2-amino-4-({1-[(carboxymethyl)carbamoyl]-2-(nitrososulfanyl)ethyl}carbamoyl)butanoic acid

• ChemBase ID: 105337
• Molecular Formular: C10H16N4O7S
• Molecular Mass: 336.32164
• Monoisotopic Mass: 336.07396987
• SMILES: NC(CCC(=O)NC(CSN=O)C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=NSCC(C(=O)NCC(=O)O)NC(=O)CCC(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)
• InChIKey: HYHSBSXUHZOYLX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-({1-[(carboxymethyl)carbamoyl]-2-(nitrososulfanyl)ethyl}carbamoyl)butanoic acid
• IUPAC Traditional name: S-nitrosoglutathione
• Synonyms: GSNO; S-NITROSO-L-GLUTATHIONE

Database IDs

• CAS Number: 57564-91-7
• PubChem SID: 162092488
• PubChem CID: 3514

CALCULATED PROPERTIES

• Acid pKa: 1.6027608
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -6.7549415
• LogD (pH = 7.4): -7.9891505
• Log P: -4.687954
• Molar Refractivity: 74.4843 cm^3
• Polarizability: 28.737278 Å^3
• Polar Surface Area: 188.25 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C, Store Under Nitrogen
• RTECS: MC0558000

DETAILS

MP Biomedicals - 02159819

(GSNO) A carrier of nitric oxide (NO), smooth muscle relaxant and inhibitor of platelet activation.

REFERENCES

• Gibson, A., et al., Br. J. Pharmacol., 107 : 715 (1992).
• Radomski, M.W., et al., Br. J. Pharmacol.,107: 745 (1992).