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Xanthurenic Acid

CAT: 0013-GTR19171116-02Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19171116-02Size:100 mg
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Description
Xanthurenic acid is a tryptophan metabolite that acts as an endogenous agonist of mGlu2/3 metabotropic glutamate receptors. This small molecule is used in neuroscience research to study receptor function and glutamatergic signaling pathways in both in vitro and in vivo experimental models.
CAS Number
59-00-7
Product Name Alternative
Xanthurenate, Xanthurenic Acid, inhibit, Metabotropic glutamate receptors, mGluR, Endogenous Metabolite, EndogenousMetabolite, GluR, Inhibitor, 8-Hydroxykynurenic acid, 4,8-Dihydroxyquinaldic acid, Apoptosis
Field of Research
Cell Biology, Metabolism Research, Neuroscience
Purity
93.54% (May vary between batches)
Solubility
DMSO:2.06 mg/mL (10.04 mM) ; H2O:< 1 mg/mL (insoluble or slightly soluble)
Smiles
OC (=O) c1cc (O) c2cccc (O) c2n1
Molecular Formula
C10H7NO4
Molecular Weight
205.17
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Xanthurenic Acid

Xanthurenic acid is a quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by hydroxy groups at C-4 and C-8. It has a role as an iron chelator, a metabotropic glutamate receptor agonist, a vesicular glutamate transport inhibitor and an animal metabolite. It is a dihydroxyquinoline and a quinolinemonocarboxylic acid. It is a conjugate acid of a xanthurenate.

CAS Number59-00-7
PubChem CID5699
IUPAC Name8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid
Molecular FormulaC10H7NO4
Molecular Weight205.17
XLogP0.9
Topological Polar Surface Area86.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count15
Formal Charge0
Complexity336
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)
InChIKey
FBZONXHGGPHHIY-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Xanthurenic Acid
CAS: 59-00-7
CID: 5699
Formula: C10H7NO4
MW: 205.17
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight205.17
XLogP30.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass205.03750770
Monoisotopic Mass205.03750770
Topological Polar Surface Area86.6 Ų
Heavy Atom Count15
Formal Charge0
Complexity336
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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