(8R,9S,13S,14S)-17-乙炔基-13-甲基-7,8,9,11,12,14,15,16-八氢-6H-环戊二烯并[a]菲-3,6,17-三醇 | 108646-70-4

• 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
• 中文名称: (8R,9S,13S,14S)-17-乙炔基-13-甲基-7,8,9,11,12,14,15,16-八氢-6H-环戊二烯并[a]菲-3,6,17-三醇
• 英文名称: 19-norpregna-1,3,5(10)-triene-20-yne-3,6,17β-triol
• 英文别名: Ethinyl estriol；(8R,9S,13S,14S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,6,17-triol
• CAS: 108646-70-4
• 化学式: C₂₀H₂₄O₃
• 分子量: 312.409
• InChiKey: XFBUZQAUNLRYCT-TXFRKKNYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (8R,9S,13S,14S)-17-乙炔基-13-甲基-7,8,9,11,12,14,15,16-八氢-6H-环戊二烯并[a]菲-3,6,17-三醇 以61%的产率得到6,7-去氢乙炔基雌二醇
  参考文献：
  名称：

  Improved synthesis of mestranol and ethinyl estradiol (EE) related degradation products as authentic references

  摘要：

  Preparative chemical methods for the synthesis of 10 degradation or photodecomposition products of mestranol and ethinyl estradiol (EE) are described. The synthesized compounds are useful as reference materials and standards for pharmaceutical analysis of mestranol and EE as bulk chemical or in formulated product. New synthetic methods were presented and the known synthetic procedures were improved. Detailed structural characterization of the degradation or photodecomposition products of mestranol and EE and related compounds was reported. (C) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2007.12.024

文献信息

• COMPOSITIONS OF ESTROGEN-CYCLODEXTRIN COMPLEXES
  申请人：Schering Aktiengesellschaft

  公开号：EP1353700B1

  公开（公告）日：2005-11-30
• [EN] COMPOSITIONS OF ESTROGEN-CYCLODEXTRIN COMPLEXES<br/>[FR] COMPOSITIONS DE COMPLEXES OESTROGENE-CYCLODEXTRINE
  申请人：SCHERING AG

  公开号：WO2002049675A1

  公开（公告）日：2002-06-27

  Pharmaceutical compositions comprising low doses of sensitive complexes between an estrogen and a cyclodextrin are provided with improved stability. In specific embodiments the composition comprises a complex between ethinyl estradiol and ?-cyclodextrin in a granulate preparation and in yet another embodiment the composition comprises a limited amount of polyvinylpyrrolidone since this excipient was found to degrade ethinyl estradiol. Furthermore, a method for improving the stability of an estrogen in a composition and for manufacturing such a stable composition is provided. Essentially, the granulate preparation are manufactured under careful control of the relative humidity.