 HMDB:HMDB0002902 KEGG:C14151 KNApSAcK:C00007363 LIPID_MAPS_instance:LMPR02020066 MetaCyc:DELTA-TOCOPHEROL PMID:10385606 PMID:10419182 PMID:11997390 PMID:12600864 PMID:12772433 PMID:14695946 PMID:15544870 PMID:15596715 PMID:15753140 PMID:16384840 PMID:16400056 PMID:16457832 PMID:16614418 PMID:16876809 PMID:17203774 PMID:17927195 PMID:18356579 PMID:18811917 PMID:19443199 PMID:19454246 PMID:21815166 PMID:23636547 PMID:28203099 PMID:29746786 PMID:3630967 PMID:8245162 PMID:9706379 Patent:US2006112450 Reaxys:92691 Wikipedia:Delta-Tocopherol (2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol delta-Tocopherol delta-tocopherol delta-tocopherol chebi_ontology (+)-delta-tocopherol (2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol (2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-6-chromanol (2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-ol (2R)-3,4-dihydro-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol (2R,4'R,8'R)-delta-tocopherol (R,R,R)-delta-tocopherol 8-methyltocol E309 RRR-delta-tocopherol δ-tocopherol CHEBI:47772 delta-tocopherol CHEBI:47772 AGR:IND23287363 Europe PMC AGR:IND43789460 Europe PMC AGR:IND604778332 Europe PMC Beilstein:92691 Beilstein CAS:119-13-1 ChemIDplus CAS:119-13-1 NIST Chemistry WebBook LIPID_MAPS_instance:LMPR02020066 LIPID MAPS PMID:10385606 Europe PMC PMID:10419182 Europe PMC PMID:11997390 Europe PMC PMID:12600864 Europe PMC PMID:12772433 Europe PMC PMID:14695946 Europe PMC PMID:15544870 Europe PMC PMID:15596715 Europe PMC PMID:15753140 Europe PMC PMID:16384840 Europe PMC PMID:16400056 Europe PMC PMID:16457832 Europe PMC PMID:16614418 Europe PMC PMID:16876809 Europe PMC PMID:17203774 Europe PMC PMID:17927195 Europe PMC PMID:18356579 Europe PMC PMID:18811917 Europe PMC PMID:19443199 Europe PMC PMID:19454246 Europe PMC PMID:21815166 Europe PMC PMID:23636547 Europe PMC PMID:28203099 Europe PMC PMID:29746786 Europe PMC PMID:3630967 Europe PMC PMID:8245162 Europe PMC PMID:9706379 Europe PMC Reaxys:92691 Reaxys (2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol IUPAC delta-Tocopherol KEGG_COMPOUND delta-tocopherol UniProt (+)-delta-tocopherol ChemIDplus (2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol IUPAC (2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-6-chromanol ChEBI (2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-ol ChEBI (2R)-3,4-dihydro-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol ChemIDplus (2R,4'R,8'R)-delta-tocopherol ChEBI (R,R,R)-delta-tocopherol ChEBI 8-methyltocol ChEBI E309 ChEBI RRR-delta-tocopherol ChEBI Any member of the 'superclass' flavonoids whose skeleton is based on 1-benzopyran with an aryl substituent at position 2. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds. CHEBI:13638 CHEBI:24044 CHEBI:5077 KEGG:C01579 Wikipedia:Flavonoid Flavonoid chebi_ontology 2-aryl-1-benzopyran 2-aryl-1-benzopyrans flavonoids CHEBI:47916 flavonoid flavonoid CHEBI:47916 Flavonoid KEGG_COMPOUND 2-aryl-1-benzopyran ChEBI 2-aryl-1-benzopyrans ChEBI flavonoids ChEBI A monohydroxycinnamic acid in which the hydroxy substituent is located at C-3 of the phenyl ring. 0 C9H8O3 InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12) KKSDGJDHHZEWEP-UHFFFAOYSA-N 164.15802 164.04734 [H]C(=Cc1cccc(O)c1)C(O)=O Beilstein:2690254 CAS:588-30-7 3-(3-hydroxyphenyl)prop-2-enoic acid 3-coumaric acid chebi_ontology 3-(3-hydroxyphenyl)-2-propenoic acid 3-(3-hydroxyphenyl)acrylic acid 3-hydroxycinnamic acid m-coumaric acid m-hydroxycinnamic acid CHEBI:47925 3-coumaric acid 3-coumaric acid CHEBI:47925 Beilstein:2690254 Beilstein CAS:588-30-7 ChemIDplus CAS:588-30-7 NIST Chemistry WebBook 3-(3-hydroxyphenyl)prop-2-enoic acid IUPAC 3-coumaric acid ChemIDplus 3-(3-hydroxyphenyl)-2-propenoic acid NIST_Chemistry_WebBook 3-(3-hydroxyphenyl)acrylic acid NIST_Chemistry_WebBook 3-hydroxycinnamic acid ChemIDplus m-coumaric acid NIST_Chemistry_WebBook m-hydroxycinnamic acid NIST_Chemistry_WebBook A simplest memebr of the class of aurones that is 1-benzofuran-3(2H)-one in which both hydrogens at position 2 are substituted by a benzylidene group (the Z-isomer). 0 C15H10O2 InChI=1S/C15H10O2/c16-15-12-8-4-5-9-13(12)17-14(15)10-11-6-2-1-3-7-11/h1-10H/b14-10- OMUOMODZGKSORV-UVTDQMKNSA-N 222.23870 222.06808 O=C1c2ccccc2O\C1=C/c1ccccc1 Wikipedia:Aurone (2Z)-2-benzylidene-1-benzofuran-3(2H)-one chebi_ontology CHEBI:47964 aurone aurone CHEBI:47964 (2Z)-2-benzylidene-1-benzofuran-3(2H)-one IUPAC Any hydroxyflavanone in which a hydroxy group is present at position 3 of the heterocyclic ring. 0 C15HO3R11 229.16660 228.99257 OC1([*])C(=O)c2c([*])c([*])c([*])c([*])c2OC1([*])c1c([*])c([*])c([*])c([*])c1[*] CHEBI:24035 CHEBI:48037 KEGG:C15570 chebi_ontology 2,3-dihydroflavonols 3-hydroxyflavanone Dihydroflavonol a dihydroflavonol CHEBI:48039 dihydroflavonols dihydroflavonols CHEBI:48039 2,3-dihydroflavonols ChEBI 3-hydroxyflavanone ChEBI Dihydroflavonol KEGG_COMPOUND a dihydroflavonol UniProt A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin. 0 C22H18O11 InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1 WMBWREPUVVBILR-WIYYLYMNSA-N 458.375 458.08491 OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](OC2=C1)C1=CC(O)=C(O)C(O)=C1 Beilstein:3658838 CAS:989-51-5 Chemspider:58575 HMDB:HMDB0003153 KEGG:C09731 KNApSAcK:C00000958 LINCS:LSM-5661 LIPID_MAPS_instance:LMPK12030005 PDBeChem:KDH PMID:12053219 PMID:12918062 PMID:14521154 PMID:14633667 PMID:15024383 PMID:15950188 PMID:17157668 PMID:18665171 PMID:18716169 PMID:19085685 PMID:19113837 PMID:19539611 PMID:19542563 PMID:19784588 PMID:19928918 PMID:20565072 PMID:21080642 PMID:21434603 PMID:21750208 PMID:22300765 PMID:22876177 PMID:23834676 PMID:31503486 PMID:31767902 PMID:32635637 PMID:33268646 PMID:33604623 PMID:34553787 Patent:CN102600212 Patent:CN102763743 Patent:US2012309821 Reaxys:67944 Wikipedia:Epigallocatechin_gallate (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate chebi_ontology (-)-epigallocatechin 3-O-gallate (-)-epigallocatechin gallate (-)-epigallocatechin-3-O-gallate (-)-epigallocatechol gallate 3-O-galloyl-(-)-epigallocatechin EGCG L-epigallocatechin gallate NVP-XAA 723 [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate epigallocatechin 3-O-gallate epigallocatechin 3-gallate epigallocatechin gallate CHEBI:4806 (-)-epigallocatechin 3-gallate CHEBI:4806 Beilstein:3658838 Beilstein CAS:989-51-5 ChemIDplus CAS:989-51-5 KEGG COMPOUND LIPID_MAPS_instance:LMPK12030005 LIPID MAPS PMID:12053219 Europe PMC PMID:12918062 Europe PMC PMID:14521154 Europe PMC PMID:14633667 Europe PMC PMID:15024383 Europe PMC PMID:15950188 Europe PMC PMID:17157668 Europe PMC PMID:18665171 Europe PMC PMID:18716169 Europe PMC PMID:19085685 Europe PMC PMID:19113837 Europe PMC PMID:19539611 Europe PMC PMID:19542563 Europe PMC PMID:19784588 Europe PMC PMID:19928918 Europe PMC PMID:20565072 Europe PMC PMID:21080642 Europe PMC PMID:21434603 Europe PMC PMID:21750208 Europe PMC PMID:22300765 Europe PMC PMID:22876177 Europe PMC PMID:23834676 Europe PMC PMID:31503486 Europe PMC PMID:31767902 Europe PMC PMID:32635637 Europe PMC PMID:33268646 Europe PMC PMID:33604623 Europe PMC PMID:34553787 Europe PMC Reaxys:67944 Reaxys (2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate IUPAC (-)-epigallocatechin 3-O-gallate ChEBI (-)-epigallocatechin gallate ChemIDplus (-)-epigallocatechin-3-O-gallate ChemIDplus (-)-epigallocatechol gallate ChemIDplus 3-O-galloyl-(-)-epigallocatechin ChEBI EGCG ChemIDplus L-epigallocatechin gallate ChemIDplus NVP-XAA 723 ChemIDplus [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate ChEBI epigallocatechin 3-O-gallate ChEBI epigallocatechin 3-gallate KEGG_COMPOUND epigallocatechin gallate ChemIDplus A hydroxycoumarin that is the 6-O-beta-D-glucoside of esculetin. 0 C15H16O9 InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+,14-,15-/m1/s1 XHCADAYNFIFUHF-TVKJYDDYSA-N 340.28210 340.07943 OC[C@H]1O[C@@H](Oc2cc3ccc(=O)oc3cc2O)[C@H](O)[C@@H](O)[C@@H]1O CAS:531-75-9 HMDB:HMDB0030820 KEGG:C09264 KNApSAcK:C00002472 MetaCyc:14461 PMID:22564167 PMID:23497098 PMID:23499166 Reaxys:95387 Wikipedia:Aesculin 7-hydroxy-2-oxo-2H-chromen-6-yl beta-D-glucopyranoside Esculin chebi_ontology 6,7-Dihydroxycoumarin 6-glucoside 6,7-Dihydroxycoumarin-6-O-glucoside 6-(beta-D-Glucopyranosyloxy)-7-hydroxy-2H-1-benzopyran-2-one 6-(beta-D-Glucopyranosyloxy)-7-hydroxy-cumarin 7-Hydroxy-6-glucosyloxy-2H-chromene Aesculin Esculetin 6-O-glucoside Esculoside esculetin 6-beta-D-glucoside CHEBI:4853 esculin CHEBI:4853 CAS:531-75-9 ChemIDplus CAS:531-75-9 KEGG COMPOUND PMID:22564167 Europe PMC PMID:23497098 Europe PMC PMID:23499166 Europe PMC Reaxys:95387 Reaxys 7-hydroxy-2-oxo-2H-chromen-6-yl beta-D-glucopyranoside IUPAC Esculin KEGG_COMPOUND 6,7-Dihydroxycoumarin 6-glucoside HMDB 6,7-Dihydroxycoumarin-6-O-glucoside ChemIDplus 6-(beta-D-Glucopyranosyloxy)-7-hydroxy-2H-1-benzopyran-2-one ChemIDplus 6-(beta-D-Glucopyranosyloxy)-7-hydroxy-cumarin ChemIDplus 7-Hydroxy-6-glucosyloxy-2H-chromene ChemIDplus Aesculin ChemIDplus Esculetin 6-O-glucoside HMDB Esculoside KEGG_COMPOUND esculetin 6-beta-D-glucoside ChEBI A metal chloride salt with a Li(+) counterion. 0 ClLi InChI=1S/ClH.Li/h1H;/q;+1/p-1 KWGKDLIKAYFUFQ-UHFFFAOYSA-M 42.39370 41.98486 [Li+].[Cl-] CAS:7447-41-8 PMID:21301855 PMID:24398558 lithium chloride chebi_ontology LiCl Lithiumchlorid chlorure de lithium cloruro de litio lithii chloridum CHEBI:48607 lithium chloride lithium chloride CHEBI:48607 CAS:7447-41-8 ChemIDplus CAS:7447-41-8 NIST Chemistry WebBook PMID:21301855 Europe PMC PMID:24398558 Europe PMC lithium chloride IUPAC LiCl IUPAC Lithiumchlorid ChEBI chlorure de lithium NIST_Chemistry_WebBook cloruro de litio ChEBI lithii chloridum ChEBI +2 Cd InChI=1S/Cd/q+2 WLZRMCYVCSSEQC-UHFFFAOYSA-N 112.41100 113.90227 [Cd++] CHEBI:3290 CHEBI:48773 CAS:22537-48-0 Gmelin:6851 KEGG:C01413 PDBeChem:CD cadmium(2+) cadmium(2+) ion cadmium(II) cation chebi_ontology CADMIUM ION Cd(2+) Cd2+ cadmium, ion (Cd2+) CHEBI:48775 cadmium(2+) cadmium(2+) CHEBI:48775 CAS:22537-48-0 ChemIDplus Gmelin:6851 Gmelin cadmium(2+) IUPAC cadmium(2+) ion IUPAC cadmium(II) cation IUPAC CADMIUM ION PDBeChem Cd(2+) IUPAC Cd(2+) UniProt Cd2+ KEGG_COMPOUND cadmium, ion (Cd2+) ChemIDplus +2 Co InChI=1S/Co/q+2 XLJKHNWPARRRJB-UHFFFAOYSA-N 58.93320 58.93210 [Co++] CHEBI:23337 CHEBI:48827 CAS:22541-53-3 Gmelin:6853 KEGG:C00175 PDBeChem:CO Cobalt(2+) cobalt(2+) cobalt(2+) ion cobalt(II) cation chebi_ontology COBALT (II) ION Co(2+) Co(II) Co2+ cobalt(2+) ion cobalt(II) cation cobaltous ion CHEBI:48828 cobalt(2+) cobalt(2+) CHEBI:48828 CAS:22541-53-3 ChemIDplus CAS:22541-53-3 KEGG COMPOUND Gmelin:6853 Gmelin Cobalt(2+) KEGG_COMPOUND cobalt(2+) IUPAC cobalt(2+) ion IUPAC cobalt(II) cation IUPAC COBALT (II) ION PDBeChem Co(2+) UniProt Co(II) KEGG_COMPOUND Co2+ ChEBI Co2+ KEGG_COMPOUND cobalt(2+) ion ChEBI cobalt(II) cation ChEBI cobaltous ion ChEBI A hydrochloride obtained by combining thiamine chloride with one molar equivalent of hydrochloric acid. 0 C12H17N4OS.HCl.Cl C12H18Cl2N4OS InChI=1S/C12H17N4OS.2ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);2*1H/q+1;;/p-1 DPJRMOMPQZCRJU-UHFFFAOYSA-M 337.270 336.05784 C([N+]=1C(=C(SC1)CCO)C)C=2C(=NC(C)=NC2)N.[Cl-].Cl AGR:IND605711145 AGR:IND606057536 Beilstein:3642937 Beilstein:3851771 CAS:67-03-8 Chemspider:5967 DrugBank:DBSALT000205 FooDB:FDB008416 Gmelin:31154 Gmelin:691133 KEGG:D02094 PMID:11548854 PMID:12224421 PMID:21212548 PMID:22305197 PMID:24399744 PMID:25977858 PMID:26616989 PMID:27163892 PMID:28763984 PMID:28784494 PMID:30131156 PMID:31270735 PMID:31664290 PMID:32009117 PMID:32562525 PMID:32824791 Reaxys:17124533 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride 3-[(4-azaniumyl-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium dichloride chebi_ontology thiamin dichloride thiamin hydrochloride thiamine HCl thiamine chloride hydrochloride thiamine dichloride thiamine(2+) dichloride thiaminium chloride hydrochloride vitamin B1 hydrochloride CHEBI:49105 thiamine hydrochloride thiamine hydrochloride CHEBI:49105 AGR:IND605711145 Europe PMC AGR:IND606057536 Europe PMC Beilstein:3642937 Beilstein Beilstein:3851771 Beilstein CAS:67-03-8 ChemIDplus Gmelin:31154 Gmelin Gmelin:691133 Gmelin PMID:11548854 Europe PMC PMID:12224421 Europe PMC PMID:21212548 Europe PMC PMID:22305197 Europe PMC PMID:24399744 Europe PMC PMID:25977858 Europe PMC PMID:26616989 Europe PMC PMID:27163892 Europe PMC PMID:28763984 Europe PMC PMID:28784494 Europe PMC PMID:30131156 Europe PMC PMID:31270735 Europe PMC PMID:31664290 Europe PMC PMID:32009117 Europe PMC PMID:32562525 Europe PMC PMID:32824791 Europe PMC Reaxys:17124533 Reaxys 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride IUPAC 3-[(4-azaniumyl-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium dichloride IUPAC thiamin dichloride ChemIDplus thiamin hydrochloride ChemIDplus thiamine HCl ChemIDplus thiamine chloride hydrochloride ChemIDplus thiamine dichloride ChemIDplus thiamine(2+) dichloride ChemIDplus thiaminium chloride hydrochloride ChemIDplus vitamin B1 hydrochloride ChemIDplus A phenylpropanoid formally derived from guaiacol with an allyl chain substituted para to the hydroxy group. It is a major component of clove essential oil, and exhibits antibacterial, analgesic and antioxidant properties. It has been widely used in dentistry to treat toothache and pulpitis. 0 C10H12O2 InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3 RRAFCDWBNXTKKO-UHFFFAOYSA-N 164.204 164.08373 COC1=CC(CC=C)=CC=C1O BPDB:2008 Beilstein:1366759 CAS:97-53-0 Chemspider:13876103 Drug_Central:4648 FooDB:FDB012171 HMDB:HMDB0005809 KEGG:C10453 KEGG:D04117 KNApSAcK:C00000619 LINCS:LSM-2720 MetaCyc:CPD-6481 PDBeChem:EOL PMID:11033063 PMID:11806158 PMID:14745850 PMID:15574415 PMID:18218839 PMID:20809147 PMID:22075131 PMID:22923067 PMID:23181601 PMID:23261812 PMID:23264268 PMID:2329164 PMID:23313798 PMID:23325490 PMID:23422484 PMID:23422489 PMID:23444040 PMID:23594212 PMID:23666640 PMID:23677922 PMID:23707945 PMID:23768603 PMID:23768604 PMID:23791894 PMID:23837051 PMID:23841789 PMID:23852671 PMID:28044068 PMID:29079364 PMID:32737935 PMID:33291666 PMID:33916044 PMID:8596779 PMID:9084914 Reaxys:1366759 Wikipedia:Eugenol 2-methoxy-4-(prop-2-en-1-yl)phenol Eugenol eugenol chebi_ontology 1,3,4-Eugenol 1-Hydroxy-2-methoxy-4-allylbenzene 1-Hydroxy-2-methoxy-4-prop-2-enylbenzene 1-Hydroxy-2-methoxy-4-propenylbenzene 1-allyl-3-methoxy-4-hydroxybenzene 1-allyl-4-hydroxy-3-methoxybenzene 2-Hydroxy-5-allylanisole 2-Methoxy-1-hydroxy-4-allylbenzene 2-Methoxy-4-(2-propen-1-yl)phenol 2-Methoxy-4-(2-propenyl)phenol 2-Methoxy-4-allylphenol 2-Methoxy-4-prop-2-enylphenol 2-methoxy-4-(2-propen-1-yl)phenol 2-methoxy-4-prop-2-enyl-phenol 4-Allyl-1-hydroxy-2-methoxybenzene 4-Allyl-2-methoxyphenol 4-Allylcatechol-2-methyl ether 4-Allylguaiacol 4-Hydroxy-3-methoxy-1-allylbenzene 4-allyl-2-methoxyphenol Allylguaiacol Caryophyllic acid Eugenic acid p-Allylguaiacol p-Eugenol CHEBI:4917 eugenol eugenol CHEBI:4917 Beilstein:1366759 Beilstein CAS:97-53-0 ChemIDplus CAS:97-53-0 NIST Chemistry WebBook Drug_Central:4648 DrugCentral PMID:11033063 Europe PMC PMID:11806158 Europe PMC PMID:14745850 Europe PMC PMID:15574415 Europe PMC PMID:18218839 Europe PMC PMID:20809147 Europe PMC PMID:22075131 Europe PMC PMID:22923067 Europe PMC PMID:23181601 Europe PMC PMID:23261812 Europe PMC PMID:23264268 Europe PMC PMID:2329164 Europe PMC PMID:23313798 Europe PMC PMID:23325490 Europe PMC PMID:23422484 Europe PMC PMID:23422489 Europe PMC PMID:23444040 Europe PMC PMID:23594212 Europe PMC PMID:23666640 Europe PMC PMID:23677922 Europe PMC PMID:23707945 Europe PMC PMID:23768603 Europe PMC PMID:23768604 Europe PMC PMID:23791894 Europe PMC PMID:23837051 Europe PMC PMID:23841789 Europe PMC PMID:23852671 Europe PMC PMID:28044068 Europe PMC PMID:29079364 Europe PMC PMID:32737935 Europe PMC PMID:33291666 Europe PMC PMID:33916044 Europe PMC PMID:8596779 Europe PMC PMID:9084914 Europe PMC Reaxys:1366759 Reaxys 2-methoxy-4-(prop-2-en-1-yl)phenol IUPAC Eugenol KEGG_COMPOUND eugenol UniProt 1,3,4-Eugenol NIST_Chemistry_WebBook 1-Hydroxy-2-methoxy-4-allylbenzene ChemIDplus 1-Hydroxy-2-methoxy-4-prop-2-enylbenzene ChemIDplus 1-Hydroxy-2-methoxy-4-propenylbenzene ChemIDplus 1-allyl-3-methoxy-4-hydroxybenzene ChEBI 1-allyl-4-hydroxy-3-methoxybenzene ChEBI 2-Hydroxy-5-allylanisole NIST_Chemistry_WebBook 2-Methoxy-1-hydroxy-4-allylbenzene ChemIDplus 2-Methoxy-4-(2-propen-1-yl)phenol ChemIDplus 2-Methoxy-4-(2-propenyl)phenol HMDB 2-Methoxy-4-allylphenol ChemIDplus 2-Methoxy-4-prop-2-enylphenol ChemIDplus 2-methoxy-4-(2-propen-1-yl)phenol ChEBI 2-methoxy-4-prop-2-enyl-phenol PDBeChem 4-Allyl-1-hydroxy-2-methoxybenzene ChemIDplus 4-Allyl-2-methoxyphenol HMDB 4-Allylcatechol-2-methyl ether NIST_Chemistry_WebBook 4-Allylguaiacol ChemIDplus 4-Hydroxy-3-methoxy-1-allylbenzene ChemIDplus 4-allyl-2-methoxyphenol IUPAC Allylguaiacol ChemIDplus Caryophyllic acid ChemIDplus Eugenic acid ChemIDplus p-Allylguaiacol ChemIDplus p-Eugenol ChemIDplus A trimethoxyflavone that is flavone substituted by hydroxy groups at C-5 and C-7 and methoxy groups at C-6, C-3' and C-4' respectively. Isolated from Citrus reticulata and Salvia tomentosa, it exhibits anti-inflammatory, anti-ulcer and antineoplastic activities. 0 C18H16O7 InChI=1S/C18H16O7/c1-22-12-5-4-9(6-14(12)23-2)13-7-10(19)16-15(25-13)8-11(20)18(24-3)17(16)21/h4-8,20-21H,1-3H3 DRRWBCNQOKKKOL-UHFFFAOYSA-N 344.31540 344.08960 COc1ccc(cc1OC)-c1cc(=O)c2c(O)c(OC)c(O)cc2o1 CHEBI:65882 CAS:22368-21-4 KEGG:C10040 KNApSAcK:C00003845 PMID:17404061 PMID:19663482 PMID:23118554 PMID:23292941 PMID:856983 Reaxys:1354453 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-one Eupatilin chebi_ontology 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-1-benzopyran-4-one 5,7-dihydroxy-3',4',6-trimethoxyflavone CHEBI:4932 eupatilin CHEBI:4932 CAS:22368-21-4 ChemIDplus CAS:22368-21-4 KEGG COMPOUND PMID:17404061 Europe PMC PMID:19663482 Europe PMC PMID:23118554 Europe PMC PMID:23292941 Europe PMC PMID:856983 Europe PMC Reaxys:1354453 Reaxys 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-one IUPAC Eupatilin KEGG_COMPOUND 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-1-benzopyran-4-one ChemIDplus 5,7-dihydroxy-3',4',6-trimethoxyflavone ChEBI +4 Mo InChI=1S/Mo/q+4 ZIKKVZAYJJZBGE-UHFFFAOYSA-N 95.94000 97.90321 [Mo+4] CHEBI:30509 CHEBI:49409 CAS:21175-08-6 Gmelin:54125 PDBeChem:4MO molybdenum(4+) molybdenum(4+) ion molybdenum(IV) cation chebi_ontology MOLYBDENUM(IV) ION Mo(4+) Molybdenum, ion (Mo4+) CHEBI:49414 molybdenum(4+) molybdenum(4+) CHEBI:49414 CAS:21175-08-6 ChemIDplus Gmelin:54125 Gmelin molybdenum(4+) IUPAC molybdenum(4+) ion IUPAC molybdenum(IV) cation IUPAC MOLYBDENUM(IV) ION PDBeChem Mo(4+) IUPAC Molybdenum, ion (Mo4+) ChemIDplus +6 Mo InChI=1S/Mo/q+6 HCNGUXXTNNIKCQ-UHFFFAOYSA-N 95.94000 97.90211 [Mo+6] CHEBI:30510 CHEBI:49445 CAS:16065-87-5 Gmelin:8440 PDBeChem:6MO molybdenum(6+) molybdenum(6+) ion molybdenum(VI) cation chebi_ontology MOLYBDENUM(VI) ION Mo(6+) Molybdenum, ion (Mo(6+)) CHEBI:49446 molybdenum(6+) molybdenum(6+) CHEBI:49446 CAS:16065-87-5 ChemIDplus Gmelin:8440 Gmelin molybdenum(6+) IUPAC molybdenum(6+) ion IUPAC molybdenum(VI) cation IUPAC MOLYBDENUM(VI) ION PDBeChem Mo(6+) IUPAC Mo(6+) UniProt Molybdenum, ion (Mo(6+)) ChemIDplus An aluminium cation that has a charge of +3. +3 Al InChI=1S/Al/q+3 REDXJYDRNCIFBQ-UHFFFAOYSA-N 26.98154 26.97989 [Al+3] CHEBI:29106 CHEBI:49469 Gmelin:15989 PDBeChem:AL aluminium(3+) aluminium(3+) ion aluminium(III) cation chebi_ontology ALUMINUM ION Al(3+) aluminium ion CHEBI:49470 aluminium(3+) aluminium(3+) CHEBI:49470 Gmelin:15989 Gmelin aluminium(3+) IUPAC aluminium(3+) ion IUPAC aluminium(III) cation IUPAC ALUMINUM ION PDBeChem Al(3+) IUPAC aluminium ion ChEBI +1 Cs InChI=1S/Cs/q+1 NCMHKCKGHRPLCM-UHFFFAOYSA-N 132.90545 132.90490 [Cs+] CHEBI:33126 CHEBI:49546 CAS:18459-37-5 Gmelin:15188 PDBeChem:CS caesium(1+) chebi_ontology CESIUM ION Cs(+) caesium cesium cation cesium(1+) CHEBI:49547 caesium(1+) caesium(1+) CHEBI:49547 CAS:18459-37-5 ChemIDplus CAS:18459-37-5 NIST Chemistry WebBook Gmelin:15188 Gmelin caesium(1+) IUPAC CESIUM ION PDBeChem Cs(+) IUPAC Cs(+) UniProt caesium IUPAC cesium cation NIST_Chemistry_WebBook cesium(1+) ChEBI +1 Li InChI=1S/Li/q+1 HBBGRARXTFLTSG-UHFFFAOYSA-N 6.94100 7.01545 [Li+] CHEBI:30143 CHEBI:49711 CAS:17341-24-1 DrugBank:DB01356 Gmelin:15205 PDBeChem:LI lithium(1+) lithium(1+) ion lithium(I) cation chebi_ontology LITHIUM ION Li(+) Lithium, ion (Li1+) lithium cation lithium, ion CHEBI:49713 lithium(1+) lithium(1+) CHEBI:49713 CAS:17341-24-1 ChemIDplus CAS:17341-24-1 NIST Chemistry WebBook Gmelin:15205 Gmelin lithium(1+) IUPAC lithium(1+) ion IUPAC lithium(I) cation IUPAC LITHIUM ION PDBeChem Li(+) IUPAC Li(+) UniProt Lithium, ion (Li1+) ChemIDplus lithium cation NIST_Chemistry_WebBook lithium, ion NIST_Chemistry_WebBook A nickel cation in which the nickel carries a double positive charge. +2 Ni InChI=1S/Ni/q+2 VEQPNABPJHWNSG-UHFFFAOYSA-N 58.69340 57.93424 [Ni++] CHEBI:25517 CHEBI:49785 CAS:14701-22-5 Gmelin:6859 PDBeChem:NI PMID:20456924 nickel(2+) nickel(2+) ion nickel(II) cation chebi_ontology NICKEL (II) ION Ni(2+) Ni2+ Nickel, ion (Ni2+) nickelous ion CHEBI:49786 nickel(2+) nickel(2+) CHEBI:49786 CAS:14701-22-5 ChemIDplus Gmelin:6859 Gmelin PMID:20456924 Europe PMC nickel(2+) IUPAC nickel(2+) ion IUPAC nickel(II) cation IUPAC NICKEL (II) ION PDBeChem Ni(2+) IUPAC Ni(2+) UniProt Ni2+ KEGG_COMPOUND Nickel, ion (Ni2+) ChemIDplus nickelous ion ChEBI +2 Pb InChI=1S/Pb/q+2 RVPVRDXYQKGNMQ-UHFFFAOYSA-N 207.200 207.97556 [Pb++] CHEBI:30179 CHEBI:49804 CAS:14280-50-3 Gmelin:6861 HMDB:HMDB0004628 KEGG:C06696 PDBeChem:PB lead(2+) lead(2+) ion lead(II) cation chebi_ontology Lead, ion (Pb2+) Pb Pb(2+) Pb2+ lead (II) ion lead dication lead ion (Pb2+) lead ion(2+) lead(II) ion plumbous ion CHEBI:49807 lead(2+) lead(2+) CHEBI:49807 CAS:14280-50-3 ChemIDplus Gmelin:6861 Gmelin lead(2+) IUPAC lead(2+) ion IUPAC lead(II) cation IUPAC Lead, ion (Pb2+) ChemIDplus Pb KEGG_COMPOUND Pb(2+) IUPAC Pb(2+) UniProt Pb2+ KEGG_COMPOUND lead (II) ion PDBeChem lead dication ChEBI lead ion (Pb2+) HMDB lead ion(2+) ChEBI lead(II) ion ChEBI plumbous ion ChEBI +1 Rb InChI=1S/Rb/q+1 NCCSSGKUIKYAJD-UHFFFAOYSA-N 85.46780 84.91124 [Rb+] CHEBI:33495 CHEBI:49846 CAS:22537-38-8 Gmelin:15208 KEGG:C17061 PDBeChem:RB rubidium cation rubidium(1+) rubidium(1+) ion rubidium(I) cation chebi_ontology RUBIDIUM ION Rb(+) Rb+ CHEBI:49847 rubidium(1+) rubidium(1+) CHEBI:49847 CAS:22537-38-8 ChemIDplus CAS:22537-38-8 KEGG COMPOUND CAS:22537-38-8 NIST Chemistry WebBook Gmelin:15208 Gmelin rubidium cation IUPAC rubidium(1+) IUPAC rubidium(1+) ion IUPAC rubidium(I) cation IUPAC RUBIDIUM ION PDBeChem Rb(+) IUPAC Rb(+) UniProt Rb+ KEGG_COMPOUND +3 Sb InChI=1S/Sb/q+3 FAWGZAFXDJGWBB-UHFFFAOYSA-N 121.76000 120.90216 [Sb+3] CHEBI:30302 CHEBI:49866 CAS:23713-48-6 Gmelin:40127 PDBeChem:SB antimony(3+) antimony(3+) ion antimony(III) cation chebi_ontology ANTIMONY (III) ION Antimony, ion (Sb(3+)) Sb(3+) CHEBI:49867 antimony(3+) antimony(3+) CHEBI:49867 CAS:23713-48-6 ChemIDplus Gmelin:40127 Gmelin antimony(3+) IUPAC antimony(3+) ion IUPAC antimony(III) cation IUPAC ANTIMONY (III) ION PDBeChem Antimony, ion (Sb(3+)) ChemIDplus Sb(3+) IUPAC A flavonoid oligomer that is obtained by the oxidative coupling of at least two units of aryl-substituted benzopyran rings or its substituted derivatives, resulting in the two ring systems being joined together by a single atom or bond. Wikipedia:Biflavonoid chebi_ontology biflavonoids diflavonoid diflavonoids CHEBI:50128 biflavonoid biflavonoid CHEBI:50128 biflavonoids ChEBI diflavonoid ChEBI diflavonoids ChEBI A trihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 6 and 4'. 0 C15H12O5 InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2 FTVWIRXFELQLPI-UHFFFAOYSA-N 272.25278 272.06847 Oc1ccc(cc1)C1CC(=O)c2c(O)cc(O)cc2O1 Beilstein:280888 LINCS:LSM-1927 MetaCyc:Naringenin 5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one chebi_ontology CHEBI:50202 naringenin naringenin CHEBI:50202 Beilstein:280888 Beilstein 5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one IUPAC CHEBI:50205 3,4-dihydroxybenzaldehyde A trihydroxyflavanone that is (S)-naringenin having a prenyl group at position 8. 0 C20H20O5 InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1 LPEPZZAVFJPLNZ-SFHVURJKSA-N 340.36980 340.13107 CC(C)=CCc1c(O)cc(O)c2C(=O)C[C@H](Oc12)c1ccc(O)cc1 Beilstein:5611472 KEGG:C18023 LIPID_MAPS_instance:LMPK12140279 MetaCyc:CPD-9440 PMID:22766195 PMID:22933043 Reaxys:5611472 Wikipedia:Sophoraflavanone_B (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one sophoraflavanone B chebi_ontology (-)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one (-)-(2S)-8-dimethylallylnaringenin (S)-8-dimethylallylnaringenin 8-Prenylnaringenin 8-prenylnaringenin Flavaprenin CHEBI:50207 sophoraflavanone B sophoraflavanone B CHEBI:50207 Beilstein:5611472 Beilstein LIPID_MAPS_instance:LMPK12140279 LIPID MAPS PMID:22766195 Europe PMC PMID:22933043 Europe PMC Reaxys:5611472 Reaxys (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one IUPAC sophoraflavanone B UniProt (-)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one IUBMB (-)-(2S)-8-dimethylallylnaringenin IUBMB (S)-8-dimethylallylnaringenin ChEBI 8-Prenylnaringenin KEGG_COMPOUND 8-prenylnaringenin ChEBI Flavaprenin KEGG_COMPOUND A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraen-1-ol substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified). 0 C20H30O InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3 FPIPGXGPPPQFEQ-UHFFFAOYSA-N 286.45160 286.22967 CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CCO CHEBI:15037 CHEBI:26538 LINCS:LSM-5317 MetaCyc:Retinols 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol retinol chebi_ontology CHEBI:50211 retinol retinol CHEBI:50211 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol IUPAC retinol UniProt A stereoisomer of rosmarinic acid having (R)-configuration. 0 C18H16O8 InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m1/s1 DOUMFZQKYFQNTF-WUTVXBCWSA-N 360.31480 360.08452 OC(=O)[C@@H](Cc1ccc(O)c(O)c1)OC(=O)\C=C\c1ccc(O)c(O)c1 CAS:20283-92-5 HMDB:HMDB0003572 KEGG:C01850 KNApSAcK:C00002770 MetaCyc:CPD-6981 PDBeChem:ROA PMID:21503726 PMID:22169194 PMID:22306517 PMID:22438661 PMID:22439433 PMID:22506394 PMID:22706150 PMID:22718679 PMID:23016274 PMID:23092164 PMID:23116643 Patent:WO2008032212 Patent:WO2008072941 Patent:WO2010074764 Reaxys:2227587 Wikipedia:Rosmarinic_acid (2R)-3-(3,4-dihydroxyphenyl)-2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid chebi_ontology (2R)-O-caffeoyl-3-(3,4-dihydroxyphenyl)lactic acid Rosmarinic acid CHEBI:50371 (R)-rosmarinic acid CHEBI:50371 CAS:20283-92-5 ChemIDplus CAS:20283-92-5 KEGG COMPOUND PMID:21503726 Europe PMC PMID:22169194 Europe PMC PMID:22306517 Europe PMC PMID:22438661 Europe PMC PMID:22439433 Europe PMC PMID:22506394 Europe PMC PMID:22706150 Europe PMC PMID:22718679 Europe PMC PMID:23016274 Europe PMC PMID:23092164 Europe PMC PMID:23116643 Europe PMC Reaxys:2227587 Reaxys (2R)-3-(3,4-dihydroxyphenyl)-2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid IUPAC (2R)-O-caffeoyl-3-(3,4-dihydroxyphenyl)lactic acid ChEBI Rosmarinic acid KEGG_COMPOUND chebi_ontology organic potassium salts CHEBI:50394 organic potassium salt organic potassium salt CHEBI:50394 organic potassium salts ChEBI CHEBI:50399 0 C5H11N3O2 InChI=1S/C5H11N3O2/c1-7-5(10)3-8-4(9)2-6/h2-3,6H2,1H3,(H,7,10)(H,8,9) BWGVNKXGVNDBDI-UHFFFAOYSA-N 145.160 145.08513 CNC(=O)CNC(=O)CN CAS:9001-31-4 KEGG:C00290 Fibrin chebi_ontology CHEBI:5054 Further classification will be integrated for this class Fibrin Fibrin CHEBI:5054 CAS:9001-31-4 KEGG COMPOUND Fibrin KEGG_COMPOUND A compound in which monosaccharide units are joined by glycosidic linkages. The term is commonly used to refer to a defined structure as opposed to a polymer of unspecified length or a homologous mixture. When the linkages are of other types the compounds are regarded as oligosaccharide analogues. CHEBI:25679 CHEBI:35319 CHEBI:7758 KEGG:C00930 Oligosaccharide oligosaccharides chebi_ontology O-glycosylglycoside O-glycosylglycosides oligosacarido oligosacaridos CHEBI:50699 oligosaccharide oligosaccharide CHEBI:50699 Oligosaccharide KEGG_COMPOUND oligosaccharides IUPAC O-glycosylglycoside ChEBI O-glycosylglycosides ChEBI oligosacarido ChEBI oligosacaridos IUPAC The simplest member of the class of flavanones that consists of flavan bearing an oxo substituent at position 4. 0 C15H12O2 InChI=1S/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2 ZONYXWQDUYMKFB-UHFFFAOYSA-N 224.25458 224.08373 O=C1CC(Oc2ccccc12)c1ccccc1 Beilstein:183227 Beilstein:85290 CAS:487-26-3 KEGG:C00766 LINCS:LSM-1283 MetaCyc:FLAVANONES Reaxys:85290 2-phenyl-2,3-dihydro-4H-chromen-4-one Flavanone flavanone chebi_ontology 2,3-Dihydroflavone 2,3-dihydro-2-phenyl-4H-1-benzopyran-4-one 2-phenyl-4-chromanone 2-phenylchroman-4-one CHEBI:5070 flavanone flavanone CHEBI:5070 Beilstein:183227 Beilstein Beilstein:85290 Beilstein CAS:487-26-3 ChemIDplus CAS:487-26-3 KEGG COMPOUND CAS:487-26-3 NIST Chemistry WebBook Reaxys:85290 Reaxys 2-phenyl-2,3-dihydro-4H-chromen-4-one IUPAC Flavanone KEGG_COMPOUND flavanone UniProt 2,3-Dihydroflavone KEGG_COMPOUND 2,3-dihydro-2-phenyl-4H-1-benzopyran-4-one ChemIDplus 2-phenyl-4-chromanone NIST_Chemistry_WebBook 2-phenylchroman-4-one ChEBI Any 1-benzopyran with an aryl substituent at position 3. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds. MetaCyc:Isoflavonoids Wikipedia:Isoflavonoid chebi_ontology 3-aryl-1-benzopyran 3-aryl-1-benzopyrans isoflavonoids CHEBI:50753 isoflavonoid isoflavonoid CHEBI:50753 3-aryl-1-benzopyran ChEBI 3-aryl-1-benzopyrans ChEBI isoflavonoids ChEBI 0 C40H56O3 InChI=1S/C40H56O3/c1-28(17-13-18-30(3)21-22-35-32(5)23-33(41)25-38(35,6)7)15-11-12-16-29(2)19-14-20-31(4)36-24-37-39(8,9)26-34(42)27-40(37,10)43-36/h11-24,33-36,41-42H,25-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+/t33-,34-,35-,36+,40+/m0/s1 JRHJXXLCNATYLS-NGZWBNMCSA-N 584.872 584.42295 CC(\C=C\C=C(C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(\C)[C@@H]1O[C@]2(C)C[C@@H](O)CC(C)(C)C2=C1 CAS:512-29-8 KEGG:C08594 KNApSAcK:C00003772 Flavoxanthin chebi_ontology CHEBI:5087 Flavoxanthin CHEBI:5087 CAS:512-29-8 KEGG COMPOUND Flavoxanthin KEGG_COMPOUND 0 BH4Na InChI=1S/BH4.Na/h1H4;/q-1;+1 YOQDYZUWIQVZSF-UHFFFAOYSA-N 37.83300 38.03037 [Na+].[H][B-]([H])([H])[H] CAS:16940-66-2 Gmelin:23167 sodium tetrahydridoborate chebi_ontology NaBH4 borohydrure de sodium sodium tetrahydridoborate(1-) sodium tetrahydroborate sodium tetrahydroborate(1-) CHEBI:50985 sodium borohydride sodium borohydride CHEBI:50985 CAS:16940-66-2 ChemIDplus CAS:16940-66-2 NIST Chemistry WebBook Gmelin:23167 Gmelin sodium tetrahydridoborate IUPAC NaBH4 NIST_Chemistry_WebBook borohydrure de sodium ChemIDplus sodium tetrahydridoborate(1-) ChemIDplus sodium tetrahydroborate NIST_Chemistry_WebBook sodium tetrahydroborate(1-) NIST_Chemistry_WebBook chebi_ontology organic calcium salts CHEBI:51031 organic calcium salt organic calcium salt CHEBI:51031 organic calcium salts ChEBI chebi_ontology inorganic nitrate salts inorganic nitrates CHEBI:51084 inorganic nitrate salt inorganic nitrate salt CHEBI:51084 inorganic nitrate salts ChEBI inorganic nitrates ChEBI Any member of the class of xanthenes based on a xanthone skeleton. chebi_ontology CHEBI:51149 xanthones xanthones CHEBI:51149 0 C24H14O11 InChI=1S/C24H14O11/c25-8-1-9(26)3-11(2-8)32-21-13(29)6-14(30)22-24(21)35-23-17(34-22)7-16-19(20(23)31)18-12(28)4-10(27)5-15(18)33-16/h1-7,25-31H RGNBIKVVGUORSW-UHFFFAOYSA-N 478.362 478.05361 Oc1cc(O)cc(Oc2c(O)cc(O)c3Oc4cc5oc6cc(O)cc(O)c6c5c(O)c4Oc23)c1 KEGG:C10226 KNApSAcK:C00002922 Fucofuroeckol B chebi_ontology CHEBI:5180 Fucofuroeckol B CHEBI:5180 Fucofuroeckol B KEGG_COMPOUND An epoxycarotenol that is found in brown seaweed and which exhibits anti-cancer, anti-diabetic, anti-oxidative and neuroprotective properties. 