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CHEBI:36090 - 4-coumaric acid

ChEBI IDCHEBI:36090
ChEBI Name4-coumaric acid
Stars
DefinitionA coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.
Secondary ChEBI IDsCHEBI:20348, CHEBI:20405
Last Modified24 June 2021
DownloadsMolfile
FormulaC9H8O3
Net Charge0
Average Mass164.160
Monoisotopic Mass164.04734
SMILES[H]C(=Cc1ccc(O)cc1)C(=O)O
InChIInChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)
InChIKeyNGSWKAQJJWESNS-UHFFFAOYSA-N
Wikipedia
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)
4-coumaric acid (CHEBI:36090) has role plant metabolite (CHEBI:76924)
4-coumaric acid (CHEBI:36090) is a coumaric acid (CHEBI:23401)
4-coumaric acid (CHEBI:36090) is conjugate acid of 4-coumarate (CHEBI:32373)
Incoming Relation(s)
N1,N5,N10-tri-p-coumaroyl spermidine (CHEBI:61514) has functional parent 4-coumaric acid (CHEBI:36090)
p-coumaroylagmatine (CHEBI:32818) has functional parent 4-coumaric acid (CHEBI:36090)
p-coutaric acid (CHEBI:77439) has functional parent 4-coumaric acid (CHEBI:36090)
2-(p-coumaroyl)malic acid (CHEBI:134253) has functional parent 4-coumaric acid (CHEBI:36090)
3-(2-methoxyphenyl)-2-propenoic acid (CHEBI:93692) has functional parent 4-coumaric acid (CHEBI:36090)
3-p-coumaroylquinic acid (CHEBI:75499) has functional parent 4-coumaric acid (CHEBI:36090)
4-O-β-D-glucosyl-4-coumaric acid (CHEBI:17335) has functional parent 4-coumaric acid (CHEBI:36090)
4-p-coumaroylquinic acid (CHEBI:1945) has functional parent 4-coumaric acid (CHEBI:36090)
4-coumaric acid methyl ester (CHEBI:86904) has functional parent 4-coumaric acid (CHEBI:36090)
4-coumaroyl-CoA (CHEBI:15499) has functional parent 4-coumaric acid (CHEBI:36090)
5-p-coumaroylquinic acid (CHEBI:75500) has functional parent 4-coumaric acid (CHEBI:36090)
7-O-(6-p-coumaroylglucosyl)chrysoeriol (CHEBI:75509) has functional parent 4-coumaric acid (CHEBI:36090)
bisdemethoxycurcumin (CHEBI:71045) has functional parent 4-coumaric acid (CHEBI:36090)
cadabicine sulfate (CHEBI:132716) has functional parent 4-coumaric acid (CHEBI:36090)
Pestalotiopisorin A (CHEBI:207973) has functional parent 4-coumaric acid (CHEBI:36090)
spermidine hydroxycinnamic acid conjugate (CHEBI:61233) has functional parent 4-coumaric acid (CHEBI:36090)
cis-4-coumaric acid (CHEBI:17450) is a 4-coumaric acid (CHEBI:36090)
trans-4-coumaric acid (CHEBI:32374) is a 4-coumaric acid (CHEBI:36090)
4-coumarate (CHEBI:32373) is conjugate base of 4-coumaric acid (CHEBI:36090)
IUPAC Name 
3-(4-hydroxyphenyl)prop-2-enoic acid
Synonyms  Source
3-(4-hydroxyphenyl)acrylic acidChEBI
p-coumaric acidChemIDplus
4-coumaric acidChemIDplus
β-[4-hydroxyphenyl]acrylic acidNIST Chemistry WebBook
3-(4-hydroxyphenyl)-2-propenoic acidChemIDplus
4-hydroxycinnamic acidChemIDplus
Manual XrefsDatabases
4-coumaric_acidWikipedia
Registry NumbersSources
Beilstein:2207381Beilstein
CAS:7400-08-0NIST Chemistry WebBook
CAS:7400-08-0ChemIDplus
Citations