(1'R,3a'S,6a'S,6b'R,12a'R,12b'S)-1',2',5',6',6a',6b',7',9',11',12',12a',12b'-dodecahydro-3'H-dispiro[[1,3]dioxolane-2,4'-[1,3a]methanonaphtho[2,1-e]azulene-10',2''-[1,3]dioxolan]-3'-one | 201467-39-2

• 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: (1'R,3a'S,6a'S,6b'R,12a'R,12b'S)-1',2',5',6',6a',6b',7',9',11',12',12a',12b'-dodecahydro-3'H-dispiro[[1,3]dioxolane-2,4'-[1,3a]methanonaphtho[2,1-e]azulene-10',2''-[1,3]dioxolan]-3'-one
• CAS: 201467-39-2
• 化学式: C₂₃H₃₀O₅
• 分子量: 386.488
• InChiKey: BHVHXYRWXPXSJM-YRFUIESQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  28.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1'R,3a'S,6a'S,6b'R,12a'R,12b'S)-1',2',5',6',6a',6b',7',9',11',12',12a',12b'-dodecahydro-3'H-dispiro[[1,3]dioxolane-2,4'-[1,3a]methanonaphtho[2,1-e]azulene-10',2''-[1,3]dioxolan]-3'-one 在 sodium tetrahydroborate 作用下， 生成 (11α,12aβ,13α)-12a-[(4-methylphenyl)sulfonyloxy]-11,18-cyclo-C-homoestr-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal)
  参考文献：
  名称：

  Synthesis of 11,13-bridged progestational steroids

  摘要：

  11,13-Ethanopregnanes were prepared to assess the influence of the bending of the steroid skeleton on progestagenic activity. It was demonstrated that, contrary to previous assumptions, upward bending of the A ring has little overall effect on the activity. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10113-5
• 作为产物：
  描述：

  3,3:17,17-bis[1,2-ethenediylbis(oxy)]-11β-hydroxyestr-5-en-18-oic acid γ-lactone 在 偶氮二异丁腈 、 三正丁基氢锡 、 pyridinium chlorochromate 作用下， 生成 (1'R,3a'S,6a'S,6b'R,12a'R,12b'S)-1',2',5',6',6a',6b',7',9',11',12',12a',12b'-dodecahydro-3'H-dispiro[[1,3]dioxolane-2,4'-[1,3a]methanonaphtho[2,1-e]azulene-10',2''-[1,3]dioxolan]-3'-one
  参考文献：
  名称：

  Synthesis of 11,13-bridged progestational steroids

  摘要：

  11,13-Ethanopregnanes were prepared to assess the influence of the bending of the steroid skeleton on progestagenic activity. It was demonstrated that, contrary to previous assumptions, upward bending of the A ring has little overall effect on the activity. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10113-5

文献信息

• Synthesis of conformationally restricted progestational 13-ethylsteroids
  作者：A.I.A. Broess、M.B. Groen、H. Hamersma

  DOI：10.1016/s0960-894x(97)10112-3

  日期：1997.12

  As 3-Ketodesogestrel and Gestodene differ in the conformation of the 13-ethyl group, a series of progestagens was devised in which this conformation is fixed. Thus, both epimers of a steroid with a methyl-substituted 11,13-ethano bridge were prepared and their biological activities compared. From the receptor binding activity, it was concluded that the "Desogestrel conformation" is the more active one. (C) 1997 Elsevier Science Ltd.