[(3S,5S,5aS,9R,9aS,9bR)-3,5-dihydroxy-6,6,9a-trimethyl-1-oxo-5,5a,7,8,9,9b-hexahydro-3H-benzo[e][2]benzofuran-9-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate | 1007309-77-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: [(3S,5S,5aS,9R,9aS,9bR)-3,5-dihydroxy-6,6,9a-trimethyl-1-oxo-5,5a,7,8,9,9b-hexahydro-3H-benzo[e][2]benzofuran-9-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate
• CAS: 1007309-77-4
• 化学式: C₂₅H₃₀O₇
• 分子量: 442.509
• InChiKey: KINQWBHUTKYNJN-ALEXEAIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(3S,5S,5aS,9R,9aS,9bR)-3,5-dihydroxy-6,6,9a-trimethyl-1-oxo-5,5a,7,8,9,9b-hexahydro-3H-benzo[e][2]benzofuran-9-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate 、 4-溴苯甲酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以50%的产率得到[(3S,5S,5aS,9R,9aS,9bR)-3-hydroxy-9-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-6,6,9a-trimethyl-1-oxo-5,5a,7,8,9,9b-hexahydro-3H-benzo[e][2]benzofuran-5-yl] 4-bromobenzoate
  参考文献：
  名称：

  Isolation and characterization of two new drimanes from Zygogynum baillonii and synthesis of analogues

  摘要：

  Two new drimanes were isolated and characterized from the bark of Zygogynum baillonii, an endemic New-Caledonian tree of the Winter-aceae family. One of it shows a significant cytotoxic activity. In order to define structure-activity relationships, analogues were synthesized and their cytotoxicity was evaluated. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.12.022
• 作为产物：
  描述：

  1β-O-((E)-p-methoxycinnamoyl)-6α-hydroxypolygodial 在 sodium chlorite 、 氨基磺酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 以94%的产率得到[(3S,5S,5aS,9R,9aS,9bR)-3,5-dihydroxy-6,6,9a-trimethyl-1-oxo-5,5a,7,8,9,9b-hexahydro-3H-benzo[e][2]benzofuran-9-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate
  参考文献：
  名称：

  Isolation and characterization of two new drimanes from Zygogynum baillonii and synthesis of analogues

  摘要：

  Two new drimanes were isolated and characterized from the bark of Zygogynum baillonii, an endemic New-Caledonian tree of the Winter-aceae family. One of it shows a significant cytotoxic activity. In order to define structure-activity relationships, analogues were synthesized and their cytotoxicity was evaluated. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.12.022