CHEBI:10072 - xanthurenic acid

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ChEBI Name xanthurenic acid
ChEBI ID CHEBI:10072
Definition A quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by hydroxy groups at C-4 and C-8.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H7NO4
Net Charge 0
Average Mass 205.16690
Monoisotopic Mass 205.038
InChI InChI=1S/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15)
InChIKey FBZONXHGGPHHIY-UHFFFAOYSA-N
SMILES OC(=O)c1cc(O)c2cccc(O)c2n1
Metabolite of Species Details
Aedes aegypti (NCBI:7159) See: PubMed
Roles Classification
Chemical Role(s): iron chelator

Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabotropic glutamate receptor agonist
An agonist that selectively binds to and activates a metabotropic glutamate receptor.
vesicular glutamate transport inhibitor
An inhibitor that interferes with vesicular glutamate transport.
animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
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ChEBI Ontology
Outgoing xanthurenic acid (CHEBI:10072) has role animal metabolite (CHEBI:75767)
xanthurenic acid (CHEBI:10072) has role iron chelator (CHEBI:38157)
xanthurenic acid (CHEBI:10072) has role metabotropic glutamate receptor agonist (CHEBI:61966)
xanthurenic acid (CHEBI:10072) has role vesicular glutamate transport inhibitor (CHEBI:72483)
xanthurenic acid (CHEBI:10072) is a dihydroxyquinoline (CHEBI:26507)
xanthurenic acid (CHEBI:10072) is a quinolinemonocarboxylic acid (CHEBI:26512)
xanthurenic acid (CHEBI:10072) is conjugate acid of xanthurenate (CHEBI:71201)
Incoming xanthurenate (CHEBI:71201) is conjugate base of xanthurenic acid (CHEBI:10072)
IUPAC Name
4,8-dihydroxyquinoline-2-carboxylic acid
Database Links Databases
HMDB00881 HMDB
XANTHURENATE MetaCyc
Xanthurenic_acid Wikipedia
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Registry Numbers Types Sources
185954 Reaxys Registry Number Reaxys
59-00-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11045716 PubMed citation Europe PMC
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Last Modified
23 October 2015