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

• ChemBase ID: 135510
• Molecular Formular: C10H17N3O6S
• Molecular Mass: 310.30219857
• Monoisotopic Mass: 310.08755085
• SMILES: C(CC(=O)N[C@@H](CS)C(=O)[15NH][13CH2][13C](=O)O)[C@@H](C(=O)O)N
• Canonical SMILES: SC[C@@H](C(=O)[15NH][13CH2][13C](=O)O)NC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1/i3+1,8+1,12+1
• InChIKey: RWSXRVCMGQZWBV-DUHRKNADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1R)-1-{[carboxy(^1^3C₂)methyl](^1^5N)carbamoyl}-2-sulfanylethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1R)-1-[carboxy(^1^3C₂)methyl(^1^5N)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoic acid
• Synonyms: Glutathione-(glycine-13C2,15N); L-Glutamyl-L-cysteinyl-glycine-13C2,15N1; Glutathione-glycine-13C2,15N1

Database IDs

• CAS Number: 815610-65-2
• MDL Number: MFCD07369422
• PubChem SID: 162229784
• PubChem CID: 45039351

CALCULATED PROPERTIES

• Acid pKa: 1.9366095
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -6.550201
• LogD (pH = 7.4): -8.083546
• Log P: -4.884694
• Molar Refractivity: 69.1149 cm^3
• Polarizability: 27.466314 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Ethanol; Water
• Apperance: Pale Yellow to Off-White Solid
• Melting Point: 200-202°C (dec.)
• Mass Shift: M+3

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95% (CP)
• Isotopic Purity: 98 atom % 15N; 99 atom % 13C
• Mol. Weight: mol wt 310.26 (atom % calulation)
• Empirical Formula (Hill Notation): 13C2C8H1715NN2O6S

DETAILS

Sigma Aldrich - 683620

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - G597950

Glutathione may decrease the concentrations of inflammatory cytokines (IL-6, IL-18), neutrophils in lung tissue and increase the level of serum Ca2+ and be useful for the treatment of ANP. Glutathione production is regulated via distinct pathways in stre

REFERENCES

• Misko, T., et al.: J. Biol. chem., 273, 15646 (1998)
• Nakamura, K., et al.: J. Biol. Chem., 276, 34402 (1998)
• Burdo, J., et al.: Brain Res. 1189, 12 (2008).