CHEBI:47925 - 3-coumaric acid

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ChEBI Name 3-coumaric acid
ChEBI ID CHEBI:47925
Definition A monohydroxycinnamic acid in which the hydroxy substituent is located at C-3 of the phenyl ring.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C9H8O3
Net Charge 0
Average Mass 164.15802
Monoisotopic Mass 164.047
InChI InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)
InChIKey KKSDGJDHHZEWEP-UHFFFAOYSA-N
SMILES [H]C(=Cc1cccc(O)c1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing 3-coumaric acid (CHEBI:47925) has role human xenobiotic metabolite (CHEBI:76967)
3-coumaric acid (CHEBI:47925) has role plant metabolite (CHEBI:76924)
3-coumaric acid (CHEBI:47925) is a coumaric acid (CHEBI:23401)
3-coumaric acid (CHEBI:47925) is conjugate acid of 3-coumarate (CHEBI:47927)
Incoming cis-3-coumaric acid (CHEBI:47926) is a 3-coumaric acid (CHEBI:47925)
trans-3-coumaric acid (CHEBI:32357) is a 3-coumaric acid (CHEBI:47925)
3-coumarate (CHEBI:47927) is conjugate base of 3-coumaric acid (CHEBI:47925)
IUPAC Name
3-(3-hydroxyphenyl)prop-2-enoic acid
Synonyms Sources
3-(3-hydroxyphenyl)-2-propenoic acid NIST Chemistry WebBook
3-(3-hydroxyphenyl)acrylic acid NIST Chemistry WebBook
3-coumaric acid ChemIDplus
3-hydroxycinnamic acid ChemIDplus
m-coumaric acid NIST Chemistry WebBook
m-hydroxycinnamic acid NIST Chemistry WebBook
Registry Numbers Types Sources
2690254 Beilstein Registry Number Beilstein
588-30-7 CAS Registry Number ChemIDplus
588-30-7 CAS Registry Number NIST Chemistry WebBook
Last Modified
25 June 2014