methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-{[(1R)-1-[(2-methoxy-2-oxoethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoate

• ChemBase ID: 163500
• Molecular Formular: C17H29N3O8S
• Molecular Mass: 435.49246
• Monoisotopic Mass: 435.1675359
• SMILES: C(=O)(CNC(=O)[C@@H](NC(=O)CC[C@@H](C(=O)OC)NC(=O)OC(C)(C)C)CS)OC
• Canonical SMILES: SC[C@@H](C(=O)NCC(=O)OC)NC(=O)CC[C@@H](C(=O)OC)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C17H29N3O8S/c1-17(2,3)28-16(25)20-10(15(24)27-5)6-7-12(21)19-11(9-29)14(23)18-8-13(22)26-4/h10-11,29H,6-9H2,1-5H3,(H,18,23)(H,19,21)(H,20,25)/t10-,11-/m0/s1
• InChIKey: KUJDHYOKKOEQDI-QWRGUYRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-{[(1R)-1-[(2-methoxy-2-oxoethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoate
• IUPAC Traditional name: methyl (2S)-2-[(tert-butoxycarbonyl)amino]-4-{[(1R)-1-[(2-methoxy-2-oxoethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoate
• Synonyms: N-[(1,1-Dimethylethoxy)carbonyl]-L-γ-glutamyl-L-cysteinyl-glycine Dimethyl Ester; N-[N-[N-[(1,1-dimethylethoxy)carbonyl]-L-γ-glutamyl]-L-cysteinyl]-glycine Dimethyl Ester; N-tert-Butyloxycarbonyl Glutathione Dimethyl Diester

Database IDs

• CAS Number: 120033-58-1
• PubChem SID: 162257635
• PubChem CID: 14334561

CALCULATED PROPERTIES

• Acid pKa: 9.954984
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.74124104
• LogD (pH = 7.4): -0.7423473
• Log P: -0.7412268
• Molar Refractivity: 103.5261 cm^3
• Polarizability: 41.199852 Å^3
• Polar Surface Area: 149.13 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethanol; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B699920

Protected Glutathione (G597951). The major thiol compound of living plant and animal cells.

REFERENCES

• Hopkins et al.: J. Biol. Chem. 84, 269 (1929)