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

• ChemBase ID: 155185
• Molecular Formular: C11H19N3O6S
• Molecular Mass: 321.35006
• Monoisotopic Mass: 321.09945634
• SMILES: CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
• Canonical SMILES: CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
• InChI: InChI=1S/C11H19N3O6S/c1-21-5-7(10(18)13-4-9(16)17)14-8(15)3-2-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)
• InChIKey: QTQDDTSVRVWHMO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-({1-[(carboxymethyl)carbamoyl]-2-(methylsulfanyl)ethyl}carbamoyl)butanoic acid
• IUPAC Traditional name: 2-amino-4-{[1-(carboxymethylcarbamoyl)-2-(methylsulfanyl)ethyl]carbamoyl}butanoic acid
• Synonyms: S-Methylglutathione

Database IDs

• CAS Number: 2922-56-7
• MDL Number: MFCD00056730
• PubChem SID: 24896906; 162249323
• PubChem CID: 3605667

CALCULATED PROPERTIES

• Acid pKa: 1.8152468
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -6.097622
• LogD (pH = 7.4): -7.665417
• Log P: -4.4827027
• Molar Refractivity: 73.7659 cm^3
• Polarizability: 29.28138 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C11H19N3O6S

DETAILS

Sigma Aldrich - M4139

Substrates
Useful as a glyoxylase inhibitor.
Biochem/physiol Actions
S-methylglutathione is a methionine containing peptide and glyoxylase inhibitor.