(E)-2,2'-((hex-3-ene-3,4-diylbis(4,1-phenylene))bis(oxy))diethanol | 59971-19-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-2,2'-((hex-3-ene-3,4-diylbis(4,1-phenylene))bis(oxy))diethanol
• 英文别名: 2-[4-[(E)-4-[4-(2-hydroxyethoxy)phenyl]hex-3-en-3-yl]phenoxy]ethanol
• CAS: 59971-19-6
• 化学式: C₂₂H₂₈O₄
• 分子量: 356.462
• InChiKey: UJJYWQMRLMGNIU-QURGRASLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2,2'-((hex-3-ene-3,4-diylbis(4,1-phenylene))bis(oxy))diethanol 在 吡啶 、 氯化亚砜 作用下， 生成 (E)-4,4'-(hex-3-ene-3,4-diyl)bis((2-chloroethoxy)benzene)
  参考文献：
  名称：

  一些新的潜在的烷基化试剂衍生自己烯雌酚。

  摘要：

  DOI：

  10.1021/jm00233a016
• 作为产物：
  描述：

  4.4'-bis-ethoxycarbonylmethoxy-α.α'-diethyl-trans-stilbene 在 lithium aluminium tetrahydride 作用下， 生成 (E)-2,2'-((hex-3-ene-3,4-diylbis(4,1-phenylene))bis(oxy))diethanol
  参考文献：
  名称：

  一些新的潜在的烷基化试剂衍生自己烯雌酚。

  摘要：

  DOI：

  10.1021/jm00233a016

文献信息

• Diethylstilbestrol-scaffold-based pregnane X receptor modulators
  作者：Žiga Hodnik、Tihomir Tomašič、Domen Smodiš、Claudio D'Amore、Lucija Peterlin Mašič、Stefano Fiorucci、Danijel Kikelj

  DOI：10.1016/j.ejmech.2015.09.005

  日期：2015.10

  Due to its function as a regulator of drug-metabolizing enzymes and transporters, pregnane X receptor (PXR) represents an important factor involved in drug metabolism. In this work, we describe the discovery of diethylstilbestrol-based PXR modulators, which were designed from marine sulfated steroids with PXR agonistic activity, solomonsterols A and B, and our recently reported bazedoxifene scaffold-derived PXR antagonists. The methylated diethylstilbestrol derivative 1 displayed potent PXR agonistic activity with an EC50 value of 10.5 mu M, whereas compounds 3, 4 and 6 (IC50 for 6 = 27.4 mu M) and diethylstilbestrol (2) itself (IC50 = 14.6 mu M) exhibited PXR antagonistic effects in HepG2 cells. The PXR modulatory effects of the synthesized diethylstilbestrol derivatives were further confirmed by the induction of PXR-regulated CYP3A4 expression with compound 1, as well as by the inhibition of the rifaximin-promoted up-regulation of CYP3A4 expression with 2 and its derivative 6. (C) 2015 Elsevier Masson SAS. All rights reserved.
• Some novel potential alkylating agents derived from diethylstilbestrol
  作者：I. M. Roushdi、A. Mohsen、M. E. Omar、M. S. Ragab、M. Awad

  DOI：10.1021/jm00233a016

  日期：1976.11