(6aS,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,8H,9H,10H,10aH-benzo[c]isochromen-9-one

• ChemBase编号: 174892
• 分子式: C24H36O3
• 平均质量: 372.54084
• 单一同位素质量: 372.26644501
• SMILES: C1(=O)CC[C@H]2[C@@H](C1)c1c(OC2(C)C)cc(cc1O)C(CCCCCC)(C)C
• Canonical SMILES: CCCCCCC(c1cc(O)c2c(c1)OC([C@@H]1[C@H]2CC(=O)CC1)(C)C)(C)C
• InChI: InChI=1S/C24H36O3/c1-6-7-8-9-12-23(2,3)16-13-20(26)22-18-15-17(25)10-11-19(18)24(4,5)27-21(22)14-16/h13-14,18-19,26H,6-12,15H2,1-5H3/t18-,19+/m1/s1
• InChIKey: GECBBEABIDMGGL-MOPGFXCFSA-N

名称和登记号

名称

• IUPAC标准名: (6aS,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,8H,9H,10H,10aH-benzo[c]isochromen-9-one
• IUPAC传统名: (6aS,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6aH,7H,8H,10H,10aH-benzo[c]isochromen-9-one
• 别名: (6aR,10aS)-rel-3-(1,1-Dimethylheptyl)-6,6a,7,8,10,10a-hexahydro-1-hydroxy-6,6-dimethyl-9H-dibenzo[b,d]pyran-9-one; cis-(+/-)-3-(1,1-Dimethylheptyl)-6,6a,7,8,10,10a-hexahydro-1-hydroxy-6,6-dimethyl-9H-dibenzo[b,d]pyran-9-one; cis-Nabilone

登记号

• CAS号: 56469-15-9
• PubChem SID: 164230802
• PubChem CID: 91906

理论计算性质

• Acid pKa: 9.328193
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 6.359639
• LogD (pH = 7.4): 6.3546414
• Log P: 6.3597035
• 摩尔折射率: 110.202 cm^3
• 极化性: 43.29578 Å^3
• 极化表面积: 46.53 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Acetone; Dichloromethane; Methanol
• 外观: White Powder Solid

详细说明

Toronto Research Chemicals - N199990

An inactive isomer of Nabilone, present often as an impurity in trans-Nabilone preparations.

参考文献

• Rubin, A., et al.: Clin. Pharmacol. Ther., 22, 85 (1977)
• Stark, P., et al.: J. Pharmacol. Exp. Ther., 214, 124 (1977)
• Souter, R.W., et al.: Anal. Profiles Drug Subs., 10, 499 (1977)
• Ward, A., Drugs, 30, 127 (1977)