(5S,8S,9R)-8-benzoyl-9-hydroxy-8-methoxy-3-methyl-2-[(1E,3E)-5-oxohexa-1,3-dienyl]-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione | 1145685-03-5

• 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-9-hydroxy-8-methoxy-3-methyl-2-[(1E,3E)-5-oxohexa-1,3-dienyl]-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
• CAS: 1145685-03-5
• 化学式: C₂₂H₂₁NO₇
• 分子量: 411.411
• InChiKey: BRZMNDHMIVKXMO-QKYSSCQJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-3-[(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]prop-2-enal 、 1-三苯基膦-2-丙酮 以 四氢呋喃 为溶剂， 以55%的产率得到(5S,8S,9R)-8-benzoyl-9-hydroxy-8-methoxy-3-methyl-2-[(1E,3E)-5-oxohexa-1,3-dienyl]-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.