cinnabarinic acid

cinnabarinic acid Suppliers list
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Products Intro: Product Name:Cinnabarinic acid
CAS:606-59-7
Package:10 mg;50 mg Remarks:REAGENT;FOR LABORATORY USE ONLY
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Products Intro: Product Name:Cinnabarinic Acid
CAS:606-59-7
Purity:98% Package:1g,10g,25g,500g,1kg
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Products Intro: Product Name:cinnabarinic acid
CAS:606-59-7
Package:1KG
Company Name: J & K SCIENTIFIC LTD.  
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Products Intro: Product Name:Cinnabarinic Acid
CAS:606-59-7
Package:100Mg,10Mg,50Mg
Company Name: Chemsky(shanghai)International Co.,Ltd.  
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Products Intro: Product Name:Cinnabarinic Acid
CAS:606-59-7
Purity:98%
cinnabarinic acid Basic information
Product Name:cinnabarinic acid
Synonyms:cinnabarinic acid;2-Amino-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid;Cinnabaric Acid;3H-Phenoxazine-1,9-dicarboxylic acid, 2-amino-3-oxo-;*Halothane Impurity 5 (Halothane EP Impurity E)
CAS:606-59-7
MF:C14H8N2O6
MW:300.22
EINECS:
Product Categories:Amines;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:606-59-7.mol
cinnabarinic acid Structure
cinnabarinic acid Chemical Properties
Melting point >300°C
density 1.79
storage temp. 2-8°C
solubility DMSO: ≥4mg/mL
form powder
color red to very dark red
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO or DMF may be stored at -20°C for up to 1 month.
Safety Information
WGK Germany 3
MSDS Information
cinnabarinic acid Usage And Synthesis
DescriptionCinnabarinic acid is a phenoxazinone produced by the oxidative dimerization of 3-hydroxyanthranilic acid (3-HAA) as part of the metabolism of tryptophan in the kynurenic pathway. It acts as a partial receptor agonist of the metabotropic glutamate receptor 4 (mGlu4), effective at 100 μM, with no activity at other mGlu receptor subtypes. 3-HAA does not affect mGlu receptors, including mGlu4. Cinnabarinic acid induces apoptosis of T cells at 300-500 μM, a potency some ten times that of 3-HAA.
Chemical PropertiesDark Red Solid
UsesCinnabarinic 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.
UsesA natural phenoxazinone derivative, Cinnabarinic acid is obtained in vitro with aid of laccase by oxidative dimerization of 3-Hydroxyanthranilic acid (a metabolite of the amino acid Trytophan). Cinnabarinic acid strongly induces apoptosis in thymocytes through the generation of reactive oxygen species and the induction of caspase.
UsesA natural phenoxazinone deriv Cin nabarinic acid strongly induces apoptosis in thymocytes through the generation of reactive oxygen species and the induction of caspase.
DefinitionChEBI: Cinnavalininate is a phenoxazine.
Biochem/physiol ActionsCinnabarinic 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.
storage-20°C
References1) Lowe?et al.?(2014),?Identification of cinnabarinic acid as a novel endogenous aryl hydrocarbon receptor ligand that drives IL-22 production;? PLoS One,?9(2)?e87877 2) Hiramatsu?et al. (2008),?Cinnabarinic acid generated from 3-hydroxyanthranilic acid strongly induces apoptosis in thymocytes through the generation of reactive oxygen species and the induction of caspase;? J. Cell. Biochem.,?103?42 3) Fazio?et al.?(2012),?Cinnabarinic acid, an endogenous metabolite of the kynurenine pathway, activates type 4 metabotropic glutamate receptors;? Mol. Pharmacol.,?81?643
cinnabarinic acid Preparation Products And Raw materials
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