0 C42H58O6 InChI=1S/C42H58O6/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(47-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42-39(8,9)24-34(44)25-41(42,11)48-42/h12-22,34-35,44,46H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23-,34-,35-,40+,41+,42-/m0/s1 SJWWTRQNNRNTPU-XJUZQKKNSA-N 658.90632 658.42334 [H]C(=C=C1C(C)(C)C[C@@H](C[C@@]1(C)O)OC(C)=O)C(\C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)C[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C CHEBI:67925 Beilstein:6580822 CAS:3351-86-8 KEGG:C08596 KNApSAcK:C00003773 LIPID_MAPS_instance:LMPR01070300 PMID:16786166 PMID:17436581 PMID:18230364 PMID:19264501 PMID:19797858 PMID:27283644 PMID:27399729 PMID:27430384 PMID:27455130 PMID:27590588 PMID:27785684 PMID:27914891 PMID:27960297 PMID:28070550 PMID:28212270 PMID:28373414 PMID:28382818 PMID:28387741 PMID:28389351 PMID:28429775 PMID:28469544 PMID:28478680 PMID:28642129 PMID:28850007 PMID:28865626 PMID:28928905 Reaxys:6580822 (3S,5R,6S,3'S,5'R,6'R)-3,5'-dihydroxy-8-oxo-6',7'-didehydro-5,6-epoxy-5,6,7,8,5',6'-hexahydro-beta,beta-caroten-3'-yl acetate Fucoxanthin chebi_ontology (3'S,5'R,6'R)-3'-acetoxy-5,6-epoxy-3,5'-dihydroxy-6',7'-didehydro-5,6,7,8,5',6'-hexahydro-beta,beta-caroten-8-one (3S,3'S,5R,5'R,6S,6'R)-3'-(acetyloxy)-6',7'-didehydro-5,6-epoxy-5,5',6,6',7,8-hexahydro-3,5'-dihydroxy-8-oxo-beta,beta-carotene CHEBI:5186 fucoxanthin CHEBI:5186 Beilstein:6580822 Beilstein CAS:3351-86-8 ChemIDplus CAS:3351-86-8 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070300 LIPID MAPS PMID:16786166 Europe PMC PMID:17436581 Europe PMC PMID:18230364 Europe PMC PMID:19264501 Europe PMC PMID:19797858 Europe PMC PMID:27283644 Europe PMC PMID:27399729 Europe PMC PMID:27430384 Europe PMC PMID:27455130 Europe PMC PMID:27590588 Europe PMC PMID:27785684 Europe PMC PMID:27914891 Europe PMC PMID:27960297 Europe PMC PMID:28070550 Europe PMC PMID:28212270 Europe PMC PMID:28373414 Europe PMC PMID:28382818 Europe PMC PMID:28387741 Europe PMC PMID:28389351 Europe PMC PMID:28429775 Europe PMC PMID:28469544 Europe PMC PMID:28478680 Europe PMC PMID:28642129 Europe PMC PMID:28850007 Europe PMC PMID:28865626 Europe PMC PMID:28928905 Europe PMC Reaxys:6580822 Reaxys (3S,5R,6S,3'S,5'R,6'R)-3,5'-dihydroxy-8-oxo-6',7'-didehydro-5,6-epoxy-5,6,7,8,5',6'-hexahydro-beta,beta-caroten-3'-yl acetate IUPAC Fucoxanthin KEGG_COMPOUND (3'S,5'R,6'R)-3'-acetoxy-5,6-epoxy-3,5'-dihydroxy-6',7'-didehydro-5,6,7,8,5',6'-hexahydro-beta,beta-caroten-8-one CBN (3S,3'S,5R,5'R,6S,6'R)-3'-(acetyloxy)-6',7'-didehydro-5,6-epoxy-5,5',6,6',7,8-hexahydro-3,5'-dihydroxy-8-oxo-beta,beta-carotene ChemIDplus A ketone of formula RC(=O)CH3 (R =/= H). chebi_ontology methyl ketones phenolic ketone CHEBI:51867 methyl ketone methyl ketone CHEBI:51867 methyl ketones ChEBI An organosulfur compound with the general formula R-N=C=S. 0 CNSR 58.084 57.97515 [*]N=C=S CHEBI:183101 CHEBI:24927 CHEBI:24929 MetaCyc:ISOTHIOCYANATES PMID:21783213 Wikipedia:Isothiocyanate chebi_ontology an isothiocyanate isothiocyanates CHEBI:52221 isothiocyanate isothiocyanate CHEBI:52221 PMID:21783213 SUBMITTER an isothiocyanate UniProt isothiocyanates ChEBI 0 C6H5NaO InChI=1S/C6H6O.Na/c7-6-4-2-1-3-5-6;/h1-5,7H;/q;+1/p-1 NESLWCLHZZISNB-UHFFFAOYSA-M 116.09310 116.02381 [Na+].[O-]c1ccccc1 Beilstein:3597300 CAS:139-02-6 KEGG:D05455 sodium phenolate chebi_ontology Sodium carbolate Sodium phenate Sodium phenoxide CHEBI:52476 sodium phenolate sodium phenolate CHEBI:52476 Beilstein:3597300 Beilstein CAS:139-02-6 ChemIDplus CAS:139-02-6 KEGG DRUG sodium phenolate IUPAC Sodium carbolate ChemIDplus Sodium phenate ChemIDplus Sodium phenoxide ChemIDplus A 7-hydroxyflavonol with additional hydroxy groups at positions 3 and 5 respectively; a growth inhibitor of breast tumor cells. 0 C15H10O5 InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H VCCRNZQBSJXYJD-UHFFFAOYSA-N 270.23690 270.05282 Oc1cc(O)c2c(c1)oc(-c1ccccc1)c(O)c2=O Beilstein:272179 CAS:548-83-4 HMDB:HMDB0029521 KEGG:C10044 KNApSAcK:C00004533 LIPID_MAPS_instance:LMPK12111653 MetaCyc:CPD-13502 PMID:22887049 PMID:22908567 PMID:22985747 PMID:23143152 PMID:23363068 PMID:28166217 Patent:CN101810812 Patent:KR20090124397 Reaxys:272179 Wikipedia:Galangin 3,5,7-trihydroxy-2-phenyl-4H-chromen-4-one Galangin chebi_ontology 3,5,7-Trihydroxyflavone 3,5,7-triOH-flavone 3,5,7-trihydroxy-2-phenyl-4H-benzopyran-4-one norizalpinin teptochrysin CHEBI:5262 galangin CHEBI:5262 Beilstein:272179 Beilstein CAS:548-83-4 ChemIDplus CAS:548-83-4 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111653 LIPID MAPS PMID:22887049 Europe PMC PMID:22908567 Europe PMC PMID:22985747 Europe PMC PMID:23143152 Europe PMC PMID:23363068 Europe PMC PMID:28166217 Europe PMC Reaxys:272179 Reaxys 3,5,7-trihydroxy-2-phenyl-4H-chromen-4-one IUPAC Galangin KEGG_COMPOUND 3,5,7-Trihydroxyflavone KEGG_COMPOUND 3,5,7-triOH-flavone IUPHAR 3,5,7-trihydroxy-2-phenyl-4H-benzopyran-4-one ChemIDplus norizalpinin IUPHAR teptochrysin ChEBI CHEBI:5263 galangin 3,5,7-trimethyl ether An aromatic primary alcohol that is benzyl alcohol substituted by hydroxy groups at positions 2 and 5. 0 C7H8O3 InChI=1S/C7H8O3/c8-4-5-3-6(9)1-2-7(5)10/h1-3,8-10H,4H2 PUZSUVGRVHEUQO-UHFFFAOYSA-N 140.138 140.04734 C=1(C=C(C(=CC1)O)CO)O CAS:495-08-9 KEGG:C10792 KNApSAcK:C00002649 MetaCyc:CPD-16721 PMID:12948827 PMID:22297222 PMID:27288000 PMID:29570271 PMID:30680886 PMID:31163640 PMID:31344395 2-(hydroxymethyl)benzene-1,4-diol gentisyl alcohol chebi_ontology 2,5-dihydroxybenzyl alcohol 2-(hydroxymethyl)-1,4-benzenediol 3,6-dihydroxybenzyl alcohol gentisin alcohol salirepol CHEBI:5325 gentisyl alcohol gentisyl alcohol CHEBI:5325 CAS:495-08-9 ChemIDplus CAS:495-08-9 KEGG COMPOUND PMID:12948827 Europe PMC PMID:22297222 Europe PMC PMID:27288000 Europe PMC PMID:29570271 Europe PMC PMID:30680886 Europe PMC PMID:31163640 Europe PMC PMID:31344395 Europe PMC 2-(hydroxymethyl)benzene-1,4-diol IUPAC gentisyl alcohol UniProt 2,5-dihydroxybenzyl alcohol KEGG_COMPOUND 2-(hydroxymethyl)-1,4-benzenediol ChemIDplus 3,6-dihydroxybenzyl alcohol ChemIDplus gentisin alcohol ChEBI salirepol ChEBI The trisodium salt of citric acid. 0 C6H5Na3O7 InChI=1S/C6H8O7.3Na/c7-3(8)1-6(13,5(11)12)2-4(9)10;;;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);;;/q;3*+1/p-3 HRXKRNGNAMMEHJ-UHFFFAOYSA-K 258.06900 257.97284 [Na+].[Na+].[Na+].OC(CC([O-])=O)(CC([O-])=O)C([O-])=O Reaxys:3920956 Wikipedia:Trisodium_citrate trisodium 2-hydroxypropane-1,2,3-tricarboxylate chebi_ontology citric acid trisodium salt trisodium citrate CHEBI:53258 sodium citrate sodium citrate CHEBI:53258 Reaxys:3920956 Reaxys trisodium 2-hydroxypropane-1,2,3-tricarboxylate IUPAC citric acid trisodium salt ChEBI trisodium citrate ChEBI A dihydroxyflavone that is the 5-deoxy-derivative of 4',5,7-trihydroxy-3'-methoxyflavone (chrysoeriol). 0 C16H12O5 InChI=1S/C16H12O5/c1-20-16-6-9(2-5-12(16)18)14-8-13(19)11-4-3-10(17)7-15(11)21-14/h2-8,17-18H,1H3 OUMMPAFEQHTYIZ-UHFFFAOYSA-N 284.26350 284.06847 COc1cc(ccc1O)-c1cc(=O)c2ccc(O)cc2o1 CAS:21583-32-4 KEGG:C10047 KNApSAcK:C00003826 LIPID_MAPS_instance:LMPK12110043 PMID:15283458 PMID:24886138 Reaxys:1256759 7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one chebi_ontology 5-Deoxychrysoeriol 7,4'-dihydroxy-3'-methoxyflavone CHEBI:5326 geraldone geraldone CHEBI:5326 CAS:21583-32-4 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110043 LIPID MAPS PMID:15283458 Europe PMC PMID:24886138 Europe PMC Reaxys:1256759 Reaxys 7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one IUPAC 5-Deoxychrysoeriol KEGG_COMPOUND 7,4'-dihydroxy-3'-methoxyflavone ChEBI 0 C41H28O27 InChI=1S/C41H28O27/c42-13-1-8(2-14(43)24(13)48)34(54)67-39-33-32-30(64-38(58)12-6-19(47)41(61)40(59,60)23(12)22-11(37(57)66-33)5-17(46)27(51)31(22)68-41)18(63-39)7-62-35(55)9-3-15(44)25(49)28(52)20(9)21-10(36(56)65-32)4-16(45)26(50)29(21)53/h1-6,18,23,30,32-33,39,42-46,48-53,59-61H,7H2/t18-,23+,30-,32+,33-,39+,41+/m1/s1 JQQBXPCJFAKSPG-SVYIMCMUSA-N 952.646 952.08180 Oc1cc(cc(O)c1O)C(=O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(O)c(O)c3-c3c(O)c(O)c(O)cc3C(=O)O[C@H]3[C@@H]2OC(=O)C2=CC(=O)[C@]4(O)Oc5c(O)c(O)cc(c5[C@H]2C4(O)O)C(=O)O[C@@H]13 CAS:60976-49-0 KEGG:C10230 KNApSAcK:C00002926 Geraniin chebi_ontology CHEBI:5328 Geraniin CHEBI:5328 CAS:60976-49-0 KEGG COMPOUND Geraniin KEGG_COMPOUND An icosatrienoic acid having three cis- double bonds at positions 11, 14 and 17. 0 C20H34O2 InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10H,2,5,8,11-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9- AHANXAKGNAKFSK-PDBXOOCHSA-N 306.484 306.25588 C(CCC(O)=O)CCCCCC/C=C\C/C=C\C/C=C\CC Beilstein:2458494 CAS:17046-59-2 HMDB:HMDB0060039 KEGG:C16522 LIPID_MAPS_instance:LMFA01030378 PMID:196185 Reaxys:2458494 (11Z,14Z,17Z)-icosa-11,14,17-trienoic acid chebi_ontology (11Z,14Z,17Z)-Eicosa-11,14,17-trienoic acid (11Z,14Z,17Z)-Icosa-11,14,17-trienoic acid (Z,Z,Z)-11,14,17-eicosatrienoic acid 11,14,17-Eicosatrienoic acid 11,14,17-Icosatrienoic acid 11c,14c,17c-Eicosatriensaeure 11c,14c,17c-eicosatrienoic acid 20:3, n-3,6,9 all-cis C20:3, n-3,6,9 all-cis ETA ETE Eicosatrienoic acid all-cis-11,14,17-eicosatrienoic acid all-cis-Eicosa-11,14,17-triensaeure all-cis-eicosa-11,14,17-trienoic acid cis,cis,cis-11,14,17-eicosatrienoic acid eicosa-11Z,14Z,17Z-trienoic acid eicosatrienoic acid CHEBI:53460 all-cis-icosa-11,14,17-trienoic acid all-cis-icosa-11,14,17-trienoic acid CHEBI:53460 Beilstein:2458494 Beilstein CAS:17046-59-2 ChemIDplus CAS:17046-59-2 KEGG COMPOUND LIPID_MAPS_instance:LMFA01030378 LIPID MAPS PMID:196185 Europe PMC Reaxys:2458494 Reaxys (11Z,14Z,17Z)-icosa-11,14,17-trienoic acid IUPAC (11Z,14Z,17Z)-Eicosa-11,14,17-trienoic acid KEGG_COMPOUND (11Z,14Z,17Z)-Icosa-11,14,17-trienoic acid KEGG_COMPOUND (Z,Z,Z)-11,14,17-eicosatrienoic acid SUBMITTER 11,14,17-Eicosatrienoic acid KEGG_COMPOUND 11,14,17-Icosatrienoic acid KEGG_COMPOUND 11c,14c,17c-Eicosatriensaeure ChEBI 11c,14c,17c-eicosatrienoic acid ChEBI 20:3, n-3,6,9 all-cis ChEBI C20:3, n-3,6,9 all-cis ChEBI ETA KEGG_COMPOUND ETE ChEBI Eicosatrienoic acid KEGG_COMPOUND all-cis-11,14,17-eicosatrienoic acid ChEBI all-cis-Eicosa-11,14,17-triensaeure ChEBI all-cis-eicosa-11,14,17-trienoic acid ChEBI cis,cis,cis-11,14,17-eicosatrienoic acid ChEBI eicosa-11Z,14Z,17Z-trienoic acid ChEBI eicosatrienoic acid SUBMITTER An icosatrienoic acid having three cis double bonds at positions 8, 11 and 14. 0 C20H34O2 InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12- HOBAELRKJCKHQD-QNEBEIHSSA-N 306.48280 306.25588 CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O CHEBI:43587 Beilstein:1913514 CAS:1783-84-2 DrugBank:DB00154 HMDB:HMDB0002925 KEGG:C03242 LIPID_MAPS_instance:LMFA01030158 PDBeChem:LAX PMID:3781468 PMID:9668087 Reaxys:1913514 (8Z,11Z,14Z)-icosa-8,11,14-trienoic acid chebi_ontology (8Z,11Z,14Z)-Icosatrienoic acid (Z,Z,Z)-8,11,14-Eicosatrienoic acid (Z,Z,Z)-8,11,14-Icosatrienoate (Z,Z,Z)-8,11,14-Icosatrienoic acid 20:3, n-6,9,12 all-cis 8,11,14-Eicosatrienoic Acid 8Z,11Z,14Z-eicosatrienoic acid 8c,11c,14c-Eicosatriensaeure 8c,11c,14c-eicosatrienoic acid C20:3, n-6,9,12 all-cis DGLA Dihomo-gamma-linolenic acid Homo-gamma-linolenic acid Homo-gamma-linolensaeure all-cis-8,11,14-eicosatrienoic acid all-cis-8,11,14-icosatrienoic acid all-cis-Eicosa-8,11,14-triensaeure all-cis-eicosa-8,11,14-trienoic acid cis,cis,cis-8,11,14-eicosatrienoic acid dihomo-gamma-linolenic acid eicosa-8Z,11Z,14Z-trienoic acid gamma-Homolinolenic acid CHEBI:53486 all-cis-icosa-8,11,14-trienoic acid all-cis-icosa-8,11,14-trienoic acid CHEBI:53486 Beilstein:1913514 Beilstein CAS:1783-84-2 ChemIDplus CAS:1783-84-2 KEGG COMPOUND LIPID_MAPS_instance:LMFA01030158 LIPID MAPS PMID:3781468 Europe PMC PMID:9668087 Europe PMC Reaxys:1913514 Reaxys (8Z,11Z,14Z)-icosa-8,11,14-trienoic acid IUPAC (8Z,11Z,14Z)-Icosatrienoic acid KEGG_COMPOUND (Z,Z,Z)-8,11,14-Eicosatrienoic acid KEGG_COMPOUND (Z,Z,Z)-8,11,14-Icosatrienoate KEGG_COMPOUND (Z,Z,Z)-8,11,14-Icosatrienoic acid KEGG_COMPOUND 20:3, n-6,9,12 all-cis ChEBI 8,11,14-Eicosatrienoic Acid DrugBank 8Z,11Z,14Z-eicosatrienoic acid ChEBI 8c,11c,14c-Eicosatriensaeure ChEBI 8c,11c,14c-eicosatrienoic acid ChEBI C20:3, n-6,9,12 all-cis ChEBI DGLA DrugBank Dihomo-gamma-linolenic acid KEGG_COMPOUND Homo-gamma-linolenic acid SUBMITTER Homo-gamma-linolensaeure ChEBI all-cis-8,11,14-eicosatrienoic acid ChEBI all-cis-8,11,14-icosatrienoic acid ChEBI all-cis-Eicosa-8,11,14-triensaeure ChEBI all-cis-eicosa-8,11,14-trienoic acid ChEBI cis,cis,cis-8,11,14-eicosatrienoic acid ChEBI dihomo-gamma-linolenic acid ChEBI eicosa-8Z,11Z,14Z-trienoic acid ChEBI gamma-Homolinolenic acid DrugBank A thia-alkylglucosinolate that has a 5-(methylsulfanyl)pentyl side chain attached to the sulfonated oxime group. -1 C13H24NO9S3 InChI=1S/C13H25NO9S3/c1-24-6-4-2-3-5-9(14-23-26(19,20)21)25-13-12(18)11(17)10(16)8(7-15)22-13/h8,10-13,15-18H,2-7H2,1H3,(H,19,20,21)/p-1/b14-9-/t8-,10-,11+,12-,13+/m1/s1 MEFPHTVXBPLRLX-CBEPRAPJSA-M 434.530 434.06187 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS([O-])(=O)=O)/CCCCCSC CAS:29611-01-6 KEGG:C08401 1-S-[(1Z)-6-(methylsulfanyl)-N-(sulfonatooxy)hexanimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology Glucoberteroin Glucopyranose, 1-thio-, 1-(6-(methylthio)hexanohydroximate) NO-(hydrogen sulfate), beta-D- CHEBI:5396 glucoberteroin(1-) CHEBI:5396 CAS:29611-01-6 KEGG COMPOUND 1-S-[(1Z)-6-(methylsulfanyl)-N-(sulfonatooxy)hexanimidoyl]-1-thio-beta-D-glucopyranose IUPAC Glucoberteroin KEGG_COMPOUND Glucopyranose, 1-thio-, 1-(6-(methylthio)hexanohydroximate) NO-(hydrogen sulfate), beta-D- KEGG_COMPOUND An alkylglucosinolate that is the conjugate base of glucocapparin. -1 C8H14NO9S2 InChI=1S/C8H15NO9S2/c1-3(9-18-20(14,15)16)19-8-7(13)6(12)5(11)4(2-10)17-8/h4-8,10-13H,2H2,1H3,(H,14,15,16)/p-1/b9-3-/t4-,5-,6+,7-,8+/m1/s1 UBTOEGCOMHAXGV-VECAIYLJSA-M 332.331 332.01155 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS([O-])(=O)=O)/C CAS:497-77-8 KEGG:C08404 1-S-[(1Z)-N-(sulfonatooxy)ethanimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology Glucocapparin CHEBI:5399 glucocapparin(1-) CHEBI:5399 CAS:497-77-8 KEGG COMPOUND 1-S-[(1Z)-N-(sulfonatooxy)ethanimidoyl]-1-thio-beta-D-glucopyranose IUPAC Glucocapparin KEGG_COMPOUND An alkylglucosinolate that is the conjugate base of glucocochlearin. -1 C11H20NO9S2 InChI=1S/C11H21NO9S2/c1-3-5(2)10(12-21-23(17,18)19)22-11-9(16)8(15)7(14)6(4-13)20-11/h5-9,11,13-16H,3-4H2,1-2H3,(H,17,18,19)/p-1/b12-10-/t5?,6-,7-,8+,9-,11+/m1/s1 TUSWQPFNQXCPGB-ANPCENJRSA-M 374.410 374.05850 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS([O-])(=O)=O)/C(CC)C CAS:499-24-1 KEGG:C08407 KNApSAcK:C00001468 1-S-[(1Z)-2-methyl-N-(sulfonatooxy)butanimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology 1-Methylpropyl glucosinolate 1-methylpropylglucosinolate Glucocochlearin sec-butylglucosinolate CHEBI:5402 glucocochlearin(1-) CHEBI:5402 CAS:499-24-1 KEGG COMPOUND 1-S-[(1Z)-2-methyl-N-(sulfonatooxy)butanimidoyl]-1-thio-beta-D-glucopyranose IUPAC 1-Methylpropyl glucosinolate KEGG_COMPOUND 1-methylpropylglucosinolate ChEBI Glucocochlearin KEGG_COMPOUND sec-butylglucosinolate ChEBI A thia-alkylglucosinolate that has a 4-(methylsulfanyl)butyl side chain attached to the sulfonated oxime group. -1 C12H22NO9S3 InChI=1S/C12H23NO9S3/c1-23-5-3-2-4-8(13-22-25(18,19)20)24-12-11(17)10(16)9(15)7(6-14)21-12/h7,9-12,14-17H,2-6H2,1H3,(H,18,19,20)/p-1/b13-8-/t7-,9-,10+,11-,12+/m1/s1 GKUMMDFLKGFCKH-AHMUMSBHSA-M 420.503 420.04622 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS([O-])(=O)=O)/CCCCSC Beilstein:3916831 Beilstein:7727878 CAS:21973-56-8 KEGG:C08409 PMID:15796582 PMID:20638746 PMID:5268204 Reaxys:3916831 Reaxys:7727878 1-S-[(1Z)-5-(methylsulfanyl)-N-(sulfonatooxy)pentanimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology 4-methylthiobutylglucosinolate Glucoerucin glucoerucin CHEBI:5404 glucoerucin(1-) glucoerucin(1-) CHEBI:5404 Beilstein:3916831 Beilstein Beilstein:7727878 Beilstein CAS:21973-56-8 KEGG COMPOUND PMID:15796582 Europe PMC PMID:20638746 Europe PMC PMID:5268204 Europe PMC Reaxys:3916831 Reaxys Reaxys:7727878 Reaxys 1-S-[(1Z)-5-(methylsulfanyl)-N-(sulfonatooxy)pentanimidoyl]-1-thio-beta-D-glucopyranose IUPAC 4-methylthiobutylglucosinolate ChEBI Glucoerucin KEGG_COMPOUND glucoerucin UniProt A thia-alkylglucosinolate resulting from the removal of the proton of the hydrogen sulfate group of glucoiberverin. -1 C11H20NO9S3 InChI=1S/C11H21NO9S3/c1-22-4-2-3-7(12-21-24(17,18)19)23-11-10(16)9(15)8(14)6(5-13)20-11/h6,8-11,13-16H,2-5H2,1H3,(H,17,18,19)/p-1/b12-7-/t6-,8-,9+,10-,11+/m1/s1 ZCZCVJVUJGULMO-IIPHORNXSA-M 406.477 406.03057 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS([O-])(=O)=O)/CCCSC Beilstein:7726720 CAS:26888-03-9 KEGG:C08412 MetaCyc:3-METHYLTHIOPROPYL-GLUCOSINOLATE Reaxys:7726720 1-S-[(1Z)-4-(methylsulfanyl)-N-(sulfonatooxy)butanimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology 3-methylthiopropylglucosinolate Glucoiberverin CHEBI:5407 glucoiberverin(1-) glucoiberverin(1-) CHEBI:5407 Beilstein:7726720 Beilstein CAS:26888-03-9 KEGG COMPOUND Reaxys:7726720 Reaxys 1-S-[(1Z)-4-(methylsulfanyl)-N-(sulfonatooxy)butanimidoyl]-1-thio-beta-D-glucopyranose IUPAC 3-methylthiopropylglucosinolate ChEBI Glucoiberverin KEGG_COMPOUND An alkenylglucosinolate that is the conjugate base of gluconapin. -1 C11H18NO9S2 InChI=1S/C11H19NO9S2/c1-2-3-4-7(12-21-23(17,18)19)22-11-10(16)9(15)8(14)6(5-13)20-11/h2,6,8-11,13-16H,1,3-5H2,(H,17,18,19)/p-1/b12-7-/t6-,8-,9+,10-,11+/m1/s1 PLYQBXHVYUJNQB-IIPHORNXSA-M 372.395 372.04285 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS([O-])(=O)=O)/CCC=C CAS:19041-09-9 KEGG:C08415 1-S-[(1Z)-N-(sulfonatooxy)pent-4-enimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology 3-butenylglucosinolate Gluconapin but-3-enylglucosinolate gluconapin CHEBI:5411 gluconapin(1-) CHEBI:5411 CAS:19041-09-9 KEGG COMPOUND 1-S-[(1Z)-N-(sulfonatooxy)pent-4-enimidoyl]-1-thio-beta-D-glucopyranose IUPAC 3-butenylglucosinolate ChEBI Gluconapin KEGG_COMPOUND but-3-enylglucosinolate ChEBI gluconapin UniProt A glucosinolate that is glucobrassicanapin which has been hydroxylated at the 3-position of the hex-5-enimidoyl chain. -1 C12H20NO10S2 InChI=1S/C12H21NO10S2/c1-2-3-6(15)4-8(13-23-25(19,20)21)24-12-11(18)10(17)9(16)7(5-14)22-12/h2,6-7,9-12,14-18H,1,3-5H2,(H,19,20,21)/p-1/t6?,7-,9-,10+,11-,12+/m1/s1 ZEGLQSKFSKZGRO-IAYUFQOSSA-M 402.41994 402.05341 OC[C@H]1O[C@@H](SC(CC(O)CC=C)=NOS([O-])(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O CAS:19764-03-5 KEGG:C08416 1-S-[3-hydroxy-N-(sulfonatooxy)hex-5-enimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology 2-hydroxy-4-pentenylglucosinolate 2-hydroxypent-4-enylglucosinolate Gluconapoleiferin CHEBI:5412 gluconapoleiferin(1-) gluconapoleiferin(1-) CHEBI:5412 CAS:19764-03-5 KEGG COMPOUND 1-S-[3-hydroxy-N-(sulfonatooxy)hex-5-enimidoyl]-1-thio-beta-D-glucopyranose IUPAC 2-hydroxy-4-pentenylglucosinolate ChEBI 2-hydroxypent-4-enylglucosinolate ChEBI Gluconapoleiferin KEGG_COMPOUND A aralkylglucosinolate that is the conjugate base of gluconasturtiin. -1 C15H20NO9S2 InChI=1S/C15H21NO9S2/c17-8-10-12(18)13(19)14(20)15(24-10)26-11(16-25-27(21,22)23)7-6-9-4-2-1-3-5-9/h1-5,10,12-15,17-20H,6-8H2,(H,21,22,23)/p-1/b16-11-/t10-,12-,13+,14-,15+/m1/s1 CKIJIGYDFNXSET-OOMJLXHVSA-M 422.453 422.05850 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS([O-])(=O)=O)/CCC=2C=CC=CC2 Beilstein:3746836 CAS:499-30-9 KEGG:C08417 Reaxys:3746836 1-S-[(1Z)-3-phenyl-N-(sulfonatooxy)propanimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology 2-phenylethylglucosinolate Gluconasturtiin phenethylglucosinolate CHEBI:5413 gluconasturtiin(1-) gluconasturtiin(1-) CHEBI:5413 Beilstein:3746836 Beilstein CAS:499-30-9 KEGG COMPOUND Reaxys:3746836 Reaxys 1-S-[(1Z)-3-phenyl-N-(sulfonatooxy)propanimidoyl]-1-thio-beta-D-glucopyranose IUPAC 2-phenylethylglucosinolate ChEBI Gluconasturtiin KEGG_COMPOUND phenethylglucosinolate ChEBI A alkylglucosinolate that is the conjugate base of glucoputranjivin. -1 C10H18NO9S2 InChI=1S/C10H19NO9S2/c1-4(2)9(11-20-22(16,17)18)21-10-8(15)7(14)6(13)5(3-12)19-10/h4-8,10,12-15H,3H2,1-2H3,(H,16,17,18)/p-1/b11-9-/t5-,6-,7+,8-,10+/m1/s1 WGIQZGDVCQDPTG-WUBUQRIPSA-M 360.384 360.04285 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS([O-])(=O)=O)/C(C)C CAS:18432-16-1 KEGG:C08418 Reaxys:3706093 1-S-[(1Z)-2-methyl-N-(sulfonatooxy)propanimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology 2-methylethylglucosinolate Glucoputranjivin isopropylglucosinolate propan-2-ylglucosinolate CHEBI:5414 glucoputranjivin(1-) CHEBI:5414 CAS:18432-16-1 KEGG COMPOUND Reaxys:3706093 Reaxys 1-S-[(1Z)-2-methyl-N-(sulfonatooxy)propanimidoyl]-1-thio-beta-D-glucopyranose IUPAC 2-methylethylglucosinolate ChEBI Glucoputranjivin KEGG_COMPOUND isopropylglucosinolate ChEBI propan-2-ylglucosinolate ChEBI A glucosinolate resulting from the removal of the proton from the oxime hydrogen sulfate group of glucoraphenin. -1 C12H20NO9S3 InChI=1S/C12H21NO9S3/c1-24(18)5-3-2-4-8(13-25(19,20)21)23-12-11(17)10(16)9(15)7(6-14)22-12/h3,5,7,9-12,14-17H,2,4,6H2,1H3,(H,19,20,21)/p-1/b5-3?,13-8-/t7-,9-,10+,11-,12+,24?/m1/s1 HWABDHHTQMTFMW-OOLORDSESA-M 418.470 418.03057 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\S([O-])(=O)=O)/CCC=CS(=O)C CAS:28463-24-3 KEGG:C08420 KNApSAcK:C00001481 1-S-[(1Z)-5-(methylsulfinyl)-N-(sulfonatooxy)pent-4-enimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology 4-Methylsufinyl-3-butenyl glucosinolate 4-methylsulfinyl-3-butenylglucosinolate 4-methylsulfinylbut-3-enylglucosinolate Glucoraphenin CHEBI:5416 glucoraphenin(1-) CHEBI:5416 CAS:28463-24-3 KEGG COMPOUND 1-S-[(1Z)-5-(methylsulfinyl)-N-(sulfonatooxy)pent-4-enimidoyl]-1-thio-beta-D-glucopyranose IUPAC 4-Methylsufinyl-3-butenyl glucosinolate KEGG_COMPOUND 4-methylsulfinyl-3-butenylglucosinolate ChEBI 4-methylsulfinylbut-3-enylglucosinolate ChEBI Glucoraphenin KEGG_COMPOUND An indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A. 0 C12H10N2 InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3 PSFDQSOCUJVVGF-UHFFFAOYSA-N 182.22120 182.08440 Cc1nccc2c3ccccc3[nH]c12 Beilstein:143898 CAS:486-84-0 KEGG:C09209 KNApSAcK:C00001736 LINCS:LSM-19989 PMID:11473435 PMID:19645722 PMID:20732341 PMID:22757671 PMID:22981972 PMID:23544153 PMID:24103378 PMID:24300779 PMID:24486683 Reaxys:143898 1-methyl-9H-pyrido[3,4-b]indole Harman chebi_ontology 1-methyl-2-carboline 1-methyl-9H-beta-carboline 1-methyl-beta-carboline 1-methylnorharman L-methylpyridobindole aribin aribine harmane locuturin locuturine loturine passiflorin CHEBI:5623 harman CHEBI:5623 Beilstein:143898 ChemIDplus CAS:486-84-0 ChemIDplus CAS:486-84-0 KEGG COMPOUND CAS:486-84-0 NIST Chemistry WebBook PMID:11473435 Europe PMC PMID:19645722 Europe PMC PMID:20732341 Europe PMC PMID:22757671 Europe PMC PMID:22981972 Europe PMC PMID:23544153 Europe PMC PMID:24103378 Europe PMC PMID:24300779 Europe PMC PMID:24486683 Europe PMC Reaxys:143898 Reaxys 1-methyl-9H-pyrido[3,4-b]indole IUPAC Harman KEGG_COMPOUND 1-methyl-2-carboline NIST_Chemistry_WebBook 1-methyl-9H-beta-carboline IUPAC 1-methyl-beta-carboline NIST_Chemistry_WebBook 1-methylnorharman ChemIDplus L-methylpyridobindole NIST_Chemistry_WebBook aribin ChemIDplus aribine ChemIDplus harmane ChemIDplus locuturin ChemIDplus locuturine ChemIDplus loturine ChemIDplus passiflorin ChemIDplus CHEBI:57455 (6R)-5,10-methenyltetrahydrofolate 0 C10H15NO InChI=1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3 KUBCEEMXQZUPDQ-UHFFFAOYSA-N 165.23224 165.11536 CN(C)CCc1ccc(O)cc1 CAS:539-15-1 KEGG:C06199 KNApSAcK:C00001417 4-[2-(dimethylamino)ethyl]phenol Hordenine chebi_ontology 4-[2-(Dimethylamino)ethyl]phenol N,N-Dimethyl-2-(4-hydroxyphenyl)ethylamine N,N-Dimethyl-4-hydroxy-beta-phenethylamine N,N-Dimethyltyramine p-(2-Dimethylaminoethyl)phenol CHEBI:5764 hordenine CHEBI:5764 CAS:539-15-1 ChemIDplus CAS:539-15-1 KEGG COMPOUND CAS:539-15-1 NIST Chemistry WebBook 4-[2-(dimethylamino)ethyl]phenol IUPAC Hordenine KEGG_COMPOUND 4-[2-(Dimethylamino)ethyl]phenol KEGG_COMPOUND N,N-Dimethyl-2-(4-hydroxyphenyl)ethylamine NIST_Chemistry_WebBook N,N-Dimethyl-4-hydroxy-beta-phenethylamine NIST_Chemistry_WebBook N,N-Dimethyltyramine NIST_Chemistry_WebBook p-(2-Dimethylaminoethyl)phenol ChemIDplus An optically active cyclic ketone consisting of 3,5,6-trihydroxycyclohexa-2,4-dien-1-one bearing two 3-methylbut-2-en-1-yl substituents at positions 4 and 6 as well as a 3-methylbutanoyl group at the 2-position. 0 C21H30O5 InChI=1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3/t21-/m1/s1 VMSLCPKYRPDHLN-OAQYLSRUSA-N 362.45990 362.20932 CC(C)CC(=O)C1=C(O)C(CC=C(C)C)=C(O)[C@](O)(CC=C(C)C)C1=O Beilstein:3221160 CAS:23510-81-8 CAS:26472-41-3 KEGG:C10695 KNApSAcK:C00002697 PMID:10631313 PMID:14920156 PMID:14948476 PMID:16695762 PMID:17372274 PMID:17774957 PMID:7854777 PMID:9214766 PMID:9680110 Patent:CN101134719 Patent:DE102007028397 Patent:US2011021610 Patent:WO2009114939 Reaxys:3221160 (6R)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-en-1-yl)cyclohexa-2,4-dien-1-one Humulone chebi_ontology (6R)-3,5,6-trihydroxy-2-isovaleryl-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dienone alpha-humulon humulon CHEBI:5769 humulone CHEBI:5769 Beilstein:3221160 Beilstein CAS:23510-81-8 KEGG COMPOUND CAS:26472-41-3 ChemIDplus PMID:10631313 Europe PMC PMID:14920156 Europe PMC PMID:14948476 Europe PMC PMID:16695762 Europe PMC PMID:17372274 Europe PMC PMID:17774957 Europe PMC PMID:7854777 Europe PMC PMID:9214766 Europe PMC PMID:9680110 Europe PMC Reaxys:3221160 Reaxys (6R)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-en-1-yl)cyclohexa-2,4-dien-1-one IUPAC Humulone KEGG_COMPOUND (6R)-3,5,6-trihydroxy-2-isovaleryl-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dienone ChemIDplus alpha-humulon ChemIDplus humulon ChemIDplus A dimeric hydrolysable tannin in which 2 moles of potentillin monomer are linked via a dehydrogalloyl group; an antitumor tannin of Agrimonia pilosa Ledeb., which induces interleukin-1. 0 C82H54O52 InChI=1S/C82H54O52/c83-24-1-14(71(112)133-81-69-67(129-76(117)19-7-29(88)50(98)59(107)41(19)43-21(78(119)131-69)9-31(90)52(100)61(43)109)65-35(125-81)12-122-72(113)15-3-25(84)46(94)55(103)37(15)39-17(74(115)127-65)5-27(86)48(96)57(39)105)2-34(45(24)93)124-64-23(11-33(92)54(102)63(64)111)80(121)134-82-70-68(130-77(118)20-8-30(89)51(99)60(108)42(20)44-22(79(120)132-70)10-32(91)53(101)62(44)110)66-36(126-82)13-123-73(114)16-4-26(85)47(95)56(104)38(16)40-18(75(116)128-66)6-28(87)49(97)58(40)106/h1-11,35-36,65-70,81-111H,12-13H2/t35-,36-,65-,66-,67+,68+,69-,70-,81-,82-/m1/s1 BZAFROBDXRJYTQ-JVEQELPQSA-N 1871.27500 1870.15811 Oc1cc(cc(Oc2c(O)c(O)c(O)cc2C(=O)O[C@H]2O[C@@H]3COC(=O)c4cc(O)c(O)c(O)c4-c4c(O)c(O)c(O)cc4C(=O)O[C@H]3[C@@H]3OC(=O)c4cc(O)c(O)c(O)c4-c4c(O)c(O)c(O)cc4C(=O)O[C@@H]23)c1O)C(=O)O[C@H]1O[C@@H]2COC(=O)c3cc(O)c(O)c(O)c3-c3c(O)c(O)c(O)cc3C(=O)O[C@H]2[C@@H]2OC(=O)c3cc(O)c(O)c(O)c3-c3c(O)c(O)c(O)cc3C(=O)O[C@@H]12 CHEBI:2517 CHEBI:583079 CAS:82203-01-8 KEGG:C10210 KNApSAcK:C00002907 PMID:1444208 Reaxys:5725677 chebi_ontology CHEBI:581177 agrimoniin CHEBI:581177 CAS:82203-01-8 ChemIDplus CAS:82203-01-8 KEGG COMPOUND PMID:1444208 Europe PMC Reaxys:5725677 Reaxys A flavanone glycoside that is hesperitin having an 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety attached to the 7-hydroxy group. 0 C28H34O15 InChI=1S/C28H34O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-17(41-18(20)7-12)11-3-4-16(38-2)13(30)5-11/h3-7,10,17,19,21-31,33-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1 ARGKVCXINMKCAZ-UZRWAPQLSA-N 610.56060 610.18977 COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O)cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)cc2O1 CHEBI:7504 Beilstein:1279600 CAS:13241-33-3 HMDB:HMDB0030748 KEGG:C09806 KNApSAcK:C00000987 LIPID_MAPS_instance:LMPK12140452 MetaCyc:CPD-7074 PMID:18045389 PMID:21950163 PMID:22102373 PMID:23285810 Reaxys:1279600 (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside Neohesperidin chebi_ontology (S)-7-(((2-O-6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one Hesperetin 7-O-neohesperidoside CHEBI:59016 neohesperidin neohesperidin CHEBI:59016 Beilstein:1279600 Beilstein CAS:13241-33-3 ChemIDplus CAS:13241-33-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140452 LIPID MAPS PMID:18045389 Europe PMC PMID:21950163 Europe PMC PMID:22102373 Europe PMC PMID:23285810 Europe PMC Reaxys:1279600 Reaxys (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside IUPAC Neohesperidin KEGG_COMPOUND (S)-7-(((2-O-6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one ChemIDplus Hesperetin 7-O-neohesperidoside KEGG_COMPOUND 0 C20H30O3 InChI=1S/C20H30O3/c1-6-18(4)10-13-14(21)11-20(23)15(8-7-9-17(20,2)3)19(13,5)16(22)12-18/h6,10,15-16,22-23H,1,7-9,11-12H2,2-5H3/t15-,16-,18-,19+,20+/m0/s1 BWRPYSJNBVBIRP-FLFBIERCSA-N 318.451 318.21949 CC1(C)CCC[C@@H]2[C@]1(O)CC(=O)C1=C[C@@](C)(C[C@H](O)[C@@]21C)C=C CAS:62574-18-9 HMDB:HMDB0036698 KEGG:C09110 KNApSAcK:C00003437 Ineketone chebi_ontology CHEBI:5920 Ineketone CHEBI:5920 CAS:62574-18-9 KEGG COMPOUND Ineketone KEGG_COMPOUND A straight-chain, monounsaturated, 16-carbon fatty acid with a trans-double bond at position C-9; the trans-isomer of palmitoleic acid and predominant trans-16:1 isomer in cheeses from goat and ewe milk. Major dietary sources are partly hydrogenated vegetable oils. 0 C16H30O2 InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7+ SECPZKHBENQXJG-BQYQJAHWSA-N 254.40820 254.22458 CCCCCC\C=C\CCCCCCCC(O)=O Beilstein:1725390 CAS:10030-73-6 PMID:11026624 PMID:5947520 (9E)-hexadec-9-enoic acid chebi_ontology (9E)-hexadecenoic acid (E)-9-hexadecenoicacid 9-trans-hexadecenoic acid t-16:1D9 t-9-hexadecenoic acid trans-9-hexadecenoic acid trans-Delta(9)-hexadecenoic acid trans-palmitoleic acid CHEBI:59265 palmitelaidic acid palmitelaidic acid CHEBI:59265 Beilstein:1725390 Beilstein CAS:10030-73-6 ChemIDplus PMID:11026624 Europe PMC PMID:5947520 Europe PMC (9E)-hexadec-9-enoic acid IUPAC (9E)-hexadecenoic acid ChEBI (E)-9-hexadecenoicacid ChEBI 9-trans-hexadecenoic acid ChEBI t-16:1D9 ChEBI t-9-hexadecenoic acid ChEBI trans-9-hexadecenoic acid ChEBI trans-Delta(9)-hexadecenoic acid ChEBI trans-palmitoleic acid ChEBI A hydroxyisoflavone that is 6,7-methylenedioxyisoflavone substituted by hydroxy groups at positions 5 and 4'. 0 C16H10O6 InChI=1S/C16H10O6/c17-9-3-1-8(2-4-9)10-6-20-11-5-12-16(22-7-21-12)15(19)13(11)14(10)18/h1-6,17,19H,7H2 NUGRQNBDTZWXTP-UHFFFAOYSA-N 298.24700 298.04774 Oc1ccc(cc1)-c1coc2cc3OCOc3c(O)c2c1=O CAS:41653-81-0 HMDB:HMDB0033820 KEGG:C10467 KNApSAcK:C00002539 LIPID_MAPS_instance:LMPK12050383 PMID:12567273 PMID:19003948 PMID:20349151 PMID:21495101 PMID:22388969 Reaxys:1264266 Wikipedia:Irilone 9-hydroxy-7-(4-hydroxyphenyl)-8H-[1,3]dioxolo[4,5-g]chromen-8-one Irilone chebi_ontology 5,4'-dihydroxy-6,7-methylenedioxyisoflavone 9-Hydroxy-7-(4-hydroxyphenyl)-8H-1,3-dioxolo[4,5-g]-1-benzopyran-8-one Irolone CHEBI:5970 irilone CHEBI:5970 CAS:41653-81-0 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050383 LIPID MAPS PMID:12567273 Europe PMC PMID:19003948 Europe PMC PMID:20349151 Europe PMC PMID:21495101 Europe PMC PMID:22388969 Europe PMC Reaxys:1264266 Reaxys 9-hydroxy-7-(4-hydroxyphenyl)-8H-[1,3]dioxolo[4,5-g]chromen-8-one IUPAC Irilone KEGG_COMPOUND 5,4'-dihydroxy-6,7-methylenedioxyisoflavone ChEBI 9-Hydroxy-7-(4-hydroxyphenyl)-8H-1,3-dioxolo[4,5-g]-1-benzopyran-8-one ChEBI Irolone HMDB 0 C17H14O6 InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)11-8-23-13-7-12(18)17(22-2)16(20)14(13)15(11)19/h3-8,18,20H,1-2H3 VOOFPOMXNLNEOF-UHFFFAOYSA-N 314.290 314.07904 COc1ccc(cc1)-c1coc2cc(O)c(OC)c(O)c2c1=O CAS:2345-17-7 HMDB:HMDB0132852 KEGG:C10471 KNApSAcK:C00002540 Irisolidone chebi_ontology CHEBI:5972 Irisolidone CHEBI:5972 CAS:2345-17-7 KEGG COMPOUND Irisolidone KEGG_COMPOUND 0 C24H26N2O13 InChI=1S/C24H26N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-6-10-5-14(23(36)37)26(13(10)7-15(16)28)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-3,6-7,12,14,17-20,24,27,29-31H,4-5,8H2,(H4,28,32,33,34,35,36,37)/t12-,14+,17-,18-,19+,20-,24-/m1/s1 DHHFDKNIEVKVKS-RYGANQNKSA-N 550.470 550.14349 OC[C@H]1O[C@@H](Oc2cc3C[C@@H](C([O-])=O)\[N+](=C/C=C4C[C@@H](NC(=C\4)C(O)=O)C(O)=O)c3cc2O)[C@H](O)[C@@H](O)[C@@H]1O CAS:15121-53-6 KEGG:C08551 KNApSAcK:C00001593 Isobetanin chebi_ontology CHEBI:5985 Isobetanin CHEBI:5985 CAS:15121-53-6 KEGG COMPOUND Isobetanin KEGG_COMPOUND 0 C15H24 InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6-/t13-,14-/m1/s1 NPNUFJAVOOONJE-FLFDDASRSA-N 204.352 204.18780 C\C1=C\CCC(=C)[C@H]2CC(C)(C)[C@@H]2CC1 CAS:118-65-0 HMDB:HMDB0061779 KEGG:C09691 KNApSAcK:C00012474 PMID:10909279 PMID:15619577 PMID:15763383 PMID:16973189 PMID:18053325 PMID:18415856 PMID:20668570 PMID:24421258 PMID:8526491 Isocaryophyllene chebi_ontology (1R,4Z,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene Caryophyllene Gamma-Caryophyllene beta-caryophyllene g-Caryophyllene gamma-Caryophyllene CHEBI:5993 Isocaryophyllene Isocaryophyllene CHEBI:5993 CAS:118-65-0 KEGG COMPOUND PMID:10909279 Europe PMC PMID:15619577 Europe PMC PMID:15763383 Europe PMC PMID:16973189 Europe PMC PMID:18053325 Europe PMC PMID:18415856 Europe PMC PMID:20668570 Europe PMC PMID:24421258 Europe PMC PMID:8526491 Europe PMC Isocaryophyllene KEGG_COMPOUND (1R,4Z,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene HMDB Caryophyllene HMDB Gamma-Caryophyllene HMDB beta-caryophyllene HMDB g-Caryophyllene HMDB gamma-Caryophyllene HMDB CHEBI:59979 An acylglycerophosphocholine resulting from partial hydrolysis of a phosphatidylcholine, which removes one of the fatty acyl groups. The structure is depicted in the image where R1 = acyl, R2 = H or where R1 = H, R2 = acyl. 0 C9H19NO7PR 255.206 255.08717 [C@](CO*)(O*)([H])COP(OCC[N+](C)(C)C)(=O)[O-] chebi_ontology lysophosphatidylcholines monoacylglycero-3-phosphocholine CHEBI:60479 lysophosphatidylcholine lysophosphatidylcholine CHEBI:60479 lysophosphatidylcholines ChEBI monoacylglycero-3-phosphocholine UniProt A monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group. 0 C16H12O7 InChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3 IZQSVPBOUDKVDZ-UHFFFAOYSA-N 316.26230 316.05830 COc1cc(ccc1O)-c1oc2cc(O)cc(O)c2c(=O)c1O CAS:480-19-3 HMDB:HMDB0002655 KEGG:C10084 KNApSAcK:C00004635 LIPID_MAPS_instance:LMPK12110002 MetaCyc:CPD-8004 PMID:21948481 PMID:22790928 PMID:23391847 PMID:23417281 PMID:23441850 Patent:CN102614094 Reaxys:44723 Wikipedia:Isorhamnetin 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one Isorhamnetin chebi_ontology 3,5,7,4'-tetrahydroxy-3'-methoxyflavone 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-benzopyran-4-one 3-Methylquercetin Isorhamnetol Quercetin 3'-methyl ether CHEBI:6052 isorhamnetin CHEBI:6052 CAS:480-19-3 ChemIDplus CAS:480-19-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110002 LIPID MAPS PMID:21948481 Europe PMC PMID:22790928 Europe PMC PMID:23391847 Europe PMC PMID:23417281 Europe PMC PMID:23441850 Europe PMC Reaxys:44723 Reaxys 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one IUPAC Isorhamnetin KEGG_COMPOUND 3,5,7,4'-tetrahydroxy-3'-methoxyflavone ChEBI 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-benzopyran-4-one ChEBI 3-Methylquercetin KEGG_COMPOUND Isorhamnetol ChemIDplus Quercetin 3'-methyl ether KEGG_COMPOUND The selenium ion with two positive charges. +2 Se InChI=1S/Se/q+2 MFSBVGSNNPNWMD-UHFFFAOYSA-N 78.96000 79.91542 [Se++] chebi_ontology Se(2+) Se2+ selenium dication CHEBI:60871 selenium(2+) selenium(2+) CHEBI:60871 Se(2+) UniProt Se2+ SUBMITTER selenium dication ChEBI A monomethoxyflavone that is the 4'-O-methyl derivative of kaempferol. 0 C16H12O6 InChI=1S/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3 SQFSKOYWJBQGKQ-UHFFFAOYSA-N 300.26288 300.06339 COc1ccc(cc1)-c1oc2cc(O)cc(O)c2c(=O)c1O CAS:491-54-3 HMDB:HMDB0037441 KEGG:C10098 KNApSAcK:C00001060 LIPID_MAPS_instance:LMPK12110563 MetaCyc:CPD-7252 PMID:19571393 PMID:22993853 PMID:23123452 PMID:23208771 PMID:23311465 Patent:KR20110062726 Reaxys:305378 Wikipedia:Kaempferide 3,5,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one Kaempferide chebi_ontology 1.3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4-benzopyrone 4'-O-Methylkaempferol Campheride Kaempferol 4'-methyl ether CHEBI:6099 kaempferide CHEBI:6099 CAS:491-54-3 ChemIDplus CAS:491-54-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110563 LIPID MAPS PMID:19571393 Europe PMC PMID:22993853 Europe PMC PMID:23123452 Europe PMC PMID:23208771 Europe PMC PMID:23311465 Europe PMC Reaxys:305378 Reaxys 3,5,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one IUPAC Kaempferide KEGG_COMPOUND 1.3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4-benzopyrone HMDB 4'-O-Methylkaempferol HMDB Campheride HMDB Kaempferol 4'-methyl ether KEGG_COMPOUND Any straight-chain, C22 fatty acid having five C=C double bonds. PMID:12323085 PMID:12323090 PMID:17547694 Wikipedia:Docosapentaenoic_acid chebi_ontology 22:5 C22:5 docosapentaenoic acids CHEBI:61204 docosapentaenoic acid docosapentaenoic acid CHEBI:61204 PMID:12323085 Europe PMC PMID:12323090 Europe PMC PMID:17547694 Europe PMC 22:5 ChEBI C22:5 ChEBI docosapentaenoic acids ChEBI Hemicelluloses are polysaccharides in plant cell walls that have beta-(1->4)-linked backbones with an equatorial configuration. Hemicelluloses include xyloglucans, xylans, mannans and glucomannans, and beta-(1->3,1->4)-glucans. PMID:20192742 chebi_ontology hemicelluloses CHEBI:61266 hemicellulose hemicellulose CHEBI:61266 PMID:20192742 SUBMITTER hemicelluloses ChEBI A carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R- diastereoisomer). 0 C15H24 InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3/t12-,13-,15+/m1/s1 QEBNYNLSCGVZOH-NFAWXSAZSA-N 204.35110 204.18780 C[C@@H]1CCC=C2CC[C@H](C[C@@]12C)C(C)=C CAS:4630-07-3 KEGG:C17277 MetaCyc:CPD-7989 PMID:15464152 Reaxys:3539153 (+)-valencene (3R,4aS,5R)-4a,5-dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene chebi_ontology (1R-(1alpha,7beta,8alpha))-1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalene ent-7betaH-eremophila-10(1),11-diene valencene CHEBI:61700 (+)-valencene (+)-valencene CHEBI:61700 CAS:4630-07-3 ChemIDplus CAS:4630-07-3 KEGG COMPOUND PMID:15464152 Europe PMC Reaxys:3539153 Reaxys (+)-valencene UniProt (3R,4aS,5R)-4a,5-dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene IUPAC (1R-(1alpha,7beta,8alpha))-1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylvinyl)naphthalene ChemIDplus ent-7betaH-eremophila-10(1),11-diene ChEBI valencene ChemIDplus The five-membered ring form of L-arabinose. 0 C5H10O5 InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4+,5?/m0/s1 HMFHBZSHGGEWLO-HWQSCIPKSA-N 150.12990 150.05282 OC[C@@H]1OC(O)[C@H](O)[C@H]1O Beilstein:1904880 GlyGen:G37615KF GlyTouCan:G37615KF KEGG:C06115 PMID:11206446 PMID:17336832 PMID:22499274 PMID:22549013 PMID:24036380 L-Arabinofuranose L-arabinofuranose chebi_ontology WURCS=2.0/1,1,0/[a211h-1x_1-4]/1/ CHEBI:6178 L-arabinofuranose L-arabinofuranose CHEBI:6178 Beilstein:1904880 Beilstein PMID:11206446 Europe PMC PMID:17336832 Europe PMC PMID:22499274 Europe PMC PMID:22549013 Europe PMC PMID:24036380 Europe PMC L-Arabinofuranose KEGG_COMPOUND L-arabinofuranose IUPAC L-arabinofuranose UniProt WURCS=2.0/1,1,0/[a211h-1x_1-4]/1/ ChEBI An acyclic psi,psi-carotene having cis double bonds at C-7, -7', -9 and -9'. 0 C40H56 InChI=1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17-,32-18-,35-21+,36-22+,37-27+,38-28+,39-29-,40-30- OAIJSZIZWZSQBC-BYUNHUQQSA-N 536.87260 536.43820 CC(C)=CCC\C(C)=C\C=C/C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)/C=C\C=C(/C)CCC=C(C)C KEGG:C15858 KNApSAcK:C00000909 PMID:15503129 PMID:8617254 Reaxys:2340627 7,7',9,9'-tetra-cis-lycopene 7-cis,7'-cis,9-cis,9'-cis-psi,psi-carotene chebi_ontology (7Z,9Z,7'Z,9'Z)-xi,xi-carotene 7,9,7',9'-tetracis-lycopene cis-lycopene prolycopene tetra-cis-lycopene CHEBI:62466 7,7',9,9'-tetra-cis-lycopene 7,7',9,9'-tetra-cis-lycopene CHEBI:62466 PMID:15503129 Europe PMC PMID:8617254 Europe PMC Reaxys:2340627 Reaxys 7,7',9,9'-tetra-cis-lycopene UniProt 7-cis,7'-cis,9-cis,9'-cis-psi,psi-carotene IUPAC (7Z,9Z,7'Z,9'Z)-xi,xi-carotene ChEBI 7,9,7',9'-tetracis-lycopene ChEBI prolycopene ChEBI tetra-cis-lycopene ChEBI An organic sodium salt which is the monosodium salt of formic acid. 0 CHNaO2 InChI=1S/CH2O2.Na/c2-1-3;/h1H,(H,2,3);/q;+1/p-1 HLBBKKJFGFRGMU-UHFFFAOYSA-M 68.00720 67.98742 [Na+].[H]C([O-])=O CAS:141-53-7 PMID:21760741 Reaxys:3595134 chebi_ontology FORMIC ACID, NA SALT Formic acid, sodium salt (1:1) Sodium methanoate formic acid, sodium salt sodium formiate CHEBI:62965 sodium formate sodium formate CHEBI:62965 CAS:141-53-7 NIST Chemistry WebBook CAS:141-53-7 SUBMITTER PMID:21760741 Europe PMC Reaxys:3595134 Reaxys FORMIC ACID, NA SALT ChemIDplus Formic acid, sodium salt (1:1) ChemIDplus Sodium methanoate NIST_Chemistry_WebBook formic acid, sodium salt SUBMITTER sodium formiate ChEBI A (1->4)-beta-D-glucan (cellulose) in amorphous form with a structure consisting of several hundred to over ten thousand D-glucose residues joined by beta(1->4) glycosidic linkages. Wikipedia:Cellulose chebi_ontology CHEBI:62967 amorphous cellulose amorphous cellulose CHEBI:62967 The inorganic nitrate salt of sodium. 0 NNaO3 InChI=1S/NO3.Na/c2-1(3)4;/q-1;+1 VWDWKYIASSYTQR-UHFFFAOYSA-N 84.99470 84.97759 [Na+].[O-][N+]([O-])=O CAS:7631-99-4 Reaxys:11343077 Wikipedia:Sodium_nitrate sodium nitrate sodium trioxidonitrate(1-) chebi_ontology Chile saltpeter Cubic niter Niter Nitrate de sodium Nitrate of soda Nitric acid monosodium salt Nitric acid sodium salt (1:1) Nitric acid, sodium salt Sodium saltpeter Sodium(I) nitrate (1:1) CHEBI:63005 sodium nitrate sodium nitrate CHEBI:63005 CAS:7631-99-4 ChemIDplus Reaxys:11343077 Reaxys sodium nitrate IUPAC sodium trioxidonitrate(1-) IUPAC Chile saltpeter SUBMITTER Cubic niter ChemIDplus Niter ChemIDplus Nitrate de sodium ChemIDplus Nitrate of soda ChemIDplus Nitrate of soda SUBMITTER Nitric acid monosodium salt ChemIDplus Nitric acid sodium salt (1:1) ChemIDplus Nitric acid, sodium salt ChemIDplus Sodium saltpeter ChemIDplus Sodium(I) nitrate (1:1) ChemIDplus The organic sodium salt that is the disodium salt of L-tartaric acid. 0 C4H4Na2O6 InChI=1S/C4H6O6.2Na/c5-1(3(7)8)2(6)4(9)10;;/h1-2,5-6H,(H,7,8)(H,9,10);;/q;2*+1/p-2/t1-,2-;;/m1../s1 HELHAJAZNSDZJO-OLXYHTOASA-L 194.05050 193.98033 [Na+].[Na+].O[C@H]([C@@H](O)C([O-])=O)C([O-])=O CAS:868-18-8 Patent:CN101643409 Reaxys:5319817 Wikipedia:Sodium_tartrate disodium (2R,3R)-2,3-dihydroxybutanedioate chebi_ontology (R-(R*,R*))-2,3-dihydroxybutanedioic acid, disodium salt Bisodium tartrate Disodium L-(+)-tartrate Disodium salt of L-(+)-tartaric acid Sodium L-(+)-tartrate Sodium tartrate Tartaric acid, disodium salt disodium (R-(R*,R*))-2,3-dihydroxybutanedioate disodium tartrate CHEBI:63017 sodium L-tartrate sodium L-tartrate CHEBI:63017 CAS:868-18-8 ChemIDplus Reaxys:5319817 Reaxys disodium (2R,3R)-2,3-dihydroxybutanedioate IUPAC (R-(R*,R*))-2,3-dihydroxybutanedioic acid, disodium salt ChemIDplus Bisodium tartrate ChemIDplus Disodium L-(+)-tartrate ChemIDplus Disodium salt of L-(+)-tartaric acid ChemIDplus Sodium L-(+)-tartrate ChemIDplus Sodium tartrate ChEBI Tartaric acid, disodium salt ChemIDplus disodium (R-(R*,R*))-2,3-dihydroxybutanedioate ChemIDplus disodium tartrate SUBMITTER The potassium salt of formic acid. 0 CHKO2 InChI=1S/CH2O2.K/c2-1-3;/h1H,(H,2,3);/q;+1/p-1 WFIZEGIEIOHZCP-UHFFFAOYSA-M 84.11570 83.96136 [K+].[H]C([O-])=O Beilstein:3623272 CAS:590-29-4 PMID:18412389 PMID:19091320 PMID:19775157 Patent:CN101589014 Patent:US2010087678 Reaxys:3623272 Wikipedia:Potassium_formate potassium formate chebi_ontology Formic acid potassium salt Formic acid, K salt HCO2K HCOOK potassium formiate CHEBI:63316 potassium formate potassium formate CHEBI:63316 Beilstein:3623272 Beilstein CAS:590-29-4 ChemIDplus PMID:18412389 Europe PMC PMID:19091320 Europe PMC PMID:19775157 Europe PMC Reaxys:3623272 Reaxys potassium formate IUPAC Formic acid potassium salt SUBMITTER Formic acid, K salt ChemIDplus HCO2K ChEBI HCOOK ChEBI potassium formiate ChEBI A tunaxanthin that consists of epsilon,epsilon-carotene bearing hydroxy substituents at positions 3 and 3' (the 3S,3'S,6S,6'S-diastereomer). 0 C40H56O2 InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-26,35-38,41-42H,27-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-,37-,38-/m0/s1 BIPAHAFBQLWRMC-SUOWZELTSA-N 568.87144 568.42803 CC(\C=C\C=C(C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@H]1C(C)=C[C@H](O)CC1(C)C Beilstein:5671075 CAS:78306-12-4 KEGG:C08599 KNApSAcK:C00003775 LIPID_MAPS_instance:LMPR01070273 PMID:19392686 Reaxys:5671075 (3S,3'S,6S,6'S)-epsilon,epsilon-carotene-3,3'-diol Lactucaxanthin chebi_ontology CHEBI:6357 lactucaxanthin CHEBI:6357 Beilstein:5671075 Beilstein CAS:78306-12-4 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070273 LIPID MAPS PMID:19392686 Europe PMC Reaxys:5671075 Reaxys (3S,3'S,6S,6'S)-epsilon,epsilon-carotene-3,3'-diol IUPAC Lactucaxanthin KEGG_COMPOUND A synthetic galactosylfructose disaccharide used in the treatment of constipation and hepatic encephalopathy. 0 C12H22O11 InChI=1S/C12H22O11/c13-1-4-6(16)7(17)8(18)11(21-4)22-9-5(2-14)23-12(20,3-15)10(9)19/h4-11,13-20H,1-3H2/t4-,5-,6+,7+,8-,9-,10+,11+,12-/m1/s1 JCQLYHFGKNRPGE-FCVZTGTOSA-N 342.29650 342.11621 OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO)O[C@](O)(CO)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:302765 Beilstein:93773 CAS:4618-18-2 DrugBank:DB00581 HMDB:HMDB0000740 KEGG:C07064 KEGG:D00352 KEGG:G03573 PMID:11020286 PMID:12927899 PMID:15735433 PMID:23353997 PMID:2432147 PMID:25300228 PMID:25466139 PMID:25586470 PMID:25700936 PMID:25800379 PMID:25835949 PMID:25916046 PMID:25935392 Wikipedia:Lactulose 4-O-beta-D-galactopyranosyl-beta-D-fructofuranose Lactulose chebi_ontology 4-O-beta-D-Galactopyranosyl-D-fructofuranose 4-O-beta-D-Galactopyranosyl-D-fructose D-Lactulose lactulosa lactulose lactulosum CHEBI:6359 lactulose lactulose CHEBI:6359 Beilstein:93773 Beilstein CAS:4618-18-2 ChemIDplus CAS:4618-18-2 KEGG COMPOUND PMID:11020286 ChEMBL PMID:12927899 Europe PMC PMID:15735433 Europe PMC PMID:23353997 Europe PMC PMID:2432147 Europe PMC PMID:25300228 Europe PMC PMID:25466139 Europe PMC PMID:25586470 Europe PMC PMID:25700936 Europe PMC PMID:25800379 Europe PMC PMID:25835949 Europe PMC PMID:25916046 Europe PMC PMID:25935392 Europe PMC 4-O-beta-D-galactopyranosyl-beta-D-fructofuranose IUPAC Lactulose KEGG_COMPOUND 4-O-beta-D-Galactopyranosyl-D-fructofuranose ChemIDplus 4-O-beta-D-Galactopyranosyl-D-fructose ChemIDplus D-Lactulose ChemIDplus lactulosa ChemIDplus lactulose ChemIDplus lactulosum ChemIDplus 0 C23H22O7 InChI=1S/C23H22O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9,17,20-22,24-25H,2,7-8,10H2,1H3/t17-,20+,21-,22-/m0/s1 UMVSOHBRAQTGQI-XGARDCMYSA-N 410.417 410.13655 CC1=C2[C@@H]([C@H]3OC(=O)C(=C)[C@@H]3[C@H](C1)OC(=O)Cc1ccc(O)cc1)C(CO)=CC2=O CAS:65725-11-3 KEGG:C09490 KNApSAcK:C00003312 Lactupicrin chebi_ontology CHEBI:6360 Lactupicrin Lactupicrin CHEBI:6360 CAS:65725-11-3 KEGG COMPOUND Lactupicrin KEGG_COMPOUND A methoxybenzoic acid that is 4-methoxybenzoic acid bearing a hydroxy substituent at position 3. 0 C8H8O4 InChI=1S/C8H8O4/c1-12-7-3-2-5(8(10)11)4-6(7)9/h2-4,9H,1H3,(H,10,11) LBKFGYZQBSGRHY-UHFFFAOYSA-N 168.14670 168.04226 COc1ccc(cc1O)C(O)=O Beilstein:2208365 CAS:645-08-9 HMDB:HMDB0060003 PMID:23477143 PMID:24820992 PMID:24956816 Reaxys:2208365 3-hydroxy-4-methoxybenzoic acid chebi_ontology 3-Hydroxyanisic acid 3-hydroxy-p-anisic acid Acide isovanillique Isovanillic acid CHEBI:63798 3-hydroxy-4-methoxybenzoic acid CHEBI:63798 Beilstein:2208365 ChemIDplus CAS:645-08-9 ChemIDplus CAS:645-08-9 NIST Chemistry WebBook PMID:23477143 Europe PMC PMID:24820992 Europe PMC PMID:24956816 Europe PMC Reaxys:2208365 Reaxys 3-hydroxy-4-methoxybenzoic acid IUPAC 3-Hydroxyanisic acid ChemIDplus 3-hydroxy-p-anisic acid NIST_Chemistry_WebBook Acide isovanillique ChemIDplus Isovanillic acid ChemIDplus A glycerophosphocholine that is glycero-3-phosphocholine bearing two acyl substituents at positions 1 and 2. 0 C10H18NO8PR2 311.226 311.07700 C[N+](C)(C)CCOP([O-])(=O)OCC(COC([*])=O)OC([*])=O PMID:2474544 2,3-bis(acyloxy)propyl 2-(trimethylammonio)ethyl phosphate chebi_ontology 1,2-diacyl-glycero-3-phosphocholine a phosphatidylcholine (0) CHEBI:64482 phosphatidylcholine phosphatidylcholine CHEBI:64482 PMID:2474544 Europe PMC 2,3-bis(acyloxy)propyl 2-(trimethylammonio)ethyl phosphate IUPAC 1,2-diacyl-glycero-3-phosphocholine UniProt a phosphatidylcholine (0) ChEBI A polyphenylpropanoid derived from three monolignol monomers: trans-p-coumaryl alcohol, coniferol and trans-sinapyl alcohol. There is extensive cross-linking and no defined primary structure. CHEBI:25037 Wikipedia:Lignin chebi_ontology CHEBI:6457 lignin lignin CHEBI:6457 Any organic molecular entity that is acidic and contains carbon in covalent linkage. chebi_ontology organic acids CHEBI:64709 organic acid organic acid CHEBI:64709 organic acids ChEBI An indolylmethylglucosinolate that is the conjugate base of glucobrassicin, obtained by deprotonation of the sulfo group. -1 C16H19N2O9S2 InChI=1S/C16H20N2O9S2/c19-7-11-13(20)14(21)15(22)16(26-11)28-12(18-27-29(23,24)25)5-8-6-17-10-4-2-1-3-9(8)10/h1-4,6,11,13-17,19-22H,5,7H2,(H,23,24,25)/p-1/t11-,13-,14+,15-,16+/m1/s1 DNDNWOWHUWNBCK-JZYAIQKZSA-M 447.46100 447.05375 OC[C@H]1O[C@@H](SC(Cc2c[nH]c3ccccc23)=NOS([O-])(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O KEGG:C05837 MetaCyc:CPD-1863 Reaxys:4167525 Wikipedia:Glucobrassicin 1-S-[2-(1H-indol-3-yl)-N-(sulfonatooxy)ethanimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology glucobrassicin glucobrassicin anion CHEBI:64962 glucobrassicin(1-) CHEBI:64962 Reaxys:4167525 Reaxys 1-S-[2-(1H-indol-3-yl)-N-(sulfonatooxy)ethanimidoyl]-1-thio-beta-D-glucopyranose IUPAC glucobrassicin UniProt glucobrassicin anion ChEBI An enantiomer of secoisolariciresinol having (-)-(2R,3R)-configuration. 0 C20H26O6 InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1 PUETUDUXMCLALY-HOTGVXAUSA-N 362.41680 362.17294 COc1cc(C[C@@H](CO)[C@H](CO)Cc2ccc(O)c(OC)c2)ccc1O CAS:29388-59-8 HMDB:HMDB0013692 KEGG:C18167 LINCS:LSM-5964 MetaCyc:CPD-8909 PMID:15653677 PMID:21837520 PMID:21897049 PMID:21958542 PMID:22030618 PMID:22037685 PMID:22476613 Reaxys:1893026 (-)-Secoisolariciresinol (-)-secoisolariciresinol (2R,3R)-2,3-bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diol chebi_ontology Secoisolariciresinol CHEBI:65004 (-)-secoisolariciresinol (-)-secoisolariciresinol CHEBI:65004 CAS:29388-59-8 ChemIDplus CAS:29388-59-8 KEGG COMPOUND MetaCyc:CPD-8909 SUBMITTER PMID:15653677 SUBMITTER PMID:21837520 Europe PMC PMID:21897049 Europe PMC PMID:21958542 Europe PMC PMID:22030618 Europe PMC PMID:22037685 Europe PMC PMID:22476613 Europe PMC Reaxys:1893026 Reaxys (-)-Secoisolariciresinol KEGG_COMPOUND (-)-secoisolariciresinol UniProt (2R,3R)-2,3-bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diol IUPAC Secoisolariciresinol KEGG_COMPOUND An inorganic sodium salt that has chlorate as the counter-ion. An oxidising agent, it is used for bleaching paper and as a herbicide. It is also used in the manufacture of dyes, explosives and matches. 0 ClNaO3 InChI=1S/ClHO3.Na/c2-1(3)4;/h(H,2,3,4);/q;+1/p-1 YZHUMGUJCQRKBT-UHFFFAOYSA-M 106.44100 105.94337 [Na+].[O-]Cl(=O)=O CAS:7775-09-9 KEGG:C18765 PMID:22205670 PMID:22366135 PPDB:1126 Reaxys:11332523 Wikipedia:Sodium_chlorate sodium chlorate chebi_ontology Chlorate de sodium Chlorate salt of sodium Chloric acid, sodium salt Chlorsaure CHEBI:65242 sodium chlorate sodium chlorate CHEBI:65242 CAS:7775-09-9 ChemIDplus CAS:7775-09-9 KEGG COMPOUND PMID:22205670 Europe PMC PMID:22366135 Europe PMC Reaxys:11332523 Reaxys sodium chlorate IUPAC Chlorate de sodium ChemIDplus Chlorate salt of sodium ChemIDplus Chloric acid, sodium salt ChemIDplus Chlorsaure ChemIDplus A carotenol, the structure of which is (6'R)-beta,epsilon-carotene hydroxy-substituted at C-3 with R-stereochemistry. 0 C40H56O InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-26,36-37,41H,15,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-,37+/m1/s1 NBZANZVJRKXVBH-NHWXEJKLSA-N 552.87200 552.43312 CC(\C=C\C=C(C)\C=C\[C@H]1C(C)=CCCC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C AGR:IND23279956 AGR:IND43773139 AGR:IND43848538 AGR:IND44089448 CAS:24480-38-4 KEGG:C08590 KNApSAcK:C00003770 PMID:14432452 PMID:16076118 PMID:16076119 PMID:16492736 PMID:18466360 PMID:22519635 PMID:3230117 PMID:3771449 PMID:8837513 (3R,6'R)-beta,epsilon-caroten-3-ol zeinoxanthin chebi_ontology (3R,6'R)-beta,epsilon-Caroten-3-ol 3-Hydroxy-alpha-carotene CHEBI:65244 zeinoxanthin CHEBI:65244 AGR:IND23279956 Europe PMC AGR:IND43773139 Europe PMC AGR:IND43848538 Europe PMC AGR:IND44089448 Europe PMC CAS:24480-38-4 KEGG COMPOUND PMID:14432452 Europe PMC PMID:16076118 Europe PMC PMID:16076119 Europe PMC PMID:16492736 Europe PMC PMID:18466360 Europe PMC PMID:22519635 Europe PMC PMID:3230117 Europe PMC PMID:3771449 Europe PMC PMID:8837513 Europe PMC (3R,6'R)-beta,epsilon-caroten-3-ol IUPAC zeinoxanthin UniProt (3R,6'R)-beta,epsilon-Caroten-3-ol KEGG_COMPOUND 3-Hydroxy-alpha-carotene KEGG_COMPOUND Any xylose with D-configuration. 0 C5H10O5 150.130 150.05282 HMDB:HMDB0000098 chebi_ontology CHEBI:65327 D-xylose D-xylose CHEBI:65327 A C-glycosyl compound that is luteolin substituted by beta-D-glucopyranosyl moieties at positions 6 and 8 respectively. 0 C27H30O16 InChI=1S/C27H30O16/c28-5-12-17(33)21(37)23(39)26(42-12)15-19(35)14-10(32)4-11(7-1-2-8(30)9(31)3-7)41-25(14)16(20(15)36)27-24(40)22(38)18(34)13(6-29)43-27/h1-4,12-13,17-18,21-24,26-31,33-40H,5-6H2/t12-,13-,17-,18-,21+,22+,23-,24-,26+,27+/m1/s1 ZLPSOQFIIQIIAX-VQVVXJKKSA-N 610.51750 610.15338 OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)c([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2oc(cc(=O)c2c1O)-c1ccc(O)c(O)c1 Beilstein:1338702 CAS:29428-58-8 KEGG:C10102 KNApSAcK:C00006231 LIPID_MAPS_instance:LMPK12110500 PMID:12591270 PMID:14667061 PMID:1484895 PMID:20184017 PMID:21111038 Reaxys:1338702 2-(3,4-dihydroxyphenyl)-6,8-bis(beta-D-glucopyranosyl)-5,7-dihydroxy-4H-chromen-4-one Lucenin-2 chebi_ontology Luteolin 6,8-di-C-glucoside CHEBI:6553 lucenin-2 CHEBI:6553 Beilstein:1338702 Beilstein CAS:29428-58-8 KEGG COMPOUND LIPID_MAPS_instance:LMPK12110500 LIPID MAPS PMID:12591270 Europe PMC PMID:14667061 Europe PMC PMID:1484895 Europe PMC PMID:20184017 Europe PMC PMID:21111038 Europe PMC Reaxys:1338702 Reaxys 2-(3,4-dihydroxyphenyl)-6,8-bis(beta-D-glucopyranosyl)-5,7-dihydroxy-4H-chromen-4-one IUPAC Lucenin-2 KEGG_COMPOUND Luteolin 6,8-di-C-glucoside KEGG_COMPOUND An abietane diterpenoid that is abieta-8,11,13-triene substituted by hydroxy groups at positions 11 and 12 and a carboxy group at position 20. It is isolated from rosemary (Rosmarinus officinalis) and common sage (Salvia officinalis) and exhibits anti-angiogenic, antineoplastic, antioxidant and anti-HIV activity. 0 C20H28O4 InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14-,20+/m0/s1 QRYRORQUOLYVBU-VBKZILBWSA-N 332.435 332.19876 C1CC([C@]2([C@](C1)(C3=C(CC2)C=C(C(=C3O)O)C(C)C)C(=O)O)[H])(C)C CAS:3650-09-7 MetaCyc:CPD-18103 PMID:11504768 PMID:17177234 PMID:22232247 PMID:22246562 PMID:22687582 PMID:22828666 PMID:26976595 PMID:27694001 PMID:27703160 PMID:27716981 PMID:27957651 PMID:28008719 PMID:28159594 PMID:28282784 PMID:28288941 PMID:28343998 PMID:28440400 PMID:28674855 PMID:28877257 PMID:28887507 PMID:28916593 PMID:28918123 PMID:29100552 PMID:8229021 Reaxys:2707918 Wikipedia:Carnosic_acid 11,12-dihydroxyabieta-8,11,13-trien-20-oic acid chebi_ontology (4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthrene-4a(2H)-carboxylic acid 11,12-dihydroxy-13-isopropylpodocarpa-8,11,13-trien-17-oic acid Salvin CHEBI:65585 carnosic acid carnosic acid CHEBI:65585 CAS:3650-09-7 ChemIDplus PMID:11504768 Europe PMC PMID:17177234 Europe PMC PMID:22232247 Europe PMC PMID:22246562 Europe PMC PMID:22687582 Europe PMC PMID:22828666 Europe PMC PMID:26976595 Europe PMC PMID:27694001 Europe PMC PMID:27703160 Europe PMC PMID:27716981 Europe PMC PMID:27957651 Europe PMC PMID:28008719 Europe PMC PMID:28159594 Europe PMC PMID:28282784 Europe PMC PMID:28288941 Europe PMC PMID:28343998 Europe PMC PMID:28440400 Europe PMC PMID:28674855 Europe PMC PMID:28877257 Europe PMC PMID:28887507 Europe PMC PMID:28916593 Europe PMC PMID:28918123 Europe PMC PMID:29100552 Europe PMC PMID:8229021 Europe PMC Reaxys:2707918 Reaxys 11,12-dihydroxyabieta-8,11,13-trien-20-oic acid IUPAC (4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthrene-4a(2H)-carboxylic acid IUPAC 11,12-dihydroxy-13-isopropylpodocarpa-8,11,13-trien-17-oic acid ChEBI Salvin ChemIDplus A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. 0 C30H50O InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1 MQYXUWHLBZFQQO-QGTGJCAVSA-N 426.71740 426.38617 [H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]1(C)CC[C@@H](C(C)=C)[C@]21[H] CHEBI:132397 CAS:545-47-1 KEGG:C08628 KNApSAcK:C00003749 MetaCyc:CPD-90 PMID:10930257 PMID:16445885 PMID:17107079 PMID:21118697 PMID:21467639 PMID:21712449 PMID:9883589 Pubchem:259846 Reaxys:2063497 (3beta)-lup-20(29)-en-3-ol lupeol chebi_ontology beta-viscol fagarasterol monogynol B CHEBI:6570 lupeol lupeol CHEBI:6570 CAS:545-47-1 ChemIDplus CAS:545-47-1 KEGG COMPOUND PMID:10930257 Europe PMC PMID:16445885 Europe PMC PMID:17107079 Europe PMC PMID:21118697 Europe PMC PMID:21467639 Europe PMC PMID:21712449 Europe PMC PMID:9883589 Europe PMC Pubchem:259846 SUBMITTER Reaxys:2063497 Reaxys (3beta)-lup-20(29)-en-3-ol IUPAC lupeol UniProt beta-viscol ChemIDplus fagarasterol ChemIDplus monogynol B ChemIDplus A beta-diketone that is curcumin in which one of the methoxy groups is replaced by hydrogen. It is found in Curcuma zedoaria and Etlingera elatior. 0 C20H18O5 InChI=1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,24H,13H2,1H3/b9-4+,10-5+ HJTVQHVGMGKONQ-LUZURFALSA-N 338.35390 338.11542 COc1cc(\C=C\C(=O)CC(=O)\C=C\c2ccc(O)cc2)ccc1O CAS:22608-11-3 CAS:24939-17-1 KEGG:C17742 MetaCyc:CPD-12187 PMID:12059141 PMID:15730265 PMID:17553917 PMID:18449507 PMID:18826228 PMID:19818349 PMID:22454662 PMID:22552297 Reaxys:5589254 (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione demethoxycurcumin chebi_ontology (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-hepta-1,6-diene-3,5-dione 4-hydroxycinnamoyl(feroyl)methane 4-hydroxycinnamoyl(feruloyl)methane BHCFM curcuminII feruloyl-p-hydroxycinnnamoylmethane CHEBI:65737 demethoxycurcumin demethoxycurcumin CHEBI:65737 CAS:22608-11-3 KEGG COMPOUND CAS:24939-17-1 ChemIDplus PMID:12059141 Europe PMC PMID:15730265 Europe PMC PMID:17553917 Europe PMC PMID:18449507 Europe PMC PMID:18826228 Europe PMC PMID:19818349 Europe PMC PMID:22454662 Europe PMC PMID:22552297 Europe PMC Reaxys:5589254 Reaxys (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione IUPAC demethoxycurcumin UniProt (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione ChEBI (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-hepta-1,6-diene-3,5-dione ChEBI 4-hydroxycinnamoyl(feroyl)methane ChemIDplus 4-hydroxycinnamoyl(feruloyl)methane ChEBI BHCFM ChemIDplus curcuminII ChEBI feruloyl-p-hydroxycinnnamoylmethane ChEBI A glycosyloxyflavone that is luteolin substituted by a 6-O-malonyl-beta-D-glucopyranosyl moiety at position 7 via glycosidic linkage. 0 C24H22O14 InChI=1S/C24H22O14/c25-11-2-1-9(3-12(11)26)15-6-14(28)20-13(27)4-10(5-16(20)37-15)36-24-23(34)22(33)21(32)17(38-24)8-35-19(31)7-18(29)30/h1-6,17,21-27,32-34H,7-8H2,(H,29,30)/t17-,21-,22+,23-,24-/m1/s1 RNDGJCZQVKFBPI-ASDZUOGYSA-N 534.42308 534.10096 O[C@@H]1[C@@H](COC(=O)CC(O)=O)O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)-c2ccc(O)c(O)c2)[C@H](O)[C@H]1O CAS:98767-38-5 KEGG:C10103 KNApSAcK:C00001067 Reaxys:6554098 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside chebi_ontology Luteolin 7-O-(6''-malonylglucoside) luteolin 7-O-(6-malonyl-beta-D-glucoside) luteolin 7-O-beta-D-(6''-O-malonyl) glucopyranoside CHEBI:6579 luteolin 7-O-(6-O-malonyl-beta-D-glucoside) CHEBI:6579 CAS:98767-38-5 KEGG COMPOUND Reaxys:6554098 Reaxys 2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside IUPAC Luteolin 7-O-(6''-malonylglucoside) KEGG_COMPOUND luteolin 7-O-(6-malonyl-beta-D-glucoside) ChEBI luteolin 7-O-beta-D-(6''-O-malonyl) glucopyranoside ChEBI A carotenol that is carotenol psi,psi-carotene substituted by a hydroxy group. 0 C40H56O InChI=1S/C40H56O/c1-33(2)18-12-21-36(5)24-15-27-37(6)25-13-22-34(3)19-10-11-20-35(4)23-14-26-38(7)28-16-29-39(8)30-17-31-40(9)32-41/h10-11,13-16,18-20,22-29,31,41H,12,17,21,30,32H2,1-9H3/b11-10+,22-13+,23-14+,27-15+,28-16+,34-19+,35-20+,36-24+,37-25+,38-26+,39-29+,40-31+ IFTRFNLCKUZSNG-SFEKFZNLSA-N 552.87204 552.43312 CC(C)=CCC\C(C)=C\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C=C(/C)CC\C=C(/C)CO AGR:IND89063819 Beilstein:1730300 CAS:19891-74-8 KEGG:C08603 KNApSAcK:C00003778 LIPID_MAPS_instance:LMPR01070276 PMID:5099105 PMID:5112443 Patent:CN101828699 Patent:US2007238793 Reaxys:1730300 Lycoxanthin psi,psi-caroten-1-ol chebi_ontology CHEBI:6602 lycoxanthin CHEBI:6602 AGR:IND89063819 Europe PMC Beilstein:1730300 Beilstein CAS:19891-74-8 ChemIDplus CAS:19891-74-8 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070276 LIPID MAPS PMID:5099105 Europe PMC PMID:5112443 Europe PMC Reaxys:1730300 Reaxys Lycoxanthin KEGG_COMPOUND psi,psi-caroten-1-ol IUPAC A glycosyloxyflavone that is 6-hydroxyluteolin attached to a beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. Isolated from Globularia cordifolia and Globularia alypum, it exhibits antioxidant activity. 0 C27H30O17 InChI=1S/C27H30O17/c28-6-15-19(34)22(37)23(38)26(42-15)44-25-20(35)16(7-29)43-27(24(25)39)41-14-5-13-17(21(36)18(14)33)11(32)4-12(40-13)8-1-2-9(30)10(31)3-8/h1-5,15-16,19-20,22-31,33-39H,6-7H2/t15-,16-,19-,20-,22+,23-,24-,25+,26+,27-/m1/s1 YNOSNIYDHUBEBU-HGKFCXGKSA-N 626.51690 626.14830 [H][C@]1(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](CO)O[C@@H](Oc2cc3oc(cc(=O)c3c(O)c2O)-c2ccc(O)c(O)c2)[C@@H]1O PMID:16124783 Reaxys:15769702 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-4-oxo-4H-chromen-7-yl 3-O-beta-D-glucopyranosyl-beta-D-glucopyranoside chebi_ontology 5,6,3',4'-tetrahydroxyflavone-7-O-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranoside CHEBI:66046 6-hydroxyluteolin 7-O-laminaribioside 6-hydroxyluteolin 7-O-laminaribioside CHEBI:66046 PMID:16124783 Europe PMC Reaxys:15769702 Reaxys 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-4-oxo-4H-chromen-7-yl 3-O-beta-D-glucopyranosyl-beta-D-glucopyranoside IUPAC 5,6,3',4'-tetrahydroxyflavone-7-O-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranoside ChEBI A trihydroxyflavone that is flavone with hydroxy groups at positions 5, 7 and 4' and methoxy groups at positions 3' and 6. Isolated from Salvia tomentosa and Artemisia asiatica, it exhibits anti-allergic, anti-inflammatory and apoptosis inducing activties. 0 C17H14O7 InChI=1S/C17H14O7/c1-22-13-5-8(3-4-9(13)18)12-6-10(19)15-14(24-12)7-11(20)17(23-2)16(15)21/h3-7,18,20-21H,1-2H3 GLAAQZFBFGEBPS-UHFFFAOYSA-N 330.28890 330.07395 COc1cc(ccc1O)-c1cc(=O)c2c(O)c(OC)c(O)cc2o1 CAS:18085-97-7 LIPID_MAPS_instance:LMPK12111235 PMID:16450301 PMID:17404058 PMID:17404061 PMID:17996677 PMID:18769496 PMID:22619052 Patent:CN102697767 Patent:KR20060121623 Patent:KR20090079608 Reaxys:1265265 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-chromen-4-one chebi_ontology 4',5,7-trihydroxy-3',6-dimethoxyflavone 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-1-Benzopyran-4-one CHEBI:66103 jaceosidin jaceosidin CHEBI:66103 CAS:18085-97-7 ChemIDplus LIPID_MAPS_instance:LMPK12111235 LIPID MAPS PMID:16450301 Europe PMC PMID:17404058 Europe PMC PMID:17404061 Europe PMC PMID:17996677 Europe PMC PMID:18769496 Europe PMC PMID:22619052 Europe PMC Reaxys:1265265 Reaxys 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-chromen-4-one IUPAC 4',5,7-trihydroxy-3',6-dimethoxyflavone ChEBI 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-1-Benzopyran-4-one ChEBI A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4', a methoxy group at position 6' and a prenyl group at position 3'. Isolated from Humulus lupulus, it induces apoptosis in human malignant glioblastoma cells. 0 C21H22O5 InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+ ORXQGKIUCDPEAJ-YRNVUSSQSA-N 354.39640 354.14672 COc1cc(O)c(CC=C(C)C)c(O)c1C(=O)\C=C\c1ccc(O)cc1 CAS:6754-58-1 HMDB:HMDB0037479 KEGG:C16417 KNApSAcK:C00007099 LIPID_MAPS_instance:LMPK12120294 MetaCyc:CPD-7119 PMID:14670594 PMID:15550272 PMID:15679315 PMID:15723722 PMID:19634869 PMID:22111577 Patent:EP2579862 Patent:WO2009126320 Reaxys:2226282 Wikipedia:Xanthohumol (2E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one chebi_ontology 2',4,4'-trihydroxy-6'-methoxy-3'-prenylchalcone CHEBI:66331 xanthohumol xanthohumol CHEBI:66331 CAS:6754-58-1 ChemIDplus CAS:6754-58-1 KEGG COMPOUND LIPID_MAPS_instance:LMPK12120294 LIPID MAPS PMID:14670594 Europe PMC PMID:15550272 Europe PMC PMID:15679315 Europe PMC PMID:15723722 Europe PMC PMID:19634869 Europe PMC PMID:22111577 Europe PMC Reaxys:2226282 Reaxys (2E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one IUPAC 2',4,4'-trihydroxy-6'-methoxy-3'-prenylchalcone ChEBI A magnesium salt comprising of two chlorine atoms bound to a magnesium atom. 0 Cl2Mg InChI=1S/2ClH.Mg/h2*1H;/q;;+2/p-2 TWRXJAOTZQYOKJ-UHFFFAOYSA-L 95.21040 93.92275 [Mg++].[Cl-].[Cl-] CAS:7786-30-3 Gmelin:9305 KEGG:C07755 MolBase:1868 Reaxys:8128169 magnesium dichloride chebi_ontology Magnesium chloride Magnesium chloride anhydrous Magnesiumchlorid MgCl2 [MgCl2] CHEBI:6636 magnesium dichloride magnesium dichloride CHEBI:6636 CAS:7786-30-3 ChemIDplus CAS:7786-30-3 KEGG COMPOUND CAS:7786-30-3 NIST Chemistry WebBook Gmelin:9305 Gmelin Reaxys:8128169 Reaxys magnesium dichloride IUPAC Magnesium chloride KEGG_COMPOUND Magnesium chloride anhydrous KEGG_COMPOUND Magnesiumchlorid ChEBI MgCl2 IUPAC [MgCl2] MolBase A quercetin O-glycoside that consists of quercetin attached to a beta-D-glucuronopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from Salvia and Phaseolus vulgaris, it exhibits antioxidant and antidepressant activities. 0 C21H18O13 InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)/t14-,15-,16+,19-,21+/m0/s1 DUBCCGAQYVUYEU-ZUGPOPFOSA-N 478.35980 478.07474 O[C@H]1[C@@H](O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O)Oc1c(oc2cc(O)cc(O)c2c1=O)-c1ccc(O)c(O)c1 CAS:22688-79-5 HMDB:HMDB0029212 LIPID_MAPS_instance:LMPK12112173 PMID:10479312 PMID:11809447 PMID:14735439 PMID:15742803 PMID:16521111 PMID:18618463 Reaxys:72004 Wikipedia:Miquelianin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucopyranosiduronic acid chebi_ontology quercetin 3-O-glucuronide quercetin-3-O-beta-D-glucuronopyranoside quercetin-3-O-glucoronoside quercituron CHEBI:66395 miquelianin CHEBI:66395 CAS:22688-79-5 ChemIDplus LIPID_MAPS_instance:LMPK12112173 LIPID MAPS PMID:10479312 Europe PMC PMID:11809447 Europe PMC PMID:14735439 Europe PMC PMID:15742803 Europe PMC PMID:16521111 Europe PMC PMID:18618463 Europe PMC Reaxys:72004 Reaxys 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucopyranosiduronic acid IUPAC quercetin 3-O-glucuronide HMDB quercetin-3-O-beta-D-glucuronopyranoside ChEBI quercetin-3-O-glucoronoside ChEBI quercituron ChemIDplus A 2-hydroxydicarboxylic acid that is succinic acid in which one of the hydrogens attached to a carbon is replaced by a hydroxy group. 