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> Main
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.
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This entity has been manually annotated by the ChEBI Team.
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Formula
C9H8O3
Net Charge
0
Average Mass
164.15802
Monoisotopic Mass
164.04734
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 (Br
o
nsted 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.
View more via ChEBI Ontology
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