(S)-4-(10,12-二氧代-12-（2-氧代四氢呋喃-3-基氨基）十二基氧基)-4-氧代丁酸 | 886755-18-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (S)-4-(10,12-二氧代-12-（2-氧代四氢呋喃-3-基氨基）十二基氧基)-4-氧代丁酸
• 中文别名: (S)-4-(10,12-二氧代-12-(2-氧代四氢呋喃-3-基氨基)十二基氧基)-4-氧代丁酸
• 英文名称: (S)-4-((10,12-Dioxo-12-((2-oxotetrahydrofuran-3-yl)amino)dodecyl)oxy)-4-oxobutanoic acid
• 英文别名: 4-[10,12-dioxo-12-[[(3S)-2-oxooxolan-3-yl]amino]dodecoxy]-4-oxobutanoic acid
• CAS: 886755-18-6
• 化学式: C₂₀H₃₁NO₈
• 分子量: 413.468
• InChiKey: MIDWRLKBRJDEQS-INIZCTEOSA-N

物化性质

• 沸点：
  681.8±55.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  29
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  8

安全信息

• 海关编码：
  2932209090

反应信息

• 作为产物：
  描述：

  10-十一烯-1-醇 在 吡啶 、 chromium(VI) oxide 、 sodium hydroxide 、 高氯酸 、 4-甲基苯磺酸吡啶 、 potassium carbonate 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 生成 (S)-4-(10,12-二氧代-12-（2-氧代四氢呋喃-3-基氨基）十二基氧基)-4-氧代丁酸
  参考文献：
  名称：

  Synthesis of Pseudomonas quorum-sensing autoinducer analogs and structural entities required for induction of apoptosis in macrophages

  摘要：

  The synthesis of the analogs of N-3-oxododecanoyl-L-homoserine lactone (1) and their structure-activity relationship for the apoptotic induction in macrophages, P388D1 cells, are described. It was revealed that the position of the oxo group in the acyl side chain in addition to the presence of the L-homoserine lactone unit is crucial for the apoptosis-inducing activity. Furthermore, the long acyl side chains with hydrophobic distal ends are preferable for the activity. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.054

文献信息

• Synthesis of Pseudomonas quorum-sensing autoinducer analogs and structural entities required for induction of apoptosis in macrophages
  作者：Manabu Horikawa、Kazuhiro Tateda、Etsu Tuzuki、Yoshikazu Ishii、Chihiro Ueda、Tohru Takabatake、Shinichi Miyairi、Keizou Yamaguchi、Masaji Ishiguro

  DOI：10.1016/j.bmcl.2006.01.054

  日期：2006.4

  The synthesis of the analogs of N-3-oxododecanoyl-L-homoserine lactone (1) and their structure-activity relationship for the apoptotic induction in macrophages, P388D1 cells, are described. It was revealed that the position of the oxo group in the acyl side chain in addition to the presence of the L-homoserine lactone unit is crucial for the apoptosis-inducing activity. Furthermore, the long acyl side chains with hydrophobic distal ends are preferable for the activity. (C) 2006 Elsevier Ltd. All rights reserved.