0 C4H6O5 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9) BJEPYKJPYRNKOW-UHFFFAOYSA-N 134.08744 134.02152 OC(CC(O)=O)C(O)=O Beilstein:1723539 CAS:6915-15-7 Gmelin:3325 HMDB:HMDB0000744 KEGG:C00711 KEGG:D04843 MetaCyc:RS-Malate PMID:15767321 PMID:17190852 PMID:17439666 PMID:17896933 PMID:19743855 PMID:22411507 PPDB:1352 Reaxys:1723539 Wikipedia:Malic_acid 2-hydroxybutanedioic acid Malic acid chebi_ontology 2-Hydroxybutanedioic acid 2-Hydroxyethane-1,2-dicarboxylic acid 2-Hydroxysuccinic acid Aepfelsaeure DL-Malic acid E296 H2mal alpha-hydroxysuccinic acid apple acid hydroxybutanedioic acid hydroxysuccinic acid CHEBI:6650 malic acid malic acid CHEBI:6650 Beilstein:1723539 Beilstein CAS:6915-15-7 ChemIDplus CAS:6915-15-7 NIST Chemistry WebBook Gmelin:3325 Gmelin PMID:15767321 Europe PMC PMID:17190852 Europe PMC PMID:17439666 Europe PMC PMID:17896933 Europe PMC PMID:19743855 Europe PMC PMID:22411507 Europe PMC Reaxys:1723539 Reaxys 2-hydroxybutanedioic acid IUPAC Malic acid KEGG_COMPOUND 2-Hydroxybutanedioic acid KEGG_COMPOUND 2-Hydroxyethane-1,2-dicarboxylic acid HMDB 2-Hydroxysuccinic acid HMDB Aepfelsaeure ChEBI DL-Malic acid HMDB E296 ChEBI H2mal IUPAC alpha-hydroxysuccinic acid HMDB apple acid NIST_Chemistry_WebBook hydroxybutanedioic acid NIST_Chemistry_WebBook hydroxysuccinic acid NIST_Chemistry_WebBook An anthocyanidin cation that is delphinidin carrying methyl substituents at positions 3' and 5'. +1 C17H15O7 InChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)16(14)21)17-12(20)7-10-11(19)5-9(18)6-13(10)24-17/h3-7H,1-2H3,(H3-,18,19,20,21)/p+1 KZMACGJDUUWFCH-UHFFFAOYSA-O 331.29680 331.08123 COc1cc(cc(OC)c1O)-c1[o+]c2cc(O)cc(O)c2cc1O Beilstein:1691742 CAS:10463-84-0 KEGG:C08716 KNApSAcK:C00020647 LIPID_MAPS_instance:LMPK12010004 MetaCyc:CPD-15051 PMID:23755222 Reaxys:1691742 Wikipedia:Malvidin 3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenium Malvidin chebi_ontology 3',5'-Dimethoxy-3,4',5,7-tetrahydroxyflavylium acid anion CHEBI:6674 malvidin malvidin CHEBI:6674 Beilstein:1691742 ChemIDplus CAS:10463-84-0 ChemIDplus LIPID_MAPS_instance:LMPK12010004 LIPID MAPS PMID:23755222 Europe PMC Reaxys:1691742 Reaxys 3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenium IUPAC Malvidin KEGG_COMPOUND 3',5'-Dimethoxy-3,4',5,7-tetrahydroxyflavylium acid anion ChemIDplus A flavanone glycoside that is 4'-methoxy-5,7-dihydroxyflavanone attached to a neohesperidose (alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranose) residue via a glycosidic linkage. It has been isolated from the fruits of Poncirus trifoliata and exhibits inhibitory activity against liopolysaccharide (LPS)-induced prostaglandin E2 and interleukin-6 (IL-6) production. 0 C28H34O14 InChI=1S/C28H34O14/c1-11-21(32)23(34)25(36)27(38-11)42-26-24(35)22(33)19(10-29)41-28(26)39-14-7-15(30)20-16(31)9-17(40-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-8,11,17,19,21-30,32-36H,9-10H2,1-2H3/t11-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1 NLAWPKPYBMEWIR-SKYQDXIQSA-N 594.56120 594.19486 COc1ccc(cc1)[C@@H]1CC(=O)c2c(O)cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)cc2O1 CHEBI:8332 AGR:IND500894135 CAS:14941-08-3 HMDB:HMDB0037487 KEGG:C09830 KNApSAcK:C00000995 PMID:17666859 Reaxys:74301 Wikipedia:Poncirin (2S)-5-hydroxy-2-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside chebi_ontology Citrifolioside Isosakuranetin 7-O-neohesperidoside Isosakuranetin-7-O-beta-D-neohesperidoside poncirin CHEBI:66773 (2S)-poncirin (2S)-poncirin CHEBI:66773 AGR:IND500894135 Europe PMC CAS:14941-08-3 ChemIDplus CAS:14941-08-3 KEGG COMPOUND PMID:17666859 Europe PMC Reaxys:74301 Reaxys (2S)-5-hydroxy-2-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC Citrifolioside HMDB Isosakuranetin 7-O-neohesperidoside KEGG_COMPOUND Isosakuranetin-7-O-beta-D-neohesperidoside HMDB A lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer). 0 C20H22O6 InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1 MATGKVZWFZHCLI-LSDHHAIUSA-N 358.390 358.14164 COC1=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC=C(O)C(OC)=C2)=CC=C1O CHEBI:43819 CHEBI:65005 CAS:580-72-3 Chemspider:106491 DrugBank:DB04200 KEGG:C10682 KNApSAcK:C00000606 MetaCyc:CPD-8912 PDBeChem:MAX PMID:15653677 PMID:19935713 PMID:20734328 PMID:21315909 PMID:21522091 PMID:21597179 PMID:21736835 PMID:22037685 PMID:22113872 PMID:22396124 PMID:22483751 PMID:22646817 Reaxys:93883 Wikipedia:Matairesinol (-)-matairesinol (3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one chebi_ontology 3R,4R-Bis((4-hydroxy-3-methoxyphenyl)methyl)dihydro-2(3H)-furanone Artigenin congener Matairesinol CHEBI:6698 (-)-matairesinol (-)-matairesinol CHEBI:6698 CAS:580-72-3 ChemIDplus CAS:580-72-3 KEGG COMPOUND MetaCyc:CPD-8912 SUBMITTER PMID:15653677 SUBMITTER PMID:19935713 Europe PMC PMID:20734328 Europe PMC PMID:21315909 Europe PMC PMID:21522091 Europe PMC PMID:21597179 Europe PMC PMID:21736835 Europe PMC PMID:22037685 Europe PMC PMID:22113872 Europe PMC PMID:22396124 Europe PMC PMID:22483751 Europe PMC PMID:22646817 Europe PMC Reaxys:93883 Reaxys (-)-matairesinol UniProt (3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one IUPAC 3R,4R-Bis((4-hydroxy-3-methoxyphenyl)methyl)dihydro-2(3H)-furanone ChemIDplus Artigenin congener DrugBank Matairesinol KEGG_COMPOUND 0 C17H22O5 InChI=1S/C17H22O5/c1-8-7-12(21-10(3)18)13-9(2)16(19)22-15(13)14-11(8)5-6-17(14,4)20/h5-6,9,12-15,20H,7H2,1-4H3/t9-,12-,13+,14-,15-,17+/m0/s1 SYTRJRUSWMMZLV-VQGWEXQJSA-N 306.354 306.14672 C[C@H]1[C@H]2[C@H](OC1=O)[C@@H]1C(C=C[C@@]1(C)O)=C(C)C[C@@H]2OC(C)=O CAS:29041-35-8 KEGG:C09499 KNApSAcK:C00003321 Matricin chebi_ontology CHEBI:6699 Matricin Matricin CHEBI:6699 CAS:29041-35-8 KEGG COMPOUND Matricin KEGG_COMPOUND A folate obtained by deprotonation of any tetrahydrofolic acid. chebi_ontology tetrahydrofolate anion tetrahydrofolate anions tetrahydrofolates CHEBI:67016 tetrahydrofolate tetrahydrofolate CHEBI:67016 tetrahydrofolate anion ChEBI tetrahydrofolate anions ChEBI tetrahydrofolates ChEBI A carotenoid having the structure of beta-carotene but with a cis double bond at the 9,10-position. 0 C40H56 InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21-,34-22+ OENHQHLEOONYIE-BVZAMQQESA-N 536.87260 536.43820 CC(/C=C/C=C(C)\C=C\C1=C(C)CCCC1(C)C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C KEGG:C20484 MetaCyc:CPD-14646 PMID:11779551 PMID:15607227 PMID:16356710 PMID:18052099 PMID:19053383 PMID:19562494 PMID:19955196 PMID:20359248 PMID:22422982 PMID:29666392 PMID:7666004 PMID:7762525 PMID:7769976 PMID:8053676 PMID:8694017 9-cis-beta,beta-carotene 9-cis-beta-carotene beta-carotene-cis chebi_ontology (9Z)-beta-carotene neo-beta-carotene U CHEBI:67188 9-cis-beta-carotene CHEBI:67188 PMID:11779551 Europe PMC PMID:15607227 Europe PMC PMID:16356710 Europe PMC PMID:18052099 Europe PMC PMID:19053383 Europe PMC PMID:19562494 Europe PMC PMID:19955196 Europe PMC PMID:20359248 Europe PMC PMID:22422982 SUBMITTER PMID:29666392 Europe PMC PMID:7666004 Europe PMC PMID:7762525 Europe PMC PMID:7769976 Europe PMC PMID:8053676 Europe PMC PMID:8694017 Europe PMC 9-cis-beta,beta-carotene IUPAC 9-cis-beta-carotene UniProt (9Z)-beta-carotene ChEBI neo-beta-carotene U ChEBI A lignan that is tetrahydrofuran substituted at positions 2, 3 and 4 by 4-hydroxy-3-methoxyphenyl, hydroxymethyl and 4-hydroxy-3-methoxybenzyl groups respectively (the 2R,3S,4S-diastereomer). 0 C20H24O6 InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m1/s1 MHXCIKYXNYCMHY-SXGZJXTBSA-N 360.40100 360.15729 COc1cc(C[C@@H]2CO[C@H]([C@@H]2CO)c2ccc(O)c(OC)c2)ccc1O CAS:83327-19-9 MetaCyc:CPD-8908 PMID:21679690 PMID:22218086 PMID:22466741 PMID:8262939 Reaxys:5622895 (-)-lariciresinol 4-[(2R,3S,4S)-4-(4-hydroxy-3-methoxybenzyl)-3-(hydroxymethyl)tetrahydrofuran-2-yl]-2-methoxyphenol chebi_ontology Lariciresinol CHEBI:67244 (-)-lariciresinol CHEBI:67244 CAS:83327-19-9 ChemIDplus MetaCyc:CPD-8908 SUBMITTER PMID:21679690 Europe PMC PMID:22218086 Europe PMC PMID:22466741 Europe PMC PMID:8262939 SUBMITTER Reaxys:5622895 Reaxys (-)-lariciresinol UniProt 4-[(2R,3S,4S)-4-(4-hydroxy-3-methoxybenzyl)-3-(hydroxymethyl)tetrahydrofuran-2-yl]-2-methoxyphenol IUPAC Lariciresinol ChemIDplus A lignan that is tetrahydrofuran substituted at positions 2, 3 and 4 by 4-hydroxy-3-methoxyphenyl, hydroxymethyl and 4-hydroxy-3-methoxybenzyl groups respectively (the 2S,3R,4R-diastereomer). 0 C20H24O6 InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1 MHXCIKYXNYCMHY-AUSJPIAWSA-N 360.40100 360.15729 COc1cc(C[C@H]2CO[C@@H]([C@H]2CO)c2ccc(O)c(OC)c2)ccc1O CAS:27003-73-2 CAS:83327-19-9 KEGG:C10646 KNApSAcK:C00000602 MetaCyc:CPD-8907 PMID:21138310 PMID:21679690 PMID:21973054 PMID:22218086 PMID:8262939 Wikipedia:Lariciresinol (+)-lariciresinol 4-[(2S,3R,4R)-4-(4-hydroxy-3-methoxybenzyl)-3-(hydroxymethyl)tetrahydrofuran-2-yl]-2-methoxyphenol chebi_ontology Lariciresinol CHEBI:67246 (+)-lariciresinol (+)-lariciresinol CHEBI:67246 CAS:27003-73-2 KEGG COMPOUND CAS:83327-19-9 ChemIDplus MetaCyc:CPD-8907 SUBMITTER PMID:21138310 Europe PMC PMID:21679690 Europe PMC PMID:21973054 Europe PMC PMID:22218086 Europe PMC PMID:8262939 SUBMITTER (+)-lariciresinol UniProt 4-[(2S,3R,4R)-4-(4-hydroxy-3-methoxybenzyl)-3-(hydroxymethyl)tetrahydrofuran-2-yl]-2-methoxyphenol IUPAC Lariciresinol ChemIDplus A member of the class of pterocarpans that is the 3-O-methyl ether of (+)-6a-hydroxymaackiain (the 6aR,12aR stereoisomer). A phytoalexin found in pods of garden peas (Pisum sativum) and other plants of the pea family, including Tephrosia candida. 0 C17H14O6 InChI=1S/C17H14O6/c1-19-9-2-3-10-12(4-9)20-7-17(18)11-5-14-15(22-8-21-14)6-13(11)23-16(10)17/h2-6,16,18H,7-8H2,1H3/t16-,17+/m1/s1 LZMRDTLRSDRUSU-SJORKVTESA-N 314.28950 314.07904 [H][C@]12Oc3cc4OCOc4cc3[C@@]1(O)COc1cc(OC)ccc21 CHEBI:8250 CAS:469-01-2 HMDB:HMDB0033732 KEGG:C10516 KNApSAcK:C00000651 LIPID_MAPS_instance:LMPK12070126 MetaCyc:CPD-3944 PMID:13734533 PMID:17707445 PMID:21510635 Reaxys:5856502 (+)-pisatin (6aR,12aR)-3-methoxy-6H-[1.3]-dioxolo[5,6][1]benzofuro[3,2-c]chromen-6a(12aH)-ol chebi_ontology (6aR,cis)-3-methoxy-6H-(1,3)dioxolo(3,2-c)(1)benzopyran-6a(12aH)-ol (6aR,cis)-6a-hydroxy-3-methoxy-8,9-methylenedioxy peterocarpan 6a-hydroxy-3-methoxy-8,9-methylenedioxypterocarpan Pisatin CHEBI:67347 (+)-pisatin (+)-pisatin CHEBI:67347 CAS:469-01-2 ChemIDplus CAS:469-01-2 KEGG COMPOUND LIPID_MAPS_instance:LMPK12070126 LIPID MAPS PMID:13734533 Europe PMC PMID:17707445 Europe PMC PMID:21510635 Europe PMC Reaxys:5856502 Reaxys (+)-pisatin UniProt (6aR,12aR)-3-methoxy-6H-[1.3]-dioxolo[5,6][1]benzofuro[3,2-c]chromen-6a(12aH)-ol IUPAC (6aR,cis)-3-methoxy-6H-(1,3)dioxolo(3,2-c)(1)benzopyran-6a(12aH)-ol ChemIDplus (6aR,cis)-6a-hydroxy-3-methoxy-8,9-methylenedioxy peterocarpan ChEBI 6a-hydroxy-3-methoxy-8,9-methylenedioxypterocarpan ChEBI Pisatin KEGG_COMPOUND A quercetin O-glycoside that is quercetin with a beta-D-galactosyl residue attached at position 3. Isolated from Artemisia capillaris, it exhibits hepatoprotective activity. 0 C21H20O12 InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1 OVSQVDMCBVZWGM-DTGCRPNFSA-N 464.37630 464.09548 OC[C@H]1O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2ccc(O)c(O)c2)[C@H](O)[C@@H](O)[C@H]1O CHEBI:5836 CAS:482-36-0 HMDB:HMDB0030775 KEGG:C10073 KNApSAcK:C00005372 LINCS:LSM-5907 LIPID_MAPS_instance:LMPK12112041 PMID:21428416 PMID:22324400 PMID:23220618 PMID:23291593 PMID:23835282 PMID:24173369 Reaxys:100990 Wikipedia:Hyperoside 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-galactopyranoside chebi_ontology 2-(3,4-dihydroxyphenyl)-3-(beta-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one Hyperin Hyperoside Quercetin 3-galactoside quercetin 3-O-galactoside CHEBI:67486 quercetin 3-O-beta-D-galactopyranoside CHEBI:67486 CAS:482-36-0 ChemIDplus LIPID_MAPS_instance:LMPK12112041 LIPID MAPS PMID:21428416 Europe PMC PMID:22324400 Europe PMC PMID:23220618 Europe PMC PMID:23291593 Europe PMC PMID:23835282 Europe PMC PMID:24173369 Europe PMC Reaxys:100990 Reaxys 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-galactopyranoside IUPAC 2-(3,4-dihydroxyphenyl)-3-(beta-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one ChemIDplus Hyperin KEGG_COMPOUND Hyperoside ChemIDplus Quercetin 3-galactoside KEGG_COMPOUND quercetin 3-O-galactoside ChEBI A pentacyclic triterpenoid that is beta-amyrin in which one of the hydrogens of the methyl group at position 28 has been replaced by a hydroxy group. It is a plant metabolite found in olive oil as well as in Rhododendron ferrugineum and other Rhododendron species. 0 C30H50O2 InChI=1S/C30H50O2/c1-25(2)14-16-30(19-31)17-15-28(6)20(21(30)18-25)8-9-23-27(5)12-11-24(32)26(3,4)22(27)10-13-29(23,28)7/h8,21-24,31-32H,9-19H2,1-7H3/t21-,22-,23+,24-,27-,28+,29+,30+/m0/s1 PSZDOEIIIJFCFE-OSQDELBUSA-N 442.71680 442.38108 CC1(C)CC[C@]2(CO)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2C1 AGR:IND21806547 AGR:IND43745334 CAS:545-48-2 HMDB:HMDB0002360 KNApSAcK:C00019065 MetaCyc:CPD-14499 PMID:15522132 PMID:18384095 PMID:21443171 PMID:23587059 Reaxys:2340203 erythrodiol olean-12-ene-3beta,28-diol chebi_ontology (3beta)-olean-12-ene-3,28-diol 3beta,28-dihydroxy-ole-12-ene 3beta-erythrodiol oleanolic alcohol CHEBI:67939 erythrodiol CHEBI:67939 AGR:IND21806547 Europe PMC AGR:IND43745334 Europe PMC CAS:545-48-2 ChemIDplus PMID:15522132 Europe PMC PMID:18384095 Europe PMC PMID:21443171 Europe PMC PMID:23587059 Europe PMC Reaxys:2340203 Reaxys erythrodiol UniProt olean-12-ene-3beta,28-diol IUPAC (3beta)-olean-12-ene-3,28-diol ChemIDplus 3beta,28-dihydroxy-ole-12-ene ChEBI 3beta-erythrodiol MetaCyc oleanolic alcohol ChEBI A ginsenoside found in Panax ginseng and Panax japonicus var. major that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy group at position 3 has been converted to the corresponding beta-D-glucopyranosyl-beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position. 0 C42H72O13 InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42-/m0/s1 RWXIFXNRCLMQCD-JBVRGBGGSA-N 785.01330 784.49729 [H][C@@]1(CC[C@]2(C)[C@]1([H])[C@H](O)C[C@]1([H])[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@]3([H])CC[C@@]21C)[C@@](C)(O)CCC=C(C)C CAS:14197-60-5 HMDB:HMDB0039546 MetaCyc:CPD-12102 PMID:18256474 PMID:21417387 PMID:21987607 PMID:22253055 PMID:22310172 PMID:22366885 PMID:22406998 PMID:22427454 PMID:22454193 PMID:22922739 PMID:22975507 PMID:23053497 PMID:23054007 PMID:23074894 PMID:23628402 PMID:23649337 PMID:23717166 PMID:23750847 PMID:23766864 PMID:23783960 PMID:23790926 Reaxys:5720812 (20S)-ginsenoside Rg3 (3beta,12beta)-12,20-dihydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside chebi_ontology (20S)-propanaxadiol 20S-propanaxadiol dammar-24-ene-12beta,20-diol, 3-beta-((2-O-beta-D-glucopyranosyl-beta-D-glucopyransoyl)oxy)- ginsenoside Rg3 CHEBI:67991 (20S)-ginsenoside Rg3 (20S)-ginsenoside Rg3 CHEBI:67991 CAS:14197-60-5 ChemIDplus PMID:18256474 Europe PMC PMID:21417387 Europe PMC PMID:21987607 Europe PMC PMID:22253055 Europe PMC PMID:22310172 Europe PMC PMID:22366885 Europe PMC PMID:22406998 Europe PMC PMID:22427454 Europe PMC PMID:22454193 Europe PMC PMID:22922739 Europe PMC PMID:22975507 Europe PMC PMID:23053497 Europe PMC PMID:23054007 Europe PMC PMID:23074894 Europe PMC PMID:23628402 Europe PMC PMID:23649337 Europe PMC PMID:23717166 Europe PMC PMID:23750847 Europe PMC PMID:23766864 Europe PMC PMID:23783960 Europe PMC PMID:23790926 Europe PMC Reaxys:5720812 Reaxys (20S)-ginsenoside Rg3 UniProt (3beta,12beta)-12,20-dihydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside IUPAC (20S)-propanaxadiol ChemIDplus 20S-propanaxadiol ChemIDplus dammar-24-ene-12beta,20-diol, 3-beta-((2-O-beta-D-glucopyranosyl-beta-D-glucopyransoyl)oxy)- ChemIDplus ginsenoside Rg3 ChEBI ginsenoside Rg3 ChemIDplus A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. 0 C9H10O5 InChI=1S/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12) JMSVCTWVEWCHDZ-UHFFFAOYSA-N 198.17270 198.05282 COc1cc(cc(OC)c1O)C(O)=O CHEBI:9379 CAS:530-57-4 KEGG:C10833 KNApSAcK:C00002674 LINCS:LSM-19009 PMID:21192716 PMID:21261296 Reaxys:2115262 Wikipedia:Syringic_acid 4-hydroxy-3,5-dimethoxybenzoic acid chebi_ontology Cedar acid Gallic acid 3,5-dimethyl ether CHEBI:68329 syringic acid syringic acid CHEBI:68329 CAS:530-57-4 ChemIDplus CAS:530-57-4 KEGG COMPOUND PMID:21192716 Europe PMC PMID:21261296 Europe PMC Reaxys:2115262 Reaxys 4-hydroxy-3,5-dimethoxybenzoic acid IUPAC Cedar acid ChEBI Gallic acid 3,5-dimethyl ether KEGG_COMPOUND A quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 3. Isolated from Lepisorus contortus, it exhibits antineoplastic activityand has been found to decrease the rate of polymerization and sickling of red blood cells 0 C21H20O12 InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1 OVSQVDMCBVZWGM-QSOFNFLRSA-N 464.379 464.09548 OC[C@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O CAS:21637-25-2 CAS:482-35-9 HMDB:HMDB0037362 KEGG:C05623 KNApSAcK:C00005373 LINCS:LSM-5818 PDBeChem:HW2 PMID:21261296 PMID:23856528 PMID:28702430 PMID:29141065 PMID:29317330 PMID:29852784 PMID:30365939 PMID:30652973 PMID:30817903 PMID:31063809 PMID:31271108 PMID:31315526 PMID:31441715 PMID:31500646 PMID:31577306 PMID:31639004 PMID:31677037 PMID:31679851 PMID:31712059 PMID:31715232 PMID:31844103 PMID:31870463 Reaxys:100989 Wikipedia:Isoquercetin 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucopyranoside chebi_ontology 2-(3,4-Dihidroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one Isoquercitrin Isotrifoliin isoquercetin CHEBI:68352 quercetin 3-O-beta-D-glucopyranoside CHEBI:68352 CAS:21637-25-2 KEGG COMPOUND CAS:482-35-9 ChemIDplus PMID:21261296 Europe PMC PMID:23856528 Europe PMC PMID:28702430 Europe PMC PMID:29141065 Europe PMC PMID:29317330 Europe PMC PMID:29852784 Europe PMC PMID:30365939 Europe PMC PMID:30652973 Europe PMC PMID:30817903 Europe PMC PMID:31063809 Europe PMC PMID:31271108 Europe PMC PMID:31315526 Europe PMC PMID:31441715 Europe PMC PMID:31500646 Europe PMC PMID:31577306 Europe PMC PMID:31639004 Europe PMC PMID:31677037 Europe PMC PMID:31679851 Europe PMC PMID:31712059 Europe PMC PMID:31715232 Europe PMC PMID:31844103 Europe PMC PMID:31870463 Europe PMC Reaxys:100989 Reaxys 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucopyranoside IUPAC 2-(3,4-Dihidroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one KEGG_COMPOUND 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one ChEBI Isoquercitrin KEGG_COMPOUND Isotrifoliin KEGG_COMPOUND isoquercetin ChEBI An alpha-D-glucoside consisting of D-glucitol having an alpha-D-glucosyl residue attached at the 4-position. Used as a sugar substitute. 0 C12H24O11 InChI=1S/C12H24O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4-21H,1-3H2/t4-,5+,6+,7+,8+,9-,10+,11+,12+/m0/s1 VQHSOMBJVWLPSR-WUJBLJFYSA-N 344.31240 344.13186 OC[C@H](O)[C@@H](O)[C@H](O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CO CAS:585-88-6 GlyGen:G24381FI GlyTouCan:G24381FI HMDB:HMDB0002928 KEGG:D04845 MetaCyc:CPD-3609 PMID:15063216 PMID:20370946 PMID:20465435 PMID:21179684 PMID:21481716 PMID:21834103 PMID:21951305 PMID:22585934 PMID:22735334 Reaxys:89983 Wikipedia:Maltitol alpha-D-glucopyranosyl-(1->4)-D-glucitol chebi_ontology (2S,3R,4R,5R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}hexane-1,2,3,5,6-pentol 4-O-alpha-D-glucopyranosyl-D-glucitol D-Maltitol WURCS=2.0/2,2,1/[h2122h][a2122h-1a_1-5]/1-2/a4-b1 alpha-D-Glc-(1->4)-D-Glc-ol alpha-D-Glcp-(1->4)-D-Glc-ol alpha-D-glucosyl-(1->4)-D-glucitol CHEBI:68428 maltitol maltitol CHEBI:68428 CAS:585-88-6 ChemIDplus PMID:15063216 Europe PMC PMID:20370946 Europe PMC PMID:20465435 Europe PMC PMID:21179684 Europe PMC PMID:21481716 Europe PMC PMID:21834103 Europe PMC PMID:21951305 Europe PMC PMID:22585934 Europe PMC PMID:22735334 Europe PMC Reaxys:89983 Reaxys alpha-D-glucopyranosyl-(1->4)-D-glucitol IUPAC (2S,3R,4R,5R)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}hexane-1,2,3,5,6-pentol IUPAC 4-O-alpha-D-glucopyranosyl-D-glucitol IUPAC D-Maltitol ChemIDplus WURCS=2.0/2,2,1/[h2122h][a2122h-1a_1-5]/1-2/a4-b1 GlyTouCan alpha-D-Glc-(1->4)-D-Glc-ol ChEBI alpha-D-Glcp-(1->4)-D-Glc-ol ChEBI alpha-D-glucosyl-(1->4)-D-glucitol ChEBI CHEBI:68465 A proanthocyanidin found in Cinnamomum cassia and Cinnamomum zeylanicum. 0 C45H36O18 InChI=1S/C45H36O18/c46-18-10-27(54)33-31(11-18)62-45(17-3-6-22(49)26(53)9-17)44(59)38(33)36-32(63-45)14-29(56)35-37(39(58)41(61-43(35)36)16-2-5-21(48)25(52)8-16)34-28(55)13-23(50)19-12-30(57)40(60-42(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-41,44,46-59H,12H2/t30-,37+,38-,39-,40-,41-,44-,45+/m1/s1 BYSRPHRKESMCPO-LQNPQWRQSA-N 864.75650 864.19016 O[C@@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4c3c(O)cc3O[C@@]5(Oc6cc(O)cc(O)c6[C@@H]([C@H]5O)c43)c3ccc(O)c(O)c3)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1 KEGG:C17631 PMID:21875098 Reaxys:4227704 (2R,3R,4S,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H,8H,14H-8,14-methano-1,7,9-trioxabenzo[6,7]cycloocta[1,2-a]naphthalene-3,5,11,13,15-pentol chebi_ontology CHEBI:69304 cinnamtannin B-1 CHEBI:69304 PMID:21875098 Europe PMC Reaxys:4227704 Reaxys (2R,3R,4S,8S,14R,15R)-2,8-bis(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H,8H,14H-8,14-methano-1,7,9-trioxabenzo[6,7]cycloocta[1,2-a]naphthalene-3,5,11,13,15-pentol IUPAC A member of the class of 7-hydroxyisoflavones which consists of isoflavone substituted by hydroxy groups at positions 5, 7, 3' and 4'. It has been isolated from the mycelia of Cordyceps sinensis. 0 C15H10O6 InChI=1S/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19H IOYHCQBYQJQBSK-UHFFFAOYSA-N 286.23630 286.04774 Oc1cc(O)c2c(c1)occ(-c1ccc(O)c(O)c1)c2=O CHEBI:7786 CAS:480-23-9 HMDB:HMDB0041658 KEGG:C10510 KNApSAcK:C00002554 LIPID_MAPS_instance:LMPK12050251 PMID:1734888 PMID:19637114 PMID:21312307 PMID:21848266 PMID:23698223 Reaxys:292790 Wikipedia:Orobol 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one chebi_ontology 3',4',5,7-tetrahydroxyisoflavone 3'-hydroxygenistein 5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-4-1H-benzopyran-4-one isoluteolin norsantal santol CHEBI:69437 orobol CHEBI:69437 CAS:480-23-9 ChemIDplus CAS:480-23-9 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050251 LIPID MAPS PMID:1734888 Europe PMC PMID:19637114 Europe PMC PMID:21312307 Europe PMC PMID:21848266 Europe PMC PMID:23698223 Europe PMC Reaxys:292790 Reaxys 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one IUPAC 3',4',5,7-tetrahydroxyisoflavone ChEBI 3'-hydroxygenistein ChEBI 5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-4-1H-benzopyran-4-one ChemIDplus isoluteolin ChemIDplus norsantal LIPID_MAPS santol ChEBI 0 C9H10O3 InChI=1S/C9H10O3/c1-6(10)8-4-3-7(12-2)5-9(8)11/h3-5,11H,1-2H3 UILPJVPSNHJFIK-UHFFFAOYSA-N 166.17390 166.06299 COc1ccc(C(C)=O)c(O)c1 CHEBI:7890 CAS:552-41-0 KEGG:C10712 KNApSAcK:C00002704 LINCS:LSM-24937 PMID:21954959 Paeonol chebi_ontology 1-(2-Hydroxy-4-methoxyphenyl)ethanone 4-O-Methylresacetophenone CHEBI:69581 Paeonol Paeonol CHEBI:69581 CAS:552-41-0 ChemIDplus CAS:552-41-0 KEGG COMPOUND PMID:21954959 Europe PMC Paeonol KEGG_COMPOUND 1-(2-Hydroxy-4-methoxyphenyl)ethanone ChEBI 4-O-Methylresacetophenone ChEBI A glycosyloxyflavone that consists of myricetin attached to a alpha-L-rhamnopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Myrica cerifera, it exhibits anti-allergic activity. 0 C21H20O12 InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m0/s1 DCYOADKBABEMIQ-OWMUPTOHSA-N 464.37630 464.09548 C[C@@H]1O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2cc(O)c(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O CHEBI:7054 CAS:17912-87-7 HMDB:HMDB0034360 KEGG:C10108 KNApSAcK:C00005730 LIPID_MAPS_instance:LMPK12112436 PMID:21141876 PMID:21315136 PMID:21328132 PMID:21689712 PMID:23123269 PMID:23265454 Patent:US2012015090 Patent:WO2010110334 Reaxys:69806 Wikipedia:Myricitrin 5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside Myricitrin chebi_ontology 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-benzopyran-4-one Myricetin 3-O-rhamnoside Myricitroside myricetin 3-O-alpha-L-rhamnopyranoside CHEBI:70082 myricitrin myricitrin CHEBI:70082 CAS:17912-87-7 ChemIDplus CAS:17912-87-7 KEGG COMPOUND LIPID_MAPS_instance:LMPK12112436 LIPID MAPS PMID:21141876 Europe PMC PMID:21315136 Europe PMC PMID:21328132 Europe PMC PMID:21689712 Europe PMC PMID:23123269 Europe PMC PMID:23265454 Europe PMC Reaxys:69806 Reaxys 5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside IUPAC Myricitrin KEGG_COMPOUND 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-benzopyran-4-one ChEBI Myricetin 3-O-rhamnoside KEGG_COMPOUND Myricitroside ChemIDplus myricetin 3-O-alpha-L-rhamnopyranoside ChEBI 0 C16H16O7 InChI=1S/C16H16O7/c1-22-16-11(19)2-7(3-12(16)20)15-13(21)6-9-10(18)4-8(17)5-14(9)23-15/h2-5,13,15,17-21H,6H2,1H3/t13-,15-/m1/s1 ITDYPNOEEHONAH-UKRRQHHQSA-N 320.29400 320.08960 COc1c(O)cc(cc1O)[C@H]1Oc2cc(O)cc(O)c2C[C@H]1O PMID:21080642 chebi_ontology (2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol Ourateacatechin CHEBI:70253 4'-O-methylepigallocatechin 4'-O-methylepigallocatechin CHEBI:70253 PMID:21080642 Europe PMC (2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol ChEBI Ourateacatechin ChEBI 0 C16H16O6 InChI=1S/C16H16O6/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16/h2-6,13,16-20H,7H2,1H3/t13-,16-/m1/s1 NJHJXXLBWQXMRO-CZUORRHYSA-N 304.29460 304.09469 COc1cc(ccc1O)[C@H]1Oc2cc(O)cc(O)c2C[C@H]1O HMDB:HMDB0029175 PMID:21080642 chebi_ontology (2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol Symplocosidin CHEBI:70254 3'-O-methylepicatechin 3'-O-methylepicatechin CHEBI:70254 PMID:21080642 Europe PMC (2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol ChEBI Symplocosidin ChEBI A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epicatechin. A natural product found in Parapiptadenia rigida. 0 C22H18O10 InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1 LSHVYAFMTMFKBA-TZIWHRDSSA-N 442.37230 442.09000 Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c1ccc(O)c(O)c1 AGR:IND43993834 CAS:1257-08-5 HMDB:HMDB0037944 LINCS:LSM-3115 PMID:18560275 PMID:21080642 Reaxys:65603 Wikipedia:Epicatechin_gallate [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate chebi_ontology (-)-cis-3,3',4',5,7-pentahydroxyflavane 3-gallate 3-O-galloylepicatechin 3-gallate(-)-epicatechol ECG Teatannin CHEBI:70255 (-)-epicatechin-3-O-gallate (-)-epicatechin-3-O-gallate CHEBI:70255 AGR:IND43993834 Europe PMC CAS:1257-08-5 ChemIDplus PMID:18560275 Europe PMC PMID:21080642 Europe PMC Reaxys:65603 Reaxys [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate IUPAC (-)-cis-3,3',4',5,7-pentahydroxyflavane 3-gallate HMDB 3-O-galloylepicatechin HMDB 3-gallate(-)-epicatechol HMDB ECG HMDB Teatannin HMDB 0 C23H20O11 InChI=1S/C23H20O11/c1-32-22-16(28)2-9(3-17(22)29)21-19(8-12-13(25)6-11(24)7-18(12)33-21)34-23(31)10-4-14(26)20(30)15(27)5-10/h2-7,19,21,24-30H,8H2,1H3/t19-,21-/m1/s1 NPUWDJQZPQKPAA-TZIWHRDSSA-N 472.39830 472.10056 COc1c(O)cc(cc1O)[C@H]1Oc2cc(O)cc(O)c2C[C@H]1OC(=O)c1cc(O)c(O)c(O)c1 PMID:21080642 chebi_ontology [(2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate CHEBI:70256 4'-O-methylepigallocatechin-3-O-gallate 4'-O-methylepigallocatechin-3-O-gallate CHEBI:70256 PMID:21080642 Europe PMC [(2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate ChEBI 0 C40H56O InChI=1S/C40H56O/c1-30(19-13-20-32(3)24-25-35-33(4)23-15-26-38(35,6)7)17-11-12-18-31(2)21-14-22-34(5)36-29-37-39(8,9)27-16-28-40(37,10)41-36/h11-14,17-22,24-25,29,36H,15-16,23,26-28H2,1-10H3/b12-11+,19-13+,21-14+,25-24+,30-17+,31-18+,32-20+,34-22+ GFPJSSAOISEBQL-FZKBJVJCSA-N 552.874 552.43312 CC(/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)=C\C=C\C=C(C)\C=C\C=C(/C)C1OC2(C)CCCC(C)(C)C2=C1 CAS:515-06-0 HMDB:HMDB0036869 KEGG:C08605 KNApSAcK:C00003779 Mutatochrome chebi_ontology Citroxanthin CHEBI:7037 Mutatochrome CHEBI:7037 CAS:515-06-0 KEGG COMPOUND Mutatochrome KEGG_COMPOUND Citroxanthin KEGG_COMPOUND COMe:PRX000322 KEGG:C05782 Myoglobin chebi_ontology vertebrate myoglobin CHEBI:7044 Further classification will be integrated for this class myoglobin myoglobin CHEBI:7044 Myoglobin KEGG_COMPOUND vertebrate myoglobin COMe An N-acylglycine that is hippuric acid (N-benzoylglycine) substituted at position 3 on the phenyl ring by a hydroxy group. 0 C9H9NO4 InChI=1S/C9H9NO4/c11-7-3-1-2-6(4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13) XDOFWFNMYJRHEW-UHFFFAOYSA-N 195.17210 195.05316 OC(=O)CNC(=O)c1cccc(O)c1 CAS:1637-75-8 DrugBank:DB07069 HMDB:HMDB0006116 PDBeChem:3XH PMID:13295242 PMID:22372405 PMID:22770225 Reaxys:2110259 N-(3-hydroxybenzoyl)glycine [(3-hydroxybenzoyl)amino]acetic acid chebi_ontology 2-[(3-hydroxyphenyl)formamido]acetic acid 3-hydroxybenzoylglycine 3-hydroxyhippuric acid CHEBI:70824 m-hydroxyhippuric acid m-hydroxyhippuric acid CHEBI:70824 CAS:1637-75-8 ChemIDplus PMID:13295242 Europe PMC PMID:22372405 Europe PMC PMID:22770225 Europe PMC Reaxys:2110259 Reaxys N-(3-hydroxybenzoyl)glycine IUPAC [(3-hydroxybenzoyl)amino]acetic acid IUPAC 2-[(3-hydroxyphenyl)formamido]acetic acid DrugBank 3-hydroxybenzoylglycine HMDB 3-hydroxyhippuric acid HMDB A beta-diketone that is methane in which two of the hydrogens are substituted by 4-hydroxycinnamoyl groups. 0 C19H16O4 InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+ PREBVFJICNPEKM-YDWXAUTNSA-N 308.32790 308.10486 Oc1ccc(cc1)\C=C\C(=O)CC(=O)\C=C\c1ccc(O)cc1 CAS:24939-16-0 CAS:33171-05-0 KEGG:C17743 MetaCyc:CPD-12188 PMID:20953820 PMID:21041675 PMID:21136025 PMID:21484077 PMID:21640982 PMID:21856253 PMID:21933103 PMID:21941764 PMID:21968952 PMID:22029407 PMID:22145830 PMID:22156608 PMID:22207005 PMID:22237476 PMID:22434443 PMID:22457548 PMID:22531131 PMID:22566109 PMID:22725836 PMID:22753036 PMID:22768090 PMID:22849866 PMID:22928089 PMID:22980852 PMID:23079892 Patent:US2006258752 Patent:US2010048957 Patent:WO2007011674 Reaxys:3149384 (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione bisdemethoxycurcumin chebi_ontology 1,7-Bis(4-hydroxyphenyl)-1,6-Heptadiene-3,5-dione Bis(4-hydroxycinnamoyl)methane Bis(p-hydroxycinnamoyl)methane Curcumin III Didemethoxycurcumin CHEBI:71045 bisdemethoxycurcumin bisdemethoxycurcumin CHEBI:71045 CAS:24939-16-0 ChemIDplus CAS:24939-16-0 KEGG COMPOUND CAS:33171-05-0 ChemIDplus PMID:20953820 Europe PMC PMID:21041675 SUBMITTER PMID:21136025 Europe PMC PMID:21484077 Europe PMC PMID:21640982 Europe PMC PMID:21856253 Europe PMC PMID:21933103 Europe PMC PMID:21941764 Europe PMC PMID:21968952 Europe PMC PMID:22029407 Europe PMC PMID:22145830 Europe PMC PMID:22156608 Europe PMC PMID:22207005 Europe PMC PMID:22237476 Europe PMC PMID:22434443 Europe PMC PMID:22457548 Europe PMC PMID:22531131 Europe PMC PMID:22566109 Europe PMC PMID:22725836 Europe PMC PMID:22753036 Europe PMC PMID:22768090 Europe PMC PMID:22849866 Europe PMC PMID:22928089 Europe PMC PMID:22980852 Europe PMC PMID:23079892 Europe PMC Reaxys:3149384 Reaxys (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione IUPAC bisdemethoxycurcumin UniProt 1,7-Bis(4-hydroxyphenyl)-1,6-Heptadiene-3,5-dione HMDB Bis(4-hydroxycinnamoyl)methane ChemIDplus Bis(p-hydroxycinnamoyl)methane ChemIDplus Curcumin III ChemIDplus Didemethoxycurcumin ChemIDplus An aryl sulfate that is quinol (hydroquinone) with one of the two hydroxy groups substituted by a sulfo group. 0 C6H6O5S InChI=1S/C6H6O5S/c7-5-1-3-6(4-2-5)11-12(8,9)10/h1-4,7H,(H,8,9,10) FPXPQMOQWJZYBL-UHFFFAOYSA-N 190.175 189.99359 C=1C=C(C=CC1OS(O)(=O)=O)O CAS:17438-29-8 PMID:22770225 PMID:6046551 PMID:6880243 Reaxys:2050080 4-hydroxyphenyl hydrogen sulfate chebi_ontology 1,4-Benzenediol, mono(hydrogen sulfate) Hydroquinone mono(hydrogen sulfate) hydroquinone monosulfate hydroquinone sulfate quinol monosulfate CHEBI:71062 quinol sulfate quinol sulfate CHEBI:71062 CAS:17438-29-8 ChemIDplus PMID:22770225 Europe PMC PMID:6046551 Europe PMC PMID:6880243 Europe PMC Reaxys:2050080 Reaxys 4-hydroxyphenyl hydrogen sulfate IUPAC 1,4-Benzenediol, mono(hydrogen sulfate) ChemIDplus Hydroquinone mono(hydrogen sulfate) ChemIDplus hydroquinone monosulfate ChEBI hydroquinone sulfate ChEBI quinol monosulfate ChEBI A type of tannin usually found in brown algae such as kelps and rockweeds. Unlike the hydrolysable or condensed tannins, these compounds are oligomers of phloroglucinol. Wikipedia:Phlorotannin chebi_ontology phlorotannins CHEBI:71222 phlorotannin phlorotannin CHEBI:71222 phlorotannins ChEBI A a gallocatechin that has (2S,3R)-configuration. 0 C15H14O7 InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15+/m1/s1 XMOCLSLCDHWDHP-DOMZBBRYSA-N 306.26750 306.07395 O[C@@H]1Cc2c(O)cc(O)cc2O[C@H]1c1cc(O)c(O)c(O)c1 Chemspider:8058656 Wikipedia:Gallocatechol (2S,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol chebi_ontology (2S,3R)-(-)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol (2S,3R)-flavan-3,3',4',5,5',7-hexol (2S,3R)-flavan-3,5,7,3',4',5'-hexol (2S,3R)-gallocatechin ent-gallocatechin CHEBI:71225 (-)-gallocatechin (-)-gallocatechin CHEBI:71225 (2S,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol IUPAC (2S,3R)-(-)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol ChEBI (2S,3R)-flavan-3,3',4',5,5',7-hexol ChEBI (2S,3R)-flavan-3,5,7,3',4',5'-hexol ChEBI (2S,3R)-gallocatechin ChEBI ent-gallocatechin ChEBI Any ketone that is 1,3-diphenylpropanone and its derivatives obtained by substitution. chebi_ontology CHEBI:71230 dihydrochalcones dihydrochalcones CHEBI:71230 Members of the class of tetrahydrochromenochromene that consists of a cis-fused tetrahydrochromeno[3,4-b]chromene skeleton and its substituted derivatives. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds. Wikipedia:Rotenoids chebi_ontology rotenoids CHEBI:71543 rotenoid rotenoid CHEBI:71543 rotenoids ChEBI Any 1-benzopyran with an aryl substituent at position 4. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds. Wikipedia:Neoflavonoid chebi_ontology 4-aryl-1-benzopyran 4-aryl-1-benzopyrans neoflavonoids CHEBI:71971 neoflavonoid neoflavonoid CHEBI:71971 4-aryl-1-benzopyran ChEBI 4-aryl-1-benzopyrans ChEBI neoflavonoids ChEBI A member of the class of flavans in which one or more ring hydrogens are replaced by hydroxy groups. CHEBI:24036 chebi_ontology flavanols hydroxyflavans CHEBI:72010 hydroxyflavan hydroxyflavan CHEBI:72010 flavanols ChEBI hydroxyflavans ChEBI Any organic molecular entity whose stucture is based on derivatives of a phenyl-substituted 1-phenylpropane possessing a C15 or C16 skeleton, or such a structure which is condensed with a C6-C3 lignan precursors. The term is a 'superclass' comprising all members of the classes of flavonoid, isoflavonoid, neoflavonoid, chalcones, dihydrochalcones, aurones, pterocarpan, coumestans, rotenoid, flavonolignan, homoflavonoid and flavonoid oligomers. Originally restricted to natural products, the term is also applied to synthetic compounds related to them. Wikipedia:Flavonoids chebi_ontology flavonoid CHEBI:72544 flavonoids flavonoids CHEBI:72544 flavonoid ChEBI Any isoflavonoid with a 3,4-dihydro-3-aryl-2H-1-benzopyran skeleton and its substituted derivatives. 