sodium 3-methyl-2-oxopentanoate

• ChemBase ID: 134145
• Molecular Formular: C6H9NaO3
• Molecular Mass: 152.12363
• Monoisotopic Mass: 152.04493843
• SMILES: CCC(C)C(=O)C(=O)[O-].[Na+]
• Canonical SMILES: [O-]C(=O)C(=O)C(CC)C.[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
• InChIKey: SMDJDLCNOXJGKC-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-methyl-2-oxopentanoate
• IUPAC Traditional name: sodium 3-methyl-2-oxopentanoate
• Synonyms: (±)-Sodium 3-methyl-2-oxovalerate; DL-α-Keto-β-methylvaleric acid sodium salt; Ketoisoleucine sodium salt; (±)-3-Methyl-2-oxovaleric acid sodium salt; 3-Methyl-2-oxopentanoic acid sodium salt; 2-Oxo-3-methylpentanoic Acid Sodium Salt; Sodium 3-methyl-2-oxopentanoate; Sodium 3-methyl-2-oxovalerate; Sodium α-Keto-β-methylvalerate; 3-Methyl-2-oxovaleric Acid Sodium Salt; 3-Methyl-2-oxopentanoic acid sodium salt; 3-甲基-2-氧基戊酸 钠盐; 3-甲基-2-氧基戊酸 钠盐

Database IDs

• CAS Number: 3715-31-9
• EC Number: 266-503-4
• MDL Number: MFCD00002584
• Beilstein Number: 7779663
• PubChem SID: 24851884; 24885727; 24896244; 162228422
• PubChem CID: 2724058
• FEMA ID: 3870

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

PROPERTIES

Physical Property

• Melting Point: 196-199 °C; 204-206 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%; ≥99.0% (NT)
• Grade: purum
• Linear Formula: C2H5CH(CH3)COCO2Na; CH3CH2CH(CH3)COCOONa

DETAILS

Sigma Aldrich - W387001

Packaging
1 sample in glass bottle

Sigma Aldrich - 198978

Packaging
5 g in glass bottle

Toronto Research Chemicals - M326420

3-Methyl-2-oxovaleric Acid is 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)