Acetic acid (3S,5S,8R,9S,10S,11R,13S)-3-acetoxy-17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl ester | 35458-48-1

• 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: Acetic acid (3S,5S,8R,9S,10S,11R,13S)-3-acetoxy-17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl ester
• CAS: 35458-48-1
• 化学式: C₂₅H₃₄O₅
• 分子量: 414.542
• InChiKey: SKEYWLSTJFCCSM-WQWRHLLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.55
• 重原子数：
  30.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (3S,5S,8R,9S,10S,11R,13S)-3-acetoxy-17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl ester 生成
  参考文献：
  名称：

  [光化学反应。66. 11-氧-类固醇的紫外线照射IV。3，20-二乙二氧基-11-氧-14-5-孕烯的光异构]。

  摘要：

  AbstractUV. ‐irradiation of the 11‐oxo‐δ14‐5α‐pregnene derivate 16 gives rise to a novel photochemical reaction. The preferential attack of the photochemically excited carbonyl on CH‐8 furnishes the tertiary cyclopropanol compound 18 in high yield.

  DOI：

  10.1002/hlca.19710540750
• 作为产物：
  描述：

  3β,11α-diacetoxy-5α-pregn-16-en-20-one 生成 Acetic acid (3S,5S,8R,9S,10S,11R,13S)-3-acetoxy-17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl ester
  参考文献：
  名称：

  [光化学反应。66. 11-氧-类固醇的紫外线照射IV。3，20-二乙二氧基-11-氧-14-5-孕烯的光异构]。

  摘要：

  AbstractUV. ‐irradiation of the 11‐oxo‐δ14‐5α‐pregnene derivate 16 gives rise to a novel photochemical reaction. The preferential attack of the photochemically excited carbonyl on CH‐8 furnishes the tertiary cyclopropanol compound 18 in high yield.

  DOI：

  10.1002/hlca.19710540750

文献信息

• Photochemische Reaktionen. 76.Mitteilung [1]. UV.-Bestrahlung von 11-Oxo-Steroiden V Die Photoisomerisierung von 3,20-Di�thylendioxy-5?,14?,17?-pregnan
  作者：Peter Gull、Yoshihisa Saito、Hansuli Wehrli、Oskar Jeger

  DOI：10.1002/hlca.19740570344

  日期：1974.4.27

  The UV.-isomerisation of 11-oxo-14β,17α-pregnane 9 to the 11,19-cyclo-derivative 11 is described. In addition the Pb(OAc)4-fragmentation of photoproduct 11 was investigated. 11 yielded besides the expected 11-oxo-19-hydroxy-pregnane 18 the novel 9,11-seco-11,19-cyclosteroid 19. The structure of 19 was established by chemical transformations and subsequently confirmed by X-ray analysis [2].

  描述了11-氧代-14β，17α-孕烯9到11，19-环衍生物11的UV-异构化。另外，研究了光产物11的Pb（OAc）4片段。11得到除了预期的11-氧代-19-羟基-孕甾18的新颖9,11-断- 11,19-cyclosteroid 19。19的结构通过化学转化建立，随后通过X射线分析确认[2]。