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

• ChemBase ID: 103285
• Molecular Formular: C20H32N6O12S2
• Molecular Mass: 612.63108
• Monoisotopic Mass: 612.15196249
• SMILES: NC(CCC(=O)NC(CSSCC(NC(=O)CCC(N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(NC(C(=O)NCC(=O)O)CSSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)CCC(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)
• InChIKey: YPZRWBKMTBYPTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-[(2-{[2-(4-amino-4-carboxybutanamido)-2-[(carboxymethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxymethyl)carbamoyl]ethyl)carbamoyl]butanoic acid
• IUPAC Traditional name: @oxidized glutathione disulfide; oxiglutatione
• Synonyms: GSSG; GLUTATHIONE OXIDIZED; (β-L-Glutamyl-L-cysteinylglycine)₂; 5,5'-((disulfanediylbis(1-((carboxymethyl)amino)-1-oxopropane-3,2-diyl))bis(azanediyl))bis(2-amino-5-oxopentanoic acid)

Database IDs

• CAS Number: 121-24-4
• PubChem SID: 162090872
• PubChem CID: 975

CALCULATED PROPERTIES

• 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

PROPERTIES

Physical Property

• Melting Point: 178°C (dec.)

Safety Information

• Storage Condition: 2-8°C

DETAILS

MP Biomedicals - 02151193

Acts as hydrogen acceptor in enzymic determination of NADP and NADPH.