sodium 4-methyl-2-oxo(1,2,3-13C3)pentanoate

• ChemBase ID: 174303
• Molecular Formular: C6H9NaO3
• Molecular Mass: 155.10159451
• Monoisotopic Mass: 155.05500294
• SMILES: [13C](=O)([13C](=O)[13CH2]C(C)C)[O-].[Na+]
• Canonical SMILES: CC([13CH2][13C](=O)[13C](=O)[O-])C.[Na+]
• InChI: InChI=1S/C6H10O3.Na/c1-4(2)3-5(7)6(8)9;/h4H,3H2,1-2H3,(H,8,9);/q;+1/p-1/i3+1,5+1,6+1
• InChIKey: IXFAZKRLPPMQEO-QZWUSFNSSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 4-methyl-2-oxo(1,2,3-^1^3C₃)pentanoate
• IUPAC Traditional name: sodium 4-methyl-2-oxo(1,2,3-^1^3C₃)pentanoate
• Synonyms: 2-Ketoisocaproic Acid-13C3 Sodium Salt; 2-Oxo-4-methylpentanoic Acid-13C3 Sodium Salt; 4-Methyl-2-oxopentanoic Acid-13C3 Sodium Salt; Sodium 2-Ketoisocaproate-13C3; Sodium 4-methyl-2-oxopentanoate-13C3; Sodium 4-methyl-2-oxovalerate-13C3; Sodium α-Keto-isocaproate-13C3; Sodium α-Ketoisocaproate-13C3; Sodium α-oxoisocaproate-13C3; 4-Methyl-2-oxovaleric Acid-13C3 Sodium Salt

Database IDs

• PubChem SID: 164230213
• PubChem CID: 71750592

CALCULATED PROPERTIES

• Acid pKa: 3.5280511
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.4667107
• LogD (pH = 7.4): -1.8688251
• Log P: 1.4979975
• Molar Refractivity: 42.6033 cm^3
• Polarizability: 12.32327 Å^3
• Polar Surface Area: 57.2 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M326427

Labelled 4-Methyl-2-oxovaleric Acid, an α-ketomonocarboxylic acid that triggers insulin release by acting upon receptor sites which differ from those occupied by amino acids. 4-Methyl-2-oxovaleric Acid is an intermediate in the metabolism of Leucine.

REFERENCES

• Panten, U. et al.: Naun.-Schmied. Arch. Pharmacol., 291, 405 (1975)
• Vague, P. et al.: Diab. Metab., 1, 185 (1975)
• Francois, G. et al.: Lancet, 1, 858 (1975)