cinnabarinic acid
- CAS No.
- 606-59-7
- Chemical Name:
- cinnabarinic acid
- Synonyms
- Cinnabaric Acid;cinnabarinic acid;Cinnabarinic acid solution;*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-;Cinnabarinic acid, Endogenous mGlu4 selective agonist
- CBNumber:
- CB31312499
- Molecular Formula:
- C14H8N2O6
- Molecular Weight:
- 300.22
- MDL Number:
- MFCD18379297
- MOL File:
- 606-59-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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. |
| 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) |
| InChIKey | FSBKJYLVDRVPTK-UHFFFAOYSA-N |
| SMILES | NC1=C(C(O)=O)C2=Nc3c(OC2=CC1=O)cccc3C(O)=O |
| FDA UNII | 2XYB6EX2PG |
| UNSPSC Code | 41116107 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
| WGK Germany | 3 |
| Storage Class | 11 - Combustible Solids |
cinnabarinic acid price More Price(46)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML0096 | Cinnabarinic Acid ≥98% (HPLC) | 606-59-7 | 5mg | $152 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML0096 | Cinnabarinic Acid ≥98% (HPLC) | 606-59-7 | 25mg | $581 | 2026-04-30 | Buy |
| Cayman Chemical | 11988 | Cinnabarinic Acid ≥98% | 606-59-7 | 10mg | $148 | 2026-04-30 | Buy |
| Cayman Chemical | 11988 | Cinnabarinic Acid ≥98% | 606-59-7 | 50mg | $657 | 2026-04-30 | Buy |
| Usbiological | 254988 | Cinnabarinic acid Asreported | 606-59-7 | 10mg | $446 | 2026-06-03 | Buy |
cinnabarinic acid Chemical Properties,Uses,Production
Description
Cinnabarinic acid is a phenoxazinone produced by the oxidative dimerization of 3-
Chemical Properties
Dark Red Solid
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.
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
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.
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] MARGARET M LOWE. Identification of cinnabarinic acid as a novel endogenous aryl hydrocarbon receptor ligand that drives IL-22 production.[J]. ACS Applied Bio Materials, 2014: e87877. DOI:10.1371/journal.pone.0087877
[2] RIE HIRAMATSU. 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]. Journal of cellular biochemistry, 2007, 103 1: 42-53. DOI:10.1002/jcb.21384
[3] F FAZIO. Cinnabarinic acid, an endogenous metabolite of the kynurenine pathway, activates type 4 metabotropic glutamate receptors.[J]. Molecular Pharmacology, 2012, 81 5: 643-656. DOI:10.1124/mol.111.074765
cinnabarinic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| Sichuan Wei Keqi Biological Technology Co., Ltd. | 028-81700200 18116577057 | 3003855609@qq.com | China | 7717 | 56 |
| Finetech Industry Limited | 027-87465837 19945049750 | sales@finetechnology-ind.com | China | 9331 | 58 |
| Shanghai Macklin Biochemical Co.,Ltd. | 15221275939 15221275939 | shenlinxing@macklin.cn | China | 15775 | 55 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8435 | 60 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Amatek Scientific Co. Ltd. | 0512-56316828 400-867-5858;400-867-5858 | info@amateksci.com | China | 28763 | 58 |
| Aikon International Limited | 025-58859352 15955137747 | sales01@aikonchem.com | China | 16021 | 58 |
View Lastest Price from cinnabarinic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-04-22 | Cinnabarinic acid
606-59-7
|
10g | TargetMol Chemicals Inc. |
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- Cinnabarinic acid
606-59-7
- TargetMol Chemicals Inc.
