2-[(5S)-5-methyl-5-[(1S)-4-methylcyclohex-3-en-1-yl]oxolan-2-yl]propan-2-ol

• ChemBase编号: 162136
• 分子式: C15H26O2
• 平均质量: 238.36574
• 单一同位素质量: 238.19328007
• SMILES: [C@@H]1(CCC(=CC1)C)[C@]1(OC(CC1)C(O)(C)C)C
• Canonical SMILES: CC1=CC[C@H](CC1)[C@]1(C)CCC(O1)C(O)(C)C
• InChI: InChI=1S/C15H26O2/c1-11-5-7-12(8-6-11)15(4)10-9-13(17-15)14(2,3)16/h5,12-13,16H,6-10H2,1-4H3/t12-,13?,15+/m1/s1
• InChIKey: RKBAYVATPNYHLW-JHIQODARSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(5S)-5-methyl-5-[(1S)-4-methylcyclohex-3-en-1-yl]oxolan-2-yl]propan-2-ol
• IUPAC传统名: 2-[(5S)-5-methyl-5-[(1S)-4-methylcyclohex-3-en-1-yl]oxolan-2-yl]propan-2-ol
• 别名: Tetrahydro-α,α,5-trimethyl-5-(4-methyl-3-cyclohexen-1-yl)-2-furanmethanol; Bisabolol Oxide B(Mixture of Diastereomers)

登记号

• PubChem SID: 162256271
• PubChem CID: 71314017

理论计算性质

• Acid pKa: 14.325329
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.9332302
• LogD (pH = 7.4): 2.9332302
• Log P: 2.9332302
• 摩尔折射率: 71.025 cm^3
• 极化性: 27.971695 Å^3
• 极化表面积: 29.46 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - B399800

Bisabolol Oxide B is a metabolite of (-)-α-Bisabolol. In the metabolic pathway was used Glomerella Cingulata, a pathogenic fungus. Bisabolol Oxide A and B are in the composition of chamomile flower.

参考文献

• Hoelzl, J., et al.: J. Biosci., 30, 853 (1975)
• Gibson, S.E., et al.: Org. Biomol. Chem., 1, 676 (1975)