CAS 57564-91-7|L-γ-Glutamyl-S-nitroso-L-cysteinylglycine

Introduction：Basic information about CAS 57564-91-7|L-γ-Glutamyl-S-nitroso-L-cysteinylglycine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
MUTATION DATA
5. Safety Information
6. Customs
7. Articles79
8. Synonyms

Common Name	L-γ-Glutamyl-S-nitroso-L-cysteinylglycine
CAS Number	57564-91-7	Molecular Weight	336.322
Density	1.7±0.1 g/cm3	Boiling Point	/
Molecular Formula	C₁₀H₁₆N₄O₇S	Melting Point	>170ºC (dec.)
MSDS	ChineseUSA	Flash Point	/
Symbol	GHS07	Signal Word	Warning

Names

Name	S-nitrosoglutathione
Synonym	More Synonyms

BiologicalActivity

Description	Nitrosoglutathione (GSNO), a exogenous NO donor and a substrate for rat alcohol dehydrogenase class III isoenzyme, inhibits cerebrovascular angiotensin II-dependent and -independent AT1 receptor responses[1][2][3][4].
Related Catalog	Research Areas >>Cardiovascular DiseaseResearch Areas >>Inflammation/ImmunologySignaling Pathways >>GPCR/G Protein >>Angiotensin Receptor
In Vitro	Nitrosoglutathione (GSNO, 250 μM) prevents 90% of the response to 0.1 μM 5-HT and 40% of the response to 1.0 μM 5-HT in rings treated with LY-83583, indicating an effect of GSNO that was independent of guanylate cyclase activity[5].
In Vivo	Nitrosoglutathione (GSNO, 8 mg/kg) significantly decreases systolic, diastolic, and mean arterial pressures in PE-induced rats from day 14 through day 20[3]. Nitrosoglutathione (GSNO, 0.2 and 0.6 mg/kg) significantly inhibits superoxide production and suppressed NF-κB activation, iNOS induction, and 3-nitrotyrosine expression, butup-regulates endothelial NOS expression in the flap vessels[4]. Animal Model: Male Lewis rats[4]. Dosage: 0.2 and 0.6 mg/kg. Administration: Slow intravenous injection via the opposite femoral vein into each rat. Result: Animals treated with 0.2 mg of GSNO per kilogram before reperfusion had an intermediate survival rate (40.2 ± 4.9%). Although 0.6 mg/kg of GSNO showed a better rescuing effect than 150 mg/kg of NAC, there was no significant difference between the groups.
References	[1]. Marie-Lynda Bouressam, et al. S-nitrosoglutathione inhibits cerebrovascular angiotensin II-dependent and -independent AT 1 receptor responses: A possible role of S-nitrosation. Br J Pharmacol. 2019 Jun;176(12):2049-2062. [2]. D E Jensen, et al. S-Nitrosoglutathione is a substrate for rat alcohol dehydrogenase class III isoenzyme. Biochem J. 1998 Apr 15;331 ( Pt 2)(Pt 2):659-68. [3]. Caneta Brown, et al. The effects of S-nitrosoglutathione and S-nitroso-N-acetyl-D, L-penicillamine in a rat model of pre-eclampsia. J Nat Sci Biol Med. 2013 Jul;4(2):330-5. [4]. Yur-Ren Kuo, et al. Nitrosoglutathione promotes flap survival via suppression of reperfusion injury-induced superoxide and inducible nitric oxide synthase induction. J Trauma. 2004 Nov;57(5):1025-31. [5]. Eva Nozik-Grayck, et al. Pulmonary vasoconstriction by serotonin is inhibited by S-nitrosoglutathione. Am J Physiol Lung Cell Mol Physiol. 2002 May;282(5):L1057-65.

Chemical & Physical Properties

Density	1.7±0.1 g/cm3
Melting Point	>170ºC (dec.)
Molecular Formula	C₁₀H₁₆N₄O₇S
Molecular Weight	336.322
Exact Mass	336.073975
PSA	213.55000
LogP	-0.26
Index of Refraction	1.656
InChIKey	HYHSBSXUHZOYLX-WDSKDSINSA-N
SMILES	NC(CCC(=O)NC(CSN=O)C(=O)NCC(=O)O)C(=O)O
Storage condition	−20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MC0558000

CHEMICAL NAME :: Glycine, N-(N-L-gamma-glutamyl-2-nitroso-L-cysteinyl)-

CAS REGISTRY NUMBER :: 57564-91-7

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C10-H16-N4-O7-S

MOLECULAR WEIGHT :: 336.36

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 5 umol/plate

REFERENCE :: BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 35,3847,1986

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi: Irritant;
Risk Phrases	R36/37/38
Safety Phrases	S26-S36
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	MC0558000
HS Code	2930909090

Customs

HS Code	2930909090
Summary	2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles79

Down regulation of NO signaling in Trypanosoma cruzi upon parasite-extracellular matrix interaction: changes in protein modification by nitrosylation and nitration.

PLoS Negl. Trop. Dis. 9 , e0003683, (2015)

Adhesion of the Trypanosoma cruzi trypomastigotes, the causative agent of Chagas' disease in humans, to components of the extracellular matrix (ECM) is an important step in host cell invasion. The sig...

Lipopolysaccharides Promote S-Nitrosylation and Proteasomal Degradation of Liver Kinase B1 (LKB1) in Macrophages in Vivo.

J. Biol. Chem. 290 , 19011-7, (2015)

LKB1 (liver kinase B1) plays important roles in tumor suppression, energy metabolism, and, recently, in innate immune responses. However, how LKB1 is regulated under physiological or pathological cond...

S-nitrosylation triggers ABI5 degradation to promote seed germination and seedling growth.

Nat. Commun. 6 , 8669, (2015)

Plant survival depends on seed germination and progression through post-germinative developmental checkpoints. These processes are controlled by the stress phytohormone abscisic acid (ABA). ABA regula...

Synonyms

L-γ-Glutamyl-S-nitroso-L-cysteinylglycine

glycine, N-(N-L-γ-glutamyl-S-nitroso-L-cysteinyl)-

Glycine, L-γ-glutamyl-S-nitroso-L-cysteinyl-

S-Nitroso-L-glutathione

S-NITROSOGLUTATHIONE

MFCD00214341

EINECS 248-170-7

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