methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-{[(1R)-2-{[(2R)-2-[(4S)-4-{[(tert-butoxy)carbonyl]amino}-5-methoxy-5-oxopentanamido]-2-[(2-methoxy-2-oxoethyl)carbamoyl]ethyl]disulfanyl}-1-[(2-methoxy-2-oxoethyl)carbamoyl]ethyl]carbamoyl}butanoate

• ChemBase ID: 163501
• Molecular Formular: C34H56N6O16S2
• Molecular Mass: 868.96904
• Monoisotopic Mass: 868.31942174
• SMILES: S(SC[C@H](NC(=O)CC[C@H](NC(=O)OC(C)(C)C)C(=O)OC)C(=O)NCC(=O)OC)C[C@@H](C(=O)NCC(=O)OC)NC(=O)CC[C@@H](C(=O)OC)NC(=O)OC(C)(C)C
• Canonical SMILES: COC(=O)CNC(=O)[C@@H](NC(=O)CC[C@@H](C(=O)OC)NC(=O)OC(C)(C)C)CSSC[C@@H](C(=O)NCC(=O)OC)NC(=O)CC[C@@H](C(=O)OC)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C34H56N6O16S2/c1-33(2,3)55-31(49)39-19(29(47)53-9)11-13-23(41)37-21(27(45)35-15-25(43)51-7)17-57-58-18-22(28(46)36-16-26(44)52-8)38-24(42)14-12-20(30(48)54-10)40-32(50)56-34(4,5)6/h19-22H,11-18H2,1-10H3,(H,35,45)(H,36,46)(H,37,41)(H,38,42)(H,39,49)(H,40,50)/t19-,20-,21-,22-/m0/s1
• InChIKey: ZIHWKVMBSPKULA-CMOCDZPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-{[(1R)-2-{[(2R)-2-[(4S)-4-{[(tert-butoxy)carbonyl]amino}-5-methoxy-5-oxopentanamido]-2-[(2-methoxy-2-oxoethyl)carbamoyl]ethyl]disulfanyl}-1-[(2-methoxy-2-oxoethyl)carbamoyl]ethyl]carbamoyl}butanoate
• IUPAC Traditional name: methyl (2S)-2-[(tert-butoxycarbonyl)amino]-4-{[(1R)-2-{[(2R)-2-[(4S)-4-[(tert-butoxycarbonyl)amino]-5-methoxy-5-oxopentanamido]-2-[(2-methoxy-2-oxoethyl)carbamoyl]ethyl]disulfanyl}-1-[(2-methoxy-2-oxoethyl)carbamoyl]ethyl]carbamoyl}butanoate
• Synonyms: N-[(1,1-Dimethylethoxy)carbonyl]-L-γ-glutamyl-L-cysteinyl-glycine 1,3-Dimethyl Ester (2→2')-Disulfide Dimer; N-tert-Butyloxycarbonyl Glutathione Dimethyl Diester Disulfide Dimer

Database IDs

• CAS Number: 566172-19-8
• PubChem SID: 162257636
• PubChem CID: 71314458

CALCULATED PROPERTIES

• Acid pKa: 11.319521
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -1.7950199
• LogD (pH = 7.4): -1.7950654
• Log P: -1.795019
• Molar Refractivity: 205.4768 cm^3
• Polarizability: 81.74682 Å^3
• Polar Surface Area: 298.26 Å^2
• Rotatable Bonds: 31
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B699940

Used in the preparation of Glutathione (G597951) and its derivatives.