CHEBI:28478 - (2-hydroxyphenyl)acetic acid

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ChEBI Name (2-hydroxyphenyl)acetic acid
ChEBI ID CHEBI:28478
Definition A hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 2-hydroxyphenyl group. It is a metabolite of phenylalanine and is excreted in the urine of patients suffering from diseases like phenylketonuria.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1169, CHEBI:19655
Supplier Information
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Formula C8H8O3
Net Charge 0
Average Mass 152.14730
InChI InChI=1S/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
InChIKey CCVYRRGZDBSHFU-UHFFFAOYSA-N
SMILES OC(=O)Cc1ccccc1O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Penicillium chrysogenum (NCBI:5076) Found in mycelium (BTO:0001436). Fungus isolated from the root surface of Rhizophora stylosa, EtOAc extract of fermentation broth of strain PXP 55 See: PubMed
Homo sapiens (NCBI:9606) 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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (2-hydroxyphenyl)acetic acid (CHEBI:28478) has functional parent acetic acid (CHEBI:15366)
(2-hydroxyphenyl)acetic acid (CHEBI:28478) has functional parent phenol (CHEBI:15882)
(2-hydroxyphenyl)acetic acid (CHEBI:28478) has role human metabolite (CHEBI:77746)
(2-hydroxyphenyl)acetic acid (CHEBI:28478) has role mouse metabolite (CHEBI:75771)
(2-hydroxyphenyl)acetic acid (CHEBI:28478) is a hydroxy monocarboxylic acid (CHEBI:35868)
(2-hydroxyphenyl)acetic acid (CHEBI:28478) is a phenols (CHEBI:33853)
(2-hydroxyphenyl)acetic acid (CHEBI:28478) is conjugate acid of (2-hydroxyphenyl)acetate (CHEBI:62423)
Incoming (2-hydroxyphenyl)acetate (CHEBI:62423) is conjugate base of (2-hydroxyphenyl)acetic acid (CHEBI:28478)
IUPAC Name
(2-hydroxyphenyl)acetic acid
Synonyms Sources
(o-hydroxyphenyl)acetic acid NIST Chemistry WebBook
2'-hydroxyphenylacetic acid ChEBI
2-hydroxybenzeneacetic acid ChemIDplus
2-hydroxyphenylacetic acid ChemIDplus
o-hydroxyphenylacetic acid ChemIDplus
Database Links Databases
C05852 KEGG COMPOUND
HMDB00669 HMDB
OHP PDBeChem
View more database links
Registry Numbers Types Sources
614-75-5 CAS Registry Number KEGG COMPOUND
614-75-5 CAS Registry Number NIST Chemistry WebBook
614-75-5 CAS Registry Number ChemIDplus
908000 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
13658992 PubMed citation CiteXplore
22770225 PubMed citation CiteXplore
Last Modified
27 January 2016