Details of the Drug

General Information of Drug (ID: DMZ9WI4)

Drug Name
Nitrosoglutathione
Synonyms
Glutathione thionitrite; Nitrosoglutathione; S-nitrosoglutathione; S-NITROSO-L-GLUTATHIONE; (2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-(nitrososulfanyl)ethyl]carbamoyl}butanoic acid; (S)-2-Amino-5-(((R)-1-((carboxymethyl)amino)-3-(nitrosothio)-1-oxopropan-2-yl)amino)-5-oxopentanoic acid; 57564-91-7; 78RRI89ZTO; BRN 3566211; C10H16N4O7S; CCRIS 2095; CHEBI:50091; Glycine, N-(N-L-gamma-glutamyl-S-nitroso-L-cysteinyl)-; N-(N-L-gamma-Glutamyl-S-nitroso-L-cysteinyl)glycine; SNOG; UNII-78RRI89ZTO; gsno
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 336.32
Logarithm of the Partition Coefficient (xlogp) -4.8
Rotatable Bond Count (rotbonds) 10
Hydrogen Bond Donor Count (hbonddonor) 5
Hydrogen Bond Acceptor Count (hbondacc) 10
Chemical Identifiers
Formula
C10H16N4O7S
IUPAC Name
(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-nitrososulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
Canonical SMILES
C(CC(=O)NC(CSN=O)C(=O)NCC(=O)O)C(C(=O)O)N
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
Cross-matching ID
PubChem CID
104858
ChEBI ID
CHEMBL50091
CAS Number
57564-91-7
UNII
78RRI89ZTO
DrugBank ID
DB17877
INTEDE ID
DR2448
Drug Pharmacogenomic Perturbation (DPP)NEW Click to Jump to the Detailed DPP Information of This Drug
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
S-(hydroxymethyl)glutathione dehydrogenase (adh)
Main DME 		DEAH3PE A0A0A7DS01_VIBCL Substrate [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
C-C motif chemokine 5 (CCL5) OTSCA5CK CCL5_HUMAN Protein Interaction/Cellular Processes [2]
Carbonyl reductase 1 (CBR1) OTQ3A541 CBR1_HUMAN Biotransformations [3]
Interleukin-12 subunit beta (IL12B) OT0JF8A3 IL12B_HUMAN Gene/Protein Processing [2]
Serine protease HTRA2, mitochondrial (HTRA2) OTC7616F HTRA2_HUMAN Protein Interaction/Cellular Processes [4]
Serine-protein kinase ATM (ATM) OTQVOHLT ATM_HUMAN Drug Response [5]
Transcription factor Sp3 (SP3) OTYDQZ1T SP3_HUMAN Gene/Protein Processing [6]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Nitrosative stress response in Vibrio cholerae: role of S-nitrosoglutathione reductase. Appl Biochem Biotechnol. 2017 Jul;182(3):871-884.
2 Regulatory role of nitric oxide on monocyte-derived dendritic cell functions. J Interferon Cytokine Res. 2003 Aug;23(8):423-31. doi: 10.1089/107999003322277838.
3 Studies on reduction of S-nitrosoglutathione by human carbonyl reductases 1 and 3. Chem Biol Interact. 2011 May 30;191(1-3):95-103.
4 The induction of reactive oxygen species and loss of mitochondrial Omi/HtrA2 is associated with S-nitrosoglutathione-induced apoptosis in human endothelial cells. Toxicol Appl Pharmacol. 2010 May 1;244(3):374-84. doi: 10.1016/j.taap.2010.02.004. Epub 2010 Feb 11.
5 Hypersensitivity of ataxia-telangiectasia fibroblasts to a nitric oxide donor. Free Radic Biol Med. 1997;22(1-2):343-7. doi: 10.1016/s0891-5849(96)00336-x.
6 Concentration-dependent effects of endogenous S-nitrosoglutathione on gene regulation by specificity proteins Sp3 and Sp1. Biochem J. 2004 May 15;380(Pt 1):67-74. doi: 10.1042/BJ20031687.