sodium 3-(13C)methyl-2-oxo(1,2-13C2)pentanoate

• ChemBase ID: 174301
• Molecular Formular: C6H9NaO3
• Molecular Mass: 155.10159451
• Monoisotopic Mass: 155.05500294
• SMILES: [13C](=O)([13C](=O)C(CC)[13CH3])[O-].[Na+]
• Canonical SMILES: [O-][13C](=O)[13C](=O)C(CC)[13CH3].[Na+]
• InChI: InChI=1S/C6H10O3.Na/c1-3-4(2)5(7)6(8)9;/h4H,3H2,1-2H3,(H,8,9);/q;+1/p-1/i2+1,5+1,6+1
• InChIKey: SMDJDLCNOXJGKC-KRBNGQFBSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-(^1^3C)methyl-2-oxo(1,2-^1^3C₂)pentanoate
• IUPAC Traditional name: sodium 3-(^1^3C)methyl-2-oxo(1,2-^1^3C₂)pentanoate
• Synonyms: 2-Oxo-3-methylpentanoic Acid-13C3 Sodium Salt; 3-Methyl-2-oxopentanoic Acid-13C3 Sodium Salt; Sodium 3-methyl-2-oxopentanoate-13C3; Sodium 3-methyl-2-oxovalerate-13C3; Sodium α-Keto-β-methylvalerate-13C3; 3-Methyl-2-oxovaleric Acid-13C3 Sodium Salt

Database IDs

• PubChem SID: 164230211
• PubChem CID: 71750588

CALCULATED PROPERTIES

• Acid pKa: 3.518864
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.2195827
• LogD (pH = 7.4): -1.6157058
• Log P: 1.7539648
• Molar Refractivity: 42.6292 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 - M326422

Labelled 3-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 analogue of Isoleucine.

REFERENCES

• Panten, U. et al.: Naun.-Schmied. Arch. Pharmacol., 291, 405 (1975)
• Funk, M.A. et al.: J. Nutrit., 117, 1550 (1975)