1,2,7,7-tetramethylbicyclo[2.2.1]heptane-2,6-diol

• ChemBase ID: 170859
• Molecular Formular: C11H20O2
• Molecular Mass: 184.2753
• Monoisotopic Mass: 184.14632988
• SMILES: C1(C2(C(CC(C1)C2(C)C)(O)C)C)O
• Canonical SMILES: OC1CC2C(C1(C)C(C2)(C)O)(C)C
• InChI: InChI=1S/C11H20O2/c1-9(2)7-5-8(12)11(9,4)10(3,13)6-7/h7-8,12-13H,5-6H2,1-4H3
• InChIKey: AGWPDIJKVDZOLV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,7,7-tetramethylbicyclo[2.2.1]heptane-2,6-diol
• IUPAC Traditional name: 1,2,7,7-tetramethylbicyclo[2.2.1]heptane-2,6-diol
• Synonyms: (1R,2S,4S,6R)-rel-1,2,7,7-Tetramethylbicyclo[2.2.1]heptane-2,6-diol; 6-Hydroxy-2-MIB; 6-Hydroxy-2-methyl Isoborneol

Database IDs

• CAS Number: 1138454-84-8
• PubChem SID: 164226769
• PubChem CID: 71749163

CALCULATED PROPERTIES

• Acid pKa: 14.229726
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.0392234
• LogD (pH = 7.4): 1.0392234
• Log P: 1.0392234
• Molar Refractivity: 51.468 cm^3
• Polarizability: 20.77036 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H947945

A metabolite of 2-Methylisoborneol (2-MIB). Many camphor-degrading bacteria which can transform 2-Methylisoborneol (2-MIB) have been identified. Pseudomonas putida G1, which metabolizes camphor through 5-hydroxycamphor, converts MIB primarily to 6-hydroxy

REFERENCES

• Altschul, S., et al.: J. Mol. Biol., 215, 403 (1990)
• Raag, R., et al.: Biochemistry, 30, 2674 (1990)
• Eaton, R., et al.: J. Bacteriol., 183, 3689 (1990)