(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

• ChemBase编号: 163539
• 分子式: C27H40O3
• 平均质量: 412.6047
• 单一同位素质量: 412.29774514
• SMILES: C1[C@@H](C(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@H](C2CC2)O)C)C)/C[C@H]1O)O
• Canonical SMILES: O[C@H]1C[C@H](O)C(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@H](C2CC2)O)C)C)/C1
• InChI: InChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1
• InChIKey: LWQQLNNNIPYSNX-UROSTWAQSA-N

名称和登记号

名称

• IUPAC标准名: (1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
• IUPAC传统名: calcipotriol
• 别名: (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4S)-4-Cyclopropyl-4-hydroxy-1-methyl-2-buten-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-1,3-cyclohexanediol; Calciptriol, MC-903, Daivonex, Dovonex, Psorcutan; Calcipotriene

登记号

• CAS号: 112965-21-6
• PubChem SID: 162257674
• PubChem CID: 5288783

理论计算性质

• Acid pKa: 14.392874
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 3.8433506
• LogD (pH = 7.4): 3.8433506
• Log P: 3.843351
• 摩尔折射率: 125.4493 cm^3
• 极化性: 48.449245 Å^3
• 极化表面积: 60.69 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: White Solid
• 熔点: 156-162°C

安全信息

• 保存条件: Amber Vial, -20°C Freezer

详细说明

Toronto Research Chemicals - C144200

An antipsoriatic. A vitamin D3 analogue with low calcemic activity.

参考文献

• Binderup, L. and Bramm, E.: Biochem. Pharmacol., 37, 889 (1988)
• Valaja, T., et al.: Biochem. Pharmacol., 40, 1827 (1988)
• Ashcroft, D.M., et al.: Brit Med. J., 320, 963 (1988)
• Ghoreishi, M., et al.: J. Immunol., 182, 6071 (1988)
• Sato, T., et al.: J. Me