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Merck
모든 사진(1)

주요 문서

SML0096

Sigma-Aldrich

Cinnabarinic Acid

≥98% (HPLC)

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C14H8N2O6
CAS Number:
Molecular Weight:
300.22
MDL number:
UNSPSC 코드:
12352106
PubChem Substance ID:
NACRES:
NA.25

분석

≥98% (HPLC)

양식

powder

저장 조건

desiccated

색상

red to very dark red

solubility

DMSO: ≥4 mg/mL

저장 온도

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

관련 카테고리

애플리케이션

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.

생화학적/생리학적 작용

Caspase Inducer; mGlu4R agonist
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.

특징 및 장점

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

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문서 라이브러리 방문

Y Nagamura et al.
Advances in experimental medicine and biology, 467, 419-423 (2000-03-18)
Tryptophan administration aggravates experimental mouse liver injury caused by carbon tetrachloride when 3-hydroxyanthranilic acid concentration elevates in serum. Tryptophan metabolism is changed by macrophages in injured liver. 3-Hydroxyanthranilic acid may be oxidized to cinnabarinic acid by injured mitochondria in the
C Eggert
Microbiological research, 152(3), 315-318 (1997-11-14)
Concentrated culture fluid of the wood-rotting basidiomycete Pycnoporus cinnabarinus showed biological activity against a variety of bacterial strains. The maximal inhibitory effect was obtained for Gram-positive bacteria of the genus Streptococcus. In general, inhibition was higher for Gram-positive than Gram-negative
J A Dykens et al.
Biochemical pharmacology, 36(2), 211-217 (1987-01-15)
The oxidative reactivities of four tryptophan metabolites in the kynurenine pathway were examined as a potential mechanism for their reported neurotoxicities and carcinogenicities. Neither quinolinic acid, a neurotoxin, nor its monocarboxylic analogue, picolinic acid, auto-oxidized over a wide pH range.
H Iwahashi
Journal of chromatography. B, Biomedical sciences and applications, 736(1-2), 237-245 (2000-02-17)
3-Hydroxyanthranilic acid (3-HAA)-derived oxidation products were analyzed using high-performance liquid chromatography with an electrochemical reactor and diode array detection and high-performance liquid chromatography with an electrochemical reactor and UV detection coupled with mass spectrometry. In addition to 3-HAA dimers such
M K Manthey et al.
Biochimica et biophysica acta, 1034(2), 207-212 (1990-05-16)
The autoxidation of the tryptophan metabolite, 3-hydroxyanthranilic acid, at pH 7 gives rise to a p-quinone dimer and cinnabarinic acid. A novel dimer formed by radical-radical coupling of 3-hydroxyanthranilic acid is also produced. Labelling studies have shown that the C-2

문서

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

관련 콘텐츠

세포사멸, 즉 세포예정사(PCD)는 여러 생물학적 시스템에서 불필요하고 감염되거나 변형된 세포를 제거하기 위한 선택적인 과정입니다. 이 과정은 다세포 기관의 항상성에서 역할을 수행하고 있기 때문에, 세포자멸사는 많은 조절 및 효과인자 분자에 의해 두 가지 주요 경로를 통해서 철저하게 조절됩니다.

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