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cinnabarinic acid

CAS No.
606-59-7
Chemical Name:
cinnabarinic acid
Synonyms
Cinnabaric Acid;cinnabarinic acid;*Halothane Impurity 5 (Halothane EP Impurity E);2-Amino-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid;3H-Phenoxazine-1,9-dicarboxylic acid, 2-amino-3-oxo-
CBNumber:
CB31312499
Molecular Formula:
C14H8N2O6
Molecular Weight:
300.22
MDL Number:
MFCD18379297
MOL File:
606-59-7.mol
Last updated:2024-10-23 13:36:13

cinnabarinic acid 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.
FDA UNII 2XYB6EX2PG

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
WGK Germany  3

cinnabarinic acid price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0096 Cinnabarinic Acid ≥98% (HPLC) 606-59-7 5mg $138 2024-03-01 Buy
Sigma-Aldrich SML0096 Cinnabarinic Acid ≥98% (HPLC) 606-59-7 25mg $210.8 2024-03-01 Buy
Cayman Chemical 11988 Cinnabarinic Acid ≥98% 606-59-7 10mg $134 2024-03-01 Buy
Cayman Chemical 11988 Cinnabarinic Acid ≥98% 606-59-7 50mg $597 2024-03-01 Buy
Tocris 4119 Cinnabarinic Acid ≥98%(HPLC) 606-59-7 50 $694 2021-12-16 Buy
Product number Packaging Price Buy
SML0096 5mg $138 Buy
SML0096 25mg $210.8 Buy
11988 10mg $134 Buy
11988 50mg $597 Buy
4119 50 $694 Buy

cinnabarinic acid Chemical Properties,Uses,Production

Description

Cinnabarinic 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 Properties

Dark Red Solid

Uses

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.

Uses

A 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.

Uses

A natural phenoxazinone deriv Cin nabarinic acid strongly induces apoptosis in thymocytes through the generation of reactive oxygen species and the induction of caspase.

Definition

ChEBI: Cinnavalininate is a phenoxazine.

Biochem/physiol Actions

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.

storage

-20°C

References

1) 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

Raw materials

Preparation Products

Global( 48)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9639 58
TargetMol Chemicals Inc.
support@targetmol.com United States 38631 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32321 50
Sichuan Wei Keqi Biological Technology Co., Ltd. 028-81700200 18116577057 3003855609@qq.com China 7887 56
Finetech Industry Limited 027-87465837 19945049750 sales@finetechnology-ind.com China 9648 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51456 80
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8447 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9806 58

View Lastest Price from cinnabarinic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cinnabarinic acid pictures 2024-10-24 Cinnabarinic acid
606-59-7
US $0.00-0.00 / mg 10g TargetMol Chemicals Inc.
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) 606-59-7 Amines Heterocycles Intermediates & Fine Chemicals Pharmaceuticals