sodium 3-hydroxy-2-methylpropanoate

• ChemBase ID: 153809
• Molecular Formular: C4H7NaO3
• Molecular Mass: 126.08635
• Monoisotopic Mass: 126.02928837
• SMILES: CC(CO)C(=O)[O-].[Na+]
• Canonical SMILES: [O-]C(=O)C(CO)C.[Na+]
• InChI: InChI=1S/C4H8O3.Na/c1-3(2-5)4(6)7;/h3,5H,2H2,1H3,(H,6,7);/q;+1/p-1
• InChIKey: RBJZIQZDAZLXEK-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-hydroxy-2-methylpropanoate
• IUPAC Traditional name: sodium 3-hydroxyisobutyrate
• Synonyms: β-Hydroxyisobutyric acid sodium salt; 3-Hydroxy-2-methylpropionic acid sodium salt; Sodium 3-hydroxy-2-methylpropionate; (±)-Sodium β-hydroxyisobutyrate

Database IDs

• MDL Number: MFCD16875405
• PubChem SID: 162247948
• PubChem CID: 71311737

CALCULATED PROPERTIES

• Acid pKa: 4.3653383
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.4242473
• LogD (pH = 7.4): -3.1750724
• Log P: -0.26059476
• Molar Refractivity: 34.4569 cm^3
• Polarizability: 9.2274685 Å^3
• Polar Surface Area: 60.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0%; ≥96.0% (GC)
• Compostion: sodium, 17.5-19.0%
• Empirical Formula (Hill Notation): C4H7NaO3

DETAILS

Sigma Aldrich - 36105

Biochem/physiol Actions
3-Hydroxyisobutyrate (HIBA), is formed in the valine catabolism1, it is a reactant of enzyme 3-hydroxyisobutyrate dehydrogenase (EC: 1.1.1.31) and 3-hydroxyisobutyryl-CoA hydrolase (EC: 3.1.2.4); it was found to have increased concentrations in MS patient metabolic profiles2.