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

• ChemBase ID: 4253
• Molecular Formular: C10H17N3O8S
• Molecular Mass: 339.32228
• Monoisotopic Mass: 339.07363552
• SMILES: N[C@@H](CCC(=O)N[C@@H](C[S@@](=O)O)C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)NCC(=O)O)C[S@@](=O)O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C10H17N3O8S/c11-5(10(18)19)1-2-7(14)13-6(4-22(20)21)9(17)12-3-8(15)16/h5-6H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)(H,20,21)/t5-,6-/m0/s1
• InChIKey: DMAPAHUEYHXRFI-WDSKDSINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-[(S)-sulfino]ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: @glutathione sulfinate
• Synonyms: GLUTATHIONE SULFINATE

Database IDs

• PubChem SID: 46506088; 160967685
• PubChem CID: 5326960

CALCULATED PROPERTIES

JChem

• Acid pKa: -0.21721537
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -10.680786
• LogD (pH = 7.4): -12.266221
• Log P: -5.0858192
• Molar Refractivity: 69.8834 cm^3
• Polarizability: 28.67072 Å^3
• Polar Surface Area: 196.12 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.13
• LOG S: -1.32
• Solubility (Water): 1.63e+01 g/l

DETAILS

DrugBank - DB04700

Drug information: experimental