17β-hydroxy-7α-methyl-estr-5-en-3-one acetate | 54793-00-9

• 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: 17β-hydroxy-7α-methyl-estr-5-en-3-one acetate
• 英文别名: 17β-Hydroxy-7α-methylestr-5-en-3-one acetate；17beta-Hydroxy-7alpha-methylestr-5-en-3-one acetate；[(7S,8R,9S,10R,13S,14S,17S)-7,13-dimethyl-3-oxo-2,4,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
• CAS: 54793-00-9
• 化学式: C₂₁H₃₀O₃
• 分子量: 330.467
• InChiKey: ALLJVVXGNATYQD-XQVQQVTHSA-N

物化性质

• 沸点：
  440.7±45.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  17β-hydroxy-7α-methyl-estr-5-en-3-one acetate 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 生成 乙酸曲托龙
  参考文献：
  名称：

  Antiprogestational agents. The synthesis of 7-alkyl steroidal ketones with anti-implantational and antidecidual activity

  摘要：

  A series of 7alpha- and 7beta- alkyl derivatives of steroidal 4-en- and 5-en-3-ones were prepared by 1,6-conjugate addition of organocopper reagents to various steroidal 4,6-dien-3-ones of the androstane, estrane and gonane series. Biological study of these and related compounds revealed that 17beta-hydroxy-7alpha-methyl-5-androsten-3-one (2), 17beta-hydroxy-7alpha-methyl-5-estren-3-one acetate and 17beta-hydroxy-7alpha-methyl-4-estren-3-one acetate had significant anti-implantational and antidecidual activities. The contragestative effects were associated with the latter anti-hormonal properties, and not with the androgenicity of these compounds.

  DOI：

  10.1016/0039-128x(76)90136-7
• 作为产物：
  描述：

  3,17β-diacetoxy-estra-3,5-diene 生成 17β-hydroxy-7α-methyl-estr-5-en-3-one acetate
  参考文献：
  名称：

  Antiprogestational agents. The synthesis of 7-alkyl steroidal ketones with anti-implantational and antidecidual activity

  摘要：

  A series of 7alpha- and 7beta- alkyl derivatives of steroidal 4-en- and 5-en-3-ones were prepared by 1,6-conjugate addition of organocopper reagents to various steroidal 4,6-dien-3-ones of the androstane, estrane and gonane series. Biological study of these and related compounds revealed that 17beta-hydroxy-7alpha-methyl-5-androsten-3-one (2), 17beta-hydroxy-7alpha-methyl-5-estren-3-one acetate and 17beta-hydroxy-7alpha-methyl-4-estren-3-one acetate had significant anti-implantational and antidecidual activities. The contragestative effects were associated with the latter anti-hormonal properties, and not with the androgenicity of these compounds.

  DOI：

  10.1016/0039-128x(76)90136-7

文献信息

• Method of terminating pregnancy
  申请人：Richardson-Merrell, Inc.

  公开号：US04073899A1

  公开（公告）日：1978-02-14

  7.alpha.-methyl-estr-5-ene-3.beta.,17.beta.-diol and 17-acyl esters as contragestative agents.

  7-α-甲基-雌二烯-3-β,17-β-二醇和17-酰基酯作为抗孕剂。
• US4000273A
  申请人：——

  公开号：US4000273A

  公开（公告）日：1976-12-28
• US4073899A
  申请人：——

  公开号：US4073899A

  公开（公告）日：1978-02-14