 | |
| Names | |
|---|---|
| Preferred IUPAC name 4,8-Dihydroxyquinoline-2-carboxylic acid | |
| Other names Xanthuric acid Xanthurenate 8-Hydroxykynurenic acid 4,8-Dihydroxyquinaldic acid | |
| Identifiers | |
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3D model (JSmol) | |
| ChEBI | |
| ChemSpider |
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| ECHA InfoCard | 100.000.373 |
| EC Number |
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| KEGG |
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| UNII | |
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| Properties | |
| C10H7NO4 | |
| Molar mass | 205.169 g·mol−1 |
| Appearance | Yellow crystals |
| Melting point | 286 °C (547 °F; 559 K) |
| Insoluble | |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Xanthurenic acid, orxanthurenate, is a metabolic intermediate that accumulates and is excreted bypyridoxine (vitamin B6) deficient animals after the ingestion oftryptophan.[1][2]
Xanthurenic acid is suspected to be anendogenousagonist for Group IImetabotropic glutamate receptors in humans.[3] It is also known to be a potentVGLUT inhibitor, thereby preventing the movement ofglutamate from the cytoplasm intosynaptic vesicles, an action that it mediates viacompetitive blockade ofvesicular glutamate transporters (Ki = 0.19 mM).[4]
In 2015[update] researchers reported a marked reduction of xanthurenic acid levels in the serum of patients withschizophrenia.[5] A recent meta-analysis showed that blood xanthurenic acid levels are lower in individuals suffering frombipolar disorder as well.[6]
Xanthurenic acid has also been shown to inducegametogenesis ofPlasmodium falciparum, the parasite that causesmalaria.[7][8] It is found in the gut of theAnopheles mosquito.