0 C15HOR13 197.168 197.00274 [*]c1c([*])c([*])c(C2C([*])([*])Oc3c([*])c([*])c([*])c([*])c3C2([*])[*])c([*])c1[*] chebi_ontology CHEBI:72572 isoflavans isoflavans CHEBI:72572 Members of the class of benzofurochromene with a 6H-[1]benzofuro[3,2-c]chromene skeleton and its substituted derivatives. They are the 3,4-didehydroderivatives of pterocarpans. 0 C15O2R10 212.15930 211.98983 [*]c1c([*])c([*])c-2c(OC([*])([*])c3c-2oc2c([*])c([*])c([*])c([*])c32)c1[*] chebi_ontology pterocarpenes CHEBI:72577 coumestans coumestans CHEBI:72577 pterocarpenes ChEBI A member of the class of coumestans that is 6H-[1]benzofuro[3,2-c]chromene substituted by an oxo group at position 6. 0 C15H8O3 InChI=1S/C15H8O3/c16-15-13-9-5-1-3-7-11(9)17-14(13)10-6-2-4-8-12(10)18-15/h1-8H JBIZUYWOIKFETJ-UHFFFAOYSA-N 236.22220 236.04734 O=c1oc2ccccc2c2oc3ccccc3c12 CAS:479-12-9 PMID:23311976 Reaxys:208415 Wikipedia:Coumestan 6H-[1]benzofuro[3,2-c]chromen-6-one chebi_ontology 6H-Benzofuro(3,2-c)(1)benzopyran-6-one Benzofurano(3',2':3,4)coumarin CHEBI:72578 coumestan coumestan CHEBI:72578 CAS:479-12-9 ChemIDplus PMID:23311976 Europe PMC Reaxys:208415 Reaxys 6H-[1]benzofuro[3,2-c]chromen-6-one IUPAC 6H-Benzofuro(3,2-c)(1)benzopyran-6-one ChemIDplus Benzofurano(3',2':3,4)coumarin ChemIDplus An HETE having a 9-hydroxy group and (5E)-, (7Z)-, (11Z)- and (14Z)-double bonds. 0 C20H32O3 InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-10-13-16-19(21)17-14-11-9-12-15-18-20(22)23/h6-7,9-11,13-14,17,19,21H,2-5,8,12,15-16,18H2,1H3,(H,22,23)/b7-6-,11-9+,13-10-,17-14- KATOYYZUTNAWSA-DLJQHUEDSA-N 320.46630 320.23514 CCCCC\C=C/C\C=C/CC(O)\C=C/C=C/CCCC(O)=O HMDB:HMDB0010222 LIPID_MAPS_instance:LMFA03060058 (5E,7Z,11Z,14Z)-9-hydroxyicosa-5,7,11,14-tetraenoic acid chebi_ontology 9-HETE eicosatetraenoic acid CHEBI:72785 9-hydroxy-5E,7Z,11Z,14Z-eicosatetraenoic acid 9-hydroxy-5E,7Z,11Z,14Z-eicosatetraenoic acid CHEBI:72785 LIPID_MAPS_instance:LMFA03060058 LIPID MAPS (5E,7Z,11Z,14Z)-9-hydroxyicosa-5,7,11,14-tetraenoic acid IUPAC 9-HETE LIPID_MAPS A 20-carbon, polyunsaturated fatty acid having two double bonds at unspecified positions. 0 C20H36O2 308.49864 308.27153 CHEBI:131419 PMID:23475189 chebi_ontology 20:2 C20:2 eicosadienoic acid eicosadienoic acids icosadienoic acids CHEBI:72850 icosadienoic acid icosadienoic acid CHEBI:72850 PMID:23475189 Europe PMC 20:2 ChEBI C20:2 ChEBI eicosadienoic acid ChEBI eicosadienoic acids ChEBI icosadienoic acids ChEBI The simplest member of the class of pterocarpans that is 6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene. 0 C15H12O2 InChI=1S/C15H12O2/c1-4-8-14-10(5-1)12-9-16-13-7-3-2-6-11(13)15(12)17-14/h1-8,12,15H,9H2 LZEPVVDVBJUKSG-UHFFFAOYSA-N 224.25460 224.08373 C1Oc2ccccc2C2Oc3ccccc3C12 Reaxys:1315790 6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene chebi_ontology chromanocumaran CHEBI:73033 pterocarpan pterocarpan CHEBI:73033 Reaxys:1315790 Reaxys 6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene IUPAC chromanocumaran ChEBI An isothiocyanate with the formula CH2=CHCH2N=C=S. A colorless oil with boiling point 152degreeC, it is responsible for the pungent taste of mustard, horseradish, and wasabi. 0 C4H5NS InChI=1S/C4H5NS/c1-2-3-5-4-6/h2H,1,3H2 ZOJBYZNEUISWFT-UHFFFAOYSA-N 99.15400 99.01427 C=CCN=C=S CAS:57-06-7 HMDB:HMDB0005843 KEGG:C19317 KEGG:D02818 PMID:20174640 PMID:21237300 PMID:21711355 PMID:22093285 PMID:22104119 PMID:22131350 PMID:22265303 PMID:23008020 PMID:23072699 PMID:23212023 PMID:23470258 PMID:23535540 PMID:23757176 Reaxys:773748 Wikipedia:Allyl_isothiocyanate 3-isothiocyanatoprop-1-ene allyl isothiocyanate chebi_ontology 2-propenyl isothiocyanate 3-Isothiocyanato-1-propene 3-isothiocyanato-1-propene AIT AITC Allylsenfoel Mustard oil Senf oel allyl isosulfocyanate allyl mustard oil isothiocyanate d'allyle isothiocyanic acid allyl ester oil of mustard oleum sinapis volatile mustard oil volatile oil of mustard CHEBI:73224 allyl isothiocyanate allyl isothiocyanate CHEBI:73224 CAS:57-06-7 ChemIDplus CAS:57-06-7 KEGG COMPOUND CAS:57-06-7 NIST Chemistry WebBook KEGG:D02818 SUBMITTER PMID:20174640 Europe PMC PMID:21237300 Europe PMC PMID:21711355 Europe PMC PMID:22093285 Europe PMC PMID:22104119 Europe PMC PMID:22131350 Europe PMC PMID:22265303 Europe PMC PMID:23008020 Europe PMC PMID:23072699 Europe PMC PMID:23212023 Europe PMC PMID:23470258 Europe PMC PMID:23535540 Europe PMC PMID:23757176 Europe PMC Reaxys:773748 Reaxys 3-isothiocyanatoprop-1-ene IUPAC allyl isothiocyanate UniProt 2-propenyl isothiocyanate ChemIDplus 3-Isothiocyanato-1-propene SUBMITTER 3-isothiocyanato-1-propene ChemIDplus AIT ChEBI AITC ChemIDplus Allylsenfoel ChemIDplus Mustard oil SUBMITTER Senf oel ChemIDplus allyl isosulfocyanate ChemIDplus allyl mustard oil ChemIDplus isothiocyanate d'allyle ChemIDplus isothiocyanic acid allyl ester ChemIDplus oil of mustard ChemIDplus oleum sinapis ChemIDplus volatile mustard oil ChemIDplus volatile oil of mustard ChemIDplus A vitamin D that is calciol or its hydroxylated metabolites calcidiol and calcitriol. Calciol (also known as vitamin D3) acts as a hormone precursor, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone. chebi_ontology D3 vitamin vitamin D3s CHEBI:73558 D3 vitamins D3 vitamins CHEBI:73558 D3 vitamin ChEBI vitamin D3s ChEBI An organic anion that is the conjugate base of genistein, obtained by selective deprotonation of the 7-hydroxy group. -1 C15H9O5 InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H/p-1 TZBJGXHYKVUXJN-UHFFFAOYSA-M 269.22900 269.04555 Oc1ccc(cc1)-c1coc2cc([O-])cc(O)c2c1=O MetaCyc:CPD-3141 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-olate chebi_ontology genistein CHEBI:74224 genistein(1-) CHEBI:74224 MetaCyc:CPD-3141 SUBMITTER 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-olate IUPAC genistein UniProt A member of the class of isoflavones having one or more glycosyl residues attached at unspecified positions. chebi_ontology glycosyloxyisoflavones isoflavone glycoside isoflavone glycosides CHEBI:74630 glycosyloxyisoflavone glycosyloxyisoflavone CHEBI:74630 glycosyloxyisoflavones ChEBI isoflavone glycoside ChEBI isoflavone glycosides ChEBI An anthocyanin cation that is the 3-O-beta-D-glucoside of peonidin (methylcyanidin). +1 C22H23O11 InChI=1S/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/p+1/t17-,18-,19+,20-,22-/m1/s1 ZZWPMFROUHHAKY-OUUKCGNVSA-O 463.41140 463.12349 COc1cc(ccc1O)-c1[o+]c2cc(O)cc(O)c2cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O CHEBI:31977 CAS:68795-37-9 HMDB:HMDB0013689 KEGG:C12141 LIPID_MAPS_instance:LMPK12010233 PMID:22703561 PMID:23957301 PMID:24570272 Reaxys:1695761 Wikipedia:Peonidin-3-O-glucoside 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenium-3-yl beta-D-glucopyranoside chebi_ontology 3'-O-methylcyanidin 3-O-beta-D-glucoside Oxycoccicyanin Peonidin 3-O-glucoside Peonidin-3-glucoside CHEBI:74793 peonidin 3-O-beta-D-glucoside CHEBI:74793 CAS:68795-37-9 HMDB CAS:68795-37-9 KEGG COMPOUND LIPID_MAPS_instance:LMPK12010233 LIPID MAPS PMID:22703561 Europe PMC PMID:23957301 Europe PMC PMID:24570272 Europe PMC Reaxys:1695761 Reaxys 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenium-3-yl beta-D-glucopyranoside IUPAC 3'-O-methylcyanidin 3-O-beta-D-glucoside ChEBI Oxycoccicyanin LIPID_MAPS Peonidin 3-O-glucoside HMDB Peonidin-3-glucoside HMDB Peonidin-3-glucoside KEGG_COMPOUND An anthocyanidin 3-O-beta-D-sambubioside having cyanidin as the anthocyanidin component. +1 C26H29O15 InChI=1S/C26H28O15/c27-7-18-20(34)21(35)24(41-25-22(36)19(33)15(32)8-37-25)26(40-18)39-17-6-11-13(30)4-10(28)5-16(11)38-23(17)9-1-2-12(29)14(31)3-9/h1-6,15,18-22,24-27,32-36H,7-8H2,(H3-,28,29,30,31)/p+1/t15-,18-,19+,20-,21+,22-,24-,25+,26-/m1/s1 ZPPQIOUITZSYAO-AOBOYTTNSA-O 581.49950 581.15010 OC[C@H]1O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2-c2ccc(O)c(O)c2)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O CAS:33012-73-6 HMDB:HMDB0037976 KEGG:C20490 PMID:19807153 PMID:20228037 PMID:22900515 PMID:22980784 PMID:23561151 Reaxys:3898420 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl beta-D-xylopyranosyl-(1->2)-beta-D-glucopyranoside chebi_ontology Cyanidin 3-O-sambubioside Cyanidin 3-sambubioside CHEBI:74811 cyanidin 3-O-beta-D-sambubioside CHEBI:74811 CAS:33012-73-6 HMDB PMID:19807153 Europe PMC PMID:20228037 Europe PMC PMID:22900515 Europe PMC PMID:22980784 Europe PMC PMID:23561151 Europe PMC Reaxys:3898420 Reaxys 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl beta-D-xylopyranosyl-(1->2)-beta-D-glucopyranoside IUPAC Cyanidin 3-O-sambubioside HMDB Cyanidin 3-sambubioside HMDB CHEBI:74957 4',6,7-trihydroxyisoflavone A trihydroxyflavanone that consists of 3'-methoxyflavanone in which the three hydroxy substituents are located at positions 4', 5, and 7. 0 C16H14O6 InChI=1S/C16H14O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-6,13,17-19H,7H2,1H3/t13-/m0/s1 FTODBIPDTXRIGS-ZDUSSCGKSA-N 302.27880 302.07904 COc1cc(ccc1O)[C@@H]1CC(=O)c2c(O)cc(O)cc2O1 CHEBI:5753 CAS:446-71-9 KEGG:C09756 KNApSAcK:C00000969 LIPID_MAPS_instance:LMPK12140449 MetaCyc:CPD-7071 PMID:21384439 PMID:22150672 PMID:23906843 Reaxys:1294930 Wikipedia:Homoeriodictyol (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one chebi_ontology (-)-Homoeriodictyol (S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone (S)-homoeriodictyol 5,7,4'-Trihydroxy-3'-methoxyflavanone Eriodictyol 3'-methyl ether Eriodictyonone CHEBI:74960 homoeriodictyol homoeriodictyol CHEBI:74960 CAS:446-71-9 ChemIDplus CAS:446-71-9 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140449 LIPID MAPS PMID:21384439 Europe PMC PMID:22150672 Europe PMC PMID:23906843 Europe PMC Reaxys:1294930 Reaxys (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one IUPAC (-)-Homoeriodictyol ChemIDplus (S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone ChemIDplus (S)-homoeriodictyol UniProt 5,7,4'-Trihydroxy-3'-methoxyflavanone ChemIDplus Eriodictyol 3'-methyl ether KEGG_COMPOUND Eriodictyonone ChemIDplus Any oligosaccharide that has a biosynthetic pathway in common with that of raffinose. PMID:23621405 PMID:23727589 PMID:23879777 PMID:23882273 chebi_ontology raffinose family oligosaccharides CHEBI:74961 raffinose family oligosaccharide raffinose family oligosaccharide CHEBI:74961 PMID:23621405 Europe PMC PMID:23727589 Europe PMC PMID:23879777 Europe PMC PMID:23882273 Europe PMC raffinose family oligosaccharides ChEBI A flavanone glycoside that is eriodictyol substituted by a 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. 0 C27H32O15 InChI=1S/C27H32O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-6,9,16,18,20-31,33-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1 OBKKEZLIABHSGY-DOYQYKRZSA-N 596.53400 596.17412 C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2Oc2cc(O)c3C(=O)C[C@H](Oc3c2)c2ccc(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O CAS:13241-32-2 KEGG:C09805 KNApSAcK:C00000986 LIPID_MAPS_instance:LMPK12140359 PMID:23178306 PMID:25798688 Reaxys:1304378 Wikipedia:Neoeriocitrin (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside chebi_ontology Eriodictyol 7-O-neohesperidoside CHEBI:7502 neoeriocitrin neoeriocitrin CHEBI:7502 CAS:13241-32-2 ChemIDplus CAS:13241-32-2 KEGG COMPOUND LIPID_MAPS_instance:LMPK12140359 LIPID MAPS PMID:23178306 Europe PMC PMID:25798688 Europe PMC Reaxys:1304378 Reaxys (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC Eriodictyol 7-O-neohesperidoside KEGG_COMPOUND An anthocyanidin chloride that has peonidin as the cationic component. 0 C16H13ClO6 InChI=1S/C16H12O6.ClH/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16;/h2-7H,1H3,(H3-,17,18,19,20);1H OGBSHLKSHNAPEW-UHFFFAOYSA-N 336.72400 336.04007 [Cl-].COc1cc(ccc1O)-c1[o+]c2cc(O)cc(O)c2cc1O CHEBI:7987 CAS:134-01-0 HMDB:HMDB0005797 KEGG:C08726 PMID:23419068 PMID:23419638 Reaxys:3924296 Wikipedia:Peonidin 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenium chloride chebi_ontology 3,4',5,7-tetrahydroxy-3'-methoxyflavylium chloride 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-benzopyrylium chloride Peonidin CHEBI:75033 peonidin chloride peonidin chloride CHEBI:75033 CAS:134-01-0 ChemIDplus CAS:134-01-0 KEGG COMPOUND PMID:23419068 Europe PMC PMID:23419638 Europe PMC Reaxys:3924296 Reaxys 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenium chloride IUPAC 3,4',5,7-tetrahydroxy-3'-methoxyflavylium chloride ChEBI 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-benzopyrylium chloride KEGG_COMPOUND Peonidin KEGG_COMPOUND A dihydroxyflavone in which the two hydroxy groups are located at positions 5 and 7. 0 C15H10O4 InChI=1S/C15H10O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-8,16-17H RTIXKCRFFJGDFG-UHFFFAOYSA-N 254.23750 254.05791 Oc1cc(O)c2c(c1)oc(cc2=O)-c1ccccc1 CHEBI:3683 Beilstein:233276 CAS:480-40-0 HMDB:HMDB0036619 KEGG:C10028 KNApSAcK:C00003794 LINCS:LSM-6566 LIPID_MAPS_instance:LMPK12110189 MetaCyc:CPD-8184 PDBeChem:57D PMID:1772594 PMID:21544919 PMID:22864849 PMID:22991264 PMID:23104078 PMID:23125118 PMID:23194824 PMID:23256457 PMID:23296950 PMID:23357962 PMID:23468207 PMID:23536316 PMID:23636231 PMID:23744338 PMID:23888052 PMID:23945741 PMID:23962900 Reaxys:233276 Wikipedia:Chrysin chebi_ontology 5,7-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one 5,7-Dihydroxy-2-phenyl-4H-benzo(b)pyran-4-one 5,7-Dihydroxyflavone 5,7-dihydroxy-2-phenylchromen-4-one CHEBI:75095 chrysin chrysin CHEBI:75095 Beilstein:233276 ChemIDplus CAS:480-40-0 ChemIDplus CAS:480-40-0 KEGG COMPOUND CAS:480-40-0 NIST Chemistry WebBook LIPID_MAPS_instance:LMPK12110189 LIPID MAPS PMID:1772594 Europe PMC PMID:21544919 Europe PMC PMID:22864849 Europe PMC PMID:22991264 Europe PMC PMID:23104078 Europe PMC PMID:23125118 Europe PMC PMID:23194824 Europe PMC PMID:23256457 Europe PMC PMID:23296950 Europe PMC PMID:23357962 Europe PMC PMID:23468207 Europe PMC PMID:23536316 Europe PMC PMID:23636231 Europe PMC PMID:23744338 Europe PMC PMID:23888052 Europe PMC PMID:23945741 Europe PMC PMID:23962900 Europe PMC Reaxys:233276 Reaxys 5,7-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one ChEBI 5,7-Dihydroxy-2-phenyl-4H-benzo(b)pyran-4-one ChEBI 5,7-Dihydroxyflavone KEGG_COMPOUND 5,7-dihydroxy-2-phenylchromen-4-one PDBeChem Any polyunsaturated fatty acid containing 22 carbons and 2 double bonds chebi_ontology 22:2 C22:2 docosadienoic acids CHEBI:75115 docosadienoic acid docosadienoic acid CHEBI:75115 22:2 ChEBI C22:2 ChEBI docosadienoic acids ChEBI An inorganic sodium salt having bromate as the counterion. 0 BrNaO3 InChI=1S/BrHO3.Na/c2-1(3)4;/h(H,2,3,4);/q;+1/p-1 XUXNAKZDHHEHPC-UHFFFAOYSA-M 150.89200 149.89285 [Na+].[O-]Br(=O)=O CAS:7789-38-0 PMID:11360431 PMID:12108640 PMID:12508969 PMID:16460859 PMID:16508229 PMID:18784759 PMID:22205849 PMID:2294739 PMID:23193691 PMID:23719632 PMID:2753829 PMID:7910086 PMID:8365061 Reaxys:11343076 Wikipedia:Sodium_bromate sodium bromate chebi_ontology Bromate de sodium Bromic acid, sodium salt NaBrO3 CHEBI:75229 sodium bromate sodium bromate CHEBI:75229 CAS:7789-38-0 ChemIDplus PMID:11360431 Europe PMC PMID:12108640 Europe PMC PMID:12508969 Europe PMC PMID:16460859 Europe PMC PMID:16508229 Europe PMC PMID:18784759 Europe PMC PMID:22205849 Europe PMC PMID:2294739 Europe PMC PMID:23193691 Europe PMC PMID:23719632 Europe PMC PMID:2753829 Europe PMC PMID:7910086 Europe PMC PMID:8365061 Europe PMC Reaxys:11343076 Reaxys sodium bromate IUPAC Bromate de sodium ChemIDplus Bromic acid, sodium salt ChemIDplus NaBrO3 ChEBI An anthocyanidin cation that is flavylium bearing four hydroxy substituents at positions 3, 4', 5 and 7 as well as a methoxy substituent at position 3'. +1 C16H13O6 InChI=1S/C16H12O6/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16/h2-7H,1H3,(H3-,17,18,19,20)/p+1 XFDQJKDGGOEYPI-UHFFFAOYSA-O 301.27080 301.07066 COc1cc(ccc1O)-c1[o+]c2cc(O)cc(O)c2cc1O CAS:134-01-0 KEGG:C08726 LIPID_MAPS_instance:LMPK12010006 MetaCyc:CPD-15052 PMID:23419068 PMID:23419638 Reaxys:1690552 Wikipedia:Peonidin 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenium chebi_ontology 3,4',5,7-tetrahydroxy-3'-methoxyflavylium 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-benzopyrylium chloride 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-benzopyrylium peonidin cation peonidin(1+) CHEBI:75314 peonidin CHEBI:75314 CAS:134-01-0 ChemIDplus CAS:134-01-0 KEGG COMPOUND LIPID_MAPS_instance:LMPK12010006 LIPID MAPS PMID:23419068 Europe PMC PMID:23419638 Europe PMC Reaxys:1690552 Reaxys 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenium IUPAC 3,4',5,7-tetrahydroxy-3'-methoxyflavylium ChEBI 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-benzopyrylium chloride KEGG_COMPOUND 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-benzopyrylium ChEBI peonidin cation ChEBI peonidin(1+) ChEBI An anthocyanidin cation that is flavylium bearing five hydroxy substituents at positions 3, 3', 4', 5 and 7 as well as a methoxy substituent at position 5'. +1 C16H13O7 InChI=1S/C16H12O7/c1-22-14-3-7(2-11(19)15(14)21)16-12(20)6-9-10(18)4-8(17)5-13(9)23-16/h2-6H,1H3,(H4-,17,18,19,20,21)/p+1 AFOLOMGWVXKIQL-UHFFFAOYSA-O 317.27020 317.06558 COc1cc(cc(O)c1O)-c1[o+]c2cc(O)cc(O)c2cc1O CAS:1429-30-7 KEGG:C08727 LIPID_MAPS_instance:LMPK12010005 MetaCyc:CPD-15003 PMID:23993625 PMID:24363205 PMID:24483298 PMID:24506267 PMID:24689289 Reaxys:3914715 Wikipedia:Petunidin 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxychromenium chebi_ontology 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-1-benzopyrylium 3,3',4',5,7-pentahydroxy-5'-methoxyflavylium Petunidin chloride Pt petunidol CHEBI:75318 petunidin CHEBI:75318 CAS:1429-30-7 KEGG COMPOUND LIPID_MAPS_instance:LMPK12010005 LIPID MAPS PMID:23993625 Europe PMC PMID:24363205 Europe PMC PMID:24483298 Europe PMC PMID:24506267 Europe PMC PMID:24689289 Europe PMC Reaxys:3914715 Reaxys 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxychromenium IUPAC 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-1-benzopyrylium ChEBI 3,3',4',5,7-pentahydroxy-5'-methoxyflavylium ChEBI Petunidin chloride KEGG_COMPOUND Pt ChEBI petunidol ChEBI A glycosyl alditol consisting of beta-D-galactopyranose and D-glucitol joined by a 1->4 glycosidic bond. It is used as a laxative, as an excipient, and as replacement bulk sweetener in some low-calorie foods. 0 C12H24O11 InChI=1S/C12H24O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4-21H,1-3H2/t4-,5+,6+,7+,8-,9-,10+,11+,12-/m0/s1 VQHSOMBJVWLPSR-JVCRWLNRSA-N 344.31240 344.13186 OC[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)CO CAS:585-86-4 Drug_Central:1534 GlyGen:G26039ES GlyTouCan:G26039ES HMDB:HMDB0040937 KEGG:D08266 MetaCyc:CPD0-2460 PMID:10654158 PMID:1596932 PMID:21853265 PMID:23165913 PMID:2885579 Reaxys:89982 Wikipedia:Lactitol 4-O-beta-D-galactopyranosyl-D-glucitol chebi_ontology D-lactitol Importal WURCS=2.0/2,2,1/[h2122h][a2112h-1b_1-5]/1-2/a4-b1 lactitol lactitolum CHEBI:75323 lactitol lactitol CHEBI:75323 CAS:585-86-4 ChemIDplus Drug_Central:1534 DrugCentral PMID:10654158 Europe PMC PMID:1596932 Europe PMC PMID:21853265 Europe PMC PMID:23165913 Europe PMC PMID:2885579 Europe PMC Reaxys:89982 Reaxys 4-O-beta-D-galactopyranosyl-D-glucitol IUPAC D-lactitol ChEBI Importal KEGG_DRUG WURCS=2.0/2,2,1/[h2122h][a2112h-1b_1-5]/1-2/a4-b1 GlyTouCan lactitol ChemIDplus lactitol WHO_MedNet lactitolum ChemIDplus A proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 6' in alpha-configuration. Procyanidin B6 is isolated from leaves and fruit of cowberry Vaccinium vitis-idaea and other plants. It can also be found in grape seeds and in beer. 0 C30H26O12 InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26-,28-,29+,30+/m0/s1 GMISZFQPFDAPGI-ZBRHZRBFSA-N 578.52020 578.14243 O[C@H]1Cc2c(O[C@@H]1c1ccc(O)c(O)c1)cc(O)c([C@H]1[C@H](O)[C@H](Oc3cc(O)cc(O)c13)c1ccc(O)c(O)c1)c2O HMDB:HMDB0038367 PMID:23625307 Reaxys:3586527 Wikipedia:Procyanidin_B6 (2R,2'R,3S,3'S,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,6'-bichromene-3,3',5,5',7,7'-hexol chebi_ontology C-(4,6)-C Catechin(4a->6)catechin Catechin-(4alpha->6)-catechin Procyanidin dimer B6 CHEBI:75619 procyanidin B6 procyanidin B6 CHEBI:75619 PMID:23625307 Europe PMC Reaxys:3586527 Reaxys (2R,2'R,3S,3'S,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,6'-bichromene-3,3',5,5',7,7'-hexol IUPAC C-(4,6)-C HMDB Catechin(4a->6)catechin HMDB Catechin-(4alpha->6)-catechin HMDB Procyanidin dimer B6 HMDB A proanthocyanidin consisting of two molecules of (-)-epicatechin joined by a bond between positions 4 and 6' in beta-configuration. It can be found in grape seeds, in Hibiscus cannabinus (kenaf) root and bark, in apple and in cacao. 0 C30H26O12 InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26-,28-,29-,30-/m1/s1 GMISZFQPFDAPGI-CVJZBMGUSA-N 578.52020 578.14243 O[C@@H]1Cc2c(O[C@@H]1c1ccc(O)c(O)c1)cc(O)c([C@@H]1[C@@H](O)[C@H](Oc3cc(O)cc(O)c13)c1ccc(O)c(O)c1)c2O CAS:12798-57-1 HMDB:HMDB0038366 KEGG:C17640 Reaxys:3586528 Wikipedia:Procyanidin_B5 (2R,2'R,3R,3'R,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,6'-bichromene-3,3',5,5',7,7'-hexol chebi_ontology EC-(4b,6)-EC Epicatechin(4b->6)epicatechin Epicatechin-(4beta->6)-epicatechin Proanthocyanidin B5 Procyanidin dimer B5 Procyanidol B5 CHEBI:75621 procyanidin B5 procyanidin B5 CHEBI:75621 CAS:12798-57-1 ChemIDplus CAS:12798-57-1 KEGG COMPOUND Reaxys:3586528 Reaxys (2R,2'R,3R,3'R,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,6'-bichromene-3,3',5,5',7,7'-hexol IUPAC EC-(4b,6)-EC HMDB Epicatechin(4b->6)epicatechin HMDB Epicatechin-(4beta->6)-epicatechin HMDB Proanthocyanidin B5 HMDB Procyanidin dimer B5 HMDB Procyanidol B5 KEGG_COMPOUND A proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 8' in alpha-configuration. It can be found in red wine, in barley, in beer, in peach or in Jatropha macrantha, the Huanarpo Macho. 0 C30H26O12 InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28+,29+/m0/s1 XFZJEEAOWLFHDH-AVFWISQGSA-N 578.52020 578.14243 O[C@H]1Cc2c(O)cc(O)c([C@H]3[C@H](O)[C@H](Oc4cc(O)cc(O)c34)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1 CAS:23567-23-9 HMDB:HMDB0033974 KEGG:C10209 LIPID_MAPS_instance:LMPK12030003 PMID:20131846 PMID:20568787 PMID:20955177 PMID:21950419 PMID:22629448 PMID:22744145 PMID:22747497 PMID:22783976 PMID:22868163 PMID:23131027 PMID:23411286 PMID:23829187 PMID:23971434 Patent:KR20100129858 Patent:WO2010021935 Reaxys:3586582 Wikipedia:Procyanidin_B3 (2R,2'R,3S,3'S,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol chebi_ontology C-(4a,8)-C Catechin(4a->8)catechin Catechin-(4alpha->8)-catechin Proanthocyanidin B3 CHEBI:75630 procyanidin B3 procyanidin B3 CHEBI:75630 CAS:23567-23-9 ChemIDplus LIPID_MAPS_instance:LMPK12030003 LIPID MAPS PMID:20131846 Europe PMC PMID:20568787 Europe PMC PMID:20955177 Europe PMC PMID:21950419 Europe PMC PMID:22629448 Europe PMC PMID:22744145 Europe PMC PMID:22747497 Europe PMC PMID:22783976 Europe PMC PMID:22868163 Europe PMC PMID:23131027 Europe PMC PMID:23411286 Europe PMC PMID:23829187 Europe PMC PMID:23971434 Europe PMC Reaxys:3586582 Reaxys (2R,2'R,3S,3'S,4S)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol IUPAC C-(4a,8)-C HMDB Catechin(4a->8)catechin HMDB Catechin-(4alpha->8)-catechin HMDB Proanthocyanidin B3 HMDB A proanthocyanidin consisting of two molecules of (-)-epicatechin joined by a bond between positions 4 and 8' in a beta-configuration. Procyanidin B2 can be found in Cinchona pubescens (Chinchona, in the rind, bark and cortex), in Cinnamomum verum (Ceylon cinnamon, in the rind, bark and cortex), in Crataegus monogyna (Common hawthorn, in the flower and blossom), in Uncaria guianensis (Cat's claw, in the root), in Vitis vinifera (Common grape vine, in the leaf), in Litchi chinensis (litchi, in the pericarp), in the apple, in Ecdysanthera utilis and in red wine. 0 C30H26O12 InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1 XFZJEEAOWLFHDH-NFJBMHMQSA-N 578.52020 578.14243 O[C@@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4cc(O)cc(O)c34)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1 CAS:29106-49-8 HMDB:HMDB0033973 KEGG:C17639 LIPID_MAPS_instance:LMPK12030002 PMID:22042007 PMID:23250807 PMID:23285083 PMID:23360097 PMID:23460126 PMID:23472464 PMID:23474305 PMID:23811048 PMID:23922881 PMID:23985492 PMID:24136906 Reaxys:1279736 Wikipedia:Procyanidin_B2 (2R,2'R,3R,3'R,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol chebi_ontology EC-(4b,8)-EC Epicathechin-(4beta->8)-epicathechin Proanthocyanidin B2 Procyanidol B2 CHEBI:75632 procyanidin B2 procyanidin B2 CHEBI:75632 CAS:29106-49-8 ChemIDplus CAS:29106-49-8 KEGG COMPOUND LIPID_MAPS_instance:LMPK12030002 LIPID MAPS PMID:22042007 Europe PMC PMID:23250807 Europe PMC PMID:23285083 Europe PMC PMID:23360097 Europe PMC PMID:23460126 Europe PMC PMID:23472464 Europe PMC PMID:23474305 Europe PMC PMID:23811048 Europe PMC PMID:23922881 Europe PMC PMID:23985492 Europe PMC PMID:24136906 Europe PMC Reaxys:1279736 Reaxys (2R,2'R,3R,3'R,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol IUPAC EC-(4b,8)-EC HMDB Epicathechin-(4beta->8)-epicathechin HMDB Proanthocyanidin B2 HMDB Procyanidol B2 KEGG_COMPOUND A proanthocyanidin consisting of (-)-epicatechin and (+)-catechin units joined by a bond between positions 4 and 8' respectively in a beta-configuration.. Procyanidin B1 can be found in Cinnamomum verum (Ceylon cinnamon, in the rind, bark or cortex), in Uncaria guianensis (cat's claw, in the root), and in Vitis vinifera (common grape vine, in the leaf) or in peach. 0 C30H26O12 InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28+,29+/m0/s1 XFZJEEAOWLFHDH-UKWJTHFESA-N 578.52020 578.14243 O[C@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4cc(O)cc(O)c34)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1 CAS:82262-99-5 HMDB:HMDB0029754 KEGG:C10221 KNApSAcK:C00002917 LIPID_MAPS_instance:LMPK12030001 PMID:21405989 PMID:22227333 PMID:22473647 PMID:23993614 PMID:24250715 Reaxys:1339969 Wikipedia:Procyanidin_B1 (2R,2'R,3R,3'S,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol chebi_ontology EC-(4b,8)-C Endotelon Epicatechin(4beta->8)catechin Epicatechin-(4beta->8)-ent-epicatechin Proanthocyanidin B1 Procyanidin dimer B1 CHEBI:75633 procyanidin B1 procyanidin B1 CHEBI:75633 CAS:82262-99-5 KEGG COMPOUND LIPID_MAPS_instance:LMPK12030001 LIPID MAPS PMID:21405989 Europe PMC PMID:22227333 Europe PMC PMID:22473647 Europe PMC PMID:23993614 Europe PMC PMID:24250715 Europe PMC Reaxys:1339969 Reaxys (2R,2'R,3R,3'S,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol IUPAC EC-(4b,8)-C HMDB Endotelon HMDB Epicatechin(4beta->8)catechin HMDB Epicatechin-(4beta->8)-ent-epicatechin KEGG_COMPOUND Proanthocyanidin B1 HMDB Procyanidin dimer B1 HMDB A proanthocyanidin consisting of three (-)-epicatechin units joined by two successive (4beta->8)-linkages. 0 C45H38O18 InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2/t31-,37-,38+,39-,40-,41-,42-,43-/m1/s1 MOJZMWJRUKIQGL-XILRTYJMSA-N 866.77240 866.20581 O[C@@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4c([C@@H]5[C@@H](O)[C@H](Oc6cc(O)cc(O)c56)c5ccc(O)c(O)c5)c(O)cc(O)c34)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1 CAS:37064-30-5 HMDB:HMDB0038370 KEGG:C17624 PMID:18594151 PMID:22000800 PMID:22071171 PMID:22796647 PMID:23057780 PMID:23222867 PMID:23261363 PMID:23459328 PMID:23770004 PMID:23870988 PMID:24141365 Reaxys:3647705 Wikipedia:Procyanidin_C1 (2R,2'R,2''R,3R,3'R,3''R,4R,4'S)-2,2',2''-tris(3,4-dihydroxyphenyl)-3,3',3'',4,4',4''-hexahydro-2H,2'H,2''H-4,8':4',8''-terchromene-3,3',3'',5,5',5'',7,7',7''-nonol Procyanidin C1 chebi_ontology Cinnamtannin A1 EC-(4b,8)-EC-(4b,8)-EC Epicatechin-(4beta->8)-epicatechin-(4beta->8)-epicatechin Proanthocyanidin C1 Procyanidin trimer C1 Procyanidol C1 [Epicatechin(4b->8)]2-epicatechin [Epicatechin-(4beta->8)]2-epicatechin CHEBI:75643 procyanidin C1 procyanidin C1 CHEBI:75643 CAS:37064-30-5 ChemIDplus PMID:18594151 Europe PMC PMID:22000800 Europe PMC PMID:22071171 Europe PMC PMID:22796647 Europe PMC PMID:23057780 Europe PMC PMID:23222867 Europe PMC PMID:23261363 Europe PMC PMID:23459328 Europe PMC PMID:23770004 Europe PMC PMID:23870988 Europe PMC PMID:24141365 Europe PMC Reaxys:3647705 Reaxys (2R,2'R,2''R,3R,3'R,3''R,4R,4'S)-2,2',2''-tris(3,4-dihydroxyphenyl)-3,3',3'',4,4',4''-hexahydro-2H,2'H,2''H-4,8':4',8''-terchromene-3,3',3'',5,5',5'',7,7',7''-nonol IUPAC Procyanidin C1 KEGG_COMPOUND Cinnamtannin A1 KEGG_COMPOUND EC-(4b,8)-EC-(4b,8)-EC HMDB Epicatechin-(4beta->8)-epicatechin-(4beta->8)-epicatechin HMDB Proanthocyanidin C1 HMDB Proanthocyanidin C1 KEGG_COMPOUND Procyanidin trimer C1 HMDB Procyanidol C1 HMDB [Epicatechin(4b->8)]2-epicatechin HMDB [Epicatechin-(4beta->8)]2-epicatechin HMDB A proanthocyanidin consisting of three (+)-catechin trimer joined by two successive (4alpha->8)-linkages. 0 C45H38O18 InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2/t31-,37-,38+,39-,40-,41+,42+,43+/m0/s1 MOJZMWJRUKIQGL-WNCKYJNFSA-N 866.77240 866.20581 O[C@H]1Cc2c(O)cc(O)c([C@H]3[C@H](O)[C@H](Oc4c([C@H]5[C@H](O)[C@H](Oc6cc(O)cc(O)c56)c5ccc(O)c(O)c5)c(O)cc(O)c34)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1 AGR:IND22046067 PMID:10631311 PMID:12010001 PMID:17177530 PMID:19052524 Reaxys:3587024 Wikipedia:Procyanidin_C2 (2R,2'R,2''R,3S,3'S,3''S,4S,4'R)-2,2',2''-tris(3,4-dihydroxyphenyl)-3,3',3'',4,4',4''-hexahydro-2H,2'H,2''H-4,8':4',8''-terchromene-3,3',3'',5,5',5'',7,7',7''-nonol chebi_ontology C-(4,8)-C-(4,8)-C Procyanidin trimer C2 catechin-(4alpha->8)-catechin-(4alpha->8)-catechin CHEBI:75644 procyanidin C2 procyanidin C2 CHEBI:75644 AGR:IND22046067 Europe PMC PMID:10631311 Europe PMC PMID:12010001 Europe PMC PMID:17177530 Europe PMC PMID:19052524 Europe PMC Reaxys:3587024 Reaxys (2R,2'R,2''R,3S,3'S,3''S,4S,4'R)-2,2',2''-tris(3,4-dihydroxyphenyl)-3,3',3'',4,4',4''-hexahydro-2H,2'H,2''H-4,8':4',8''-terchromene-3,3',3'',5,5',5'',7,7',7''-nonol IUPAC C-(4,8)-C-(4,8)-C ChEBI Procyanidin trimer C2 ChEBI catechin-(4alpha->8)-catechin-(4alpha->8)-catechin ChEBI A kaempferol O-glucuronide that is kaempferol with a beta-D-glucosiduronic acid residue attached at the 3-position. 0 C21H18O12 InChI=1S/C21H18O12/c22-8-3-1-7(2-4-8)17-18(13(25)12-10(24)5-9(23)6-11(12)31-17)32-21-16(28)14(26)15(27)19(33-21)20(29)30/h1-6,14-16,19,21-24,26-28H,(H,29,30)/t14-,15-,16+,19-,21+/m0/s1 FNTJVYCFNVUBOL-ZUGPOPFOSA-N 462.36040 462.07983 O[C@H]1[C@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2ccc(O)cc2)O[C@@H]([C@@H](O)[C@@H]1O)C(O)=O LIPID_MAPS_instance:LMPK12111843 Reaxys:1277549 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl beta-D-glucopyranosiduronic acid chebi_ontology Kaempferol 3-glucuronide kaempferol 3-O-beta-D-glucopyranosiduronic acid kaempferol 3-O-beta-D-glucoronopyranoside CHEBI:75721 kaempferol 3-O-glucuronide CHEBI:75721 LIPID_MAPS_instance:LMPK12111843 LIPID MAPS Reaxys:1277549 Reaxys 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl beta-D-glucopyranosiduronic acid IUPAC Kaempferol 3-glucuronide LIPID_MAPS kaempferol 3-O-beta-D-glucopyranosiduronic acid ChEBI kaempferol 3-O-beta-D-glucoronopyranoside ChEBI Any member of the group of eight water-soluble vitamins originally thought to be a single compound (vitamin B) that play important roles in cell metabolism. The group comprises of vitamin B1, B2, B3, B5, B6, B7, B9, and B12 (Around 20 other compounds were once thought to be B vitamins but are no longer classified as such). MetaCyc:B-vitamins PMID:22743781 PMID:23093174 PMID:23238962 PMID:23449527 PMID:23462586 PMID:23690582 Wikipedia:B_vitamin chebi_ontology B vitamins B-group vitamin B-group vitamins vitamin B CHEBI:75769 B vitamin B vitamin CHEBI:75769 PMID:22743781 Europe PMC PMID:23093174 Europe PMC PMID:23238962 Europe PMC PMID:23449527 Europe PMC PMID:23462586 Europe PMC PMID:23690582 Europe PMC B vitamins ChEBI B-group vitamin ChEBI B-group vitamins ChEBI vitamin B ChEBI A compound of iron and sulfate in which the ratio of iron(2+) to sulfate ions is 1:1. Various hydrates occur naturally - most commonly the heptahydrate, which loses water to form the tetrahydrate at 57degreeC and the monohydrate at 65degreeC. 0 FeO4S InChI=1S/Fe.H2O4S/c;1-5(2,3)4/h;(H2,1,2,3,4)/q+2;/p-2 BAUYGSIQEAFULO-UHFFFAOYSA-L 151.90800 151.88667 [Fe++].[O-]S([O-])(=O)=O CAS:7720-78-7 MetaCyc:CPD0-2386 PPDB:1399 Reaxys:4933679 Wikipedia:Iron(II)_sulfate ferrous sulfate iron(2+) sulfate chebi_ontology Fe(II)SO4 FeSO4 ferrous sulfate ferrous sulfate (anh.) ferrous sulfate (anhydrous) ferrous sulfate anhydrous iron sulfate (1:1) iron(2+) sulfate (anh.) iron(II) sulfate iron(II) sulfate (1:1) CHEBI:75832 iron(2+) sulfate (anhydrous) iron(2+) sulfate (anhydrous) CHEBI:75832 CAS:7720-78-7 ChemIDplus Reaxys:4933679 Reaxys iron(2+) sulfate IUPAC Fe(II)SO4 ChEBI FeSO4 ChEBI ferrous sulfate ChemIDplus ferrous sulfate (anh.) ChEBI ferrous sulfate (anhydrous) ChEBI ferrous sulfate anhydrous ChemIDplus iron sulfate (1:1) ChemIDplus iron(2+) sulfate (anh.) ChEBI iron(II) sulfate ChEBI iron(II) sulfate (1:1) ChemIDplus A quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 4'. 