3-(methylselanyl)-2-oxopropanoic acid

• ChemBase ID: 174241
• Molecular Formular: C4H6O3Se
• Molecular Mass: 181.04864
• Monoisotopic Mass: 181.94821505
• SMILES: [Se](CC(=O)C(=O)O)C
• Canonical SMILES: C[Se]CC(=O)C(=O)O
• InChI: InChI=1S/C4H6O3Se/c1-8-2-3(5)4(6)7/h2H2,1H3,(H,6,7)
• InChIKey: KCHPIRYOQIGZLW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(methylselanyl)-2-oxopropanoic acid
• IUPAC Traditional name: 3-(methylselanyl)-2-oxopropanoic acid
• Synonyms: MSP; 3-(Methylseleno)-2-oxopropanoic Acid; β-Methylselenopyruvate (Suspended in Sodium Bicarbonate)

Database IDs

• PubChem SID: 164230151
• PubChem CID: 53297415

CALCULATED PROPERTIES

• Acid pKa: 2.1584294
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.8515983
• LogD (pH = 7.4): -3.3425276
• Log P: 0.3267
• Molar Refractivity: 35.7913 cm^3
• Polarizability: 9.4424715 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M326095

Methylselenocysteine (MSC) and selenomethionine (SM) are two organoselenium compounds receiving interest for their potential anticancer properties. These compounds can be converted to β-methylselenopyruvate (MSP) and α-keto-γ-methylselenobutyrate (KMSB),

REFERENCES

• Sinha, R., et al.: Cancer Lett., 146, 135 (1999)
• McLaughlin, F., et al.: Biochem. Pharmacol., 68, 1139 (1999)
• Cherukuri, D.P., et al.: Cancer Biol. Ther., 4, 175 (1999)