17-[1',2',3'-selenadiazol-4'-yl]pregnenolon | 57700-16-0

• 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: 17-[1',2',3'-selenadiazol-4'-yl]pregnenolon
• 英文别名: pregnenolone-17-[1′,2′,3′]selenadiazole；4-(3β-Hydroxypregn-5-en-17-yl)-1,2,3-selenadiazol；17β-[1,2,3]selenadiazol-4-yl-androst-5-en-3β-ol；(3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-17-(selenadiazol-4-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 57700-16-0
• 化学式: C₂₁H₃₀N₂OSe
• 分子量: 405.442
• InChiKey: KMYSFXJWFFRDOU-WPWXJNKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  孕烯醇酮 在 selenium(IV) oxide 、 sodium acetate 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 反应 10.0h， 生成 17-[1',2',3'-selenadiazol-4'-yl]pregnenolon
  参考文献：
  名称：

  Synthesis and antiproliferative activity of 17-[1′,2′,3′]-selenadiazolylpregnenolone compounds

  摘要：

  Using pregnenolone as a starting material, some 3-substituted 17-[1',2',3']-selenadiazolylpregnenolone derivatives were synthesized, and their structures were characterized by IR, NMR and HRMS. The in vitro antitumor activity of the compounds was assayed against PC-3, SKOV3, T47D, MCF-7 and HEK293T cell lines. The results show that some compounds display selective antiproliferative activity against PC-3 and SKOV3 cells lines and are almost inactive to normal kidney epithelial cells (HEK293T). The IC50 value are much better than that of abiraterone (positive control).

  DOI：

  10.1016/j.steroids.2018.10.004

文献信息

• Selenium heterocycles. XVI. 1,2,3-Selenadiazolyl derivatives of polycyclic aromatic compounds and steroids
  作者：H. Golgolab、I. Lalezari

  DOI：10.1002/jhet.5570120442

  日期：1975.8