Xanthurenic acid - CAS 59-00-7
Catalog: |
BB030230 |
Product Name: |
Xanthurenic acid |
CAS: |
59-00-7 |
Synonyms: |
8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid |
Application: |
Hypolipidemic Agents |
IUPAC Name: | 8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid |
Description: | Xanthurenic acid acts as an endogenous Group II metabotropic glutamate receptor (mGluR2 and mGluR3) agonist in transfected HEK293 cells at nanomolar concentrations. It suppresses cAMP formation in mouse cortical slices expressing mGlu2 and mGlu3 receptors. |
Molecular Weight: | 205.17 |
Molecular Formula: | C10H7NO4 |
Canonical SMILES: | C1=CC2=C(C(=C1)O)NC(=CC2=O)C(=O)O |
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) |
InChI Key: | FBZONXHGGPHHIY-UHFFFAOYSA-N |
Boiling Point: | 416.8 °C at 760 mmHg |
Melting Point: | >244 °C (dec.) |
Purity: | ≥ 98 % by HPLC |
Density: | 1.569 g/cm3 |
Appearance: | Brownish yellow to dark yellow solid |
MDL: | MFCD00006754 |
LogP: | 1.34420 |
GHS Hazard Statement: | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
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PMID | Publication Date | Title | Journal |
26565027 | 20160108 | Tetrahydrobiopterin Biosynthesis as a Potential Target of the Kynurenine Pathway Metabolite Xanthurenic Acid | The Journal of biological chemistry |
24709313 | 20140528 | Metabolomic analysis of biochemical changes in the plasma and urine of collagen-induced arthritis in rats after treatment with Huang-Lian-Jie-Du-Tang | Journal of ethnopharmacology |
23280859 | 20140201 | Metabonomics evaluation of urine from rats administered with phorate under long-term and low-level exposure by ultra-performance liquid chromatography-mass spectrometry | Journal of applied toxicology : JAT |
23583517 | 20130625 | A urinary metabonomics study on biochemical changes in yeast-induced pyrexia rats: a new approach to elucidating the biochemical basis of the febrile response | Chemico-biological interactions |
23571415 | 20130601 | Structure-based identification of OATP1B1/3 inhibitors | Molecular pharmacology |
Complexity: | 336 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 205.03750770 |
Formal Charge: | 0 |
Heavy Atom Count: | 15 |
Hydrogen Bond Acceptor Count: | 5 |
Hydrogen Bond Donor Count: | 3 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 205.03750770 |
Rotatable Bond Count: | 1 |
Topological Polar Surface Area: | 86.6 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 0.9 |
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