(1R,4R,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-one

• ChemBase ID: 163845
• Molecular Formular: C10H14O2
• Molecular Mass: 166.21696
• Monoisotopic Mass: 166.09937969
• SMILES: C1[C@H](CC(=O)[C@]2([C@@H]1O2)C)C(=C)C
• Canonical SMILES: CC(=C)[C@H]1CC(=O)[C@]2([C@@H](C1)O2)C
• InChI: InChI=1S/C10H14O2/c1-6(2)7-4-8(11)10(3)9(5-7)12-10/h7,9H,1,4-5H2,2-3H3/t7-,9+,10-/m0/s1
• InChIKey: YGMNGQDLUQECTO-SFGNSQDASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4R,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-one
• IUPAC Traditional name: carvone oxide
• Synonyms: (1R,4R,6R)-1-Methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptan-2-one; (+)-2,3-Epoxy-5-isopropenyl-2-methylcyclohexanone; (1R,4R,6R)-4-Isopropenyl-1-methyl-1,6-epoxycyclohexan-2-one; (R,R,R)-Carvone Epoxide; Carvone 1,2-Oxide; NSC 316066; Carvone Epoxide

Database IDs

• CAS Number: 36616-60-1
• PubChem SID: 162257980
• PubChem CID: 442462

CALCULATED PROPERTIES

• Acid pKa: 18.837997
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.8076552
• LogD (pH = 7.4): 1.8076552
• Log P: 1.8076552
• Molar Refractivity: 45.78 cm^3
• Polarizability: 18.214201 Å^3
• Polar Surface Area: 29.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Clear Liquid

DETAILS

Toronto Research Chemicals - C184700

A terpenoid used as a reagent in the preparation of flavoring compounds and pharmaceutical drugs.

REFERENCES

• Andresen B., et al.: Chem. Res. Toxicol., 20, 927 (2007)
• Antony, P., et al.: J. Med. Chem., 53, 1159 (2007)