xanthurenic acid (CHEBI:10072)

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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

Average Mass

205.16690

Monoisotopic Mass

205.03751

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:txid7159)	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.

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	quinolobactin (CHEBI:171659) has functional parent xanthurenic acid (CHEBI:10072) xanthurenate (CHEBI:71201) is conjugate base of xanthurenic acid (CHEBI:10072)

IUPAC Name

4,8-dihydroxyquinoline-2-carboxylic acid

Last Modified

29 April 2021