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> Main
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
168.04226
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 (Br
o
nsted 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
Manual Xrefs
Databases
C00007309
KNApSAcK
C00544
KEGG COMPOUND
DB08327
DrugBank
HMDB0000130
HMDB
Homogentisic_acid
Wikipedia
OMD
PDBeChem
View more database links
Registry Numbers
Types
Sources
2692860
Beilstein Registry Number
Beilstein
2692860
Reaxys Registry Number
Reaxys
451-13-8
CAS Registry Number
ChemIDplus
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