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DefinitionA monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group.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:
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
auxin  Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek αυξανω, "to grow").
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.
toxin  Poisonous substance produced by a biological organism such as a microbe, animal or plant.
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
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).
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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