Xanthurenic Acid

Catalog No.S4774 Synonyms: xanthurenate, 8-Hydroxykynurenic acid, 4,8-Dihydroxyquinaldic acid

For research use only.

Xanthurenic acid (xanthurenate, 8-Hydroxykynurenic acid, 4,8-Dihydroxyquinaldic acid), a molecule arising from tryptophan metabolism by transamination of 3-hydroxykynurenine, activates mGlu2/3 Metabotropic glutamate receptors (mGlu2 and mGlu3).

Xanthurenic Acid Chemical Structure

CAS No. 59-00-7

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Biological Activity

Description Xanthurenic acid (xanthurenate, 8-Hydroxykynurenic acid, 4,8-Dihydroxyquinaldic acid), a molecule arising from tryptophan metabolism by transamination of 3-hydroxykynurenine, activates mGlu2/3 Metabotropic glutamate receptors (mGlu2 and mGlu3).
Targets
mGlu2 [1]
()
mGlu3 [1]
()
In vitro

Xanthurenic acid (XA) is considered as a putative neurotransmitter in the CNS, being stored in synaptic vesicles and released by membrane depolarization in a Ca2+-dependent fashion. It is known to inhibit vesicular glutamate transporters (VGLUTs). In heterologous expression systems, Xanthurenic acid could activate both mGlu2 and mGlu3 receptors with high potency, but has no activity on mGlu4 and mGlu7 receptors[1]. Xanthurenic acid induces cell death associated with caspase-3, -8, and -9 activation, nuclear DNA cleavage, and cytochrome C release while not associated with cytoskeleton breakdown -- apoptosis induced by xanthurenic acid does not cause cytoskeleton depolymerization[2].

In vivo Systemic administration of Xanthurenic acid in mice produces antipsychotic-like effects in the MK-801-induced model of hyperactivity and peripheral xanthurenic acid can cross the blood-brain barrier, influence the activity of brain regions that are involved in the pathophysiology of schizophrenia[1].

Protocol (from reference)

Cell Research:[2]
  • Cell lines: VSMC
  • Concentrations: 5 μg/ml
  • Incubation Time: one week
  • Method: --
  • (Only for Reference)
Animal Research:[1]
  • Animal Models: Six to eight week-old male C57BL/6J mice
  • Dosages: 30 or 60 mg/kg
  • Administration: i.p.
  • (Only for Reference)

Solubility (25°C)

In vitro

DMSO 7 mg/mL
(34.11 mM)


* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 205.17
Formula

C10H7NO4

CAS No. 59-00-7
Storage 3 years -20°C powder
2 years -80°C in solvent
Smiles C1=CC2=C(C(=C1)O)NC(=CC2=O)C(=O)O

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