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SML0096 Sigma-Aldrich

Cinnabarinic Acid

≥98% (HPLC)

Synonym: 2-amino-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid, Cinnabaric acid

  • CAS Number 606-59-7

  • Empirical Formula (Hill Notation) C14H8N2O6

  • Molecular Weight 300.22

  •  MDL number MFCD18379297

  •  PubChem Substance ID 329825154

  •  NACRES NA.25

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Properties

Related Categories Apoptosis Inducers, Apoptosis and Cell Cycle, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
storage condition   desiccated
color   red to very dark red
solubility   DMSO: ≥4 mg/mL
storage temp.   2-8°C
SMILES string   NC1=C(C(O)=O)C2=Nc3c(OC2=CC1=O)cccc3C(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)
InChI key   FSBKJYLVDRVPTK-UHFFFAOYSA-N

Description

Application

Cinnabarinic acid may be used in studies of the functions of components of the kynurenine metabolic pathway. It may be used to study it role as a metabotropic glutamate receptor (mGlu4R-specific) agonist.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Caspase Inducer; mGlu4R agonist
Cinnabarinic acid (CA) connects between initiation of the kynurenine pathway and immune tolerance that is used to prevent neuroinflammation.

Cinnabarinic acid is a kynurenine pathway metabolite of tryptophan, produced by the oxidation of 3-Hydroxyanthranilic acid. Cinnabarinic acid leads to loss of mitochondrial respiration and apoptosis, and has also been shown to be an mGlu4R-specific agonist.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of...
Keywords: Apoptosis, Bioactive small molecules, Cancer, Clinical, Diseases, Ligands, Neurodegenerative Diseases

Peer-Reviewed Papers
15

References

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