0 C21H20O12 InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-2-1-7(3-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1 OIUBYZLTFSLSBY-HMGRVEAOSA-N 464.37630 464.09548 OC[C@H]1O[C@@H](Oc2ccc(cc2O)-c2oc3cc(O)cc(O)c3c(=O)c2O)[C@H](O)[C@@H](O)[C@@H]1O CAS:20229-56-5 HMDB:HMDB0037932 PMID:16102260 PMID:16218662 PMID:20378972 PMID:7880864 PMID:973455 Patent:KR20100138395 Reaxys:68011 Wikipedia:Spiraeoside 2-hydroxy-4-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl beta-D-glucopyranoside chebi_ontology Spiraein Spiraeoside CHEBI:75839 quercetin 4'-O-beta-D-glucopyranoside CHEBI:75839 CAS:20229-56-5 ChemIDplus PMID:16102260 Europe PMC PMID:16218662 Europe PMC PMID:20378972 Europe PMC PMID:7880864 Europe PMC PMID:973455 Europe PMC Reaxys:68011 Reaxys 2-hydroxy-4-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl beta-D-glucopyranoside IUPAC Spiraein HMDB Spiraeoside HMDB A monomethoxyflavone that is scutellarein methylated at position 6. 0 C16H12O6 InChI=1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3 IHFBPDAQLQOCBX-UHFFFAOYSA-N 300.26290 300.06339 COc1c(O)cc2oc(cc(=O)c2c1O)-c1ccc(O)cc1 CHEBI:5732 CAS:1447-88-7 KEGG:C10058 KNApSAcK:C00001050 LIPID_MAPS_instance:LMPK12111159 PMID:11585687 PMID:20117183 PMID:20698539 PMID:20734985 PMID:20738216 PMID:21087351 PMID:21162116 PMID:21329950 PMID:21552369 PMID:22418930 PMID:22674731 PMID:22759588 PMID:22978216 PMID:23189738 PMID:23791609 PMID:24009700 PMID:24068521 Reaxys:1293933 Wikipedia:Hispidulin 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one Hispidulin chebi_ontology 4',5,7-Trihydroxy-6-methoxyflavone Dinatin NSC 122415 Scutellarein 6-methyl ether CHEBI:75902 hispidulin hispidulin CHEBI:75902 CAS:1447-88-7 ChemIDplus CAS:1447-88-7 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111159 LIPID MAPS PMID:11585687 Europe PMC PMID:20117183 Europe PMC PMID:20698539 Europe PMC PMID:20734985 Europe PMC PMID:20738216 Europe PMC PMID:21087351 Europe PMC PMID:21162116 Europe PMC PMID:21329950 Europe PMC PMID:21552369 Europe PMC PMID:22418930 Europe PMC PMID:22674731 Europe PMC PMID:22759588 Europe PMC PMID:22978216 Europe PMC PMID:23189738 Europe PMC PMID:23791609 Europe PMC PMID:24009700 Europe PMC PMID:24068521 Europe PMC Reaxys:1293933 Reaxys 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one IUPAC Hispidulin KEGG_COMPOUND 4',5,7-Trihydroxy-6-methoxyflavone ChemIDplus Dinatin KEGG_COMPOUND NSC 122415 ChemIDplus Scutellarein 6-methyl ether KEGG_COMPOUND A methoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 8, 3' and 4' respectively. 0 C21H22O8 InChI=1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3 MRIAQLRQZPPODS-UHFFFAOYSA-N 402.39460 402.13147 COc1ccc(cc1OC)-c1cc(=O)c2c(OC)c(OC)c(OC)c(OC)c2o1 CAS:478-01-3 HMDB:HMDB0029540 KEGG:C10112 KNApSAcK:C00001076 LINCS:LSM-2130 LIPID_MAPS_instance:LMPK12111468 PMID:25488359 PMID:25845666 Reaxys:360887 Wikipedia:Nobiletin 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one chebi_ontology 5,6,7,8,3',4'-Hexamethoxyflavone Hexamethoxyflavone CHEBI:7602 nobiletin nobiletin CHEBI:7602 CAS:478-01-3 ChemIDplus CAS:478-01-3 KEGG COMPOUND CAS:478-01-3 NIST Chemistry WebBook LIPID_MAPS_instance:LMPK12111468 LIPID MAPS PMID:25488359 Europe PMC PMID:25845666 Europe PMC Reaxys:360887 Reaxys 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one IUPAC 5,6,7,8,3',4'-Hexamethoxyflavone KEGG_COMPOUND Hexamethoxyflavone KEGG_COMPOUND 0 C20H26O5 InChI=1S/C20H26O5/c1-6-12(3)19(22)24-16-9-11(2)7-8-15(21)13(4)10-17-18(16)14(5)20(23)25-17/h6-7,10,15-18,21H,5,8-9H2,1-4H3/b11-7+,12-6-,13-10-/t15-,16-,17+,18+/m0/s1 QFINJHBXXJQKPB-YVRWQVCISA-N 346.418 346.17802 C\C=C(\C)C(=O)O[C@H]1C\C(C)=C\C[C@H](O)\C(C)=C/[C@H]2OC(=O)C(=C)[C@H]12 CAS:31824-11-0 KEGG:C09518 KNApSAcK:C00003339 Nobilin chebi_ontology CHEBI:7603 Nobilin Nobilin CHEBI:7603 CAS:31824-11-0 KEGG COMPOUND Nobilin KEGG_COMPOUND 0 C28H34O9 InChI=1S/C28H34O9/c1-14(29)34-19-12-20(31)36-24(2,3)17-11-18(30)27(6)16(26(17,19)5)7-9-25(4)21(15-8-10-33-13-15)35-23(32)22-28(25,27)37-22/h8,10,13,16-17,19,21-22H,7,9,11-12H2,1-6H3/t16-,17+,19+,21+,22-,25+,26-,27+,28-/m1/s1 KPDOJFFZKAUIOE-WNGDLQANSA-N 514.565 514.22028 CC(=O)O[C@H]1CC(=O)OC(C)(C)[C@@H]2CC(=O)[C@]3(C)[C@H](CC[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]345)c3ccoc3)[C@@]12C CAS:1063-77-0 KEGG:C08773 KNApSAcK:C00003722 Nomilin chebi_ontology CHEBI:7609 nomilin CHEBI:7609 CAS:1063-77-0 KEGG COMPOUND Nomilin KEGG_COMPOUND A catechin that is flavan carrying five hydroxy substituents at positions 3, 3', 4', 5 and 7 (the 2S,3S-stereoisomer). 0 C15H14O6 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m0/s1 PFTAWBLQPZVEMU-ZFWWWQNUSA-N 290.26810 290.07904 O[C@H]1Cc2c(O)cc(O)cc2O[C@H]1c1ccc(O)c(O)c1 CAS:35323-91-2 KEGG:C09728 KNApSAcK:C00000957 PMID:15568761 Reaxys:3655328 (2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol chebi_ontology (2S,3S)-3',4',5,7-tetrahydroxyflavan-3-ol (2S,3S)-3,3',4',5,7-pentahydroxyflavan ent-Epicatechin CHEBI:76125 (+)-epicatechin (+)-epicatechin CHEBI:76125 CAS:35323-91-2 ChemIDplus CAS:35323-91-2 KEGG COMPOUND PMID:15568761 Europe PMC Reaxys:3655328 Reaxys (2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol IUPAC (2S,3S)-3',4',5,7-tetrahydroxyflavan-3-ol ChEBI (2S,3S)-3,3',4',5,7-pentahydroxyflavan ChEBI ent-Epicatechin KEGG_COMPOUND A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3S)-hydroxy group of (+)-catechin. 0 C22H18O10 InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m0/s1 LSHVYAFMTMFKBA-PZJWPPBQSA-N 442.37230 442.09000 Oc1cc(O)c2C[C@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c1ccc(O)c(O)c1 Reaxys:4240294 (2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate chebi_ontology CHEBI:76132 (+)-catechin-3-O-gallate (+)-catechin-3-O-gallate CHEBI:76132 Reaxys:4240294 Reaxys (2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate IUPAC A benzofuran-derived stilbenoid that is a homotrimer obtained by cyclotrimerisation of resveratrol. 0 C42H32O9 InChI=1S/C42H32O9/c43-27-9-2-22(3-10-27)1-4-25-15-32(48)20-35-37(25)40(42(50-35)24-7-13-29(45)14-8-24)34-19-33(49)21-36-39(34)38(26-16-30(46)18-31(47)17-26)41(51-36)23-5-11-28(44)12-6-23/h1-21,38,40-49H/b4-1+/t38-,40+,41+,42-/m1/s1 RKFYYCKIHVEWHX-YOBICRQBSA-N 680.69810 680.20463 Oc1ccc(\C=C\c2cc(O)cc3O[C@@H]([C@H](c23)c2cc(O)cc3O[C@H]([C@@H](c23)c2cc(O)cc(O)c2)c2ccc(O)cc2)c2ccc(O)cc2)cc1 CBA:380052 PMID:12518232 PMID:18001803 PMID:21139245 PMID:21761862 PMID:22209460 PMID:23145924 PMID:23157192 PMID:23270496 PMID:24456249 PMID:7700990 Patent:EP0998924 Patent:WO9904776 Reaxys:4777735 Wikipedia:Miyabenol_C (2S,2'R,3S,3'R)-3'-(3,5-dihydroxyphenyl)-2,2'-bis(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,2',3,3'-tetrahydro-3,4'-bi-1-benzofuran-6,6'-diol chebi_ontology (+)-trans-miyabenol C miyabenol C trans-miyabenol C CHEBI:76193 (E)-trans-miyabenol C (E)-trans-miyabenol C CHEBI:76193 CBA:380052 Europe PMC PMID:12518232 Europe PMC PMID:18001803 Europe PMC PMID:21139245 Europe PMC PMID:21761862 Europe PMC PMID:22209460 Europe PMC PMID:23145924 Europe PMC PMID:23157192 Europe PMC PMID:23270496 Europe PMC PMID:24456249 Europe PMC PMID:7700990 Europe PMC Reaxys:4777735 Reaxys (2S,2'R,3S,3'R)-3'-(3,5-dihydroxyphenyl)-2,2'-bis(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,2',3,3'-tetrahydro-3,4'-bi-1-benzofuran-6,6'-diol IUPAC (+)-trans-miyabenol C ChEBI miyabenol C ChEBI trans-miyabenol C ChEBI 0 C24H28O4 InChI=1S/C24H28O4/c1-19(11-7-13-21(3)15-17-23(25)26)9-5-6-10-20(2)12-8-14-22(4)16-18-24(27)28/h5-18H,1-4H3,(H,25,26)(H,27,28)/b6-5+,11-7+,12-8+,17-15+,18-16+,19-9+,20-10+,21-13+,22-14+ ZVKOASAVGLETCT-UOGKPENDSA-N 380.478 380.19876 CC(\C=C\C=C(C)\C=C\C(O)=O)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C(O)=O CAS:542-40-5 KEGG:C08608 KNApSAcK:C00003782 Norbixin chebi_ontology CHEBI:7623 Norbixin CHEBI:7623 CAS:542-40-5 KEGG COMPOUND Norbixin KEGG_COMPOUND 0 C26H30O7 InChI=1S/C26H30O7/c1-22(2)16-12-17(27)25(5)15(23(16,3)9-7-18(28)32-22)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)33-20/h7-9,11,13,15-16,19-20H,6,10,12H2,1-5H3/t15-,16+,19+,20-,23-,24+,25+,26-/m1/s1 MAYJEFRPIKEYBL-OASIGRBWSA-N 454.513 454.19915 C[C@@]12CC[C@@H]3[C@@]4(C)C=CC(=O)OC(C)(C)[C@@H]4CC(=O)[C@@]3(C)[C@]11O[C@@H]1C(=O)O[C@H]2c1ccoc1 CAS:751-03-1 KEGG:C08775 KNApSAcK:C00003723 Obacunone chebi_ontology CHEBI:7713 Obacunone CHEBI:7713 CAS:751-03-1 KEGG COMPOUND Obacunone KEGG_COMPOUND A monohydroxycinnamic acid that is cinnamic acid in which the phenyl hydrogens at positions 3, 4, and 5 are replaced by methoxy, hydroxy, and methoxy groups, respectively. 0 C11H12O5 InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13) PCMORTLOPMLEFB-UHFFFAOYSA-N 224.21000 224.06847 COc1cc(C=CC(O)=O)cc(OC)c1O CAS:530-59-6 DrugBank:DB08587 KEGG:C00482 Wikipedia:Sinapinic_acid 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid chebi_ontology 3,5-dimethoxy-4-hydroxycinnamic acid CHEBI:77131 sinapic acid sinapic acid CHEBI:77131 CAS:530-59-6 ChemIDplus CAS:530-59-6 KEGG COMPOUND CAS:530-59-6 NIST Chemistry WebBook 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid IUPAC 3,5-dimethoxy-4-hydroxycinnamic acid ChEBI A ginsenoside found in Panax species that is dammarane which is substituted by hydroxy groups at the 3beta, 6alpha, 12beta and 20 pro-S positions, in which the hydroxy group at position 6 has been converted to the corresponding alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position. 0 C42H72O13 InChI=1S/C42H72O13/c1-20(2)11-10-14-42(9,51)22-12-16-40(7)28(22)23(44)17-26-39(6)15-13-27(45)38(4,5)35(39)24(18-41(26,40)8)53-37-34(32(49)30(47)25(19-43)54-37)55-36-33(50)31(48)29(46)21(3)52-36/h11,21-37,43-51H,10,12-19H2,1-9H3/t21-,22-,23+,24-,25+,26+,27-,28-,29-,30+,31+,32-,33+,34+,35-,36-,37+,39+,40+,41+,42-/m0/s1 AGBCLJAHARWNLA-DQUQINEDSA-N 785.01330 784.49729 C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2O[C@H]2C[C@]3(C)[C@H](C[C@@H](O)[C@@H]4[C@H](CC[C@@]34C)[C@@](C)(O)CCC=C(C)C)[C@@]3(C)CC[C@H](O)C(C)(C)[C@H]23)[C@H](O)[C@H](O)[C@H]1O Beilstein:6627213 CAS:52286-74-5 HMDB:HMDB0035395 MetaCyc:CPD-15444 PMID:12661769 PMID:15617510 PMID:19673396 PMID:20508917 PMID:22031031 PMID:22062806 PMID:22261865 PMID:23626475 PMID:23742679 PMID:24117771 PMID:24198651 Reaxys:5720818 (3beta,6alpha,12beta)-3,12,20-trihydroxydammar-24-en-6-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (3beta,6alpha,12beta)-3,12,20-trihydroxydammar-24-en-6-yl 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside ginsenoside Rg2 chebi_ontology Chikusetsusaponin I Ginsenoside C Prosapogenin C2 CHEBI:77151 ginsenoside Rg2 CHEBI:77151 Beilstein:6627213 ChemIDplus CAS:52286-74-5 ChemIDplus MetaCyc:CPD-15444 SUBMITTER PMID:12661769 Europe PMC PMID:15617510 Europe PMC PMID:19673396 Europe PMC PMID:20508917 Europe PMC PMID:22031031 SUBMITTER PMID:22062806 Europe PMC PMID:22261865 Europe PMC PMID:23626475 Europe PMC PMID:23742679 Europe PMC PMID:24117771 Europe PMC PMID:24198651 Europe PMC Reaxys:5720818 Reaxys (3beta,6alpha,12beta)-3,12,20-trihydroxydammar-24-en-6-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside IUPAC (3beta,6alpha,12beta)-3,12,20-trihydroxydammar-24-en-6-yl 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside IUPAC ginsenoside Rg2 UniProt Chikusetsusaponin I ChemIDplus Ginsenoside C HMDB Prosapogenin C2 ChemIDplus A ginsenoside found in Panax ginseng that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy groups at positions 3 and 20 have been converted to the corresponding beta-D-glucopyranosyl-(1->2)-beta-D-glucopyranoside and alpha-L-arabinopyranosyl-(1->6)-beta-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position. 0 C53H90O22 InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(57)21-68-45)24-11-16-52(7)33(24)25(56)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1 NODILNFGTFIURN-GZPRDHCNSA-N 1079.26850 1078.59237 CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@@]21C CAS:11021-13-9 HMDB:HMDB0034996 MetaCyc:CPD-15451 PMID:21811908 PMID:21811928 PMID:22031031 PMID:22534302 PMID:22717707 PMID:23271644 PMID:23670791 PMID:23717160 PMID:24369998 PMID:8798715 Patent:WO2006001654 Reaxys:4901741 (3beta,12beta)-20-{[6-O-(alpha-L-arabinopyranosyl)-beta-D-glucopyranosyl]oxy}-12-hydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside chebi_ontology (20S)-ginsenoside Rb2 Ginsenoside C NSC 308878 CHEBI:77152 ginsenoside Rb2 CHEBI:77152 CAS:11021-13-9 ChemIDplus MetaCyc:CPD-15451 SUBMITTER PMID:21811908 Europe PMC PMID:21811928 Europe PMC PMID:22031031 Europe PMC PMID:22534302 Europe PMC PMID:22717707 Europe PMC PMID:23271644 Europe PMC PMID:23670791 Europe PMC PMID:23717160 Europe PMC PMID:24369998 Europe PMC PMID:8798715 Europe PMC Reaxys:4901741 Reaxys (3beta,12beta)-20-{[6-O-(alpha-L-arabinopyranosyl)-beta-D-glucopyranosyl]oxy}-12-hydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside IUPAC (20S)-ginsenoside Rb2 UniProt Ginsenoside C ChemIDplus NSC 308878 ChemIDplus A ginsenoside found in Panax ginseng that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy groups at positions 3 and 20 have been converted to the corresponding beta-D-glucopyranosyl-(1->2)-beta-D-glucopyranoside and alpha-L-arabinofuranosyl-(1->6)-beta-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position. 0 C53H90O22 InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-68-45-41(65)36(60)28(21-56)69-45)24-11-16-52(7)33(24)25(57)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)35(59)27(20-55)71-48)74-46-42(66)38(62)34(58)26(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28-,29+,30-,31+,32-,33-,34+,35+,36-,37+,38-,39-,40-,41+,42+,43+,44+,45+,46-,47-,48-,50-,51+,52+,53-/m0/s1 JDCPEKQWFDWQLI-LUQKBWBOSA-N 1079.26850 1078.59237 CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](CO)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@@]21C Beilstein:1677618 CAS:11021-14-0 HMDB:HMDB0034995 MetaCyc:CPD-15452 PMID:17268094 PMID:19961916 PMID:23224374 PMID:23411022 PMID:23568202 PMID:23918648 PMID:24013032 Patent:WO2006001654 Reaxys:6888731 (3beta,12beta)-20-{[6-O-(alpha-L-arabinofuranosyl)-beta-D-glucopyranosyl]oxy}-12-hydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside ginsenoside Rc chebi_ontology NSC 310104 Panaxoside RC CHEBI:77154 ginsenoside Rc ginsenoside Rc CHEBI:77154 Beilstein:1677618 ChemIDplus CAS:11021-14-0 ChemIDplus MetaCyc:CPD-15452 SUBMITTER PMID:17268094 Europe PMC PMID:19961916 Europe PMC PMID:23224374 Europe PMC PMID:23411022 Europe PMC PMID:23568202 Europe PMC PMID:23918648 Europe PMC PMID:24013032 Europe PMC Reaxys:6888731 Reaxys (3beta,12beta)-20-{[6-O-(alpha-L-arabinofuranosyl)-beta-D-glucopyranosyl]oxy}-12-hydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside IUPAC ginsenoside Rc UniProt NSC 310104 ChemIDplus Panaxoside RC ChemIDplus CHEBI:77366 (6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoic acid A calcium salt composed of calcium and phosphate/diphosphate ions; present in milk and used for the mineralisation of calcified tissues. DrugBank:DBSALT002430 Wikipedia:Calcium_phosphate chebi_ontology CHEBI:77635 calcium phosphate calcium phosphate CHEBI:77635 A flavonoid oxoanion obtained by deprotonation of the 5-hydroxy group of luteolin 7-O-beta-D-glucoside. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.). -1 C21H19O11 InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/p-1/t16-,18-,19+,20-,21-/m1/s1 PEFNSGRTCBGNAN-QNDFHXLGSA-M 447.36950 447.09329 OC[C@H]1O[C@@H](Oc2cc([O-])c3c(c2)oc(cc3=O)-c2ccc(O)c(O)c2)[C@H](O)[C@@H](O)[C@@H]1O 2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-4-oxo-4H-chromen-5-olate chebi_ontology luteolin 7-O-beta-D-glucoside CHEBI:77791 luteolin 7-O-beta-D-glucoside(1-) CHEBI:77791 2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-4-oxo-4H-chromen-5-olate IUPAC luteolin 7-O-beta-D-glucoside UniProt A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group. 0 C3H6O3 InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6) JVTAAEKCZFNVCJ-UHFFFAOYSA-N 90.07790 90.03169 CC(O)C(O)=O CAS:50-21-5 KEGG:C01432 KEGG:D00111 2-Hydroxypropanoic acid 2-hydroxypropanoic acid chebi_ontology 2-Hydroxypropionic acid Lactic acid CHEBI:78320 2-hydroxypropanoic acid 2-hydroxypropanoic acid CHEBI:78320 CAS:50-21-5 KEGG COMPOUND 2-Hydroxypropanoic acid KEGG_COMPOUND 2-hydroxypropanoic acid IUPAC 2-Hydroxypropionic acid KEGG_COMPOUND Lactic acid KEGG_COMPOUND A tannin that yields gallic or ellagic acids upon acid hydrolysis. PMID:10647222 PMID:18855732 PMID:19695651 PMID:20390369 PMID:21725979 PMID:21805983 PMID:23449204 PMID:23724679 PMID:23798544 PMID:7765613 Wikipedia:Hydrolysable_tannin chebi_ontology hydrolysable tannins hydrolyzable tannin hydrolyzable tannins CHEBI:78689 hydrolysable tannin hydrolysable tannin CHEBI:78689 PMID:10647222 Europe PMC PMID:18855732 Europe PMC PMID:19695651 Europe PMC PMID:20390369 Europe PMC PMID:21725979 Europe PMC PMID:21805983 Europe PMC PMID:23449204 Europe PMC PMID:23724679 Europe PMC PMID:23798544 Europe PMC PMID:7765613 Europe PMC hydrolysable tannins ChEBI hydrolyzable tannin ChEBI hydrolyzable tannins ChEBI A family of plant metabolites with a common 1,7-diphenylheptane structural skeleton, carrying various substituents. They are mainly distributed in the roots, rhizomes and bark of Alpinia, Zingiber, Curcuma and Alnus species. chebi_ontology diarylheptanoids diphenylheptanoid diphenylheptanoids CHEBI:78802 diarylheptanoid CHEBI:78802 diarylheptanoids ChEBI diphenylheptanoid ChEBI diphenylheptanoids ChEBI 0 C23H28O11 InChI=1S/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3/t12-,13-,14-,15+,16-,18+,19-,20+,21+,22-,23+/m1/s1 YKRGDOXKVOZESV-WRJNSLSBSA-N 480.463 480.16316 C[C@@]12C[C@@]3(O)O[C@@H](O1)[C@]1(COC(=O)c4ccccc4)[C@H]3C[C@]21O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O CAS:23180-57-6 KEGG:C09959 KNApSAcK:C00003011 Paeoniflorin chebi_ontology CHEBI:7889 paeoniflorin CHEBI:7889 CAS:23180-57-6 KEGG COMPOUND Paeoniflorin KEGG_COMPOUND An alkenylglucosinolic acid that consists of 1-thio-beta-D-glucopyranose having a 4-[(sulfooxy)imino]but-1-en-4-yl group attached to the anomeric sulfur. 0 C10H17NO9S2 InChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/b11-6-/t5-,7-,8+,9-,10+/m1/s1 PHZOWSSBXJXFOR-GLVDENFASA-N 359.376 359.03447 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS(O)(=O)=O)/CC=C CAS:3952-98-5 CAS:534-69-0 HMDB:HMDB0034070 KEGG:C08427 KNApSAcK:C00001488 PMID:23837634 PMID:24128451 PMID:24333031 Reaxys:1440056 Wikipedia:Sinigrin 1-S-[(1Z)-N-(sulfooxy)but-3-enimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology 2-Propenyl glucosinolate CHEBI:79317 sinigrin sinigrin CHEBI:79317 CAS:3952-98-5 KEGG COMPOUND CAS:534-69-0 ChemIDplus PMID:23837634 Europe PMC PMID:24128451 Europe PMC PMID:24333031 Europe PMC Reaxys:1440056 Reaxys 1-S-[(1Z)-N-(sulfooxy)but-3-enimidoyl]-1-thio-beta-D-glucopyranose IUPAC 2-Propenyl glucosinolate KEGG_COMPOUND 0 C34H24O22 InChI=1S/C34H24O22/c35-10-1-6-15(23(43)19(10)39)16-7(2-11(36)20(40)24(16)44)31(48)54-27-14(5-52-30(6)47)53-34(51)29-28(27)55-32(49)8-3-12(37)21(41)25(45)17(8)18-9(33(50)56-29)4-13(38)22(42)26(18)46/h1-4,14,27-29,34-46,51H,5H2/t14-,27-,28+,29-,34?/m1/s1 IYMHVUYNBVWXKH-ZITZVVOASA-N 784.543 784.07592 OC1O[C@@H]2COC(=O)c3cc(O)c(O)c(O)c3-c3c(O)c(O)c(O)cc3C(=O)O[C@H]2[C@@H]2OC(=O)c3cc(O)c(O)c(O)c3-c3c(O)c(O)c(O)cc3C(=O)O[C@@H]12 CAS:7045-42-3 KEGG:C10236 KNApSAcK:C00002932 Pedunculagin chebi_ontology CHEBI:7948 Pedunculagin CHEBI:7948 CAS:7045-42-3 KEGG COMPOUND Pedunculagin KEGG_COMPOUND A tetramethoxyflavone that is tangeretin in which the methoxy group at position 5 has been replaced by a hydroxy group. 0 C19H18O7 InChI=1S/C19H18O7/c1-22-11-7-5-10(6-8-11)13-9-12(20)14-15(21)17(23-2)19(25-4)18(24-3)16(14)26-13/h5-9,21H,1-4H3 LXEVSYZNYDZSOB-UHFFFAOYSA-N 358.34200 358.10525 COc1ccc(cc1)-c1cc(=O)c2c(O)c(OC)c(OC)c(OC)c2o1 CAS:2798-20-1 KEGG:C15109 KNApSAcK:C00003883 LIPID_MAPS_instance:LMPK12111451 PMID:11198823 PMID:19296377 PMID:23747095 PMID:25378691 5-hydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one gardenin B chebi_ontology 5-Hydroxy-2-(4-methoxyphenyl)-6,7,8-trimethoxy-4H-1-benzopyran-4-one 5-Hydroxy-4',6,7,8-tetramethoxyflavone Demethyltangeretin CHEBI:79628 gardenin B gardenin B CHEBI:79628 CAS:2798-20-1 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111451 LIPID MAPS PMID:11198823 Europe PMC PMID:19296377 Europe PMC PMID:23747095 Europe PMC PMID:25378691 Europe PMC 5-hydroxy-6,7,8-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one IUPAC gardenin B UniProt 5-Hydroxy-2-(4-methoxyphenyl)-6,7,8-trimethoxy-4H-1-benzopyran-4-one KEGG_COMPOUND 5-Hydroxy-4',6,7,8-tetramethoxyflavone KEGG_COMPOUND Demethyltangeretin KEGG_COMPOUND CHEBI:80096 delta7-avenasterol true A glycosyloxyisoflavone that is daidzein substituted by a 6-O-(carboxyacetyl)-beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. 0 C24H22O12 InChI=1S/C24H22O12/c25-12-3-1-11(2-4-12)15-9-33-16-7-13(5-6-14(16)20(15)29)35-24-23(32)22(31)21(30)17(36-24)10-34-19(28)8-18(26)27/h1-7,9,17,21-25,30-32H,8,10H2,(H,26,27)/t17-,21-,22+,23-,24-/m1/s1 MTXMHWSVSZKYBT-ASDZUOGYSA-N 502.42430 502.11113 O[C@@H]1[C@@H](COC(=O)CC(O)=O)O[C@@H](Oc2ccc3c(c2)occ(-c2ccc(O)cc2)c3=O)[C@H](O)[C@H]1O HMDB:HMDB0041263 KEGG:C16191 PMID:25053043 PMID:25070365 Reaxys:4895660 3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside chebi_ontology CHEBI:80371 malonyldaidzin malonyldaidzin CHEBI:80371 PMID:25053043 Europe PMC PMID:25070365 Europe PMC Reaxys:4895660 Reaxys 3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside IUPAC A glycosyloxyisoflavone that is genistin in which the hydroxy hydrogen at position 6'' has been replaced by a malonyl group. 0 C24H22O13 InChI=1S/C24H22O13/c25-11-3-1-10(2-4-11)13-8-34-15-6-12(5-14(26)19(15)20(13)30)36-24-23(33)22(32)21(31)16(37-24)9-35-18(29)7-17(27)28/h1-6,8,16,21-26,31-33H,7,9H2,(H,27,28)/t16-,21-,22+,23-,24-/m1/s1 FRAUJUKWSKMNJY-RSEYPYQYSA-N 518.42370 518.10604 O[C@@H]1[C@@H](COC(=O)CC(O)=O)O[C@@H](Oc2cc(O)c3c(c2)occ(-c2ccc(O)cc2)c3=O)[C@H](O)[C@H]1O CHEBI:133338 HMDB:HMDB0029529 KEGG:C16192 LIPID_MAPS_instance:LMPK12050173 PMID:25070365 PMID:25916398 Reaxys:4896665 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside chebi_ontology 6''-Malonylgenistin genistein 7-O-beta-D-glucoside 6''-O-malonate genistin malonate CHEBI:80372 malonylgenistin malonylgenistin CHEBI:80372 LIPID_MAPS_instance:LMPK12050173 LIPID MAPS PMID:25070365 Europe PMC PMID:25916398 Europe PMC Reaxys:4896665 Reaxys 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside IUPAC 6''-Malonylgenistin HMDB genistein 7-O-beta-D-glucoside 6''-O-malonate ChEBI genistin malonate ChEBI A glycosyloxyisoflavone that is isoflavone substituted by a methoxy group at position 6, a hydroxy group at position 4' and a beta-D-glucopyranosyloxy group at position 7. 0 C22H22O10 InChI=1S/C22H22O10/c1-29-15-6-12-14(30-9-13(18(12)25)10-2-4-11(24)5-3-10)7-16(15)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1 OZBAVEKZGSOMOJ-MIUGBVLSSA-N 446.40410 446.12130 COc1cc2c(cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)occ(-c1ccc(O)cc1)c2=O CAS:40246-10-4 HMDB:HMDB0002219 KEGG:C16195 KNApSAcK:C00010089 PMID:24872524 PMID:25209298 Reaxys:4339336 3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside chebi_ontology Glycitein 7-O-glucoside CHEBI:80373 glycitin glycitin CHEBI:80373 CAS:40246-10-4 ChemIDplus CAS:40246-10-4 KEGG COMPOUND PMID:24872524 Europe PMC PMID:25209298 Europe PMC Reaxys:4339336 Reaxys 3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside IUPAC Glycitein 7-O-glucoside KEGG_COMPOUND A glycosyloxyisoflavone that is glycitin substituted by a malonyl group at position 6''. 0 C25H24O13 InChI=1S/C25H24O13/c1-34-16-6-13-15(35-9-14(21(13)30)11-2-4-12(26)5-3-11)7-17(16)37-25-24(33)23(32)22(31)18(38-25)10-36-20(29)8-19(27)28/h2-7,9,18,22-26,31-33H,8,10H2,1H3,(H,27,28)/t18-,22-,23+,24-,25-/m1/s1 OWMHCYFEIJPHFB-GOZZSVHWSA-N 532.45030 532.12169 COc1cc2c(cc1O[C@@H]1O[C@H](COC(=O)CC(O)=O)[C@@H](O)[C@H](O)[C@H]1O)occ(-c1ccc(O)cc1)c2=O CAS:137705-39-6 HMDB:HMDB0039323 KEGG:C16197 PMID:25053043 PMID:25916398 Reaxys:4896907 3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-1-benzopyran-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside chebi_ontology 6''-O-malonylglycitin CHEBI:80374 malonylglycitin malonylglycitin CHEBI:80374 CAS:137705-39-6 ChemIDplus PMID:25053043 Europe PMC PMID:25916398 Europe PMC Reaxys:4896907 Reaxys 3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-1-benzopyran-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside IUPAC 6''-O-malonylglycitin HMDB +1 C27H31O16 InChI=1S/C27H30O16/c28-7-17-19(34)21(36)23(38)26(41-17)43-25-22(37)20(35)18(8-29)42-27(25)40-16-6-11-13(32)4-10(30)5-15(11)39-24(16)9-1-2-12(31)14(33)3-9/h1-6,17-23,25-29,34-38H,7-8H2,(H3-,30,31,32,33)/p+1/t17-,18-,19-,20-,21+,22+,23-,25-,26+,27-/m1/s1 SXYMMDGPXYVCER-WGNLCONDSA-O 611.52540 611.16066 OC[C@H]1O[C@@H](O[C@H]2[C@H](Oc3cc4c(O)cc(O)cc4[o+]c3-c3ccc(O)c(O)c3)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O KEGG:C16306 chebi_ontology CHEBI:80438 Cyanidin 3-O-sophoroside Cyanidin 3-O-sophoroside CHEBI:80438 +1 C27H31O16 InChI=1S/C27H30O16/c1-8-18(32)21(35)23(37)26(40-8)39-7-17-20(34)22(36)24(38)27(43-17)42-16-6-11-12(29)4-10(28)5-15(11)41-25(16)9-2-13(30)19(33)14(31)3-9/h2-6,8,17-18,20-24,26-27,32,34-38H,7H2,1H3,(H4-,28,29,30,31,33)/p+1/t8-,17+,18-,20+,21+,22-,23+,24+,26+,27+/m0/s1 PLKUTZNSKRWCCA-LTSKFBHWSA-O 611.52540 611.16066 C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc4c(O)cc(O)cc4[o+]c3-c3cc(O)c(O)c(O)c3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O HMDB:HMDB0038001 KEGG:C16315 KNApSAcK:C00006708 chebi_ontology Delphinidin 3-O-rutinoside CHEBI:80441 Tulipanin CHEBI:80441 Delphinidin 3-O-rutinoside KEGG_COMPOUND 0 C65H104O31 InChI=1S/C65H104O31/c1-25-35(70)39(74)43(78)54(87-25)86-23-31-38(73)41(76)52(96-55-44(79)40(75)37(72)29(20-66)88-55)59(90-31)92-48-30(21-67)89-56(45(80)42(48)77)95-51-36(71)28(69)22-85-58(51)93-49-46(81)50(53(83)84)94-57(47(49)82)91-34-12-13-62(5)32(63(34,6)24-68)11-14-65(8)33(62)10-9-26-27-19-60(2,3)15-16-61(27,4)17-18-64(26,65)7/h9,17-18,25,27-52,54-59,66-82H,10-16,19-24H2,1-8H3,(H,83,84)/t25-,27-,28-,29+,30+,31+,32+,33+,34-,35-,36-,37-,38+,39+,40-,41-,42+,43+,44+,45+,46-,47+,48-,49-,50-,51+,52+,54+,55-,56-,57+,58-,59-,61+,62-,63+,64+,65+/m0/s1 CVMFAOXHGIFMQV-BVXNWBLKSA-N 1381.505 1380.65616 C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@H]3[C@@H](CO)O[C@@H](O[C@@H]4[C@@H](O)[C@@H](O)CO[C@H]4O[C@@H]4[C@@H](O)[C@H](O[C@H]5CC[C@@]6(C)[C@@H](CC[C@]7(C)[C@@H]6CC=C6[C@@H]8CC(C)(C)CC[C@]8(C)C=C[C@@]76C)[C@@]5(C)CO)O[C@@H]([C@H]4O)C(O)=O)[C@H](O)[C@H]3O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O CAS:30937-16-7 KEGG:C08967 KNApSAcK:C00003541 Phaseoloside D chebi_ontology CHEBI:8046 Phaseoloside D CHEBI:8046 CAS:30937-16-7 KEGG COMPOUND Phaseoloside D KEGG_COMPOUND An aryl beta-D-glucoside that is phloretin attached to a beta-D-glucopyranosyl residue at position 2' via a glycosidic linkage. 0 C21H24O10 InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1 IOUVKUPGCMBWBT-QNDFHXLGSA-N 436.40926 436.13695 OC[C@H]1O[C@@H](Oc2cc(O)cc(O)c2C(=O)CCc2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O Beilstein:66621 CAS:60-81-1 HMDB:HMDB0036634 KEGG:C01604 KNApSAcK:C00000990 LINCS:LSM-25654 MetaCyc:CPD-12447 PMID:18573104 PMID:24392851 Patent:CN102697895 Patent:CN103214530 Reaxys:66621 Wikipedia:Phlorizin 3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenyl beta-D-glucopyranoside Phlorizin phlorizin chebi_ontology Floridzin Phloretin 2'-glucoside Phlorhizin Phloridzin Phlorizoside CHEBI:8113 phlorizin phlorizin CHEBI:8113 Beilstein:66621 Beilstein CAS:60-81-1 ChemIDplus CAS:60-81-1 KEGG COMPOUND PMID:18573104 Europe PMC PMID:24392851 Europe PMC Reaxys:66621 Reaxys 3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenyl beta-D-glucopyranoside IUPAC Phlorizin KEGG_COMPOUND phlorizin UniProt Floridzin ChemIDplus Phloretin 2'-glucoside ChemIDplus Phlorhizin KEGG_COMPOUND Phloridzin KEGG_COMPOUND Phlorizoside ChemIDplus A proanthocyanidin isolated from Cinnamomum cassia. 0 C60H50O24 InChI=1S/C60H50O24/c61-23-13-34(71)42-41(14-23)81-55(20-2-6-26(63)31(68)10-20)51(78)48(42)44-36(73)17-38(75)46-50(53(80)57(83-59(44)46)22-4-8-28(65)33(70)12-22)47-39(76)18-37(74)45-49(52(79)56(84-60(45)47)21-3-7-27(64)32(69)11-21)43-35(72)16-29(66)24-15-40(77)54(82-58(24)43)19-1-5-25(62)30(67)9-19/h1-14,16-18,40,48-57,61-80H,15H2/t40-,48-,49+,50-,51-,52-,53-,54-,55-,56-,57-/m1/s1 QFLMUASKTWGRQE-JNIIMKSASA-N 1155.02460 1154.26920 O[C@@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4c3c(O)cc(O)c4[C@@H]3[C@@H](O)[C@H](Oc4c([C@@H]5[C@@H](O)[C@H](Oc6cc(O)cc(O)c56)c5ccc(O)c(O)c5)c(O)cc(O)c34)c3ccc(O)c(O)c3)c3ccc(O)c(O)c3)c2O[C@@H]1c1ccc(O)c(O)c1 HMDB:HMDB0037661 KEGG:C17625 PMID:23563558 Reaxys:4780804 (1(2)R,1(3)R,1(4)R,2(2)R,2(3)R,2(4)R,3(2)R,3(3)R,3(4)S,4(2)R,4(3)R)-1(2),2(2),3(2),4(2)-tetrakis(3,4-dihydroxyphenyl)-1(3),1(4),2(3),2(4),3(3),3(4),4(3),4(4)-octahydro-1(2)H,2(2)H,3(2)H,4(2)2H-[1(4),2(8):2(4),3(8):3(4),4(8)-quater-1-benzopyran]-1(3),1(5),1(7),2(3),2(5),2(7),3(3),3(5),3(7),4(3),4(5),4(7)-dodecol chebi_ontology CHEBI:81227 cinnamtannin A2 cinnamtannin A2 CHEBI:81227 PMID:23563558 Europe PMC Reaxys:4780804 Reaxys (1(2)R,1(3)R,1(4)R,2(2)R,2(3)R,2(4)R,3(2)R,3(3)R,3(4)S,4(2)R,4(3)R)-1(2),2(2),3(2),4(2)-tetrakis(3,4-dihydroxyphenyl)-1(3),1(4),2(3),2(4),3(3),3(4),4(3),4(4)-octahydro-1(2)H,2(2)H,3(2)H,4(2)2H-[1(4),2(8):2(4),3(8):3(4),4(8)-quater-1-benzopyran]-1(3),1(5),1(7),2(3),2(5),2(7),3(3),3(5),3(7),4(3),4(5),4(7)-dodecol IUPAC A dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5 and 4' respectively. 0 C17H14O6 InChI=1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3 ZIIAJIWLQUVGHB-UHFFFAOYSA-N 314.28950 314.07904 COc1cc2oc(cc(=O)c2c(O)c1OC)-c1ccc(O)cc1 CAS:6601-62-3 KEGG:C17785 LIPID_MAPS_instance:LMPK12111163 PMID:25537192 PMID:25903150 Reaxys:1296636 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one cirsimaritin chebi_ontology 4',5-dihydroxy-6,7-dimethoxyflavone 7-Methylcapillarisin Scrophulein CHEBI:81337 cirsimaritin cirsimaritin CHEBI:81337 CAS:6601-62-3 ChemIDplus CAS:6601-62-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111163 LIPID MAPS PMID:25537192 Europe PMC PMID:25903150 Europe PMC Reaxys:1296636 Reaxys 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one IUPAC cirsimaritin UniProt 4',5-dihydroxy-6,7-dimethoxyflavone ChEBI 7-Methylcapillarisin KEGG_COMPOUND Scrophulein KEGG_COMPOUND A sesquiterpenoid that is 4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one which is substituted by methyl groups at positions 4 and 4a, and by an isopropenyl group at position 6 (the 4R,4aS,6R stereoisomer). 0 C15H22O InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1 WTOYNNBCKUYIKC-JMSVASOKSA-N 218.335 218.16707 [C@@]12(C(CC[C@H](C1)C(C)=C)=CC(C[C@H]2C)=O)C CAS:4674-50-4 HMDB:HMDB0013687 KEGG:C17914 KNApSAcK:C00016987 PMID:11441443 PMID:15962787 PMID:16272746 PMID:19333595 PMID:19630428 PMID:21354294 PMID:22238870 PMID:22308777 PMID:23025184 PMID:24704449 PMID:24747046 PMID:24938835 PMID:25189516 PMID:25326849 Patent:US2012045806 Wikipedia:Nootkatone (+)-nootkatone (4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one chebi_ontology nootkatone CHEBI:81377 (+)-nootkatone CHEBI:81377 CAS:4674-50-4 ChemIDplus CAS:4674-50-4 KEGG COMPOUND CAS:4674-50-4 NIST Chemistry WebBook PMID:11441443 Europe PMC PMID:15962787 Europe PMC PMID:16272746 Europe PMC PMID:19333595 Europe PMC PMID:19630428 Europe PMC PMID:21354294 Europe PMC PMID:22238870 Europe PMC PMID:22308777 Europe PMC PMID:23025184 Europe PMC PMID:24704449 Europe PMC PMID:24747046 Europe PMC PMID:24938835 Europe PMC PMID:25189516 Europe PMC PMID:25326849 Europe PMC (+)-nootkatone UniProt (4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one IUPAC nootkatone ChEBI 0 INaO3 InChI=1S/HIO3.Na/c2-1(3)4;/h(H,2,3,4);/q;+1/p-1 WTCBONOLBHEDIL-UHFFFAOYSA-M 197.89240 197.87898 [Na+].[O-]I(=O)=O CAS:7681-55-2 KEGG:C18366 chebi_ontology CHEBI:81708 Sodium iodate Sodium iodate CHEBI:81708 CAS:7681-55-2 KEGG COMPOUND 0 C72H116O4 InChI=1S/C72H116O4/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-69(73)75-65-55-63(7)67(71(9,10)57-65)53-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)52-54-68-64(8)56-66(58-72(68,11)12)76-70(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-54,65-66H,13-38,49-50,55-58H2,1-12H3/b40-39+,45-41+,46-42+,53-51+,54-52+,59-43+,60-44+,61-47+,62-48+/t65-,66-/m1/s1 XACHQDDXHDTRLX-XLVVAOPESA-N 1045.692 1044.88736 CCCCCCCCCCCCCCCC(=O)O[C@@H]1CC(C)=C(\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C2=C(C)C[C@H](CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C(C)(C)C1 CAS:144-67-2 KEGG:C08609 KNApSAcK:C00003783 Physalien chebi_ontology Zeaxanthin dipalmitate CHEBI:8183 Physalien CHEBI:8183 CAS:144-67-2 KEGG COMPOUND Physalien KEGG_COMPOUND Zeaxanthin dipalmitate KEGG_COMPOUND 0 C8H15NO InChI=1S/C8H15NO/c1-9-7-3-2-5-8(9,10)6-4-7/h7,10H,2-6H2,1H3 BKWVNPXVPQOROM-UHFFFAOYSA-N 141.211 141.11536 CN1C2CCC1(O)CCC2 CAS:60723-27-5 KEGG:C10864 KNApSAcK:C00002299 Physoperuvine chebi_ontology CHEBI:8186 Physoperuvine CHEBI:8186 CAS:60723-27-5 KEGG COMPOUND Physoperuvine KEGG_COMPOUND The all-trans-isomer of phytoene. 0 C40H64 InChI=1S/C40H64/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,19-22,27-30H,13-18,23-26,31-32H2,1-10H3/b12-11+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+ YVLPJIGOMTXXLP-KEKOKYSKSA-N 544.93616 544.50080 CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\C=C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C Beilstein:1845455 CAS:540-04-5 HMDB:HMDB0002181 KEGG:C05413 LIPID_MAPS_instance:LMPR01070254 MetaCyc:PHYTOENE PMID:15705230 PMID:23144136 Reaxys:1845455 7,8,11,12,7',8',11',12'-octahydro-psi,psi-carotene all-trans-phytoene chebi_ontology (6E,10E,14E,16E,18E,22E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,14,16,18,22,26,30-nonaene 7,7',8,8',11,11',12,12'-octahydro-psi,psi-carotene Phytoene CHEBI:8191 all-trans-phytoene CHEBI:8191 Beilstein:1845455 Beilstein CAS:540-04-5 ChemIDplus LIPID_MAPS_instance:LMPR01070254 LIPID MAPS PMID:15705230 Europe PMC PMID:23144136 Europe PMC Reaxys:1845455 Reaxys 7,8,11,12,7',8',11',12'-octahydro-psi,psi-carotene IUPAC all-trans-phytoene UniProt (6E,10E,14E,16E,18E,22E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,14,16,18,22,26,30-nonaene IUPAC 7,7',8,8',11,11',12,12'-octahydro-psi,psi-carotene ChemIDplus Phytoene KEGG_COMPOUND Any member of the class of xanthones having one or more glycosyl residues attached at unspecified positions. chebi_ontology xanthone glycosides CHEBI:83231 xanthone glycoside xanthone glycoside CHEBI:83231 xanthone glycosides ChEBI 0 C24H26N2O16S InChI=1S/C24H26N2O16S/c27-15-7-13-10(6-16(15)41-24-20(30)19(29)18(28)17(42-24)8-40-43(37,38)39)5-14(23(35)36)26(13)2-1-9-3-11(21(31)32)25-12(4-9)22(33)34/h1-3,6-7,12,14,17-20,24,28-30H,4-5,8H2,(H5,27,31,32,33,34,35,36,37,38,39)/t12-,14+,17-,18-,19+,20-,24-/m1/s1 OZXPZOHWSFDUDY-RYGANQNKSA-N 630.534 630.10030 O[C@@H]1[C@@H](COS([O-])(=O)=O)O[C@@H](Oc2cc3C[C@@H](C(O)=O)\[N+](=C/C=C4C[C@@H](NC(=C\4)C(O)=O)C(O)=O)c3cc2O)[C@H](O)[C@H]1O CAS:13798-16-8 KEGG:C08567 KNApSAcK:C00001606 Prebetanin chebi_ontology CHEBI:8367 Prebetanin CHEBI:8367 CAS:13798-16-8 KEGG COMPOUND Prebetanin KEGG_COMPOUND Any amino-acid that is not naturally encoded in the genetic code of any organism. Wikipedia:Non-proteinogenic_amino_acids chebi_ontology non-canonical amino acid non-canonical amino acids non-canonical amino-acid non-canonical amino-acids non-coded amino acid non-coded amino acids non-coded amino-acid non-coded amino-acids non-proteinogenic amino acids non-proteinogenic amino-acid non-proteinogenic amino-acids CHEBI:83820 non-proteinogenic amino acid non-proteinogenic amino acid CHEBI:83820 non-canonical amino acid ChEBI non-canonical amino acids ChEBI non-canonical amino-acid ChEBI non-canonical amino-acids ChEBI non-coded amino acid ChEBI non-coded amino acids ChEBI non-coded amino-acid ChEBI non-coded amino-acids ChEBI non-proteinogenic amino acids ChEBI non-proteinogenic amino-acid ChEBI non-proteinogenic amino-acids ChEBI Any stilbenol that is the monosulfate derivative of resveratrol. 0 C14H12O6S 308.30600 308.03546 chebi_ontology resveratrol sulfates resveratrol-sulfate resveratrol-sulfates CHEBI:84048 resveratrol sulfate resveratrol sulfate CHEBI:84048 resveratrol sulfates ChEBI resveratrol-sulfate ChEBI resveratrol-sulfates ChEBI A linear dextrin or short chained amylose (DP 20-30) that can be produced by enzymatic hydrolysis of the alpha-1,6 glycosidic bonds or debranching amylopectin. CAS:9005-84-9 Reaxys:9252180 chebi_ontology CHEBI:84395 amylodextrin amylodextrin CHEBI:84395 CAS:9005-84-9 ChemIDplus Reaxys:9252180 Reaxys A xi-progoitrin(1-) that is the conjugate base of progoitrin. -1 C11H18NO10S2 InChI=1S/C11H19NO10S2/c1-2-5(14)3-7(12-22-24(18,19)20)23-11-10(17)9(16)8(15)6(4-13)21-11/h2,5-6,8-11,13-17H,1,3-4H2,(H,18,19,20)/p-1/t5-,6+,8+,9-,10+,11-/m0/s1 MYHSVHWQEVDFQT-ILPXZUKPSA-M 388.380 388.03776 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)SC(=NOS([O-])(=O)=O)C[C@H](C=C)O Beilstein:3725711 Beilstein:6640047 CAS:585-95-5 KEGG:C08425 Reaxys:6640047 1-S-[(3R)-3-hydroxy-N-(sulfonatooxy)pent-4-enimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology (R)-2-hydroxy-3-butenyl glucosinolate (R)-2-hydroxybut-3-enylglucosinolate Progoitrin CHEBI:8454 progoitrin(1-) CHEBI:8454 Beilstein:3725711 Beilstein Beilstein:6640047 Beilstein CAS:585-95-5 ChemIDplus CAS:585-95-5 KEGG COMPOUND Reaxys:6640047 Reaxys 1-S-[(3R)-3-hydroxy-N-(sulfonatooxy)pent-4-enimidoyl]-1-thio-beta-D-glucopyranose IUPAC (R)-2-hydroxy-3-butenyl glucosinolate ChemIDplus (R)-2-hydroxybut-3-enylglucosinolate ChEBI Progoitrin KEGG_COMPOUND An amino-acid betaine that is trans-4-hydroxy-L-proline zwitterion in which both of the hydrogens attached to the nitrogen have been replaced by methyl groups. 0 C7H13NO3 InChI=1S/C7H13NO3/c1-8(2)4-5(9)3-6(8)7(10)11/h5-6,9H,3-4H2,1-2H3/t5-,6+/m1/s1 MUNWAHDYFVYIKH-RITPCOANSA-N 159.18300 159.08954 C[N+]1(C)C[C@H](O)C[C@H]1C([O-])=O CHEBI:81 CAS:515-25-3 HMDB:HMDB0029412 KEGG:C08269 KNApSAcK:C00001345 PDBeChem:0XW PMID:21838291 PMID:24056934 PMID:25012968 Reaxys:4136404 (2,4R)-4-hydroxy-1,1-dimethylpyrrolidinium-2-carboxylate trans-4-hydroxy-L-proline betaine chebi_ontology (-)-betonicine (2S-trans)-2-carboxylato-4-hydroxy-1,1-dimethylpyrrolidinium 4-hydroxystachydrine betonicine CHEBI:85533 trans-4-hydroxy-L-proline betaine trans-4-hydroxy-L-proline betaine CHEBI:85533 CAS:515-25-3 ChemIDplus CAS:515-25-3 KEGG COMPOUND PMID:21838291 Europe PMC PMID:24056934 SUBMITTER PMID:25012968 Europe PMC Reaxys:4136404 Reaxys (2,4R)-4-hydroxy-1,1-dimethylpyrrolidinium-2-carboxylate IUPAC trans-4-hydroxy-L-proline betaine UniProt (-)-betonicine KEGG_COMPOUND (2S-trans)-2-carboxylato-4-hydroxy-1,1-dimethylpyrrolidinium ChemIDplus 4-hydroxystachydrine HMDB betonicine ChemIDplus A bismuth cation having a net electric charge of +3. +3 Bi InChI=1S/Bi/q+3 JDIBGQFKXXXXPN-UHFFFAOYSA-N 208.979 208.97875 [Bi+3] HMDB:HMDB0002196 PDBeChem:BS3 Bi(III) cation bismuth(3+) chebi_ontology Bi(3+) bismuth(III) cation bisumth(3+) ion CHEBI:85545 bismuth(3+) bismuth(3+) CHEBI:85545 Bi(III) cation IUPAC bismuth(3+) IUPAC Bi(3+) ChEBI bismuth(III) cation ChEBI bisumth(3+) ion ChEBI A hydroxyisoflavone that is genistein in which the hydroxy group at position 7 is replaced by a methoxy group. 0 C16H12O5 InChI=1S/C16H12O5/c1-20-11-6-13(18)15-14(7-11)21-8-12(16(15)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 KQMVAGISDHMXJJ-UHFFFAOYSA-N 284.26348 284.06847 COc1cc(O)c2c(c1)occ(-c1ccc(O)cc1)c2=O CAS:552-59-0 HMDB:HMDB0034127 KEGG:C10521 KNApSAcK:C00002564 LINCS:LSM-3283 LIPID_MAPS_instance:LMPK12050353 MetaCyc:CPD-3521 PMID:15408466 PMID:21305630 PMID:22010824 PMID:22148193 PMID:23265084 PMID:23438470 PMID:23597450 PMID:9105397 Patent:CN101669935 Reaxys:292155 Wikipedia:Prunetin 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one Prunetin chebi_ontology 4',5-dihydroxy-7-methoxygenistein 4',5-dihydroxy-7-methoxyisoflavone 5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-benzopyrone 5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one 7-O-methyl-genistein Padmakastein Prunusetin CHEBI:8600 prunetin CHEBI:8600 CAS:552-59-0 ChemIDplus CAS:552-59-0 KEGG COMPOUND LIPID_MAPS_instance:LMPK12050353 LIPID MAPS PMID:15408466 Europe PMC PMID:21305630 Europe PMC PMID:22010824 Europe PMC PMID:22148193 Europe PMC PMID:23265084 Europe PMC PMID:23438470 Europe PMC PMID:23597450 Europe PMC PMID:9105397 Europe PMC Reaxys:292155 Reaxys 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one IUPAC Prunetin KEGG_COMPOUND 4',5-dihydroxy-7-methoxygenistein ChEBI 4',5-dihydroxy-7-methoxyisoflavone ChEBI 5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-benzopyrone ChemIDplus 5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one ChemIDplus 7-O-methyl-genistein ChEBI Padmakastein HMDB Prunusetin HMDB A stilbenol that consists of trans-stilbene bearing a hydroxy group at position 4 as well as two methoxy substituents at positions 3' and 5'. 0 C16H16O3 InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+ VLEUZFDZJKSGMX-ONEGZZNKSA-N 256.301 256.10994 COC1=CC(\C=C\C2=CC=C(O)C=C2)=CC(OC)=C1 CAS:537-42-8 Chemspider:4445042 FooDB:FDB012375 HMDB:HMDB0130987 KEGG:C10287 KNApSAcK:C00002902 LINCS:LSM-43245 LIPID_MAPS_instance:LMPK13090015 MetaCyc:CPD-6959 PDBeChem:3RL PMID:11312782 PMID:15264904 PMID:17726731 PMID:18366703 PMID:20499322 PMID:21084102 PMID:21116625 PMID:21482204 PMID:21838877 PMID:21902799 PMID:21928089 PMID:21936500 PMID:21944294 PMID:21982274 PMID:22038118 PMID:22094440 PMID:22099605 PMID:22273805 PMID:26249340 PMID:30570862 PMID:32125846 PMID:32525309 PMID:33737656 PMID:33801098 PMID:33849700 Patent:CN101912377 Patent:EP2445488 Patent:KR20120000824 Patent:US2011224290 Reaxys:2054316 Wikipedia:Pterostilbene 4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenol Pterostilbene pterostilbene chebi_ontology (E)-1-hydroxy-4-(3,5-dimethoxy)styrylbenzene (E)-3',5'-dimethoxy-4-stilbenol (E)-4'-hydroxy-3,5-dimethoxystilbene 3',5'-dimethoxy-4-stilbenol 3',5'-dimethoxy-resveratrol 3,5-dimethoxy-4'-hydroxy-trans-stilbene 4-(2-(3,5-Dimethoxyphenyl)ethenyl)phenol 4-[(E)-2-(3,5-dimethoxyphenyl)vinyl]phenol trans-pterostilbene CHEBI:8630 pterostilbene CHEBI:8630 CAS:537-42-8 ChemIDplus CAS:537-42-8 KEGG COMPOUND LIPID_MAPS_instance:LMPK13090015 LIPID MAPS PMID:11312782 Europe PMC PMID:15264904 Europe PMC PMID:17726731 Europe PMC PMID:18366703 Europe PMC PMID:20499322 Europe PMC PMID:21084102 Europe PMC PMID:21116625 Europe PMC PMID:21482204 Europe PMC PMID:21838877 Europe PMC PMID:21902799 Europe PMC PMID:21928089 Europe PMC PMID:21936500 Europe PMC PMID:21944294 Europe PMC PMID:21982274 Europe PMC PMID:22038118 Europe PMC PMID:22094440 Europe PMC PMID:22099605 Europe PMC PMID:22273805 Europe PMC PMID:26249340 Europe PMC PMID:30570862 Europe PMC PMID:32125846 Europe PMC PMID:32525309 Europe PMC PMID:33737656 Europe PMC PMID:33801098 Europe PMC PMID:33849700 Europe PMC Reaxys:2054316 Reaxys 4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenol IUPAC Pterostilbene KEGG_COMPOUND pterostilbene UniProt (E)-1-hydroxy-4-(3,5-dimethoxy)styrylbenzene ChEBI (E)-3',5'-dimethoxy-4-stilbenol ChemIDplus (E)-4'-hydroxy-3,5-dimethoxystilbene ChEBI 3',5'-dimethoxy-4-stilbenol ChemIDplus 3',5'-dimethoxy-resveratrol ChEBI 3,5-dimethoxy-4'-hydroxy-trans-stilbene ChEBI 4-(2-(3,5-Dimethoxyphenyl)ethenyl)phenol ChemIDplus 4-[(E)-2-(3,5-dimethoxyphenyl)vinyl]phenol IUPAC trans-pterostilbene ChEBI A dihydroxy monocarboxylic acid that is 3-hydroxypropanoic acid substituted by a 3-hydroxyphenyl group at position 3. 0 C9H10O4 InChI=1S/C9H10O4/c10-7-3-1-2-6(4-7)8(11)5-9(12)13/h1-4,8,10-11H,5H2,(H,12,13) KHTAGVZHYUZYMF-UHFFFAOYSA-N 182.17330 182.05791 OC(CC(O)=O)c1cccc(O)c1 CAS:3247-75-4 HMDB:HMDB0002643 Reaxys:3201161 3-hydroxy-3-(3-hydroxyphenyl)propanoic acid chebi_ontology (3-Hydroxyphenyl)hydracrylic acid 3'-Hydroxyphenylhydracrylic acid 3-(3-Hydroxyphenyl)-3-hydroxypropionic acid 3-(3-Hydroxyphenyl)hydracrylic acid 3-(m-Hydroxyphenyl)hydracrylic acid 3-Hydroxy-3-(3-hydroxyphenyl)propionic acid 3-Hydroxyphenyl-hydracrylic acid HPHPA b-(m-Hydroxyphenyl)hydracrylic acid beta-(m-Hydroxyphenyl)hydracrylic acid CHEBI:86369 3-(3-hydroxyphenyl)-3-hydroxypropanoic acid 3-(3-hydroxyphenyl)-3-hydroxypropanoic acid CHEBI:86369 CAS:3247-75-4 ChemIDplus Reaxys:3201161 Reaxys 3-hydroxy-3-(3-hydroxyphenyl)propanoic acid IUPAC (3-Hydroxyphenyl)hydracrylic acid HMDB 3'-Hydroxyphenylhydracrylic acid HMDB 3-(3-Hydroxyphenyl)-3-hydroxypropionic acid HMDB 3-(3-Hydroxyphenyl)hydracrylic acid HMDB 3-(m-Hydroxyphenyl)hydracrylic acid HMDB 3-Hydroxy-3-(3-hydroxyphenyl)propionic acid HMDB 3-Hydroxyphenyl-hydracrylic acid HMDB HPHPA HMDB b-(m-Hydroxyphenyl)hydracrylic acid HMDB beta-(m-Hydroxyphenyl)hydracrylic acid HMDB A rhaponticin in which the double bond adopts a trans-configuration. It possesses a range of pharmacological activities including antitumour, antiinflammatory, antilipemic and neuroprotective activities. 0 C21H24O9 InChI=1S/C21H24O9/c1-28-16-5-4-11(8-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1 GKAJCVFOJGXVIA-DXKBKAGUSA-N 420.414 420.14203 COC1=CC=C(\C=C\C2=CC(O)=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2)C=C1O AGR:IND44126010 CAS:155-58-8 FooDB:FDB008525 KEGG:C10288 KNApSAcK:C00002904 LIPID_MAPS_instance:LMPK13090002 PMID:19235684 PMID:21782194 PMID:22121779 PMID:22452262 PMID:23220535 PMID:23364836 PMID:23421127 PMID:24362821 PMID:25127020 PMID:26598549 PMID:27930969 PMID:28364627 PMID:30015877 PMID:30666906 PMID:31095470 PMID:31108853 PMID:32662907 PMID:32926752 PMID:33088192 PMID:33494167 PMID:33605003 PMID:33770502 PMID:7362262 Wikipedia:Rhaponticin 3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenyl beta-D-glucopyranoside chebi_ontology (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (E)-rhaponticin ponticin rhaponticin rhaponticine rhapontin CHEBI:8824 trans-rhaponticin trans-rhaponticin CHEBI:8824 AGR:IND44126010 Europe PMC CAS:155-58-8 ChemIDplus LIPID_MAPS_instance:LMPK13090002 LIPID MAPS PMID:19235684 Europe PMC PMID:21782194 Europe PMC PMID:22121779 Europe PMC PMID:22452262 Europe PMC PMID:23220535 Europe PMC PMID:23364836 Europe PMC PMID:23421127 Europe PMC PMID:24362821 Europe PMC PMID:25127020 Europe PMC PMID:26598549 Europe PMC PMID:27930969 Europe PMC PMID:28364627 Europe PMC PMID:30015877 Europe PMC PMID:30666906 Europe PMC PMID:31095470 Europe PMC PMID:31108853 Europe PMC PMID:32662907 Europe PMC PMID:32926752 Europe PMC PMID:33088192 Europe PMC PMID:33494167 Europe PMC PMID:33605003 Europe PMC PMID:33770502 Europe PMC PMID:7362262 Europe PMC 3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenyl beta-D-glucopyranoside IUPAC (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol IUPAC (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol IUPAC (E)-rhaponticin ChEBI ponticin ChemIDplus rhaponticin ChemIDplus rhaponticin UniProt rhaponticine ChemIDplus rhapontin ChemIDplus An aryl beta-D-glucoside that is 3-hydroxyphloretin in which the hydroxyl hydrogen at position 2' is replaced by a 6-O-beta-D-xylosyl-beta-D-glucosyl group. 0 C26H32O15 InChI=1S/C26H32O15/c27-11-6-15(31)19(13(29)4-2-10-1-3-12(28)14(30)5-10)17(7-11)40-26-24(37)22(35)21(34)18(41-26)9-39-25-23(36)20(33)16(32)8-38-25/h1,3,5-7,16,18,20-28,30-37H,2,4,8-9H2/t16-,18-,20+,21-,22+,23-,24-,25+,26-/m1/s1 ILXISCCVBSLKSX-SUFHHTCNSA-N 584.524 584.17412 C1(=CC(=CC(=C1C(=O)CCC2=CC(=C(C=C2)O)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)O3)O)O)O 2-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxyphenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside chebi_ontology 3-hydroxyphloretin 2'-(6-O-beta-D-xylosyl-beta-D-glucoside) 3-hydroxyphloretin 2'-(6-O-beta-xylosyl-beta-glucoside) 3-hydroxyphloretin 2'-(6-O-xylosylglucoside) CHEBI:88354 3-hydroxyphloretin 2'-O-xylosylglucoside 3-hydroxyphloretin 2'-O-xylosylglucoside CHEBI:88354 2-[3-(3,4-dihydroxyphenyl)propanoyl]-3,5-dihydroxyphenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside IUPAC 3-hydroxyphloretin 2'-(6-O-beta-D-xylosyl-beta-D-glucoside) ChEBI 3-hydroxyphloretin 2'-(6-O-beta-xylosyl-beta-glucoside) ChEBI 3-hydroxyphloretin 2'-(6-O-xylosylglucoside) ChEBI CHEBI:88363 8,5'-diferulic acid 0 C14H22O2 InChI=1S/C14H22O2/c1-8(2)10-4-5-11-7-13(15)14(16)9(3)12(11)6-10/h9-10,13-16H,1,4-7H2,2-3H3/t9-,10+,13+,14+/m0/s1 XSCYYIVXGBKTOC-GZZJDILISA-N 222.324 222.16198 C[C@@H]1[C@@H](O)[C@H](O)CC2=C1C[C@@H](CC2)C(C)=C CAS:18178-54-6 KEGG:C09715 KNApSAcK:C00003178 Rishitin chebi_ontology CHEBI:8870 Rishitin CHEBI:8870 CAS:18178-54-6 KEGG COMPOUND Rishitin KEGG_COMPOUND A carotenol that is a natural xanthophyll pigment. It was formerly used as a food colourant (E161d), but approval for this purpose has been withdrawn throughout the European Union. 0 C40H56O InChI=1S/C40H56O/c1-31(2)17-13-20-34(5)23-15-25-35(6)24-14-21-32(3)18-11-12-19-33(4)22-16-26-36(7)27-28-39-37(8)29-38(41)30-40(39,9)10/h11-12,14-19,21-28,38,41H,13,20,29-30H2,1-10H3/b12-11+,21-14+,22-16+,25-15+,28-27+,32-18+,33-19+,34-23+,35-24+,36-26+/t38-/m1/s1 ABTRFGSPYXCGMR-AXXBKCDFSA-N 552.87204 552.43312 CC(C)=CCC\C(C)=C\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C Beilstein:2342671 CAS:3763-55-1 HMDB:HMDB0035836 KEGG:C08611 KNApSAcK:C00003785 LIPID_MAPS_instance:LMPR01070281 PMID:10563863 PMID:4762756 Reaxys:2342671 Wikipedia:Rubixanthin (3R)-beta,psi-caroten-3-ol Rubixanthin chebi_ontology (all-E,3R)-rubixanthin E 161d E161d Natural yellow 27 CHEBI:8907 rubixanthin CHEBI:8907 Beilstein:2342671 Beilstein CAS:3763-55-1 ChemIDplus CAS:3763-55-1 KEGG COMPOUND LIPID_MAPS_instance:LMPR01070281 LIPID MAPS PMID:10563863 Europe PMC PMID:4762756 Europe PMC Reaxys:2342671 Reaxys (3R)-beta,psi-caroten-3-ol IUPAC Rubixanthin KEGG_COMPOUND (all-E,3R)-rubixanthin ChEBI E 161d ChEBI E161d ChEBI Natural yellow 27 ChemIDplus A 3-hydroxy steroid that is 5alpha-stigmastane which is substituted at the 3beta position by a hydroxy group. 0 C29H52O InChI=1S/C29H52O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h19-27,30H,7-18H2,1-6H3/t20-,21-,22+,23+,24+,25-,26+,27+,28+,29-/m1/s1 LGJMUZUPVCAVPU-HRJGVYIJSA-N 416.724 416.40182 [C@@]12(CC[C@@H](C[C@@]1(CC[C@@]3([C@@]2(CC[C@]4([C@]3(CC[C@@]4([C@@](CC[C@H](C(C)C)CC)(C)[H])[H])[H])C)[H])[H])[H])O)C CAS:83-45-4 HMDB:HMDB0000494 KEGG:C19644 KNApSAcK:C00032163 LIPID_MAPS_instance:LMST01040128 MetaCyc:CPD-8481 PMID:10517218 PMID:10539742 PMID:11060358 PMID:16331855 PMID:16487675 PMID:1730022 Wikipedia:Stigmastanol (5alpha)-stigmastan-3beta-ol chebi_ontology (3beta,5alpha)-stigmastan-3-ol (3beta,5alpha,20S)-stigmastan-3-ol 24alpha-ethylcholestanol 5,6-dihydro-beta-sitosterol dihydrositosterin fucostanol sitostanol CHEBI:89400 stigmastanol stigmastanol CHEBI:89400 CAS:83-45-4 ChemIDplus CAS:83-45-4 KEGG COMPOUND CAS:83-45-4 NIST Chemistry WebBook LIPID_MAPS_instance:LMST01040128 LIPID MAPS PMID:10517218 Europe PMC PMID:10539742 Europe PMC PMID:11060358 Europe PMC PMID:16331855 Europe PMC PMID:16487675 Europe PMC PMID:1730022 Europe PMC (5alpha)-stigmastan-3beta-ol IUPAC (3beta,5alpha)-stigmastan-3-ol IUPAC (3beta,5alpha,20S)-stigmastan-3-ol IUPAC 24alpha-ethylcholestanol ChemIDplus 5,6-dihydro-beta-sitosterol ChemIDplus dihydrositosterin ChemIDplus fucostanol ChemIDplus sitostanol ChemIDplus 0 C18H10N2O4 InChI=1S/C18H10N2O4/c1-5-13-9-7(3-19-13)12-10-8(11(9)17(23)15(5)21)4-20-14(10)6(2)16(22)18(12)24/h3-4,19-20H,1-2H3 XUMBMVFBXHLACL-UHFFFAOYSA-N 318.284 318.06406 O=C1C(=O)C2=C3C(NC=C3C=4C(=O)C(=O)C(C)=C5NC=C2C54)=C1C CAS:8049-97-6 HMDB:HMDB0004068 chebi_ontology CHEBI:89634 Melanin Melanin CHEBI:89634 CAS:8049-97-6 KEGG COMPOUND A catechin with (2R,3R)-configuration. 0 C15H14O6 InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1 PFTAWBLQPZVEMU-UKRRQHHQSA-N 290.26810 290.07904 [H][C@@]1(Oc2cc(O)cc(O)c2C[C@H]1O)c1ccc(O)c(O)c1 CHEBI:18484 CAS:490-46-0 KEGG:C09727 KNApSAcK:C00000956 LINCS:LSM-20956 LIPID_MAPS_instance:LMPK12020003 MetaCyc:CPD-7630 PMID:10427682 PMID:7655336 Reaxys:92760 (-)-Epicatechin (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol chebi_ontology CHEBI:90 (-)-epicatechin (-)-epicatechin CHEBI:90 CAS:490-46-0 KEGG COMPOUND LIPID_MAPS_instance:LMPK12020003 LIPID MAPS PMID:10427682 Europe PMC PMID:7655336 Europe PMC Reaxys:92760 Reaxys (-)-Epicatechin KEGG_COMPOUND (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol IUPAC CHEBI:90236 0 C23H22O7 InChI=1S/C23H22O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9,17,20-22,24-25H,2,7-8,10H2,1H3/t17-,20+,21-,22-/m0/s1 UMVSOHBRAQTGQI-XGARDCMYSA-N 410.417 410.13655 OCC1=CC(=O)C2=C(C)C[C@@H]([C@]3(C(=C)C(=O)O[C@@]3([C@@]12[H])[H])[H])OC(=O)CC=4C=CC(O)=CC4 CAS:65725-11-3 HMDB:HMDB0035828 KNApSAcK:C00003312 PMID:10858433 PMID:15507374 PMID:16621374 Reaxys:1358541 Wikipedia:Lactucopicrin (3aR,4S,9aS,9bR)-9-(hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-2,3,3a,4,5,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl (4-hydroxyphenyl)acetate chebi_ontology (+)-Lactucopicrin Lactopicrin Lactupicrin CHEBI:90275 lactucopicrin lactucopicrin CHEBI:90275 CAS:65725-11-3 ChemIDplus CAS:65725-11-3 KNApSAcK PMID:10858433 Europe PMC PMID:15507374 Europe PMC PMID:16621374 Europe PMC Reaxys:1358541 Reaxys (3aR,4S,9aS,9bR)-9-(hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-2,3,3a,4,5,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl (4-hydroxyphenyl)acetate IUPAC (+)-Lactucopicrin KNApSAcK Lactopicrin ChemIDplus Lactupicrin KNApSAcK 0 C17H14O5 InChI=1S/C17H14O5/c1-20-11-4-5-12-15(8-11)22-9-13(17(12)19)10-3-6-14(18)16(7-10)21-2/h3-9,18H,1-2H3 JSDXTLJPMLRQOB-UHFFFAOYSA-N 298.291 298.08412 COc1ccc2c(c1)occ(-c1ccc(O)c(OC)c1)c2=O CAS:30564-92-2 HMDB:HMDB0030718 KEGG:C10527 KNApSAcK:C00002571 Sayanedine chebi_ontology CHEBI:9045 Sayanedine CHEBI:9045 CAS:30564-92-2 KEGG COMPOUND Sayanedine KEGG_COMPOUND 0 C30H32O9 InChI=1S/C30H32O9/c1-16-12-18-13-21-25(38-15-37-21)26(35-5)22(18)23-19(14-20(33-3)24(34-4)27(23)36-6)28(30(16,2)32)39-29(31)17-10-8-7-9-11-17/h7-11,13-14,16,28,32H,12,15H2,1-6H3/t16-,28-,30-/m0/s1 UFCGDBKFOKKVAC-DSASHONVSA-N 536.571 536.20463 COc1cc2[C@H](OC(=O)c3ccccc3)[C@@](C)(O)[C@@H](C)Cc3cc4OCOc4c(OC)c3-c2c(OC)c1OC CAS:58546-56-8 KEGG:C10881 KNApSAcK:C00002625 Schisantherin A chebi_ontology CHEBI:9048 Schisantherin A CHEBI:9048 CAS:58546-56-8 KEGG COMPOUND Schisantherin A KEGG_COMPOUND A member of the class of coumarins that is esculetin in which the two hydroxy groups at positions 6 and 7 are replaced by methoxy groups. It is a major constituent of the Chinese herbal medicine Yin Chen Hao, and exhibits a variety of pharmacological activities such as anti-inflammatory, anti-allergic, and anti-tumor activities. 0 C11H10O4 InChI=1S/C11H10O4/c1-13-9-5-7-3-4-11(12)15-8(7)6-10(9)14-2/h3-6H,1-2H3 GUAFOGOEJLSQBT-UHFFFAOYSA-N 206.197 206.05791 COC1=C(OC)C=C2C=CC(=O)OC2=C1 CAS:120-08-1 Chemspider:8110 FooDB:FDB002774 HMDB:HMDB0030818 KEGG:C09311 KNApSAcK:C00002498 MetaCyc:CPD-14452 PMID:157008 PMID:1830846 PMID:22068685 PMID:23086487 PMID:23930012 PMID:27188970 PMID:27306123 PMID:27869223 PMID:27929444 PMID:27983636 PMID:28623783 PMID:28950382 PMID:28970015 PMID:29164835 PMID:29793313 PMID:29901189 PMID:29921497 PMID:30119184 PMID:30360359 PMID:30736072 PMID:30861122 PMID:30934718 PMID:31421545 PMID:32000066 PMID:32521698 PMID:32877694 PMID:32961278 PMID:33090488 PMID:33560596 PMID:33894369 PMID:34410946 PMID:544448 PMID:700833 Reaxys:169572 Wikipedia:Scoparone 6,7-dimethoxy-2H-chromen-2-one scoparone chebi_ontology 6,7-dimethoxy-2H-1-benzopyran-2-one 6,7-dimethoxybenzopyran-2-one 6,7-dimethoxycoumarin 6,7-dimethylesculetin O,O-dimethylesculetin O-methylisoscopoletin O-methylscopoletin aesculetin dimethyl ether escoparone esculetin 6,7-dimethyl ether esculetin dimethyl ether scoparon scopoletin methyl ether scopoletin monomethyl ether CHEBI:9055 scoparone CHEBI:9055 CAS:120-08-1 ChemIDplus CAS:120-08-1 NIST Chemistry WebBook PMID:157008 Europe PMC PMID:1830846 Europe PMC PMID:22068685 Europe PMC PMID:23086487 Europe PMC PMID:23930012 Europe PMC PMID:27188970 Europe PMC PMID:27306123 Europe PMC PMID:27869223 Europe PMC PMID:27929444 Europe PMC PMID:27983636 Europe PMC PMID:28623783 Europe PMC PMID:28950382 Europe PMC PMID:28970015 Europe PMC PMID:29164835 Europe PMC PMID:29793313 Europe PMC PMID:29901189 Europe PMC PMID:29921497 Europe PMC PMID:30119184 Europe PMC PMID:30360359 Europe PMC PMID:30736072 Europe PMC PMID:30861122 Europe PMC PMID:30934718 Europe PMC PMID:31421545 Europe PMC PMID:32000066 Europe PMC PMID:32521698 Europe PMC PMID:32877694 Europe PMC PMID:32961278 Europe PMC PMID:33090488 Europe PMC PMID:33560596 Europe PMC PMID:33894369 Europe PMC PMID:34410946 Europe PMC PMID:544448 Europe PMC PMID:700833 Europe PMC Reaxys:169572 Reaxys 6,7-dimethoxy-2H-chromen-2-one IUPAC scoparone UniProt 6,7-dimethoxy-2H-1-benzopyran-2-one IUPAC 6,7-dimethoxybenzopyran-2-one ChemIDplus 6,7-dimethoxycoumarin KEGG_COMPOUND 6,7-dimethylesculetin ChemIDplus O,O-dimethylesculetin ChEBI O-methylisoscopoletin ChEBI O-methylscopoletin ChEBI aesculetin dimethyl ether ChemIDplus escoparone ChemIDplus esculetin 6,7-dimethyl ether ChEBI esculetin dimethyl ether ChemIDplus scoparon ChemIDplus scopoletin methyl ether ChEBI scopoletin monomethyl ether ChEBI Flavone substituted with hydroxy groups at C-4', -5, -6 and -7. 0 C15H10O6 InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20H JVXZRQGOGOXCEC-UHFFFAOYSA-N 286.23630 286.04774 Oc1ccc(cc1)-c1cc(=O)c2c(O)c(O)c(O)cc2o1 CAS:529-53-3 KEGG:C10184 KNApSAcK:C00003834 MetaCyc:CPD-12726 PMID:10724177 Reaxys:289959 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one Scutellarein chebi_ontology 4',5,6,7-Tetrahydroxyflavanone 5,6,7,4'-Tetrahydroxyflavone 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 6-Hydroxyapigenin Isocarthamidin CHEBI:9062 scutellarein scutellarein CHEBI:9062 CAS:529-53-3 ChemIDplus CAS:529-53-3 KEGG COMPOUND PMID:10724177 Europe PMC Reaxys:289959 Reaxys 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one IUPAC Scutellarein KEGG_COMPOUND 4',5,6,7-Tetrahydroxyflavanone ChemIDplus 5,6,7,4'-Tetrahydroxyflavone ChemIDplus 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChemIDplus 6-Hydroxyapigenin KEGG_COMPOUND Isocarthamidin KEGG_COMPOUND 0 C20H20O7 InChI=1S/C20H20O7/c1-22-17-7-12(3-4-15(17)21)27-20-14-9-23-19(13(14)8-24-20)11-2-5-16-18(6-11)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19+,20+/m0/s1 OJVGWDJIYBTWDS-AFHBHXEDSA-N 372.369 372.12090 COc1cc(O[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3c2ccc3OCOc3c2)ccc1O CAS:100016-94-2 KEGG:C10883 KNApSAcK:C00002626 Sesamolinol chebi_ontology CHEBI:9127 Sesamolinol Sesamolinol CHEBI:9127 CAS:100016-94-2 KEGG COMPOUND Sesamolinol KEGG_COMPOUND 0 C14H18NO10S2 InChI=1S/C14H19NO10S2/c16-6-9-11(18)12(19)13(20)14(24-9)26-10(15-25-27(21,22)23)5-7-1-3-8(17)4-2-7/h1-4,9,11-14,16-20H,5-6H2,(H,21,22,23)/t9-,11-,12+,13-,14+/m1/s1 WWBNBPSEKLOHJU-LPUQOGTASA-N 425.434 425.04504 OC[C@H]1O[C@@H](SC(Cc2ccc(O)cc2)=NOS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O CAS:20196-67-2 KEGG:C08426 KNApSAcK:C00001487 Sinalbin chebi_ontology p-Hydroxybenzyl glucosinolate CHEBI:9151 Sinalbin CHEBI:9151 CAS:20196-67-2 KEGG COMPOUND Sinalbin KEGG_COMPOUND p-Hydroxybenzyl glucosinolate KEGG_COMPOUND A pentamethoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 3' and 4' respectively. 0 C20H20O7 InChI=1S/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(27-14)10-17(24-3)19(25-4)20(18)26-5/h6-10H,1-5H3 LKMNXYDUQXAUCZ-UHFFFAOYSA-N 372.36860 372.12090 COc1ccc(cc1OC)-c1cc(=O)c2c(OC)c(OC)c(OC)cc2o1 CAS:2306-27-6 HMDB:HMDB0036633 KEGG:C10186 KNApSAcK:C00013596 LINCS:LSM-3903 LIPID_MAPS_instance:LMPK12111250 PMID:22438091 PMID:25735898 Reaxys:345748 Wikipedia:Sinensetin 2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one chebi_ontology 5,6,7,3',4'-Pentamethoxyflavone Pedalitin permethyl ether CHEBI:9159 sinensetin sinensetin CHEBI:9159 CAS:2306-27-6 ChemIDplus CAS:2306-27-6 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111250 LIPID MAPS PMID:22438091 Europe PMC PMID:25735898 Europe PMC Reaxys:345748 Reaxys 2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one IUPAC 5,6,7,3',4'-Pentamethoxyflavone KEGG_COMPOUND Pedalitin permethyl ether LIPID_MAPS An alkenylglucosinolate that is the conjugate base of sinigrin. -1 C10H16NO9S2 InChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/p-1/b11-6-/t5-,7-,8+,9-,10+/m1/s1 PHZOWSSBXJXFOR-GLVDENFASA-M 358.368 358.02720 [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS([O-])(=O)=O)/CC=C Beilstein:1407048 CAS:3952-98-5 KEGG:C08427 Reaxys:1407048 1-S-[(1Z)-N-(sulfonatooxy)but-3-enimidoyl]-1-thio-beta-D-glucopyranose chebi_ontology 1-S-[N-(sulfonatooxy)but-3-enimidoyl]-1-thio-beta-D-glucopyranose Sinigrin allylglucosinolate sinigrin sinigrin anion CHEBI:9162 sinigrin(1-) CHEBI:9162 Beilstein:1407048 Beilstein CAS:3952-98-5 KEGG COMPOUND Reaxys:1407048 Reaxys 1-S-[(1Z)-N-(sulfonatooxy)but-3-enimidoyl]-1-thio-beta-D-glucopyranose IUPAC 1-S-[N-(sulfonatooxy)but-3-enimidoyl]-1-thio-beta-D-glucopyranose IUPAC Sinigrin KEGG_COMPOUND allylglucosinolate ChEBI sinigrin UniProt sinigrin anion ChEBI A glycoalkaloid poison found in species of the nightshade family (Solanaceae), such as the potato (Solanum tuberosum). It is a trisccharide derivative of solanidine [(22beta)-solanid-5-en-3beta-ol]. 0 C45H73NO15 InChI=1S/C45H73NO15/c1-19-6-9-27-20(2)31-28(46(27)16-19)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)57-43-40(61-41-37(54)35(52)32(49)21(3)56-41)39(34(51)30(18-48)59-43)60-42-38(55)36(53)33(50)29(17-47)58-42/h7,19-21,23-43,47-55H,6,8-18H2,1-5H3/t19-,20+,21-,23-,24+,25-,26-,27+,28-,29+,30+,31-,32-,33+,34-,35+,36-,37+,38+,39-,40+,41-,42-,43+,44-,45-/m0/s1 ZGVSETXHNHBTRK-UDJLNJFBSA-N 868.05880 867.49802 C[C@@H]1[C@H]2CC[C@H](C)CN2[C@H]2C[C@H]3[C@@H]4CC=C5C[C@H](CC[C@]5(C)[C@H]4CC[C@]3(C)[C@@H]12)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O Beilstein:77607 CAS:20562-02-1 HMDB:HMDB0034202 KEGG:C10820 KNApSAcK:C00002262 LINCS:LSM-3583 MetaCyc:CPD-9211 PMID:18022776 PMID:21485553 PMID:23411230 PMID:23454444 PMID:23473422 PMID:23494897 PMID:23790833 PMID:23954587 PMID:24051269 Reaxys:77607 Wikipedia:Solanine Solanine solanid-5-en-3beta-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-galactopyranoside chebi_ontology alpha-Solanin alpha-solanine CHEBI:9188 solanine CHEBI:9188 Beilstein:77607 ChemIDplus CAS:20562-02-1 ChemIDplus CAS:20562-02-1 KEGG COMPOUND PMID:18022776 Europe PMC PMID:21485553 Europe PMC PMID:23411230 Europe PMC PMID:23454444 Europe PMC PMID:23473422 Europe PMC PMID:23494897 Europe PMC PMID:23790833 Europe PMC PMID:23954587 Europe PMC PMID:24051269 Europe PMC Reaxys:77607 Reaxys Solanine KEGG_COMPOUND solanid-5-en-3beta-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-galactopyranoside IUPAC alpha-Solanin ChemIDplus alpha-solanine ChEBI A pentacyclic triterpenoid that is oleanane containing a double bond between positions 12 and 13 and substituted by hydroxy groups at the 3beta, 22beta and 24-positions. 0 C30H50O3 InChI=1S/C30H50O3/c1-25(2)16-20-19-8-9-22-27(4)12-11-23(32)28(5,18-31)21(27)10-13-30(22,7)29(19,6)15-14-26(20,3)24(33)17-25/h8,20-24,31-33H,9-18H2,1-7H3/t20-,21+,22+,23-,24+,26+,27-,28+,29+,30+/m0/s1 YOQAQNKGFOLRGT-UXXABWCISA-N 458.71620 458.37600 [H][C@@]12CC(C)(C)C[C@@H](O)[C@]1(C)CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)[C@](C)(CO)[C@]3([H])CC[C@@]12C CAS:595-15-3 KEGG:C08980 KNApSAcK:C00000256 MetaCyc:CPD-7610 PMID:12172845 PMID:16478469 PMID:21480462 Patent:WO0181612 Reaxys:4911811 (3beta,22beta)-olean-12-ene-3,22,24-triol soyasapogenol B chebi_ontology 24-hydroxysophoradiol soyasapogenol-B CHEBI:9209 soyasapogenol B CHEBI:9209 CAS:595-15-3 ChemIDplus CAS:595-15-3 KEGG COMPOUND PMID:12172845 Europe PMC PMID:16478469 Europe PMC PMID:21480462 Europe PMC Reaxys:4911811 Reaxys (3beta,22beta)-olean-12-ene-3,22,24-triol IUPAC soyasapogenol B UniProt 24-hydroxysophoradiol MetaCyc soyasapogenol-B ChEBI 0 C59H96O29 InChI=1S/C59H96O29/c1-54(2)16-23-22-8-9-29-56(4)12-11-30(83-53-45(38(72)37(71)43(85-53)48(77)78)87-52-44(36(70)33(67)27(19-62)82-52)86-51-40(74)35(69)32(66)26(18-61)81-51)57(5,21-63)28(56)10-13-59(29,7)58(22,6)15-14-55(23,3)47(46(54)76)88-49-41(75)42(24(64)20-79-49)84-50-39(73)34(68)31(65)25(17-60)80-50/h8,23-47,49-53,60-76H,9-21H2,1-7H3,(H,77,78)/t23-,24-,25+,26+,27+,28+,29+,30-,31+,32+,33-,34-,35-,36-,37-,38-,39+,40+,41+,42-,43-,44+,45+,46-,47+,49-,50-,51-,52-,53+,55+,56-,57+,58+,59+/m0/s1 XFXHYKZIZSNVSQ-TZRAUYBZSA-N 1269.378 1268.60373 CC1(C)C[C@H]2C3=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(O)=O)[C@](C)(CO)[C@@H]5CC[C@@]4(C)[C@]3(C)CC[C@@]2(C)[C@H](O[C@@H]2OC[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@@H]1O CAS:78693-94-4 KEGG:C08982 KNApSAcK:C00003552 Soyasaponin A1 chebi_ontology CHEBI:9210 Soyasaponin A1 Soyasaponin A1 CHEBI:9210 CAS:78693-94-4 KEGG COMPOUND Soyasaponin A1 KEGG_COMPOUND A triterpenoid saponin that is composed of soyasapogenol B having an alpha-L-rhamnopyranosyl-(1->2)-beta-D-galactopyranosyl-(1->2)-beta-D-glucopyranosiduronic acid moiety attached at the 3-position via a glycosidic linkage. 0 C48H78O18 InChI=1S/C48H78O18/c1-21-29(52)31(54)35(58)40(61-21)65-37-32(55)30(53)24(19-49)62-41(37)66-38-34(57)33(56)36(39(59)60)64-42(38)63-28-12-13-45(5)25(46(28,6)20-50)11-14-48(8)26(45)10-9-22-23-17-43(2,3)18-27(51)44(23,4)15-16-47(22,48)7/h9,21,23-38,40-42,49-58H,10-20H2,1-8H3,(H,59,60)/t21-,23-,24+,25+,26+,27+,28-,29-,30-,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,44+,45-,46+,47+,48+/m0/s1 PTDAHAWQAGSZDD-IOVCITQVSA-N 943.12210 942.51882 [H][C@@]12CC(C)(C)C[C@@H](O)[C@]1(C)CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)C(O)=O)[C@](C)(CO)[C@]3([H])CC[C@@]12C CAS:51330-27-9 KEGG:C08983 KNApSAcK:C00003553 MetaCyc:CPD-13255 PMID:11394903 PMID:1294698 PMID:19060406 PMID:20350545 PMID:20923188 PMID:9491761 PMID:9501471 Patent:JP2010018552 Reaxys:5375730 (3beta,22beta)-22,24-dihydroxyolean-12-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-beta-D-galactopyranosyl-(1->2)-beta-D-glucopyranosiduronic acid Soyasaponin I chebi_ontology (3beta,22beta)-22,24-dihydroxyolean-12-en-3-yl alpha-L-rhamnopyranosyl-(1->2)-beta-D-galactopyranosyl-(1->2)-beta-D-glucopyranosiduronic acid soyasaponin 1 soyasaponin Bb CHEBI:9211 soyasaponin I CHEBI:9211 CAS:51330-27-9 ChemIDplus CAS:51330-27-9 KEGG COMPOUND PMID:11394903 Europe PMC PMID:1294698 Europe PMC PMID:19060406 Europe PMC PMID:20350545 Europe PMC PMID:20923188 Europe PMC PMID:9491761 Europe PMC PMID:9501471 Europe PMC Reaxys:5375730 Reaxys (3beta,22beta)-22,24-dihydroxyolean-12-en-3-yl 6-deoxy-alpha-L-mannopyranosyl-(1->2)-beta-D-galactopyranosyl-(1->2)-beta-D-glucopyranosiduronic acid IUPAC Soyasaponin I KEGG_COMPOUND (3beta,22beta)-22,24-dihydroxyolean-12-en-3-yl alpha-L-rhamnopyranosyl-(1->2)-beta-D-galactopyranosyl-(1->2)-beta-D-glucopyranosiduronic acid IUPAC soyasaponin 1 ChEBI soyasaponin Bb ChEBI 0 C42H66O14 InChI=1S/C42H66O14/c1-37(2)14-16-42(36(51)52)17-15-40(6)20(21(42)18-37)8-9-24-39(5)12-11-25(38(3,4)23(39)10-13-41(24,40)7)54-35-30(48)31(29(47)32(56-35)33(49)50)55-34-28(46)27(45)26(44)22(19-43)53-34/h8,21-32,34-35,43-48H,9-19H2,1-7H3,(H,49,50)(H,51,52)/t21-,22+,23-,24+,25-,26+,27-,28+,29-,30+,31-,32-,34-,35+,39-,40+,41+,42-/m0/s1 BQPYEFAVIPEQIK-CGCSGISQSA-N 794.967 794.44526 CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@@H]([C@@H](O)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O)C(O)=O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(O)=O CAS:25406-56-8 KEGG:C08984 KNApSAcK:C00003554 Spinasaponin A chebi_ontology CHEBI:9228 Spinasaponin A CHEBI:9228 CAS:25406-56-8 KEGG COMPOUND Spinasaponin A KEGG_COMPOUND 0 2C18H35O2.Mg C36H70MgO4 InChI=1S/2C18H36O2.Mg/c2*1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h2*2-17H2,1H3,(H,19,20);/q;;+2/p-2 HQKMJHAJHXVSDF-UHFFFAOYSA-L 591.24360 590.51245 [Mg++].