2-hydroxy-4-(methylsulfanyl)(1,2,3,4-13C4)butanoic acid

• ChemBase ID: 170916
• Molecular Formular: C5H10O3S
• Molecular Mass: 154.16671935
• Monoisotopic Mass: 154.04848453
• SMILES: S([13CH2][13CH2][13CH]([13C](=O)O)O)C
• Canonical SMILES: CS[13CH2][13CH2][13CH]([13C](=O)O)O
• InChI: InChI=1S/C5H10O3S/c1-9-3-2-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)/i2+1,3+1,4+1,5+1
• InChIKey: ONFOSYPQQXJWGS-LBHFFFFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-4-(methylsulfanyl)(1,2,3,4-^1^3C₄)butanoic acid
• IUPAC Traditional name: 2-hydroxy-4-(methylsulfanyl)(1,2,3,4-^1^3C₄)butanoic acid
• Synonyms: α-Hydroxy-γ-(methylmercapto)butyric Acid-13C4; γ-(Methylthio)-α-hydroxybutyric Acid-13C4; 2-Hydroxy-4-(methylmercapto)butyric Acid-13C4; Desmenidol-13C4; HMTBA-13C4; DL-2-Hydroxy-4-(methylthio)butanoic Acid-13C4

Database IDs

• PubChem SID: 164226826
• PubChem CID: 46781836

CALCULATED PROPERTIES

• Acid pKa: 4.027424
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.3035722
• LogD (pH = 7.4): -2.9635308
• Log P: 0.17959885
• Molar Refractivity: 35.9285 cm^3
• Polarizability: 14.215556 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948387

Methionine hydroxy analogue.

REFERENCES

• Finkelstein, J., et al.: J. Biol. Chem., 261, 1582 (1986)
• Ontiveros, R., et al.: J. Agric. Food Chem., 35, 692 (1986)
• Gilfix, B., et al.: Clin. Chem., 43, 687 (1986)