(4R)-4-hydroxy-4-methyloxan-2-one

• ChemBase ID: 154031
• Molecular Formular: C6H10O3
• Molecular Mass: 130.1418
• Monoisotopic Mass: 130.06299418
• SMILES: C[C@]1(CCOC(=O)C1)O
• Canonical SMILES: O=C1OCC[C@@](C1)(C)O
• InChI: InChI=1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3/t6-/m1/s1
• InChIKey: JYVXNLLUYHCIIH-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-hydroxy-4-methyloxan-2-one
• IUPAC Traditional name: (4R)-4-hydroxy-4-methyloxan-2-one
• Synonyms: (R)-Mevalolactone; (R)-3-Hydroxy-3-methyl-δ-valerolactone; D-Mevalonic acid lactone; (R)-(-)-Mevalonolactone

Database IDs

• CAS Number: 19115-49-2
• MDL Number: MFCD01074894
• PubChem SID: 162248170
• PubChem CID: 6419891

CALCULATED PROPERTIES

• Acid pKa: 14.71489
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.42890844
• LogD (pH = 7.4): -0.42890847
• Log P: -0.42890844
• Molar Refractivity: 31.0192 cm^3
• Polarizability: 12.506425 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]/D -20±3°, c = 1 in ethanol

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: ≥90.0% (GC)
• Empirical Formula (Hill Notation): C6H10O3

DETAILS

Sigma Aldrich - 68519

Biochem/physiol Actions
Classical enantiomerically pure metabolite in biosynthetic pathways leading to sterols, terpenes, carotenoids, and other natural products.