5.04820

Cinnabarinic acid

• Synonym(s): Cinnabarinic acid, 2-Amino-3-oxo-3H-phenoxazine-1,9-di­carboxylic acid
• Empirical Formula (Hill Notation): C₁₄H₈N₂O₆
• CAS Number: 606-59-7
• Molecular Weight: 300.22
• MDL number: MFCD18379297
• UNSPSC Code: 12352106
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• Quality Level: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: red
• solubility: DMSO: 25 mM
• storage temp.: −20°C
• SMILES string: Nc1[c](cc2[o]c3c(nc2c1C(=O)O)c(ccc3)C(=O)O)=O
• InChI: 1S/C14H8N2O6/c15-10-6(17)4-8-12(9(10)14(20)21)16-11-5(13(18)19)2-1-3-7(11)22-8/h1-4H,15H2,(H,18,19)(H,20,21)

Description

General description

A partial, low-potency agonist highly selective for mGlu₄ receptors (EC₅₀ >100 µM, no effect on other mGlu subtype receptors). Used in assessing the functional roles of mGlu₄ receptors in a variety of research areas, such as excitotoxic cell death, apoptosis, neuroinflammation, inflammation, and neuroimmune communication.

Biochem/physiol Actions

Primary Target
mGlu₄ receptors

Warning

Toxicity: Standard Handling (A)

Preparation Note

Slight warming is required for complete solubilization.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Fazio, Francesco, et al. 2012. Mol. Pharmacol.81, 643.

Volpi, C., et al. 2012. Neuropharmacol.63, 501.
Hiramatsu, R., et al. 2008. J. Cell Biochem.103, 42.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable