3-hydroxy-3-methylbutanoic acid

• ChemBase ID: 126126
• Molecular Formular: C5H10O3
• Molecular Mass: 118.1311
• Monoisotopic Mass: 118.06299418
• SMILES: O=C(O)CC(O)(C)C
• Canonical SMILES: OC(=O)CC(O)(C)C
• InChI: InChI=1S/C5H10O3/c1-5(2,8)3-4(6)7/h8H,3H2,1-2H3,(H,6,7)
• InChIKey: AXFYFNCPONWUHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-3-methylbutanoic acid
• IUPAC Traditional name: 3-hydroxyisovaleric acid; β-hydroxyisovalerate
• Synonyms: 3-Hydroxy-3-methylbutyric acid; β-Hydroxyisovaleric acid; β-Hydroxyisovaleric acid; 3-Hydroxyisovaleric acid; Beta-Hydroxy beta-methylbutyric acid; 3-Hydroxy-3-methylbutyric acid calcium salt hydrate; HMB Calcium; Calcium 3-hydroxy-3-methylbutyrate hydrate; beta-Hydroxyisovaleric acid; 3-Hydroxy-3-methylbutyric acid; beta-Hydroxyisovaleric Acid; 3-Hydroxy-3-methylbutanoic Acid; β-Hydroxy-β-methylbutyric Acid; β-Hydroxyisovaleric Acid; 3-羟基-3-甲基丁酸; β-羟基异戊酸; 3-羟基-3-甲基丁酸钙水合物; 3-羟基-3-甲基 丁酸

Database IDs

• CAS Number: 625-08-1; 135236-72-5
• MDL Number: MFCD01318562; MFCD00059081
• Beilstein Number: 1743952
• PubChem SID: 162220467; 24879410
• PubChem CID: 69362
• CHEBI ID: 37084
• Chemspider ID: 62571
• Wikipedia Title: Beta-Hydroxy_beta-methylbutyric_acid

CALCULATED PROPERTIES

• Acid pKa: 4.554639
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.0973144
• LogD (pH = 7.4): -2.870716
• Log P: -0.10642933
• Molar Refractivity: 28.1023 cm^3
• Polarizability: 11.1556 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Soluble in water
• Apperance: Liquid; Powder
• Melting Point: -80 °C(lit.); -80°C
• Boiling Point: 128°C/7mm; 88 °C at 1 mmHg; 88 °C/1 mmHg(lit.)
• Flash Point: 113 °C; 113°C(235°F); 235.4 °F
• Density: 0.938 g/mL; 0.938 g/mL at 25 °C(lit.); 1.1
• Refractive Index: 1.4408; n20/D 1.4415(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37; 26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥95.0% (T); 97+%; 98%
• Empirical Formula (Hill Notation): C5H10O3

DETAILS

Sigma Aldrich - 55453

Packaging
1 g in glass bottle

Toronto Research Chemicals - H943605

β-Hydroxyisovaleric Acid is a metabolite of the essential amino acid Leucine and is synthesized in the human body. Studies suggest that β-Hydroxyisovaleric Acid may have an effect on increasing muscle weight and strength. The presence of elevated β-Hydrox

REFERENCES

• Nissen, S. et al.: J. Appl. Physiol., 81, 2095 (1996)
• Wilson, G.J. et al.: Nutrit. Metab., 5, 1 (1996)
• Mock, D.M. et al.: Am. J. Clin. Nutrit., 76, 1061 (1996)