21E-(4-methoxybenzylidene)-4-chloropregn-1,4-diene-3,20-dione | 1448329-13-2

• 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: 21E-(4-methoxybenzylidene)-4-chloropregn-1,4-diene-3,20-dione
• 英文别名: (8S,9S,10R,13S,14S,17S)-4-chloro-17-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• CAS: 1448329-13-2
• 化学式: C₂₉H₃₃ClO₃
• 分子量: 465.032
• InChiKey: DMMCXWVFLSEXNG-TXRVUGQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (8S,9S,10R,13S,14S,17S)-17-乙酰基-4-氯-10,13-二甲基-1,2,6,7,8,9,11,12,14,15,16,17-十二氢环戊烯并[a]菲-3-酮 在 叔丁基二甲基氯硅烷 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 14.0h， 生成 21E-(4-methoxybenzylidene)-4-chloropregn-1,4-diene-3,20-dione
  参考文献：
  名称：

  Synthesis and cytotoxicity of some novel 21E-benzylidene steroidal derivatives

  摘要：

  A series of novel derivatives of 21E-benzylidene-pregn-1,4-diene-3,20-dione 7a-g and 21E-benzylidene-4-chloro-pregn-1,4-diene-3,20-dione 8a-g was synthesized from the commercially available progesterone. These title compounds were evaluated for their cytotoxic activity against brine shrimp (Artemia salina) and murine Lewis lung carcinoma cells (LLC). It was found that compounds 7a-g exhibited stronger activities than 8a-g against the brine shrimps, and some of the tested compounds possessed weak inhibition of LLC cells. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2013.04.016

文献信息

• Synthesis and cytotoxicity of some novel 21E-benzylidene steroidal derivatives
  作者：Ning-Juan Fan、Yu-Bin Bai、Fei-Yu Zhang、Bo Luo、Jiang-Jiang Tang、Qiang-Zhe Zhang、Jin-Ming Gao

  DOI：10.1016/j.steroids.2013.04.016

  日期：2013.9

  A series of novel derivatives of 21E-benzylidene-pregn-1,4-diene-3,20-dione 7a-g and 21E-benzylidene-4-chloro-pregn-1,4-diene-3,20-dione 8a-g was synthesized from the commercially available progesterone. These title compounds were evaluated for their cytotoxic activity against brine shrimp (Artemia salina) and murine Lewis lung carcinoma cells (LLC). It was found that compounds 7a-g exhibited stronger activities than 8a-g against the brine shrimps, and some of the tested compounds possessed weak inhibition of LLC cells. (C) 2013 Elsevier Inc. All rights reserved.