3α-hydroxy-5α-androstan-7,17-dione | 49643-29-0

• 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: 3α-hydroxy-5α-androstan-7,17-dione
• 英文别名: 3α-Hydroxy-5α-androstan-7,17-dion；(3R,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-7,17-dione
• CAS: 49643-29-0
• 化学式: C₁₉H₂₈O₃
• 分子量: 304.43
• InChiKey: ONVVZSHYQMOXLN-TVAXZMIWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-O-acetyl-7-oxo-dehydroepiandrosterone 在 Lindlar's catalyst 吡啶 、 氢气 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 生成 3α-hydroxy-5α-androstan-7,17-dione
  参考文献：
  名称：

  Joska,J. et al., Collection of Czechoslovak Chemical Communications, 1961, vol. 26, p. 1646 - 1657

  摘要：

  DOI：

文献信息

• METHODS AND COMPOUNDS FOR PREPARING 3ALPHA-OXYGEN SUBSTITUTED STEROIDS
  申请人：Ge Yu

  公开号：US20120214987A1

  公开（公告）日：2012-08-23

  The invention relates to processes for preparing 3α-O-linked steroids including 3α-O-linked-androst-5-ene steroids and 3α-O-linked-5a-androstane steroids. In one process a 3α,4α-epoxy androst-5-en-17-one is predominately reduced at the epoxy moiety wherein reduction of the 3α,4α epoxy functional group occurs preferentially at position C4 with retention of configuration at position C3 to provide a 3α-O-linked-androst-5-ene steroid. In another process, conditions are provided for inversion of configuration of a 3β-hydroxy-androst-5-ene steroid by the Mitsunobu reaction to provide a 3α-O-linked-androst-5-ene steroid with reduced amounts of 3α,5α-cycloandrostane side-product impurities.

  该发明涉及制备3α-O-连接类固醇的过程，包括3α-O-连接-雄烯类固醇和3α-O-连接-5α-雄烷类固醇。在一个过程中，3α,4α-环氧基雄-5-烯-17-酮主要在环氧基团处还原，其中3α,4α-环氧官能团的还原优先发生在C4位置，并保留C3位置的构型，以提供3α-O-连接-雄烯类固醇。在另一个过程中，通过Mitsunobu反应提供条件，使3β-羟基雄-5-烯类固醇的构型发生倒置，以提供含有减少量3α,5α-环雄烷副产物杂质的3α-O-连接-雄烯类固醇。
• Immune modulation method using steroid compounds
  申请人：——

  公开号：US20030060425A1

  公开（公告）日：2003-03-27

  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, including compositions that comprise a liquid formulation comprising less than about 3% v/v 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 replication, ameliorate symptoms associated with immune dysregulation and to modulate immune responses in a subject using the compounds. 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，包括由含水量小于约 3% v/v 的液体制剂组成的组合物。这些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）的间歇给药方法和用于此类给药方案的组合物。本发明进一步提供了抑制病原体复制、改善与免疫失调相关的症状以及使用化合物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。
• Bell,A.M. et al., Journal of the Chemical Society. Perkin transactions I, 1973, p. 2131 - 2136
  作者：Bell,A.M. et al.

  DOI：——

  日期：——
• Use of DHEA derivatives for enhancing physical performance
  申请人：Marchewitz Eric

  公开号：US20060241093A1

  公开（公告）日：2006-10-26

  A method is disclosed for administering a DHEA derivative or a physiologically acceptable salt, ester or ether thereof for one of decreasing body weight, reducing adipose tissue, increasing endurance, as an anti-aging compound and generating production of red blood cells.
• USE OF DHEA DERIVATIVES FOR ENHANCING PHYSICAL PERFORMANCE
  申请人：Marchewitz Eric

  公开号：US20110245216A1

  公开（公告）日：2011-10-06

  A method is disclosed for administering a DHEA derivative or a physiologically acceptable salt, ester or ether thereof for one of decreasing body weight, reducing adipose tissue, increasing endurance, as an anti-aging compound and generating production of red blood cells.