(1S,2S,3R,4S)-2-(2H3)methyl-1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-diol

• ChemBase编号: 170856
• 分子式: C11H20O2
• 平均质量: 184.2753
• 单一同位素质量: 184.14632988
• SMILES: C1[C@@]2([C@@]([C@@H]([C@@H](C1)C2(C)C)O)(O)C)C
• Canonical SMILES: O[C@@H]1[C@H]2CC[C@]([C@]1(C)O)(C2(C)C)C
• InChI: InChI=1S/C11H20O2/c1-9(2)7-5-6-10(9,3)11(4,13)8(7)12/h7-8,12-13H,5-6H2,1-4H3/t7-,8-,10+,11-/m1/s1
• InChIKey: GROZVIRKNWHGSN-DEKFOEGESA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,3R,4S)-2-(^2H₃)methyl-1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-diol
• IUPAC传统名: (1S,2S,3R,4S)-2-(^2H₃)methyl-1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-diol
• 别名: (1R,2S,3R,4S)-rel-1,2,7,7-Tetramethyl-Bicyclo[2.2.1]heptane-2,3-diol-d3; 3-Hydroxy-2-MIB-d3; 3-Hydroxy-2-methyl Isoborneol-d3

登记号

• PubChem SID: 164226766
• PubChem CID: 71749160

理论计算性质

• Acid pKa: 13.399665
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 1.2730846
• LogD (pH = 7.4): 1.2730843
• Log P: 1.2730846
• 摩尔折射率: 51.237 cm^3
• 极化性: 20.77036 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - H947937

A metabolite of 2-Methylisoborneol (2-MIB). Many camphor-degrading bacteria which can transform 2-Methylisoborneol (2-MIB) have been identified. Rhodococcus ruber T1, which metabolizes camphor through 6-hydroxycamphor, converts 2-MIB to 3-hydroxy-2-MIB.

参考文献

• 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)