methyl (4S,5S)-5-[(5S,8S,9R)-8-benzoyl-9-hydroxy-8-methoxy-3-methyl-4,6-dioxo-1-oxa-7-azaspiro[4.4]non-2-en-2-yl]-4,5-dihydroxypentanoate | 1145685-24-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (4S,5S)-5-[(5S,8S,9R)-8-benzoyl-9-hydroxy-8-methoxy-3-methyl-4,6-dioxo-1-oxa-7-azaspiro[4.4]non-2-en-2-yl]-4,5-dihydroxypentanoate
• CAS: 1145685-24-0
• 化学式: C₂₂H₂₅NO₁₀
• 分子量: 463.441
• InChiKey: KGLBWGMWMUIIEK-GDFXLYOZSA-N

物化性质

• 沸点：
  783.6±60.0 °C(predicted)
• 密度：
  1.47±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  169
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  methyl (E,4S,5S)-5-[(5S,8S,9R)-8-benzoyl-9-hydroxy-8-methoxy-3-methyl-4,6-dioxo-1-oxa-7-azaspiro[4.4]non-2-en-2-yl]-4,5-dihydroxypent-2-enoate 在 10% palladium on carbon 、 氢气 作用下， 以 乙醇 为溶剂， 以30%的产率得到methyl (4S,5S)-5-[(5S,8S,9R)-8-benzoyl-9-hydroxy-8-methoxy-3-methyl-4,6-dioxo-1-oxa-7-azaspiro[4.4]non-2-en-2-yl]-4,5-dihydroxypentanoate
  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.