(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 | 1145685-01-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (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
• CAS: 1145685-01-3
• 化学式: C₁₉H₁₇NO₇
• 分子量: 371.346
• InChiKey: ZMDFBVNQZRCJKR-XENMDSHASA-N

物化性质

• 沸点：
  654.9±55.0 °C(predicted)
• 密度：
  1.43±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：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  甲酰甲撑基三苯基磷 、 8-benzoyl-9-hydroxy-8-methoxy-3-methyl-4,6-dioxo-1-oxa-7-azaspiro<4.4>non-2-ene-2-carbaldehyde 以 四氢呋喃 为溶剂， 以85%的产率得到(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
  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.