CHEBI:18176 - 2-coumaric acid

ChEBI IDCHEBI:18176
ChEBI Name2-coumaric acid
Stars
DefinitionA monohydroxycinnamic acid in which the hydroxy substituent is located at C-2 of the phenyl ring.
Secondary ChEBI IDsCHEBI:1151, CHEBI:19517, CHEBI:19633
Last Modified28 May 2024
DownloadsMolfile
FormulaC9H8O3
Net Charge0
Average Mass164.160
Monoisotopic Mass164.04734
SMILES[H]C(=Cc1ccccc1O)C(=O)O
InChIInChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)
InChIKeyPMOWTIHVNWZYFI-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
2-coumaric acid (CHEBI:18176) has role plant metabolite (CHEBI:76924)
2-coumaric acid (CHEBI:18176) is a coumaric acid (CHEBI:23401)
2-coumaric acid (CHEBI:18176) is conjugate acid of 2-coumarate (CHEBI:11594)
Incoming Relation(s)
cis-2-coumaric acid (CHEBI:28873) is a 2-coumaric acid (CHEBI:18176)
trans-2-coumaric acid (CHEBI:18125) is a 2-coumaric acid (CHEBI:18176)
2-coumarate (CHEBI:11594) is conjugate base of 2-coumaric acid (CHEBI:18176)
IUPAC Name 
3-(2-hydroxyphenyl)prop-2-enoic acid
Synonyms  Source
2-HydroxycinnamateKEGG COMPOUND
3-(2-hydroxyphenyl)acrylic acidChEBI
2-hydroxycinnamic acidChemIDplus
Registry NumbersSources
Reaxys:2207352Reaxys
CAS:583-17-5ChemIDplus
CAS:583-17-5NIST Chemistry WebBook
Citations