1-(2-(2-((8R,9S,13S,14S)-3-methoxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]phenanthren-17-ylidene)hydrazineyl)-2-oxoethyl)pyridin-1-ium chloride | 1252026-60-0

• 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: 1-(2-(2-((8R,9S,13S,14S)-3-methoxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]phenanthren-17-ylidene)hydrazineyl)-2-oxoethyl)pyridin-1-ium chloride
• CAS: 1252026-60-0
• 化学式: C₂₆H₃₂N₃O₂*Cl
• 分子量: 454.012
• InChiKey: VHHAMKZVSCWNPL-TXVJEXNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.02
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.57
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-甲氧基雌酮 、 N-氯-N-吡啶基乙酰肼 在 Dowex 50W x 2 resin 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以48%的产率得到1-(2-(2-((8R,9S,13S,14S)-3-methoxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[a]phenanthren-17-ylidene)hydrazineyl)-2-oxoethyl)pyridin-1-ium chloride
  参考文献：
  名称：

  Synthesis and functional analysis of novel bivalent estrogens

  摘要：

  The steroid hormone estrogen plays a critical role in female development and homeostasis. Estrogen mediates its effects through binding and activation of specific estrogen receptors alpha (ER alpha) and beta (ER beta), members of the steroid/nuclear receptor family of ligand-induced transcription factors. Due to their intimate roles in genomic and nongenomic signaling pathways, these hormones and their receptors have been also implicated in the pathologies of a variety of cancers and metabolic disorders, and have been the target of large therapeutic development efforts. The binding of estrogen to its respective receptors initiates a cascade of events that include receptor dimerization, nuclear localization, DNA binding and recruitment of co-regulatory protein complexes. In this manuscript, we investigate the potential for manipulating steroid receptor gene expression activity through the development of bivalent steroid hormones that are predicted to facilitate hormone receptor dimerization events. Data are presented for the development and testing of novel estrogen dimers, linked through their C-17 moiety, that can activate estrogen receptor alpha (ER alpha)-mediated transcription events with efficacy and potency equal to or greater than that of ER alpha's cognate ligand, 17 beta-estradiol. These bivalent estrogen structures open the door to the development of a variety of steroid therapeutics that could dramatically impact future drug development in this area. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.05.019