(2S)-2-amino-4-{[(1R)-2-{[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-{[carboxy(13C2)methyl](15N)carbamoyl}ethyl]disulfanyl}-1-{[carboxy(13C2)methyl](15N)carbamoyl}ethyl]carbamoyl}butanoic acid

• ChemBase ID: 169716
• Molecular Formular: C20H32N6O12S2
• Molecular Mass: 618.58851715
• Monoisotopic Mass: 618.15945163
• SMILES: C(=O)([C@H](CCC(=O)N[C@H](C(=O)[15NH][13CH2][13C](=O)O)CSSC[C@@H](C(=O)[15NH][13CH2][13C](=O)O)NC(=O)CC[C@@H](C(=O)O)N)N)O
• Canonical SMILES: O=C(N[C@H](C(=O)[15NH][13CH2][13C](=O)O)CSSC[C@@H](C(=O)[15NH][13CH2][13C](=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-/m0/s1/i5+1,6+1,15+1,16+1,23+1,24+1
• InChIKey: YPZRWBKMTBYPTK-IXOPVCMUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1R)-2-{[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-{[carboxy(^1^3C₂)methyl](^1^5N)carbamoyl}ethyl]disulfanyl}-1-{[carboxy(^1^3C₂)methyl](^1^5N)carbamoyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1R)-2-{[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-[carboxy(^1^3C₂)methyl(^1^5N)carbamoyl]ethyl]disulfanyl}-1-[carboxy(^1^3C₂)methyl(^1^5N)carbamoyl]ethyl]carbamoyl}butanoic acid
• Synonyms: N,N'-[Dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]diglutamine-13C4,15N2; GSSG-13C4,15N2; Glutathione Disulphide-13C4,15N2; Glutathione Oxidized-13C4,15N2; Glutathione-S-S-glutathione-13C4,15N2; Glutathione-SSG-13C4,15N2; Glutathone Disulfide-13C4,15N2; Oxidized L-Glutathione-13C4,15N2; Oxiglutatione-13C4,15N2; Glutathione Disulfide-13C4,15N2

Database IDs

• PubChem SID: 162263848
• PubChem CID: 71317119

CALCULATED PROPERTIES

• Rotatable Bonds: 21
• Lipinski's Rule of Five: false
• 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

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 155-160°C

Safety Information

• Storage Condition: -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - G597972

Labelled Glutathione disulfide. A biomarker for fatty liver disease.

REFERENCES

• Tsou, P.-S., et al.: J. Pharmacol. Exp. Ther., 329, 649 (2009)
• Yu, Y-C., et al.: J. Neurosci. Res., 87, 1884 (2009)