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

• ChemBase ID: 93005
• Molecular Formular: C13H22N4O8S2
• Molecular Mass: 426.46578
• Monoisotopic Mass: 426.08790568
• SMILES: N(C(=O)[C@@H](NC(=O)CC[C@H](C(=O)O)N)CSSC[C@H](C(=O)O)N)CC(=O)O
• Canonical SMILES: OC(=O)CNC(=O)[C@@H](NC(=O)CC[C@H](C(=O)O)N)CSSC[C@H](C(=O)O)N
• InChI: InChI=1S/C13H22N4O8S2/c14-6(12(22)23)1-2-9(18)17-8(11(21)16-3-10(19)20)5-27-26-4-7(15)13(24)25/h6-8H,1-5,14-15H2,(H,16,21)(H,17,18)(H,19,20)(H,22,23)(H,24,25)/t6-,7-,8+/m1/s1
• InChIKey: BNRXZEPOHPEEAS-PRJMDXOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-4-{[(1R)-2-{[(2S)-2-amino-2-carboxyethyl]disulfanyl}-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2R)-2-amino-4-{[(1R)-2-{[(2S)-2-amino-2-carboxyethyl]disulfanyl}-1-(carboxymethylcarbamoyl)ethyl]carbamoyl}butanoic acid
• Synonyms: L-Cysteine-glutathione disulphide

Database IDs

• CAS Number: 13081-14-6
• MDL Number: MFCD00269957
• PubChem SID: 162079703
• PubChem CID: 56845493

CALCULATED PROPERTIES

• Acid pKa: 1.3874592
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -9.807557
• LogD (pH = 7.4): -11.256819
• Log P: -8.019927
• Molar Refractivity: 95.7631 cm^3
• Polarizability: 38.228455 Å^3
• Polar Surface Area: 222.14 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 234(dec.)°C

Safety Information

• Storage Warning: Irritant/Store at -20°C