CHEBI:18101 - 4-hydroxyphenylacetic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 4-hydroxyphenylacetic acid
ChEBI ID CHEBI:18101
Definition A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40091, CHEBI:12014, CHEBI:20419, CHEBI:1874
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C8H8O3
Net Charge 0
Average Mass 152.14732
Monoisotopic Mass 152.047
InChI InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
InChIKey XQXPVVBIMDBYFF-UHFFFAOYSA-N
SMILES OC(=O)Cc1ccc(O)cc1
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 See: PubMed
Cordyceps sinensis (NCBI:72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Stachylidium (NCBI:796327) Marine derived fungus isolated from sponge Callyspongia sp. cf. C. flammea of strain 220 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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-hydroxyphenylacetic acid (CHEBI:18101) has functional parent acetic acid (CHEBI:15366)
4-hydroxyphenylacetic acid (CHEBI:18101) has role fungal metabolite (CHEBI:76946)
4-hydroxyphenylacetic acid (CHEBI:18101) has role human metabolite (CHEBI:77746)
4-hydroxyphenylacetic acid (CHEBI:18101) has role mouse metabolite (CHEBI:75771)
4-hydroxyphenylacetic acid (CHEBI:18101) has role plant metabolite (CHEBI:76924)
4-hydroxyphenylacetic acid (CHEBI:18101) is a monocarboxylic acid (CHEBI:25384)
4-hydroxyphenylacetic acid (CHEBI:18101) is a phenols (CHEBI:33853)
4-hydroxyphenylacetic acid (CHEBI:18101) is conjugate acid of 4-hydroxyphenylacetate (CHEBI:48999)
Incoming 11β,13-dihydrolactucopicrin (CHEBI:90283) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
11β,13-dihydrolactucopicrin 15-oxalate (CHEBI:90281) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
4-hydroxyphenylacetyl-CoA (CHEBI:28773) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
ixerochinolide (CHEBI:66100) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
lactucopicrin (CHEBI:90275) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
lactucopicrin 15-oxalate (CHEBI:90280) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
methyl 2-(4-hydroxyphenyl)acetate (CHEBI:68078) has functional parent 4-hydroxyphenylacetic acid (CHEBI:18101)
4-hydroxyphenylacetate (CHEBI:48999) is conjugate base of 4-hydroxyphenylacetic acid (CHEBI:18101)
IUPAC Name
(4-hydroxyphenyl)acetic acid
Synonyms Sources
(p-hydroxyphenyl)acetic acid ChemIDplus
4-carboxymethylphenol ChemIDplus
4-hydroxybenzeneacetic acid ChemIDplus
4-Hydroxyphenylacetate KEGG COMPOUND
4-Hydroxyphenylacetic acid KEGG COMPOUND
4-hydroxyphenylacetic acid UniProt
p-hydroxyphenylacetic acid ChemIDplus
Database Links Databases
4-HYDROXYPHENYLACETATE MetaCyc
4-hydroxyphenylacetic_acid Wikipedia
4HP PDBeChem
C00642 KEGG COMPOUND
c0271 UM-BBD
HMDB0000020 HMDB
View more database links
Registry Numbers Types Sources
1448766 Reaxys Registry Number Reaxys
156-38-7 CAS Registry Number KEGG COMPOUND
156-38-7 CAS Registry Number NIST Chemistry WebBook
156-38-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11339992 PubMed citation Europe PMC
21476434 PubMed citation Europe PMC
22296160 PubMed citation Europe PMC
24636068 PubMed citation Europe PMC
24831010 PubMed citation Europe PMC
7126379 PubMed citation Europe PMC
977696 PubMed citation Europe PMC
Last Modified
16 June 2016