(1S,2S)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

• ChemBase ID: 171128
• Molecular Formular: C10H16O2
• Molecular Mass: 168.23284
• Monoisotopic Mass: 168.11502975
• SMILES: C1(C2CC(=O)[C@]([C@@H]1C2)(O)C)(C)C
• Canonical SMILES: O=C1CC2C[C@@H]([C@]1(C)O)C2(C)C
• InChI: InChI=1S/C10H16O2/c1-9(2)6-4-7(9)10(3,12)8(11)5-6/h6-7,12H,4-5H2,1-3H3/t6?,7-,10-/m0/s1
• InChIKey: VZRRCQOUNSHSGB-MXMVMAASSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
• IUPAC Traditional name: (1S,2S)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
• Synonyms: (1S,2S,5S)-2-Hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]heptan-3-one; (-)-2-Hydroxypinocamphone; (1S,2S,5S)-2-Hydroxypinan-3-one; (-)-(1S,2S,5S)-2-Hydroxy-3-pinanone

Database IDs

• CAS Number: 1845-25-6
• PubChem SID: 164227038
• PubChem CID: 71749269

CALCULATED PROPERTIES

• Acid pKa: 13.036358
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3806578
• LogD (pH = 7.4): 1.3806568
• Log P: 1.3806578
• Molar Refractivity: 46.0936 cm^3
• Polarizability: 18.386003 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Clear Colorless Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H952020

An essential oil from Hyssopus officinalis L. and Cymbopogon jwarancusa (Jones) Schult. It is used in cosmetics.

REFERENCES

• Papini, A., et al.: J. Med. Chem., 44, 3504 (2001)
• Plietker, B., et al.: Org. Biomol. Chem., 2, 1116 (2001)