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.

Supplier Information	ChemicalBook:CB5336487, eMolecules:483675, ZINC000004658552

Download	Molfile XML SDF

Wikipedia	License
Glycine (symbol Gly or G; ) is an amino acid that has a single hydrogen atom as its side chain. It is the simplest stable amino acid. Glycine is one of the proteinogenic amino acids. It is encoded by all the codons starting with GG (GGU, GGC, GGA, GGG). Glycine is integral to the formation of alpha-helices in secondary protein structure due to the "flexibility" caused by such a small R group. Glycine is also an inhibitory neurotransmitter – interference with its release within the spinal cord (such as during a Clostridium tetani infection) can cause spastic paralysis due to uninhibited muscle contraction. It is the only achiral proteinogenic amino acid. It can fit into both hydrophilic and hydrophobic environments, due to its minimal side chain of only one hydrogen atom.
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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