6β,19-methanoandrost-4-ene-3,17-dione | 1200333-38-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6β,19-methanoandrost-4-ene-3,17-dione
• 英文别名: (1R,2S,5S,9S,10R,12R)-5-methylpentacyclo[10.5.2.01,13.02,10.05,9]nonadec-13-ene-6,15-dione
• CAS: 1200333-38-5
• 化学式: C₂₀H₂₆O₂
• 分子量: 298.425
• InChiKey: NMTXNPHHMXKKIE-MFDYCWBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5α-chloro-6β,19-methanoandrostane-3,17-dione 在 aluminum oxide 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以10 mg的产率得到6β,19-methanoandrost-4-ene-3,17-dione
  参考文献：
  名称：

  6β,19-Bridged androstenedione analogs as aromatase inhibitors

  摘要：

  Inhibition of aromatase is an efficient approach for the prevention and treatment of breast cancer. New 6 beta,19-bridged steroid analogs of androstenedione, 6 beta,19-epithio- and 6 beta,19-methano compounds 11 and 17, were synthesized starting from 19-hydroxyand rostenedione (6) and 19-formylandrost-5-ene-3 beta,17 beta-yl diacetate (12), respectively, as aromatase inhibitors. All of the compounds including known steroids 6 beta,19-epoxyandrostenedione (4) and 6 beta,19-cycloandrostenedione (5) tested were weak to poor competitive inhibitors of aromatase and, among them, 6 beta,19-epoxy steroid 4 provided only moderate inhibition (K-i: 2.2 mu M). These results show that the 6 beta,19-bridged groups of the inhibitors interfere with binding in active site of aromatase. (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.06.001