(E)-2-((2-(3,7-dimethylocta-2,6-dien-1-yl)-3,5-dimethoxybenzyl)oxy)tetrahydro-2H-pyran | 1542214-33-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-2-((2-(3,7-dimethylocta-2,6-dien-1-yl)-3,5-dimethoxybenzyl)oxy)tetrahydro-2H-pyran
• CAS: 1542214-33-4
• 化学式: C₂₄H₃₆O₄
• 分子量: 388.547
• InChiKey: DKDVKQUVNQREFW-XDHOZWIPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  28.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-2-((2-(3,7-dimethylocta-2,6-dien-1-yl)-3,5-dimethoxybenzyl)oxy)tetrahydro-2H-pyran 在 manganese(IV) oxide 、 15-冠醚-5 、 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 mineral oil 为溶剂， 反应 2.5h， 生成 2-geranyl-3,5-dimethoxy-3,4-bis(methoxymethoxy)-(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
• 作为产物：
  描述：

  香叶基溴 、 (+/-)-1-bromo-2,4-dimethoxy-6-(tetrahydropyran-2-yl)oxymethylbenzene 在 copper(l) iodide 、 正丁基锂 、 四甲基乙二胺 作用下， 以 乙醚 、 正己烷 为溶剂， 以32%的产率得到(E)-2-((2-(3,7-dimethylocta-2,6-dien-1-yl)-3,5-dimethoxybenzyl)oxy)tetrahydro-2H-pyran
  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

• 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.