CHEBI:30745 - phenylacetic acid

ChEBI IDCHEBI:30745
ChEBI Namephenylacetic acid
Stars
DefinitionA monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group.
Secondary ChEBI IDsCHEBI:8085, CHEBI:25977, CHEBI:44686
Last Modified28 April 2022
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC8H8O2
Net Charge0
Average Mass136.150
Monoisotopic Mass136.05243
SMILESO=C(O)Cc1ccccc1
InChIInChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
InChIKeyWLJVXDMOQOGPHL-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Stachylidium (ncbitaxon:796327) - PubMed (21162532) Marine derived fungus isolated from sponge Callyspongia sp. cf. C. flammea Strain: 220
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Aspergillus niger (ncbitaxon:5061) - Article (Phytochemistry, 1988, 27(10), 3169-3173) Strain: var. Tieghem.
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
auxin  Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek αυξανω, "to grow").
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
toxin  Poisonous substance produced by a biological organism such as a microbe, animal or plant.
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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).
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
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)
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 allergen (CHEBI:50904)
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 a phenylacetic acids (CHEBI:25978)
phenylacetic acid (CHEBI:30745) is conjugate acid of phenylacetate (CHEBI:18401)
Incoming Relation(s)
(2-nitrophenyl)acetic acid (CHEBI:187870) has functional parent phenylacetic acid (CHEBI:30745)
(3-bromo-4-hydroxy-5-nitrophenyl)acetyl azide (CHEBI:63481) has functional parent phenylacetic acid (CHEBI:30745)
(3,4-dihydroxyphenyl)acetic acid (CHEBI:41941) has functional parent phenylacetic acid (CHEBI:30745)
(3,5-dihydroxyphenyl)acetic acid (CHEBI:131431) has functional parent phenylacetic acid (CHEBI:30745)
(3S)-3,7-dimethyloct-7-en-1-yl phenylacetate (CHEBI:142274) 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)
N-ethylphenylacetamide (CHEBI:4737) 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)
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)
mandelamide (CHEBI:136824) 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)
α-sulfophenylacetic acid (CHEBI:225282) has functional parent phenylacetic acid (CHEBI:30745)
phenylacetate (CHEBI:18401) is conjugate base of phenylacetic acid (CHEBI:30745)
IUPAC Name 
phenylacetic acid
Synonyms  Source
Phenylacetic acidKEGG COMPOUND
Benzylformic acidKEGG COMPOUND
benzeneacetic acidNIST Chemistry WebBook
α-toluic acidNIST Chemistry WebBook
2-PHENYLACETIC ACIDPDBeChem
2-Phenylethanoic acidHMDB
Manual XrefsDatabases
C07086KEGG COMPOUND
C07086KEGG COMPOUND
PACPDBeChem
Phenylacetic_acidWikipedia
HMDB0000209HMDB
C00000750KNApSAcK
YMDB00891YMDB
ECMDB04128ECMDB
PHENYLACETATEMetaCyc
4624DrugCentral
Registry NumbersSources
Gmelin:68976Gmelin
Reaxys:1099647Reaxys
CAS:103-82-2KEGG COMPOUND
CAS:103-82-2ChemIDplus
CAS:103-82-2NIST Chemistry WebBook
Citations