(5S,8S,9R)-8-benzoyl-2-[(1S,2S)-1,2-dihydroxyoctyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione | 1145685-21-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5S,8S,9R)-8-benzoyl-2-[(1S,2S)-1,2-dihydroxyoctyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
• CAS: 1145685-21-7
• 化学式: C₂₄H₃₁NO₈
• 分子量: 461.512
• InChiKey: CPAQNRMULYAXFX-SVXBKUKXSA-N

物化性质

• 沸点：
  739.1±60.0 °C(predicted)
• 密度：
  1.34±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  142
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (5S,8S,9R)-8-benzoyl-2-((1S,2S,E)-1,2-dihydroxyoct-3-en-1-yl)-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione 在 10% palladium on carbon 、 氢气 作用下， 以 乙醇 为溶剂， 以53%的产率得到(5S,8S,9R)-8-benzoyl-2-[(1S,2S)-1,2-dihydroxyoctyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
  参考文献：
  名称：

  Pseurotin A and its analogues as inhibitors of immunoglobuline E production

  摘要：

  A natural product, pseurotin A inhibits IgE production in vitro. Wide variety of chemical modi. cation of pseurotin A was performed. Structure-activity relationship studies of pseurotin analogues elucidated that 10-deoxypseurotin A strongly inhibits IgE production with IC(50) of 0.066 mu M. An immunosuppressive activity of another natural product, synerazol was also found. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.029

文献信息

• Pseurotin A and its analogues as inhibitors of immunoglobuline E production
  作者：Minoru Ishikawa、Tomohisa Ninomiya、Hirotomo Akabane、Nobuaki Kushida、Go Tsujiuchi、Makoto Ohyama、Shuichi Gomi、Keiko Shito、Takashi Murata

  DOI：10.1016/j.bmcl.2009.01.029

  日期：2009.3

  A natural product, pseurotin A inhibits IgE production in vitro. Wide variety of chemical modi. cation of pseurotin A was performed. Structure-activity relationship studies of pseurotin analogues elucidated that 10-deoxypseurotin A strongly inhibits IgE production with IC(50) of 0.066 mu M. An immunosuppressive activity of another natural product, synerazol was also found. (C) 2009 Elsevier Ltd. All rights reserved.