2-geranyl-3,5-dimethoxy-3′-prenyl-4′,5′-dihydroxy-(E)-stilbene | 1542214-46-9

• 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: 2-geranyl-3,5-dimethoxy-3′-prenyl-4′,5′-dihydroxy-(E)-stilbene
• 英文别名: 5-[(E)-2-[2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5-dimethoxyphenyl]ethenyl]-3-(3-methylbut-2-enyl)benzene-1,2-diol
• CAS: 1542214-46-9
• 化学式: C₃₁H₄₀O₄
• 分子量: 476.656
• InChiKey: WFMUMNPBBQBXOO-BXBYRXEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-2-((2-(3,7-dimethylocta-2,6-dien-1-yl)-3,5-dimethoxybenzyl)oxy)tetrahydro-2H-pyran 在 manganese(IV) oxide 、 双(三甲基硅烷基)氨基钾 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 44.5h， 生成 2-geranyl-3,5-dimethoxy-3′-prenyl-4′,5′-dihydroxy-(E)-stilbene
  参考文献：
  名称：

  Stilbenes as κ-Selective, Non-nitrogenous Opioid Receptor Antagonists

  摘要：

  The natural stilbene pawhuskin A has been shown to function as an opioid receptor antagonist, with preferential binding to the kappa receptor. This finding encouraged assembly of a set of analogues to probe the importance of key structural features. Assays on these compounds determined that one (compound 29) shows potent opioid receptor binding activity and significantly improved selectivity for the kappa receptor. These studies begin to illuminate the structural features of these non-nitrogenous opioid, receptor antagonists that are required for activity.

  DOI：

  10.1021/np4009046

文献信息

• THERAPEUTIC COMPOUNDS AND METHODS
  申请人：UNIVERSITY OF IOWA RESEARCH FOUNDATION

  公开号：US20170107173A1

  公开（公告）日：2017-04-20

  Compounds of formula I: and salts thereof are disclosed. Also disclosed are pharmaceutical compositions comprising a compound of formula I, processes for preparing compounds of formula I, intermediates useful for preparing compounds of formula I and therapeutic methods for treating various diseases and conditions.

  公开了化学式I的化合物及其盐。还公开了包括化学式I的化合物的药物组合物，制备化学式I的化合物的方法，制备化学式I的化合物有用的中间体以及治疗各种疾病和病况的治疗方法。
• Stilbenes as κ-Selective, Non-nitrogenous Opioid Receptor Antagonists
  作者：Alyssa M. Hartung、John A. Beutler、Hernán A. Navarro、David F. Wiemer、Jeffrey D. Neighbors

  DOI：10.1021/np4009046

  日期：2014.2.28

  The natural stilbene pawhuskin A has been shown to function as an opioid receptor antagonist, with preferential binding to the kappa receptor. This finding encouraged assembly of a set of analogues to probe the importance of key structural features. Assays on these compounds determined that one (compound 29) shows potent opioid receptor binding activity and significantly improved selectivity for the kappa receptor. These studies begin to illuminate the structural features of these non-nitrogenous opioid, receptor antagonists that are required for activity.