Xanthurenic acid

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Xanthurenic acid[1]
IUPAC name

8-Hydroxy-4-oxo-1H-quinoline-2-carboxylic acid

Other names

Xanthuric acid
Xanthurenate
8-Hydroxykynurenic acid
4,8-Dihydroxyquinaldic acid

Identifiers
CAS number 59-00-7 YesY
PubChem 5699
ChemSpider 5497 N
EC number 200-410-1
KEGG C02470 N
ChEBI CHEBI:10072 N
Jmol-3D images Image 1
Properties
Molecular formula C10H7NO4
Molar mass 205.17 g/mol
Appearance Yellow crystals
Melting point 286 °C; 547 °F; 559 K
Solubility in water Insoluble
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Xanthurenic acid is a chemical shown to induce gametogenesis of Plasmodium falciparum, the parasite that causes malaria.[2] It is found in the gut of the Anopheles mosquito.

Xanthurenic acid is a metabolic intermediate that accumulates and is excreted by pyridoxine (vitamin B6) deficient animals after the ingestion of tryptophan.[1][3]

Xanthurenic acid is suspected to be an endogenous agonist for Group II metabotropic glutamate receptors in humans.[4]

See also

References

  1. ↑ 1.0 1.1 Merck Index, 11th Edition, 9977.
  2. ↑ Billker, O; Lindo, V; Panico, M; Etienne, AE; Paxton, T; Dell, A; Rogers, M; Sinden, RE; Morris, HR (March 19, 1998). "Identification of xanthurenic acid as the putative inducer of malaria development in the mosquito". Nature 392 (6673): 289–292. doi:10.1038/32667. PMID 9521324. 
  3. ↑ Xanthurenic acid at Sigma-Aldrich
  4. ↑ Copeland, C. S.; Neale, S. A.; Salt, T. E. (2013). "Actions of Xanthurenic Acid, a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus". Neuropharmacology 66: 133–142. doi:10.1016/j.neuropharm.2012.03.009. PMID 22491023. 


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