5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

• ChemBase ID: 170314
• Molecular Formular: C10H16O2
• Molecular Mass: 168.23284
• Monoisotopic Mass: 168.11502975
• SMILES: C1C2(C(=O)CC(C1O)C2(C)C)C
• Canonical SMILES: OC1CC2(C(C1CC2=O)(C)C)C
• InChI: InChI=1S/C10H16O2/c1-9(2)6-4-8(12)10(9,3)5-7(6)11/h6-7,11H,4-5H2,1-3H3
• InChIKey: DJQYBVLXBVJHMU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
• IUPAC Traditional name: 5-hydroxycamphor
• Synonyms: 5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one; 5-Hydroxy-2-bornanone; 5-Hydroxycamphor; rac-5-Hydroxy Camphor

Database IDs

• PubChem SID: 164226224
• PubChem CID: 440017

CALCULATED PROPERTIES

• Acid pKa: 14.8801775
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2442207
• LogD (pH = 7.4): 1.2442207
• Log P: 1.2442207
• Molar Refractivity: 46.0845 cm^3
• Polarizability: 18.386003 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H843500

A metabolite of Camphor in human liver.

REFERENCES

• Shimada, T., et al.: J. Pharmacol. Exp. Ther., 270, 414 (1994)
• Miyazawa, M., et al.: Drug Metab. Dispos., 29, 200 (1994)