CHEBI:44747 - homogentisic acid

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ChEBI Name homogentisic acid
ChEBI ID CHEBI:44747
Definition A dihydroxyphenylacetic acid having the two hydroxy substituents at the 2- and 5-positions.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44744, CHEBI:5755
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Formula C8H8O4
Net Charge 0
Average Mass 168.14672
Monoisotopic Mass 168.042
InChI InChI=1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
InChIKey IGMNYECMUMZDDF-UHFFFAOYSA-N
SMILES OC(=O)Cc1cc(O)ccc1O
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.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing homogentisic acid (CHEBI:44747) has functional parent phenylacetic acid (CHEBI:30745)
homogentisic acid (CHEBI:44747) has role human metabolite (CHEBI:77746)
homogentisic acid (CHEBI:44747) has role plant metabolite (CHEBI:76924)
homogentisic acid (CHEBI:44747) is a dihydroxyphenylacetic acid (CHEBI:61409)
homogentisic acid (CHEBI:44747) is a hydroquinones (CHEBI:24646)
homogentisic acid (CHEBI:44747) is conjugate acid of homogentisate (CHEBI:16169)
Incoming homogentisate (CHEBI:16169) is conjugate base of homogentisic acid (CHEBI:44747)
IUPAC Name
(2,5-dihydroxyphenyl)acetic acid
Synonyms Sources
2,5-Dihydroxyphenylacetic acid KEGG COMPOUND
2-(3,6-DIHYDROXYPHENYL)ACETIC ACID PDBeChem
Homogentisic acid KEGG COMPOUND
Database Links Databases
C00007309 KNApSAcK
C00544 KEGG COMPOUND
DB08327 DrugBank
HMDB00130 HMDB
Homogentisic_acid Wikipedia
OMD PDBeChem
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Registry Numbers Types Sources
2692860 Beilstein Registry Number Beilstein
2692860 Reaxys Registry Number Reaxys
451-13-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16196135 PubMed citation Europe PMC
19919097 PubMed citation Europe PMC
22850426 PubMed citation Europe PMC
23486607 PubMed citation Europe PMC
23511227 PubMed citation Europe PMC
23879342 PubMed citation Europe PMC
24373924 PubMed citation Europe PMC
Last Modified
23 October 2015