S-nitrosoglutathione (CHEBI:50091)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	S-nitrosoglutathione

ChEBI ID	CHEBI:50091

ChEBI ASCII Name	S-nitrosoglutathione

Definition	A glutathione derivative that is glutathione in which the hydrogen attached to the sulfur has been replaced by a nitroso group.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	eMolecules:5851218, Selleckchem:nad

Download	Molfile XML SDF

more structures >>

Wikipedia	License
S-Nitrosoglutathione (GSNO) is an endogenous S-nitrosothiol (SNO) that plays a critical role in nitric oxide (NO) signaling and is a source of bioavailable NO. NO coexists in cells with SNOs that serve as endogenous NO carriers and donors. SNOs spontaneously release NO at different rates and can be powerful terminators of free radical chain propagation reactions, by reacting directly with ROO• radicals, yielding nitro derivatives as end products. NO is generated intracellularly by the nitric oxide synthase (NOS) family of enzymes: nNOS, eNOS and iNOS while the in vivo source of many of the SNOs is unknown. In oxygenated buffers, however, formation of SNOs is due to oxidation of NO to dinitrogen trioxide (N2O3). Some evidence suggests that both exogenous NO and endogenously derived NO from nitric oxide synthases can react with glutathione to form GSNO.
Read full article at Wikipedia

Formula

C10H16N4O7S

Net Charge

Average Mass

336.320

Monoisotopic Mass

336.07397

InChI

InChI=1S/C10H16N4O7S/c11-5(10(19)20)1-2-7(15)13-6(4-22-14-21)9(18)12-3-8(16)17/h5-6H,1-4,11H2,(H,12,18)(H,13,15)(H,16,17)(H,19,20)/t5-,6-/m0/s1

InChIKey

HYHSBSXUHZOYLX-WDSKDSINSA-N

SMILES

N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)O)C(=O)O

Roles Classification
Chemical Role(s):	nitric oxide donor An agent, with unique chemical structure and biochemical requirements, which generates nitric oxide.

Biological Role(s):	signalling molecule A molecular messenger in which the molecule is specifically involved in transmitting information between cells. Such molecules are released from the cell sending the signal, cross over the gap between cells by diffusion, and interact with specific receptors in another cell, triggering a response in that cell by activating a series of enzyme controlled reactions which lead to changes inside the cell.

Application(s):	platelet aggregation inhibitor A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system. bronchodilator agent An agent that causes an increase in the expansion of a bronchus or bronchial tubes.

ChEBI Ontology
Outgoing	S-nitrosoglutathione (CHEBI:50091) has role bronchodilator agent (CHEBI:35523) S-nitrosoglutathione (CHEBI:50091) has role nitric oxide donor (CHEBI:50566) S-nitrosoglutathione (CHEBI:50091) has role platelet aggregation inhibitor (CHEBI:50427) S-nitrosoglutathione (CHEBI:50091) has role signalling molecule (CHEBI:62488) S-nitrosoglutathione (CHEBI:50091) is a glutathione derivative (CHEBI:24337) S-nitrosoglutathione (CHEBI:50091) is a nitrosothio compound (CHEBI:145545) S-nitrosoglutathione (CHEBI:50091) is conjugate acid of S-nitrosoglutathione(2−) (CHEBI:43056)

Incoming	S-nitrosoglutathione(2−) (CHEBI:43056) is conjugate base of S-nitrosoglutathione (CHEBI:50091)

IUPAC Name

L-γ-glutamyl-S-nitroso-L-cysteinylglycine

Synonyms	Sources
glutathione thionitrite	ChemIDplus
GSNO	ChemIDplus
N-(N-L-γ-glutamyl-S-nitroso-L-cysteinyl)glycine	ChemIDplus
nitrosoglutathione	ChemIDplus
SNOG	ChemIDplus

Last Modified

17 November 2021