A tryptophan metabolite
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Xanthurenic Acid

Item No. 19191

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,8-dihydroxy-2-quinolinecarboxylic acid
CAS Number
59-00-7
Synonyms
  • NSC 401570
  • Xanthurenate
Molecular Formula
C10H7NO4
Formula Weight
205.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
0.1 M NaOH: 2 mg/ml
λmax
215, 218, 241, 329, 369 nm
SMILES
OC1=CC(C(O)=O)=NC2=C1C=CC=C2O
InChi Code
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)
InChi Key
FBZONXHGGPHHIY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $36

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    1 g

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    5 g

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    10 g

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    Cayman Chemical
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    Product Description

    Xanthurenic acid is formed upon tryptophan degradation by indoleamine 2,3-dioxygenase. It has been shown to be an endogenous Group II metabotropic glutamate receptor (mGluR2 and mGluR3) agonist and is implicated in the pathophysiology of schizophrenia.1,2 Xanthurenic acid has also been identified as an inducer of gametogenesis of P. falciparum, the parasite that causes malaria, and thus, is a target for the development of new methods to interrupt the transmission of malaria.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Copeland, C.S., Neale, S.A., and Salt, T.E. Actions of xanthurenic acid, a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus. Neuropharmacology 66, 133-142 (2013).

    2. Fazio, F., Lionetto, L., Curto, M., et al. Xanthurenic acid activates mGlu2/3 metabotropic glutamate receptors and is a potential trait marker for schizophrenia. Sci. Rep. 5:17799, (2015).

    3. Billker, O., Lindo, V., Panico, M., et al. Identification of xanthurenic acid as the putative inducer of malaria development in the mosquito. Nature 392, 289-269 (1998).