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O Beilstein:3919702 CAS:557-04-0 Gmelin:777020 KEGG:D02189 magnesium dioctadecanoate magnesium distearate chebi_ontology Magnesium stearate magnesium octadecanoate CHEBI:9254 magnesium distearate magnesium distearate CHEBI:9254 Beilstein:3919702 Beilstein CAS:557-04-0 ChemIDplus CAS:557-04-0 KEGG COMPOUND Gmelin:777020 Gmelin magnesium dioctadecanoate IUPAC magnesium distearate ChemIDplus Magnesium stearate KEGG_COMPOUND magnesium octadecanoate ChemIDplus A diterpene glycoside that is rubusoside in which the hydroxy group at position 2 of the allylic beta-D-glucoside has been converted to the corresponding beta-D-glucoside. It is a natural herbal sweetener that is 250-300 times sweeter than sucrose (though with a bitter aftertaste), extracted from the Stevia rebaudiana plant native to South America. 0 C38H60O18 InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31/h17-33,39-49H,1,4-15H2,2-3H3/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1 UEDUENGHJMELGK-HYDKPPNVSA-N 804.880 804.37797 O([C@@H]1O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)C([C@]2([C@@]3([C@]([C@]4([C@]5(C[C@@](CC4)(C(C5)=C)O[C@H]6[C@H](O[C@@H]7O[C@@H]([C@@H](O)[C@@H]([C@H]7O)O)CO)[C@H]([C@H](O)[C@H](O6)CO)O)CC3)[H])(CCC2)C)[H])C)=O AGR:IND606343899 CAS:57817-89-7 FooDB:FDB013538 HMDB:HMDB0034945 KEGG:C09189 KNApSAcK:C00003485 MetaCyc:CPD-14504 PMID:14561506 PMID:15610349 PMID:28363166 PMID:30319406 PMID:30735218 PMID:30820204 PMID:30890404 PMID:31020296 PMID:31075241 PMID:31182573 Wikipedia:Stevioside 1-O-{13alpha-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-18-oxo-5beta,8alpha,9beta,10alpha-kaur-16-en-18-yl}-beta-D-glucopyranose stevioside chebi_ontology 13-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]kaur-16-en-18-oic acid beta-D-glucopyranosyl ester steviosin CHEBI:9271 stevioside CHEBI:9271 AGR:IND606343899 Europe PMC CAS:57817-89-7 ChemIDplus CAS:57817-89-7 KEGG COMPOUND PMID:14561506 Europe PMC PMID:15610349 Europe PMC PMID:28363166 Europe PMC PMID:30319406 Europe PMC PMID:30735218 Europe PMC PMID:30820204 Europe PMC PMID:30890404 Europe PMC PMID:31020296 Europe PMC PMID:31075241 Europe PMC PMID:31182573 Europe PMC 1-O-{13alpha-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-18-oxo-5beta,8alpha,9beta,10alpha-kaur-16-en-18-yl}-beta-D-glucopyranose IUPAC stevioside KEGG_COMPOUND stevioside UniProt 13-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]kaur-16-en-18-oic acid beta-D-glucopyranosyl ester ChEBI steviosin ChemIDplus 0 C2H6O2S InChI=1S/C2H6O2S/c1-5(2,3)4/h1-2H3 HHVIBTZHLRERCL-UHFFFAOYSA-N 94.13384 94.00885 CS(C)(=O)=O Beilstein:1737717 CAS:67-71-0 Gmelin:130437 KEGG:C11142 sulfonyldimethane chebi_ontology Dimethyl sulfone Sulfonylbismethane dimethyl sulfone dimethyl sulphone methylsulfonylmethane sulphonylbismethane CHEBI:9349 sulfonyldimethane sulfonyldimethane CHEBI:9349 Beilstein:1737717 Beilstein CAS:67-71-0 ChemIDplus CAS:67-71-0 KEGG COMPOUND CAS:67-71-0 NIST Chemistry WebBook Gmelin:130437 Gmelin sulfonyldimethane IUPAC Dimethyl sulfone KEGG_COMPOUND Sulfonylbismethane KEGG_COMPOUND dimethyl sulfone IUPAC dimethyl sulfone UniProt dimethyl sulphone ChemIDplus methylsulfonylmethane NIST_Chemistry_WebBook sulphonylbismethane NIST_Chemistry_WebBook A pentamethoxyflavone flavone with methoxy groups at positions 4', 5, 6 , 7 and 8. 0 C20H20O7 InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3 ULSUXBXHSYSGDT-UHFFFAOYSA-N 372.36860 372.12090 COc1ccc(cc1)-c1cc(=O)c2c(OC)c(OC)c(OC)c(OC)c2o1 Beilstein:351695 CAS:481-53-8 HMDB:HMDB0030539 KEGG:C10190 KNApSAcK:C00001105 LINCS:LSM-2548 LIPID_MAPS_instance:LMPK12111443 PMID:22476082 PMID:22585555 PMID:22850615 PMID:23137376 PMID:23254473 PMID:23265538 Patent:CN101947215 Patent:CN102344429 Reaxys:351695 Wikipedia:Tangeritin 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one Tangeretin chebi_ontology 4',5,6,7,8-pentamethoxyflavone 5,6,7,8,4'-Pentamethoxyflavone 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one tangeritin CHEBI:9400 tangeretin tangeretin CHEBI:9400 Beilstein:351695 Beilstein CAS:481-53-8 ChemIDplus CAS:481-53-8 KEGG COMPOUND LIPID_MAPS_instance:LMPK12111443 LIPID MAPS PMID:22476082 Europe PMC PMID:22585555 Europe PMC PMID:22850615 Europe PMC PMID:23137376 Europe PMC PMID:23254473 Europe PMC PMID:23265538 Europe PMC Reaxys:351695 Reaxys 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one IUPAC Tangeretin KEGG_COMPOUND 4',5,6,7,8-pentamethoxyflavone ChemIDplus 5,6,7,8,4'-Pentamethoxyflavone KEGG_COMPOUND 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one ChEBI tangeritin ChEBI 0 C34H26O22 InChI=1S/C34H26O22/c35-12-1-8(2-13(36)21(12)41)30(47)55-28-27-18(53-34(51)29(28)56-31(48)9-3-14(37)22(42)15(38)4-9)7-52-32(49)10-5-16(39)23(43)25(45)19(10)20-11(33(50)54-27)6-17(40)24(44)26(20)46/h1-6,18,27-29,34-46,51H,7H2/t18-,27-,28+,29-,34?/m1/s1 YKDNTEQLKGYZHT-HTCCRONFSA-N 786.558 786.09157 OC1O[C@@H]2COC(=O)c3cc(O)c(O)c(O)c3-c3c(O)c(O)c(O)cc3C(=O)O[C@H]2[C@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@H]1OC(=O)c1cc(O)c(O)c(O)c1 CAS:79786-08-6 KEGG:C10241 KNApSAcK:C00002938 Tellimagrandin I chebi_ontology 1-Desgalloyleugeniin CHEBI:9433 Tellimagrandin I CHEBI:9433 CAS:79786-08-6 KEGG COMPOUND Tellimagrandin I KEGG_COMPOUND 1-Desgalloyleugeniin KEGG_COMPOUND 0 C28H10O16 InChI=1S/C28H10O16/c29-5-1-3-7(17(33)15(5)31)9-13-11-12-14(28(40)44-23(11)19(35)21(9)41-25(3)37)10-8-4(2-6(30)16(32)18(8)34)26(38)42-22(10)20(36)24(12)43-27(13)39/h1-2,29-36H UGAJKWZVPNVCIO-UHFFFAOYSA-N 602.370 601.99688 Oc1cc2c(c(O)c1O)c1c(oc2=O)c(O)c2oc(=O)c3c4c(oc(=O)c5cc(O)c(O)c(O)c45)c(O)c4oc(=O)c1c2c34 CAS:155144-63-1 KEGG:C10242 KNApSAcK:C00002939 Terminalin chebi_ontology Gallagic acid CHEBI:9454 Terminalin CHEBI:9454 CAS:155144-63-1 KEGG COMPOUND Terminalin KEGG_COMPOUND Gallagic acid KEGG_COMPOUND 0 C59H92O27 InChI=1S/C59H92O27/c1-10-24(2)49(76)86-46-47(79-25(3)63)59(23-62)27(17-54(46,4)5)26-11-12-32-55(6)15-14-34(56(7,22-61)31(55)13-16-57(32,8)58(26,9)18-33(59)66)81-53-45(85-52-44(36(68)29(65)21-78-52)84-50-39(71)35(67)28(64)20-77-50)42(41(73)43(83-53)48(74)75)82-51-40(72)38(70)37(69)30(19-60)80-51/h10-11,27-47,50-53,60-62,64-73H,12-23H2,1-9H3,(H,74,75)/b24-10-/t27-,28+,29-,30+,31+,32+,33+,34-,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45+,46-,47-,50-,51-,52-,53+,55-,56-,57+,58+,59-/m0/s1 BWPGKXYWPBQBPV-MWQJAWBESA-N 1233.348 1232.58260 C\C=C(\C)C(=O)O[C@H]1[C@H](OC(C)=O)[C@]2(CO)[C@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@@H]([C@@H](O)[C@H](O[C@@H]7O[C@H](CO)[C@H](O)[C@H](O)[C@H]7O)[C@H]6O[C@@H]6OC[C@H](O)[C@H](O)[C@H]6O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)C(O)=O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2CC1(C)C CAS:11055-93-9 KEGG:C08986 KNApSAcK:C00003556 Theasaponin chebi_ontology CHEBI:9517 Theasaponin CHEBI:9517 CAS:11055-93-9 KEGG COMPOUND Theasaponin KEGG_COMPOUND A biflavonoid that is obtained by coupling of two molecules of (-)-epigallocatechin 3-gallate resulting in a bond between positions C-2 of the hydroxyphenyl ring. It is a natural product found in oolong tea. 0 C44H34O22 InChI=1S/C44H34O22/c45-15-5-21(47)17-11-31(65-43(61)13-1-23(49)35(55)24(50)2-13)41(63-29(17)7-15)19-9-27(53)37(57)39(59)33(19)34-20(10-28(54)38(58)40(34)60)42-32(12-18-22(48)6-16(46)8-30(18)64-42)66-44(62)14-3-25(51)36(56)26(52)4-14/h1-10,31-32,41-42,45-60H,11-12H2/t31-,32-,41-,42-/m1/s1 YUULFXAQUWEYNP-GXAWFILRSA-N 914.734 914.15417 OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@H](O2)C2=CC(O)=C(O)C(O)=C2C2=C(C=C(O)C(O)=C2O)[C@H]2OC3=C(C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)=CC(O)=C3)C(O)=C1 AGR:IND606662805 CAS:89064-31-3 Chemspider:390965 FooDB:FDB018261 HMDB:HMDB0038360 KEGG:C09972 KNApSAcK:C00001010 LIPID_MAPS_instance:LMPK12030006 PMID:11312805 PMID:14735433 PMID:21082860 PMID:21864060 PMID:21881268 PMID:24011231 PMID:24947273 PMID:25576246 PMID:27309380 PMID:28831484 PMID:30530630 PMID:32255112 PMID:33619960 PMID:34201131 PMID:34208050 PMID:34299073 PMID:34420207 Wikipedia:Theasinensin_A (4,4',5,5',6,6'-hexahydroxy[biphenyl]-2,2'-diyl)bis[(2R,3R)-5,7-dihydroxy-3,4-dihydro-2H-chromene-2,3-diyl] bis(3,4,5-trihydroxybenzoate) theasinensin A chebi_ontology (4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-diyl)bis{[(2R,3R)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2,3-diyl]} bis(3,4,5-trihydroxybenzoate) CHEBI:9518 theasinensin A CHEBI:9518 AGR:IND606662805 Europe PMC CAS:89064-31-3 KEGG COMPOUND LIPID_MAPS_instance:LMPK12030006 LIPID MAPS PMID:11312805 Europe PMC PMID:14735433 Europe PMC PMID:21082860 Europe PMC PMID:21864060 Europe PMC PMID:21881268 Europe PMC PMID:24011231 Europe PMC PMID:24947273 Europe PMC PMID:25576246 Europe PMC PMID:27309380 Europe PMC PMID:28831484 Europe PMC PMID:30530630 Europe PMC PMID:32255112 Europe PMC PMID:33619960 Europe PMC PMID:34201131 Europe PMC PMID:34208050 Europe PMC PMID:34299073 Europe PMC PMID:34420207 Europe PMC (4,4',5,5',6,6'-hexahydroxy[biphenyl]-2,2'-diyl)bis[(2R,3R)-5,7-dihydroxy-3,4-dihydro-2H-chromene-2,3-diyl] bis(3,4,5-trihydroxybenzoate) IUPAC theasinensin A KEGG_COMPOUND (4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-diyl)bis{[(2R,3R)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2,3-diyl]} bis(3,4,5-trihydroxybenzoate) IUPAC A gallate ester resulting from the formal condensation of gallic acid with the (5R)-hydroxy group of (-)-quinic acid (i.e. the hydroxy group on the same side of the cyclohexane ring as the carboxy group). 0 C14H16O10 InChI=1S/C14H16O10/c15-6-1-5(2-7(16)10(6)18)12(20)24-9-4-14(23,13(21)22)3-8(17)11(9)19/h1-2,8-9,11,15-19,23H,3-4H2,(H,21,22)/t8-,9-,11-,14+/m1/s1 LDPLFHGGZNSKDS-FTBFGRRBSA-N 344.27084 344.07435 O[C@@H]1C[C@](O)(C[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@@H]1O)C(O)=O Beilstein:2226689 CAS:17365-11-6 KEGG:C10834 KNApSAcK:C00002676 PMID:17725856 PMID:17910815 Reaxys:3169213 (1S,3R,4R,5R)-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)cyclohexanecarboxylic acid Theogallin chebi_ontology CHEBI:9522 theogallin CHEBI:9522 Beilstein:2226689 Beilstein CAS:17365-11-6 KEGG COMPOUND PMID:17725856 Europe PMC PMID:17910815 Europe PMC Reaxys:3169213 Reaxys (1S,3R,4R,5R)-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)cyclohexanecarboxylic acid IUPAC Theogallin KEGG_COMPOUND The (1S,4R,5R)-stereoisomer of alpha-thujone. 0 C10H16O InChI=1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3/t7-,8-,10+/m1/s1 USMNOWBWPHYOEA-MRTMQBJTSA-N 152.23344 152.12012 [H][C@]12C[C@]1(CC(=O)[C@@H]2C)C(C)C Beilstein:4660369 CAS:546-80-5 KEGG:C09906 KNApSAcK:C00000804 KNApSAcK:C00003064 LIPID_MAPS_instance:LMPR0102120019 MetaCyc:CPD-14067 PMID:17260254 PMID:24486357 Reaxys:4660369 (1S,4R,5R)-4-methyl-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-one (1S,4R,5R)-thujan-3-one chebi_ontology (-)-3-thujanone (1S,4R,5R)-(-)-3-thujanone (1S,4R,5R)-1-isopropyl-4-methylbicyclo[3.1.0]hexan-3-one Thujon Thujone [1S-(1alpha,4alpha,5alpha)]-4-methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-one alpha-thujone l-thujone CHEBI:9577 (-)-alpha-thujone CHEBI:9577 Beilstein:4660369 ChemIDplus CAS:546-80-5 ChemIDplus CAS:546-80-5 KEGG COMPOUND CAS:546-80-5 NIST Chemistry WebBook LIPID_MAPS_instance:LMPR0102120019 LIPID MAPS PMID:17260254 Europe PMC PMID:24486357 Europe PMC Reaxys:4660369 Reaxys (1S,4R,5R)-4-methyl-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-one IUPAC (1S,4R,5R)-thujan-3-one IUPAC (-)-3-thujanone NIST_Chemistry_WebBook (1S,4R,5R)-(-)-3-thujanone NIST_Chemistry_WebBook (1S,4R,5R)-1-isopropyl-4-methylbicyclo[3.1.0]hexan-3-one IUPAC Thujon ChemIDplus Thujone KEGG_COMPOUND [1S-(1alpha,4alpha,5alpha)]-4-methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-one NIST_Chemistry_WebBook alpha-thujone NIST_Chemistry_WebBook l-thujone ChemIDplus A steroid alkaloid that is tomatidine in which the hydroxy group at position 3 is linked to lycotetraose, a tetrasaccharide composed of two units of D-glucose, one unit of D-xylose, and one unit of D-galactose. 0 C50H83NO21 InChI=1S/C50H83NO21/c1-20-7-12-50(51-15-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(63)37(60)41(31(18-54)68-45)69-47-43(71-46-39(62)36(59)34(57)29(16-52)66-46)42(35(58)30(17-53)67-47)70-44-38(61)33(56)27(55)19-64-44/h20-47,51-63H,5-19H2,1-4H3/t20-,21-,22-,23-,24+,25-,26-,27+,28-,29+,30+,31+,32-,33-,34+,35+,36-,37+,38+,39+,40+,41-,42-,43+,44-,45+,46-,47-,48-,49-,50-/m0/s1 REJLGAUYTKNVJM-SGXCCWNXSA-N 1034.18816 1033.54576 [H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])C[C@]3([H])O[C@@]5(CC[C@H](C)CN5)[C@@H](C)[C@]43[H])[C@@]1(C)CC[C@@H](C2)O[C@@H]1O[C@H](CO)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O Beilstein:78250 CAS:17406-45-0 HMDB:HMDB0034103 KEGG:C10827 KNApSAcK:C00002268 LIPID_MAPS_instance:LMST01150015 PMID:17585910 PMID:17979099 PMID:19457446 PMID:19514731 PMID:20300588 PMID:21264526 PMID:21541327 PMID:23448507 PMID:25772114 Reaxys:78250 Wikipedia:Tomatine (22S,25S)-5alpha-spirosolan-3beta-yl beta-D-glucopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-beta-D-glucopyranosyl-(1->4)-beta-D-galactopyranoside Tomatine chebi_ontology (3beta,5alpha,22beta,25S)-spirosolan-3-yl O-beta-D-glucopyranosyl-(1->2)-O-(beta-D-xylopyranosyl)-(1->3)-O-beta-D-glucopyranosyl-(1->4)-beta-D-galactopyranoside A''-Tomatidine Tomatin alpha-tomatine lycopersicin CHEBI:9630 tomatine CHEBI:9630 Beilstein:78250 Beilstein CAS:17406-45-0 ChemIDplus CAS:17406-45-0 KEGG COMPOUND LIPID_MAPS_instance:LMST01150015 LIPID MAPS PMID:17585910 Europe PMC PMID:17979099 Europe PMC PMID:19457446 Europe PMC PMID:19514731 Europe PMC PMID:20300588 Europe PMC PMID:21264526 Europe PMC PMID:21541327 Europe PMC PMID:23448507 Europe PMC PMID:25772114 Europe PMC Reaxys:78250 Reaxys (22S,25S)-5alpha-spirosolan-3beta-yl beta-D-glucopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-beta-D-glucopyranosyl-(1->4)-beta-D-galactopyranoside IUPAC Tomatine KEGG_COMPOUND (3beta,5alpha,22beta,25S)-spirosolan-3-yl O-beta-D-glucopyranosyl-(1->2)-O-(beta-D-xylopyranosyl)-(1->3)-O-beta-D-glucopyranosyl-(1->4)-beta-D-galactopyranoside ChemIDplus A''-Tomatidine ChemIDplus Tomatin HMDB alpha-tomatine ChemIDplus lycopersicin ChemIDplus 0 C21H24O7 InChI=1S/C21H24O7/c1-25-17-7-5-13(9-19(17)27-3)8-15-12-28-20(23)21(15,24)11-14-4-6-16(22)18(10-14)26-2/h4-7,9-10,15,22,24H,8,11-12H2,1-3H3/t15-,21-/m0/s1 YFVZKLQNMNKWSB-BTYIYWSLSA-N 388.412 388.15220 COc1cc(C[C@]2(O)[C@@H](Cc3ccc(OC)c(OC)c3)COC2=O)ccc1O CAS:34209-69-3 KEGG:C10891 KNApSAcK:C00000600 Trachelogenin chebi_ontology (-)-Trachelogenin CHEBI:9647 Trachelogenin CHEBI:9647 CAS:34209-69-3 KEGG COMPOUND Trachelogenin KEGG_COMPOUND (-)-Trachelogenin KEGG_COMPOUND 0 C21H28O5 InChI=1S/C21H28O5/c1-10(2)7-13(22)16-17(24)20-9-12(11(3)4)19(5,6)14(20)8-15(23)21(20,26)18(16)25/h10,12,14,25-26H,3,7-9H2,1-2,4-6H3/t12-,14-,20+,21+/m1/s1 FZQFCXBBPNGZEI-QZHPCCELSA-N 360.44402 360.19367 [H][C@]12CC(=O)[C@]3(O)C(O)=C(C(=O)CC(C)C)C(=O)[C@]13C[C@H](C(C)=C)C2(C)C Beilstein:2422131 CAS:56143-68-1 KEGG:C10723 KNApSAcK:C00002709 Tricyclodehydroisohumulone chebi_ontology CHEBI:9698 Tricyclodehydroisohumulone Tricyclodehydroisohumulone CHEBI:9698 Beilstein:2422131 Beilstein CAS:56143-68-1 KEGG COMPOUND Tricyclodehydroisohumulone KEGG_COMPOUND A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. 0 C30H48O3 InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1 WCGUUGGRBIKTOS-GPOJBZKASA-N 456.711 456.36035 [H][C@@]12[C@@H](C)[C@H](C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O Beilstein:2228563 CAS:77-52-1 DrugBank:DB15588 FooDB:FDB014373 HMDB:HMDB0002395 KEGG:C08988 KNApSAcK:C00003558 LIPID_MAPS_instance:LMPR0106180007 PDBeChem:6Q5 PMID:17516089 PMID:28493531 PMID:30496629 Reaxys:2228563 Wikipedia:Ursolic_acid 3beta-hydroxyurs-12-en-28-oic acid Ursolic acid chebi_ontology (3beta)-3-hydroxyurs-12-en-28-oic acid malol prunol urson CHEBI:9908 ursolic acid CHEBI:9908 Beilstein:2228563 Beilstein CAS:77-52-1 ChemIDplus CAS:77-52-1 KEGG COMPOUND LIPID_MAPS_instance:LMPR0106180007 LIPID MAPS PMID:17516089 Europe PMC PMID:28493531 Europe PMC PMID:30496629 Europe PMC Reaxys:2228563 Reaxys 3beta-hydroxyurs-12-en-28-oic acid IUPAC Ursolic acid KEGG_COMPOUND (3beta)-3-hydroxyurs-12-en-28-oic acid ChemIDplus malol ChemIDplus prunol ChemIDplus urson ChemIDplus ENVO:02000090 An environmental material that is the non-aqueous, non-gaseous residues that remain after something is burned. ash ash An environmental material that is the non-aqueous, non-gaseous residues that remain after something is burned. https://en.wikipedia.org/wiki/Ash A dependent entity that inheres in a bearer by virtue of how the bearer is related to other entities PATO:0000072 quality PATO:0000001 quality PATO:0000001 A dependent entity that inheres in a bearer by virtue of how the bearer is related to other entities PATOC:GVG A quality inhering in a substance by virtue of the amount of the bearer's there is mixed with another substance. concentration quality PATO:0000033 concentration of PATO:0000033 A quality inhering in a substance by virtue of the amount of the bearer's there is mixed with another substance. Wikipedia:http://en.wikipedia.org/wiki/concentration A quality of a physical entity that exists through action of continuants at the physical level of organisation in relation to other entities. PATO:0002079 Wikipedia:Physical_property relational physical quality quality PATO:0001018 physical quality physical quality PATO:0001018 A quality of a physical entity that exists through action of continuants at the physical level of organisation in relation to other entities. PATOC:GVG 2019-03-05T17:25:21Z Western Australia Ecoregion WWF:AA1310 https://www.worldwildlife.org/ecoregions/aa1310 Western Australian Mulga Shrublands Ecoregion 2019-03-05T17:51:32Z https://www.worldwildlife.org/biomes/deserts-and-xeric-shrublands Australasia Ecoregion 2019-03-05T17:52:41Z Southern central Australia Ecoregion WWF:AA1309 https://www.worldwildlife.org/ecoregions/aa1309 Tirari-Sturt Stony Desert Ecoregion 2019-03-05T17:54:35Z Eastern central Australia Ecoregion WWF:AA1308 https://www.worldwildlife.org/ecoregions/aa1308 Simpson Desert Region 2019-03-05T17:56:13Z Western Australia Ecoregion WWF:AA1307 https://www.worldwildlife.org/ecoregions/aa1307 Pilbara Shrublands Ecoregion 2019-03-05T18:10:52Z Western coast of Australia Ecoregion WWF:AA1301 https://www.worldwildlife.org/ecoregions/aa1301 Carnarvon Xeric Shrublands Ecoregion 2019-03-05T18:12:28Z Central Australia Ecoregion WWF:AA1302 https://www.worldwildlife.org/ecoregions/aa1302 Central Ranges Xeric Shrub Ecoregion 2019-03-05T18:15:11Z Western central Australia WWF:AA1303 https://www.worldwildlife.org/ecoregions/aa1303 Gibson Desert Ecoregion 2019-03-05T18:17:15Z Northwestern Australia WWF:AA1304 https://www.worldwildlife.org/ecoregions/aa1304 The Great Sandy-Tanami Desert Ecoregion 2019-03-05T18:24:06Z Southern Australia Ecoregion WWF:AA1305 https://www.worldwildlife.org/ecoregions/aa1305 Great Victoria Desert Ecoregion 2019-03-05T18:26:16Z Southern Australia Ecoregion WWF:AA1306 https://www.worldwildlife.org/ecoregions/aa1306 Nullarbor Plains Xeric Shrubland Ecoregion 2019-03-06T22:01:41Z https://www.worldwildlife.org/biomes/deserts-and-xeric-shrublands Afrotropical Ecoregion 2019-03-06T22:02:37Z Southern Africa: Southern Namibia into South Africa WWF:AT1322 https://www.worldwildlife.org/ecoregions/at1322 Succulent Karoo Ecoregion 2019-03-06T22:07:38Z WWF:AT1321 https://www.worldwildlife.org/ecoregions/at1321 Arabian Peninsula: Yemen and Saudi Arabia Yemen and Saudi Arabia Ecoregion 2019-03-06T22:11:38Z WWF:AT1320 https://www.worldwildlife.org/ecoregions/at1320 Arabian Peninsula: Yemen, Saudi Arabia, and Oman Yemen, Saudi Arabia, and Oman Ecoregion 2019-03-06T22:13:00Z WWF:AT1319 https://www.worldwildlife.org/ecoregions/at1319 Somali montane xeric woodlands ecoregion Somali Montane Xeric Woodland Ecoregion 2019-03-06T22:15:07Z Islands east of the Horn of Africa and south of Yemen Ecoregion WWF:AT1318 https://www.worldwildlife.org/ecoregions/at1318 Socotran Archipelago Ecoregion 2019-03-06T22:18:55Z WWF:AT1317 https://www.worldwildlife.org/ecoregions/at1317 Red Sea Coastal Desert Ecoregion 2019-03-06T22:20:56Z WWF:AT1316 https://www.worldwildlife.org/ecoregions/at1316 Namibian Savanna Woodland Ecoregion 2019-03-06T22:24:28Z Africa: Namibia Ecoregion WWF:AT1315 https://www.worldwildlife.org/ecoregions/at1315 Namib Desert Ecoregion 2019-03-06T22:26:15Z WWF:AT1314 https://www.worldwildlife.org/ecoregions/at1314 Nama Karoo Ecoregion 2019-03-06T22:28:43Z WWF:AT1313 https://www.worldwildlife.org/ecoregions/at1313 Masai Xeric Grasslands and Shrublands Ecoregion 2019-03-06T22:30:23Z WWF:AT1312 https://www.worldwildlife.org/ecoregions/at1312 Madagascar Succulent Woodlands Ecoregion 2019-03-06T22:31:29Z WWF:AT1311 https://www.worldwildlife.org/ecoregions/at1311 Madagascar spiny desert ecoregion Madagascar Spiny Thickets Ecoregion 2019-03-06T22:39:32Z WWF:AT1310 https://www.worldwildlife.org/ecoregions/at1310 Africa: Coastal Namibia and Angola Ecoregion Kaokoveld Desert Ecoregion 2019-03-06T22:42:47Z WWF:AT1309 https://www.worldwildlife.org/ecoregions/at1309 Kalahari Xeric Savanna Ecoregion 2019-03-06T22:44:54Z WWF:AT1308 https://www.worldwildlife.org/ecoregions/at1308 Southern Africa: Islands about half-way between southern Madagascar and southern Mozambique Ecoregion Ile Europa and Bassas da India Ecoregion 2019-03-06T22:46:58Z Eastern Africa: Somalia WWF:AT1307 https://www.worldwildlife.org/ecoregions/at1307 Hobyo Grassland and Shrubland Ecoregion 2019-03-06T22:54:57Z WWF:AT1306 https://www.worldwildlife.org/ecoregions/at1306 Arabian Peninsula: Oman and United Arab Emirates Ecoregion Oman and United Arab Emirates Ecoregion 2019-03-07T00:08:06Z WWF:AT1305 https://www.worldwildlife.org/ecoregions/at1305 Ethiopian Xeric Grasslands and Shrublands Ecoregion 2019-03-07T00:11:29Z WWF:AT1304 https://www.worldwildlife.org/ecoregions/at1304 Eritrean Coastal Desert Ecoregion 2019-03-07T00:13:33Z WWF:AT1303 https://www.worldwildlife.org/ecoregions/at1303 North central Africa: Eastern Chad and small area of western Sudan East Saharan Montane Xeric Woodland Ecoregion 2019-03-07T00:16:12Z WWF:AT1302 https://www.worldwildlife.org/ecoregions/at1302 Western Asia: Oman, Yemen, and Saudi Arabia Ecoregion Oman, Yemen, and Saudi Arabia Ecoregion 2019-03-07T00:18:09Z WWF:AT1301 https://www.worldwildlife.org/ecoregions/at1301 Aldabra Island Xeric Scrub Ecoregion 2019-04-26T23:38:50Z Indo-Malay Ecoregion 2019-04-26T23:40:13Z WWF:IM1304 Southern Asia: Western India into Pakistan Thar Desert 2019-04-27T00:12:51Z WWF:IM1303 Southern Asia: Eastern India and western Pakistan Northwestern Thorn Scrub Forests A polar front between the deep, cold Arctic air and the shallower, warmer polar air of northern latitudes on Earth. 2019-08-20T13:47:18Z Arctic front A polar front between the deep, cold Arctic air and the shallower, warmer polar air of northern latitudes on Earth. A polar front between the deep, cold Antarctic air and the shallower, warmer polar air of southern latitudes on Earth. 2019-08-20T13:48:44Z Antarctic front A polar front between the deep, cold Antarctic air and the shallower, warmer polar air of southern latitudes on Earth. Stellar radiation emitted from Sol. 2020-05-19T22:27:44Z Solar radiation An ecoregion in the Eastern Cape of South Africa with vegetation characterized by sclerophyllous and succulent shrubs. 2024-07-29T15:44:00Z Albany Thicket ecoregion An ecoregion in the Cape Floristic Region of South Africa containing vegetation of the mediterranean shrubland biome [ENVO:01000217] occurring below 300 m. 2024-07-29T15:44:00Z Lowland Fynbos and Renosterveld ecoregion An ecoregion in the Cape Floristic Region of South Africa containing vegetation of the mediterranean shrubland biome [ENVO:01000217] occurring above 300 m. 2024-07-29T15:44:00Z Montane Fynbos and Renosterveld ecoregion An ecoregion in the montane grassland biome [ENVO:01001808] in the Drakensberg mountains of southern Africa above 2500 m. 2024-07-29T15:44:00Z Drakensberg Alti-Montane Grassland and Woodland ecoregion An ecoregion in the montane grassland biome [ENVO:01001808] in the Drakensberg mountains of southern Africa between 1800 and 2500 m. 2024-07-29T15:44:00Z Drakensberg Montane Grassland, Woodland, and Forest ecoregion An ecoregion in the montane grassland biome [ENVO:01001808] in the interior plateau of southern Africa between 1400 and 1800 m. 2024-07-29T15:44:00Z Highveld Grassland ecoregion example to be eventually removed example to be eventually removed metadata complete Class has all its metadata, but is either not guaranteed to be in its final location in the asserted IS_A hierarchy or refers to another class that is not complete. metadata complete organizational term Term created to ease viewing/sort terms for development purpose, and will not be included in a release organizational term ready for release Class has undergone final review, is ready for use, and will be included in the next release. Any class lacking "ready_for_release" should be considered likely to change place in hierarchy, have its definition refined, or be obsoleted in the next release. Those classes deemed "ready_for_release" will also derived from a chain of ancestor classes that are also "ready_for_release." ready for release metadata incomplete Class is being worked on; however, the metadata (including definition) are not complete or sufficiently clear to the branch editors. metadata incomplete uncurated Nothing done yet beyond assigning a unique class ID and proposing a preferred term. uncurated pending final vetting All definitions, placement in the asserted IS_A hierarchy and required minimal metadata are complete. The class is awaiting a final review by someone other than the term editor. pending final vetting to be replaced with external ontology term Terms with this status should eventually replaced with a term from another ontology. Alan Ruttenberg group:OBI to be replaced with external ontology term requires discussion A term that is metadata complete, has been reviewed, and problems have been identified that require discussion before release. Such a term requires editor note(s) to identify the outstanding issues. Alan Ruttenberg group:OBI requires discussion third planet from the Sun in the Solar System Earth third planet from the Sun in the Solar System https://www.wikidata.org/wiki/Q2 "Suni, or Jalca, is one of the eight Natural Regions of Peru. It is located in the Andes at an altitude between 3,500 and 4,000 metres above sea level. Suni has a dry and cold weather and there are many glacial valleys. The flora includes gramineous plants and shrubs such as the taya-taya (Caesalpinia spinosa), the quishuar (Buddleja coriacea), and the cantuta (Cantua buxifolia) which was considered sacred by the Incas. Even though it is hard for plants to grow because of the weather, people are able to cultivate such crops as quinoa, qañiwa, broad beans and ulluku (Ullucus tuberosus). The main fauna is the guinea pig and, among numerous other highland birds, the Chiguanco thrush." Jalca Suni "Suni, or Jalca, is one of the eight Natural Regions of Peru. It is located in the Andes at an altitude between 3,500 and 4,000 metres above sea level. Suni has a dry and cold weather and there are many glacial valleys. The flora includes gramineous plants and shrubs such as the taya-taya (Caesalpinia spinosa), the quishuar (Buddleja coriacea), and the cantuta (Cantua buxifolia) which was considered sacred by the Incas. Even though it is hard for plants to grow because of the weather, people are able to cultivate such crops as quinoa, qañiwa, broad beans and ulluku (Ullucus tuberosus). The main fauna is the guinea pig and, among numerous other highland birds, the Chiguanco thrush." https://en.wikipedia.org/wiki/Suni_(geography) Sun Sol Earth's interconnected water system World Ocean Earth's interconnected water system https://www.wikidata.org/wiki/Q715269 The equivalency statement has been duplicated true this person has role this investigator role (more colloquially: this person has this role of investigator) a relation between an independent continuant (the bearer) and a role, in which the role specifically depends on the bearer for its existence A bearer can have many roles, and its roles can exist for different periods of time, but none of its roles can exist when the bearer does not exist. A role need not be realized at all the times that the role exists. has_role RO:0000087 chebi_ontology has_role false false has_role has role has role this cell derives from this parent cell (cell division) this nucleus derives from this parent nucleus (nuclear division) a relation between two distinct material entities, the new entity and the old entity, in which the new entity begins to exist when the old entity ceases to exist, and the new entity inherits the significant portion of the matter of the old entity This is a very general relation. More specific relations are preferred when applicable, such as 'directly develops from'. derives_from This relation is taken from the RO2005 version of RO. It may be obsoleted and replaced by relations with different definitions. See also the 'develops from' family of relations. derives from The CDNO provides structured terminologies to describe nutritional attributes of material entities that contribute to human diet. These terms are intended primarily to be associated with datasets that quantify concentration of chemical nutritional components derived from samples taken from any stage in the production of food raw materials (including from crops, livestock, fisheries) and through processing and supply chains. Additional knowledge associated with these dietary sources may be represented by terms that describe functional, physical and other attributes. Whilst recognising that dietary nutrients within food substrates may be present as complex and dynamic physical and chemical structures or mixtures, CDNO focuses on components typically quantified in an analytical chemistry laboratory. The primary CDNO class ‘dietary nutritional component’ contains hierarchical sets of terms organised to reflect commonly used classifications of chemical food composition. This class does not represent an exhaustive classification of chemical components, but focuses on structuring terms according to widely accepted categories. This class is independent of, but may be used in conjunction with, classes that describe ‘analytical methods’ for quantification, ‘physical properties’ or ‘dietary function’. Quantification data may be used and reported in research literature, to inform food composition tables and labelling, or for supply chain quality assurance and control. More specifically, terms within the ‘nutritional component concentration’ class may be used to represent quantification of components described in the ‘dietary nutritional component’ class. Concentration data are intended to be described in conjunction with post-composed metadata concepts, such as represented by the Food Ontology (FoodOn) ‘Food product by organism’, which derives from some food or anatomical entity and a NCBI organismal classification ontology (NCBITaxon) entity. The common vocabulary and relationships defined within CDNO should facilitate description, communication and exchange of material entity-derived nutritional composition datasets typically generated by analytical laboratories. The organisation of the vocabulary is structured to reflect common categories variously used by those involved in crop, livestock or other organismal production, associated R&D and breeding, as well as the food processing and supply sector, and nutritionists, inlcuding compilers and users of food composition databases. The CDNO therefore supports characterisation of genetic diversity and management of biodiversity collections, as well as sharing of knowledge relating to dietary composition between a wider set of researchers, breeders, farmers, processors and other stakeholders. Further development of the functional class should also assist in understanding how interactions between organismal genetic and environmental variation contribute to human diet and health in the farm to fork continuum. Compositional Dietary Nutrition Ontology If a molecular function (X) has a regulatory subfunction, then any gene product which is an input to that subfunction has an activity that directly_regulates X. Note: this is intended for cases where the regaultory subfunction is protein binding, so it could be tightened with an additional clause to specify this. inferring direct reg edge from input to regulatory subfunction inferring direct neg reg edge from input to regulatory subfunction inferring direct positive reg edge from input to regulatory subfunction effector input is compound function input Input of effector is input of its parent MF if effector directly regulates X, its parent MF directly regulates X if effector directly positively regulates X, its parent MF directly positively regulates X if effector directly negatively regulates X, its parent MF directly negatively regulates X