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CHEBI:30745 - phenylacetic acid

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ChEBI Name phenylacetic acid
ChEBI ID CHEBI:30745
Definition A monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:25977, CHEBI:44686, CHEBI:8085
Supplier Information
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Formula C8H8O2
Net Charge 0
Average Mass 136.14792
Monoisotopic Mass 136.052
InChI InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
InChIKey WLJVXDMOQOGPHL-UHFFFAOYSA-N
SMILES OC(=O)Cc1ccccc1
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Aspergillus niger (NCBI:5061) of strain var. Tieghem. See: Phytochemistry, 1988, 27(10), 3169-3173
Escherichia coli (NCBI:562) See: PubMed
Stachylidium (NCBI:796327) Marine derived fungus isolated from sponge Callyspongia sp. cf. C. flammea of strain 220 See: PubMed
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): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
EC 6.4.1.1 (pyruvate carboxylase) inhibitor
An EC 6.4.1.* (carboxylase) inhibitor that interferes with the action of pyruvate carboxylase (EC 6.4.1.1).
toxin
Poisonous substance produced by a biological organism such as a microbe, animal or plant.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
plant growth retardant

auxin
Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek alphaupsilonxialphanuomega, "to grow").
View more via ChEBI Ontology
ChEBI Ontology
Outgoing phenylacetic acid (CHEBI:30745) has functional parent acetic acid (CHEBI:15366)
phenylacetic acid (CHEBI:30745) has role Aspergillus metabolite (CHEBI:76956)
phenylacetic acid (CHEBI:30745) has role Escherichia coli metabolite (CHEBI:76971)
phenylacetic acid (CHEBI:30745) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
phenylacetic acid (CHEBI:30745) has role auxin (CHEBI:22676)
phenylacetic acid (CHEBI:30745) has role EC 6.4.1.1 (pyruvate carboxylase) inhibitor (CHEBI:90318)
phenylacetic acid (CHEBI:30745) has role human metabolite (CHEBI:77746)
phenylacetic acid (CHEBI:30745) has role plant growth retardant (CHEBI:35219)
phenylacetic acid (CHEBI:30745) has role plant metabolite (CHEBI:76924)
phenylacetic acid (CHEBI:30745) has role toxin (CHEBI:27026)
phenylacetic acid (CHEBI:30745) is a benzenes (CHEBI:22712)
phenylacetic acid (CHEBI:30745) is a monocarboxylic acid (CHEBI:25384)
phenylacetic acid (CHEBI:30745) is conjugate acid of phenylacetate (CHEBI:18401)
Incoming α-sulfophenylacetic acid (CHEBI:225282) has functional parent phenylacetic acid (CHEBI:30745)
(3,4-dihydroxyphenyl)acetic acid (CHEBI:41941) has functional parent phenylacetic acid (CHEBI:30745)
(3-bromo-4-hydroxy-5-nitrophenyl)acetic acid (CHEBI:63480) has functional parent phenylacetic acid (CHEBI:30745)
(3-bromo-4-hydroxy-5-nitrophenyl)acetyl azide (CHEBI:63481) has functional parent phenylacetic acid (CHEBI:30745)
(4-hydroxy-3-iodo-5-nitrophenyl)acetic acid (CHEBI:53798) has functional parent phenylacetic acid (CHEBI:30745)
(4-hydroxy-3-nitrophenyl)acetyl azide (CHEBI:58986) has functional parent phenylacetic acid (CHEBI:30745)
(4-nitrophenyl)acetic acid (CHEBI:40443) has functional parent phenylacetic acid (CHEBI:30745)
2-phenylacetamide (CHEBI:16562) has functional parent phenylacetic acid (CHEBI:30745)
5-[2-(2-oxoethoxy)ethoxy]-diclofenac (CHEBI:61752) has functional parent phenylacetic acid (CHEBI:30745)
N-ethylphenylacetamide (CHEBI:4737) has functional parent phenylacetic acid (CHEBI:30745)
antimycin A9 (CHEBI:65413) has functional parent phenylacetic acid (CHEBI:30745)
benzylpenilloaldehyde (CHEBI:60542) has functional parent phenylacetic acid (CHEBI:30745)
diclofenac (CHEBI:47381) has functional parent phenylacetic acid (CHEBI:30745)
gepinacin (CHEBI:82641) has functional parent phenylacetic acid (CHEBI:30745)
homogentisic acid (CHEBI:44747) has functional parent phenylacetic acid (CHEBI:30745)
hydratropic acid (CHEBI:48526) has functional parent phenylacetic acid (CHEBI:30745)
isohomovanillic acid (CHEBI:70818) has functional parent phenylacetic acid (CHEBI:30745)
methyl 3-cyano-2-phenylpropanoate (CHEBI:71185) has functional parent phenylacetic acid (CHEBI:30745)
phenylacetyl-CoA (CHEBI:15537) has functional parent phenylacetic acid (CHEBI:30745)
robenacoxib (CHEBI:76269) has functional parent phenylacetic acid (CHEBI:30745)
phenylacetate (CHEBI:18401) is conjugate base of phenylacetic acid (CHEBI:30745)
IUPAC Name
phenylacetic acid
Synonyms Sources
2-PHENYLACETIC ACID PDBeChem
2-Phenylethanoic acid HMDB
α-toluic acid NIST Chemistry WebBook
Benzeneacetic acid KEGG COMPOUND
benzeneacetic acid NIST Chemistry WebBook
Benzylformic acid KEGG COMPOUND
Omega-Phenylacetic acid HMDB
ω-phenylacetic acid HMDB
PA ChEBI
Phenylacetic acid KEGG COMPOUND
Database Links Databases
C00000750 KNApSAcK
C07086 KEGG COMPOUND
ECMDB04128 ECMDB
HMDB00209 HMDB
PAC PDBeChem
PHENYLACETATE MetaCyc
Phenylacetic_acid Wikipedia
YMDB00891 YMDB
View more database links
Registry Numbers Types Sources
103-82-2 CAS Registry Number KEGG COMPOUND
103-82-2 CAS Registry Number NIST Chemistry WebBook
103-82-2 CAS Registry Number ChemIDplus
1099647 Reaxys Registry Number Reaxys
1099647 Beilstein Registry Number Beilstein
68976 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
12147706 PubMed citation Europe PMC
12569987 PubMed citation Europe PMC
15057459 PubMed citation Europe PMC
15506622 PubMed citation Europe PMC
15646820 PubMed citation Europe PMC
17622769 PubMed citation Europe PMC
2083978 PubMed citation Europe PMC
24587751 PubMed citation Europe PMC
24631718 PubMed citation Europe PMC
7544181 PubMed citation Europe PMC
7716788 PubMed citation Europe PMC
Last Modified
17 February 2016