EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:545959 - homovanillic acid

ChEBI IDCHEBI:545959
ChEBI Namehomovanillic acid
Stars
DefinitionA monocarboxylic acid that is the 3-O-methyl ether of (3,4-dihydroxyphenyl)acetic acid. It is a catecholamine metabolite.
Secondary ChEBI IDCHEBI:5758
Last Modified11 May 2017
DownloadsMolfile
FormulaC9H10O4
Net Charge0
Average Mass182.175
Monoisotopic Mass182.05791
SMILESCOc1cc(CC(=O)O)ccc1O
InChIInChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)
InChIKeyQRMZSPFSDQBLIX-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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).
ChEBI Ontology
Outgoing Relation(s)
homovanillic acid (CHEBI:545959) has functional parent (3,4-dihydroxyphenyl)acetic acid (CHEBI:41941)
homovanillic acid (CHEBI:545959) has role human metabolite (CHEBI:77746)
homovanillic acid (CHEBI:545959) has role mouse metabolite (CHEBI:75771)
homovanillic acid (CHEBI:545959) is a guaiacols (CHEBI:134251)
homovanillic acid (CHEBI:545959) is a monocarboxylic acid (CHEBI:25384)
homovanillic acid (CHEBI:545959) is conjugate acid of homovanillate (CHEBI:133744)
Incoming Relation(s)
N-octylhomovanillamide (CHEBI:64041) has functional parent homovanillic acid (CHEBI:545959)
homovanillate (CHEBI:133744) is conjugate base of homovanillic acid (CHEBI:545959)
IUPAC Name 
2-(4-hydroxy-3-methoxyphenyl)acetic acid
Synonyms  Source
Homovanillic acidKEGG COMPOUND
(4-hydroxy-3-methoxyphenyl)acetic acidIUPAC
Vanillacetic acidChemIDplus
4-Hydroxy-3-methoxybenzeneacetic acidChEBI
3-Methoxy-4-hydroxyphenylacetic acidChEBI
HVAChemIDplus
Manual XrefsDatabases
C05582KEGG COMPOUND
CPD-7651MetaCyc
Homovanillic_acidWikipedia
HMDB0000118HMDB
C00029504KNApSAcK
Registry NumbersSources
Reaxys:2213447Reaxys
CAS:306-08-1KEGG COMPOUND
CAS:306-08-1ChemIDplus
Citations