sodium (3R)-3-hydroxybutanoate

• ChemBase ID: 104852
• Molecular Formular: C4H7NaO3
• Molecular Mass: 126.08635
• Monoisotopic Mass: 126.02928837
• SMILES: [Na+].C[C@@H](O)CC(=O)[O-]
• Canonical SMILES: [O-]C(=O)C[C@H](O)C.[Na+]
• InChI: InChI=1S/C4H8O3.Na/c1-3(5)2-4(6)7;/h3,5H,2H2,1H3,(H,6,7);/q;+1/p-1/t3-;/m1./s1
• InChIKey: NBPUSGBJDWCHKC-AENDTGMFSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R)-3-hydroxybutanoate
• IUPAC Traditional name: sodium D-(-)-3-hydroxybutyrate; sodium (R)-3-hydroxybutyrate
• Synonyms: (3R)-3-Hydroxybutanoic Acid Sodium Salt; (R)-3-Hydroxybutanoic Acid Monosodium Salt; D-(-)-3-Hydroxybutyric Acid Monosodium Salt; (R)-(-)-Sodium 3-Hydroxybutyrate; KTX 0101; Sodium D-β-Hydroxybutyrate; Sodium R-3-Hydroxybutyrate; (R)-(-)-3-Hydroxybutyric Acid Sodium Salt; Sodium (R)-3-hydroxybutyrate; (R)-(-)-3-Hydroxybutyric acid sodium salt; Sodium (R)-3-hydroxybutanoate; [R]-3-Hydroxbutanoic acid; D-(-)-β-HYDROXYBUTYRIC ACID; (R)-(-)-3-羟基丁酸钠盐; (R)-(-)-3-羟基丁酸 钠盐

Database IDs

• CAS Number: 13613-65-5
• MDL Number: MFCD00077788
• Beilstein Number: 6118796
• PubChem SID: 162091793; 24857981
• PubChem CID: 23679703

CALCULATED PROPERTIES

• Acid pKa: 4.4062915
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.5127869
• LogD (pH = 7.4): -3.2701502
• Log P: -0.38700598
• Molar Refractivity: 34.3012 cm^3
• Polarizability: 9.2274685 Å^3
• Polar Surface Area: 60.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 149-155 °C(lit.)
• Optical Rotation: [α]22/D -14°, c = 10 in H2O

Safety Information

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

Product Information

• Purity: 80%; 95+%
• Optical Purity: ee: 99% (GLC)
• Linear Formula: CH3CH(OH)CH2CO2Na

DETAILS

MP Biomedicals - 02157424

Sodium Salt
Purity: 80%
Balance is primarily the enantiomer.

Sigma Aldrich - 298360

Packaging
1 g in glass bottle

Toronto Research Chemicals - H833025

Optically active 3-hydroxybutyric acids are key intermediates of the biosynthesis and metabolism of fatty acids and exist widely in biological systems.

REFERENCES

• Freeman, J., et al.: Pediatrics, 102, 1358 (1998)
• Thio, L., et al.: Neurology, 54, 325 (1998)
• Rho, J., et al.: Epilepsia, 43, 358 (1998)