(1S,2S,4R,8S,9S,11S,12S,13R)-6-(2H11)cyclohexyl-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one

• ChemBase编号: 166303
• 分子式: C28H38O6
• 平均质量: 470.59772
• 单一同位素质量: 470.26683894
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2[C@H](C[C@]2([C@H]1C[C@@H]1[C@]2(OC(O1)C1CCCCC1)C(=O)CO)C)O)C
• Canonical SMILES: OCC(=O)[C@@]12OC(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@H]2[C@H]1CCC1=CC(=O)C=C[C@]21C)C1CCCCC1
• InChI: InChI=1S/C28H38O6/c1-26-11-10-18(30)12-17(26)8-9-19-20-13-23-28(22(32)15-29,27(20,2)14-21(31)24(19)26)34-25(33-23)16-6-4-3-5-7-16/h10-12,16,19-21,23-25,29,31H,3-9,13-15H2,1-2H3/t19-,20-,21-,23+,24+,25?,26-,27-,28+/m0/s1
• InChIKey: OXPLANUPKBHPMS-FIAFCNPASA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,4R,8S,9S,11S,12S,13R)-6-(^2H₁₁)cyclohexyl-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-5,7-dioxapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-14,17-dien-16-one
• IUPAC传统名: (1S,2S,4R,8S,9S,11S,12S,13R)-6-(^2H₁₁)cyclohexyl-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-5,7-dioxapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-14,17-dien-16-one
• 别名: (11β,16α)-16,17-[[(R/S)-Cyclohexyl-d11-methylene]bis(oxy)]-11,21-dihydroxypregna-1,4-diene-3,20-dione; CIC-AP-d11; Ciclesonide active principle-d11; Desisobutyryl Ciclesonide-d11 (Mixture of Diastereomers)

登记号

• PubChem SID: 162260436
• PubChem CID: 71315677

理论计算性质

• Acid pKa: 13.743137
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 3.638625
• LogD (pH = 7.4): 3.638625
• Log P: 3.638625
• 摩尔折射率: 127.926 cm^3
• 极化性: 50.23607 Å^3
• 极化表面积: 93.06 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: White Solid
• 熔点: 215-222°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - D290102

Preclinical profile of Ciclesonide, a novel corticosteroid for the treatment of asthma. This compound is a mixture of diastereomers at the cyclohexyl acetal.

参考文献

• Austin, R., et al.: Eur. Respir. J., 20, 1386 (2002)
• Belvisi, M.G., et al.: J. Pharmacol. Exp. Ther., 314, 568 (2002)
• Richter, K., et al.: J. Clin. Pharmacol., 45, 146 ( 2005).