(3S,3aS,7R,8aS,8bS)-6-(3-羟基丙基)-3,3a-二甲基-7-丙-1-烯-2-基-1,2,4,5,7,8,8a,8b-八氢-as-引达省-3-醇 | 145458-99-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: (3S,3aS,7R,8aS,8bS)-6-(3-羟基丙基)-3,3a-二甲基-7-丙-1-烯-2-基-1,2,4,5,7,8,8a,8b-八氢-as-引达省-3-醇
• 英文名称: 4a,17-dimethyl-A-homo-B,19-dinor-3,4-seco-5β-androst-9-ene-3,17β-diol
• 英文别名: 4a,17-Dimethyl-A-homo-B,19-dinor-3,4-secoandrost-9-ene-3,17-diol；(3S,3aS,7R,8aS,8bS)-6-(3-hydroxypropyl)-3,3a-dimethyl-7-prop-1-en-2-yl-1,2,4,5,7,8,8a,8b-octahydro-as-indacen-3-ol
• CAS: 145458-99-7
• 化学式: C₂₀H₃₂O₂
• 分子量: 304.473
• InChiKey: UYLCMHQZHUIMIY-SLHNCBLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  甲基锂 、 3-[(2R,5aS,8aS,8bS)-5alpha-甲基-6-氧代-2-丙-1-烯-2-基-1,2,4,5,7,8,8a,8b-八氢-as-引达省-3-基]丙基乙酸酯 以 四氢呋喃 为溶剂， 反应 20.0h， 以44%的产率得到(3S,3aS,7R,8aS,8bS)-6-(3-羟基丙基)-3,3a-二甲基-7-丙-1-烯-2-基-1,2,4,5,7,8,8a,8b-八氢-as-引达省-3-醇
  参考文献：
  名称：

  Antihormonal properties of some new A-homo-B, 19-dinor steroids of the androstane series

  摘要：

  On solvolysis of Westphalen-type steroids with a leaving group in the position 6-beta (e.g., 2), products of elimination (followed by rearrangement and fragmentation of the steroid skeleton) were prepared (e.g., 4 and 5). These products were subsequently converted to suitable analogs of the compound, which has been reported to promote hair growth (1). Compounds 11 to 13 exhibited strong antiandrogenic activity in vivo; however, this activity could not be interpreted either in terms of inhibition of 5-alpha-reductase or by strong binding to an androgen receptor.

  DOI：

  10.1016/0039-128x(92)90101-e

文献信息

• Antihormonal properties of some new A-homo-B, 19-dinor steroids of the androstane series
  作者：Alexander Kasal、Richard Hampl、Marie Bičíková、Luboslav Stárka

  DOI：10.1016/0039-128x(92)90101-e

  日期：1992.9

  On solvolysis of Westphalen-type steroids with a leaving group in the position 6-beta (e.g., 2), products of elimination (followed by rearrangement and fragmentation of the steroid skeleton) were prepared (e.g., 4 and 5). These products were subsequently converted to suitable analogs of the compound, which has been reported to promote hair growth (1). Compounds 11 to 13 exhibited strong antiandrogenic activity in vivo; however, this activity could not be interpreted either in terms of inhibition of 5-alpha-reductase or by strong binding to an androgen receptor.