(2S)-2-amino-4-(butane-1-sulfinyl)butanoic acid

• ChemBase ID: 163175
• Molecular Formular: C8H17NO3S
• Molecular Mass: 207.29048
• Monoisotopic Mass: 207.09291441
• SMILES: C(CS(=O)CC[C@H](N)C(=O)O)CC
• Canonical SMILES: CCCCS(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C8H17NO3S/c1-2-3-5-13(12)6-4-7(9)8(10)11/h7H,2-6,9H2,1H3,(H,10,11)/t7-,13?/m0/s1
• InChIKey: KOGSTWSVCBVYHO-OGUFLRPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-(butane-1-sulfinyl)butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-(butane-1-sulfinyl)butanoic acid
• Synonyms: (2S)-2-Amino-4-(butylsulfinyl)butanoic Acid; L-Buthionine Sulfoxide

Database IDs

• CAS Number: 199982-01-9
• PubChem SID: 162257310
• PubChem CID: 10262438

CALCULATED PROPERTIES

• Acid pKa: 2.0955455
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.088789
• LogD (pH = 7.4): -3.0964124
• Log P: -3.088908
• Molar Refractivity: 53.1885 cm^3
• Polarizability: 21.160152 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: >220°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B690240

An inhibitor of GSH synthesis.

REFERENCES

• Keppler, D., et al.: Biol. Chem., 378, 787 (1997)
• Robbiani, D., et al.: Cell, 103, 757 (1997)
• Paumi, C., et al.: Biochemistry, 42, 5429 (1997)
• Depeille, P., et al.: Br. J. Cancer, 93, 216 (1997)