(E)-(2S,3R,6R)-2-Ethyl-3-isopropyl-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hept-4-enoic acid methyl ester | 709669-32-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (E)-(2S,3R,6R)-2-Ethyl-3-isopropyl-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hept-4-enoic acid methyl ester
• CAS: 709669-32-9
• 化学式: C₃₃H₅₄O₃
• 分子量: 498.79
• InChiKey: JRHLUCSOCUHILE-WIULYFRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.93
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-(2S,3R,6R)-2-Ethyl-3-isopropyl-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hept-4-enoic acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以74.3 mg的产率得到(E)-(2S,3R,6R)-2-Ethyl-3-isopropyl-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hept-4-en-1-ol
  参考文献：
  名称：

  Ophirasterol, a new C31 sterol from the marine sponge Topsentia ophiraphidites

  摘要：

  Analysis of the sterol fraction obtained from the Colombian Caribbean sponge Topsentia ophiraphidites revealed that this sponge is a rich source of C-30 and C-31 sterols. Among them, a new C-31 sterol, named ophirasterol, was isolated, and its structure was established as (22E,24R)-24-(1-buten-2-yl)cholesta-5,22-dien-3beta-oI (1) by spectral means and comparison with synthetic C-24 epimers with known configuration. Other isolated C-30 and C-31 sterols were the known 24-ethyl-24-methyl-22-dehydrocholesteroI (2), 24-isopropyl-22-dehydrocholesterol (3), 24-isopropyjcholesterol (4), 24-ethyl-24-methylcholesterol (5), 24-isopropenyl-25-methyl-22-dehydrocholesteroI (6) and 24-isopropenyl-25-methylcholesteroI (7), and 24-isopropenyl-22-dehydrocholesteroI (8). (C) 2003 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2003.11.001
• 作为产物：
  描述：

  (23E)-6β-methoxy-3α,5-cyclo-5α-cholest-23-en-22-one 在 二异丁基氢化铝 、 丙酸 作用下， 以 甲苯 、 xylene 为溶剂， 反应 0.83h， 生成 (E)-(2S,3R,6R)-2-Ethyl-3-isopropyl-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hept-4-enoic acid methyl ester
  参考文献：
  名称：

  Ophirasterol, a new C31 sterol from the marine sponge Topsentia ophiraphidites

  摘要：

  Analysis of the sterol fraction obtained from the Colombian Caribbean sponge Topsentia ophiraphidites revealed that this sponge is a rich source of C-30 and C-31 sterols. Among them, a new C-31 sterol, named ophirasterol, was isolated, and its structure was established as (22E,24R)-24-(1-buten-2-yl)cholesta-5,22-dien-3beta-oI (1) by spectral means and comparison with synthetic C-24 epimers with known configuration. Other isolated C-30 and C-31 sterols were the known 24-ethyl-24-methyl-22-dehydrocholesteroI (2), 24-isopropyl-22-dehydrocholesterol (3), 24-isopropyjcholesterol (4), 24-ethyl-24-methylcholesterol (5), 24-isopropenyl-25-methyl-22-dehydrocholesteroI (6) and 24-isopropenyl-25-methylcholesteroI (7), and 24-isopropenyl-22-dehydrocholesteroI (8). (C) 2003 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2003.11.001