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

• ChemBase ID: 3000
• Molecular Formular: C20H32N6O12S2
• Molecular Mass: 612.63108
• Monoisotopic Mass: 612.15196249
• SMILES: N[C@H](CCC(=O)N[C@H](CSSC[C@@H](NC(=O)CC[C@@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)NCC(=O)O)CSSC[C@H](C(=O)NCC(=O)O)NC(=O)CC[C@H](C(=O)O)N)CC[C@H](C(=O)O)N
• InChI: InChI=1S/C20H32N6O12S2/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m1/s1
• InChIKey: YPZRWBKMTBYPTK-DDHJBXDOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-4-{[(1S)-2-{[(2S)-2-[(4R)-4-amino-4-carboxybutanamido]-2-[(carboxymethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: @oxidized glutathione disulfide
• Synonyms: Oxidized Glutathione Disulfide

Database IDs

• PubChem SID: 46508372; 160966447
• PubChem CID: 11767258

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.438368
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): -13.715199
• LogD (pH = 7.4): -16.599508
• Log P: -10.109055
• Molar Refractivity: 136.6544 cm^3
• Polarizability: 54.28691 Å^3
• Polar Surface Area: 317.64 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -3.6
• LOG S: -3.18
• Solubility (Water): 4.06e-01 g/l

DETAILS

DrugBank - DB03310

• Drug Groups: experimental
• Description: A GLUTATHIONE dimer formed by a disulfide bond between the cysteine sulfhydryl side chains during the course of being oxidized. [PubChem]