5α-androstane-3β,16α,17β-triol | 19316-59-7

• 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: 5α-androstane-3β,16α,17β-triol
• 英文别名: 5α-Androstan-3β,16α,17β-triol；(10S)-3c.16t.17c)-Trihydroxy-10r.13c-dimethyl-(5tH.8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthren；3β.16α.17β-Trihydroxy-10.13-dimethyl-5α-gonan；5α-Androstantriol-(3β.16α.17β)；(3S,5S,8R,9S,10S,13S,14S,16R,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,16,17-triol
• CAS: 19316-59-7
• 化学式: C₁₉H₃₂O₃
• 分子量: 308.461
• InChiKey: CXGDRQWRJUSSAR-CJZYGSATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  5α-androstane-3β,16α,17β-triol 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 3-Oxo-16.17-seco-5β.14β-androstan-16.17-disaeure
  参考文献：
  名称：

  Hirschmann, Journal of Biological Chemistry, 1943, vol. 150, p. 363,373

  摘要：

  DOI：
• 作为产物：
  描述：

  表雄酮 在 lithium aluminium tetrahydride 、 过氧化氢苯甲酰 、 乙酸异丙烯酯 、 乙醚 、 硫酸 、 苯 作用下， 生成 5α-androstane-3β,16α,17β-triol
  参考文献：
  名称：

  Studies of Steroid Ring D Epoxides of Enol Acetates; A New Synthesis of Estriol and of Androstane-3β,16α,17β-triol¹

  摘要：

  DOI：

  10.1021/ja01640a026

文献信息

• Immunomodulatory steroids, in particular the hemihydrate of 16.alpha.-bromoepiandrosterone
  申请人：Hollis-Eden Pharmaceuticals Inc.

  公开号：EP1422234A2

  公开（公告）日：2004-05-26

  A compound having the structure and said compound can be used for the preparation of a medicament for the enhancement of the numbers or activity of neutrophils or dendritic cells in a human or a primate having or susceptible to developing an innate immune suppression condition.

  具有以下结构的化合物 和所述化合物可用于制备提高人类或灵长类动物中性粒细胞或树突状细胞数量或活性的药物，这些动物患有或易患先天性免疫抑制病症。
• Pharmaceutical compositions and treatment methods
  申请人：——

  公开号：US20040116359A1

  公开（公告）日：2004-06-17

  The invention provides compositions comprising formula 1 steroids, e.g., 16&agr;-bromo-3&bgr;-hydroxy-5&agr;-androstan-17-one hemihydrate and one or more excipients, typically wherein the composition comprises less than about 3% water. The compositions are useful to make improved pharmaceutical formulations. The invention also provides methods of intermittent dosing of steroid compounds such as analogs of 16&agr;-bromo-3&bgr;-hydroxy-5&agr;-androstan-17-one and compositions useful in such dosing regimens. The invention further provides compositions and methods to inhibit pathogen (viral) replication, ameliorate symptoms associated with immune dysregulation and to modulate immune responses in a subject using certain steroids and steroid analogs. The invention also provides methods to make and use these immunomodulatory compositions and formulations.

  本发明提供了由式 1 类固醇（如 16&agr;-溴-3&bgr;-羟基-5&agr;-雄甾烷-17-酮半水合物）和一种或多种赋形剂组成的组合物，其中组合物通常包含小于约 3% 的水。本发明的组合物可用于制造改进的药物制剂。本发明还提供了类固醇化合物（如 16&agr;-溴-3&bgr;-羟基-5&agr;-雄甾烷-17-酮的类似物）的间歇给药方法以及在这种给药方案中有用的组合物。本发明进一步提供了使用某些类固醇和类固醇类似物抑制病原体（病毒）复制、改善与免疫失调相关的症状和调节受试者免疫反应的组合物和方法。本发明还提供了制造和使用这些免疫调节组合物和制剂的方法。
• Pharmaceutical compositions and treatment methods - 8
  申请人：Ahlem Nathaniel Clarence

  公开号：US20050159366A1

  公开（公告）日：2005-07-21

  The invention provides compositions comprising formula 1 steroids, e.g., 16α-bromo-3β-hydroxy-5α-androstan-17-one hemihydrate and one or more excipients, typically wherein the composition comprises less than about 3% water. The compositions are useful to make improved pharmaceutical formulations. The invention also provides methods of intermittent dosing of steroid compounds such as analogs of 16α-bromo-3β-hydroxy-5α-androstan-17-one and compositions useful in such dosing regimens. The invention further provides compositions and methods to inhibit pathogen (viral) replication, ameliorate symptoms associated with immune dysregulation and to modulate immune responses in a subject using certain steroids and steroid analogs. The invention also provides methods to make and use these immunomodulatory compositions and formulations.

  本发明提供了由式 1 类固醇（如 16α-溴-3β-羟基-5α-雄甾烷-17-酮半水合物）和一种或多种赋形剂组成的组合物，其中组合物通常包含小于约 3% 的水。这些组合物可用于制造改良药物制剂。本发明还提供了类固醇化合物（如 16α-溴-3β-羟基-5α-雄甾烷-17-酮的类似物）的间歇给药方法和用于此类给药方案的组合物。本发明进一步提供了使用某些类固醇和类固醇类似物抑制病原体（病毒）复制、改善与免疫失调相关的症状和调节受试者免疫反应的组合物和方法。本发明还提供了制造和使用这些免疫调节组合物和制剂的方法。
• Marrian; Butler, Biochemical Journal, 1944, vol. 38, p. 322,324
  作者：Marrian、Butler

  DOI：——

  日期：——
• Hirschmann, Journal of Biological Chemistry, 1943, vol. 150, p. 363,373
  作者：Hirschmann

  DOI：——

  日期：——