rel-(3aR,4S,9bS)-1,2,3,3a,4,9b-Hexahydro-4-phenylcyclopenta[c][1]benzopyran-8-ol | 609806-61-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: rel-(3aR,4S,9bS)-1,2,3,3a,4,9b-Hexahydro-4-phenylcyclopenta[c][1]benzopyran-8-ol
• 英文别名: (3aR,4S,9bS)-4-phenyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol
• CAS: 609806-61-3
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: XJXOQXSHVJMJAL-HDMKZQKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 盐酸 、 sodium cyanoborohydride 作用下， 生成 rel-(3aR,4S,9bS)-1,2,3,3a,4,9b-Hexahydro-4-phenylcyclopenta[c][1]benzopyran-8-ol
  参考文献：
  名称：

  Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 2: Structure–activity relationship studies on the benzopyran scaffold

  摘要：

  Benzopyrans are selective estrogen receptor (ER) 0 agonists (SERBAs), which bind the ER subtypes a and in opposite orientations. Here we describe structure-activity relationship studies that led to the discovery of bezopyran 5b. X-ray crystal structures of 5b and a non-selective analog 5c in ER alpha help explain the observed selectivity of the benzopyran platform. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.051

文献信息

• Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 2: Structure–activity relationship studies on the benzopyran scaffold
  作者：Timothy I. Richardson、Bryan H. Norman、Charles W. Lugar、Scott A. Jones、Yong Wang、Jim D. Durbin、Venkatesh Krishnan、Jeffrey A. Dodge

  DOI：10.1016/j.bmcl.2007.04.051

  日期：2007.7

  Benzopyrans are selective estrogen receptor (ER) 0 agonists (SERBAs), which bind the ER subtypes a and in opposite orientations. Here we describe structure-activity relationship studies that led to the discovery of bezopyran 5b. X-ray crystal structures of 5b and a non-selective analog 5c in ER alpha help explain the observed selectivity of the benzopyran platform. (c) 2007 Elsevier Ltd. All rights reserved.