[(5S,6E,8Z,11Z)-20-hydroxy-1-methoxy-1-oxoicosa-6,8,11-trien-5-yl] benzoate | 358750-10-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(5S,6E,8Z,11Z)-20-hydroxy-1-methoxy-1-oxoicosa-6,8,11-trien-5-yl] benzoate
• CAS: 358750-10-4
• 化学式: C₂₈H₄₀O₅
• 分子量: 456.623
• InChiKey: BDVIDLSVXVAADK-UVAWSCKXSA-N

物化性质

• 沸点：
  575.1±50.0 °C(predicted)
• 密度：
  1.038±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  33
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(5S,6E,8Z,11Z)-20-hydroxy-1-methoxy-1-oxoicosa-6,8,11-trien-5-yl] benzoate 在 咪唑 、 sodium azide 、 水 、 碘 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 [(5S,6E,8Z,11Z)-20-amino-1-methoxy-1-oxoicosa-6,8,11-trien-5-yl] benzoate
  参考文献：
  名称：

  A photoaffinity probe for 5-hydroxyeicosanoid dehydrogenase suitable for radioiodination

  摘要：

  5-Hydroxy eicosanoid dehydrogenase (5h-dh) is a key enzyme responsible for the biosynthesis of 5-oxo-ETE, a potent eosinophil chemoattractant. To facilitate the identification and characterization of jh-dh we have synthesized a photoaffinity ligand 7, designed to bind to the enzyme, and shown it to be an excellent substrate for Sh-dh. We have also synthesized a precursor 34, containing the photoaffinity label and a trimethyl tin group that can readily be displaced by iodide and will be suitable for radioiodination with I-125. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00699-2
• 作为产物：
  描述：

  Methyl 5S-benzoyloxy-5-formylvalerate 在 六甲基磷酰三胺 、 水 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 7.0h， 生成 [(5S,6E,8Z,11Z)-20-hydroxy-1-methoxy-1-oxoicosa-6,8,11-trien-5-yl] benzoate
  参考文献：
  名称：

  A photoaffinity probe for 5-hydroxyeicosanoid dehydrogenase suitable for radioiodination

  摘要：

  5-Hydroxy eicosanoid dehydrogenase (5h-dh) is a key enzyme responsible for the biosynthesis of 5-oxo-ETE, a potent eosinophil chemoattractant. To facilitate the identification and characterization of jh-dh we have synthesized a photoaffinity ligand 7, designed to bind to the enzyme, and shown it to be an excellent substrate for Sh-dh. We have also synthesized a precursor 34, containing the photoaffinity label and a trimethyl tin group that can readily be displaced by iodide and will be suitable for radioiodination with I-125. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00699-2

文献信息

• A photoaffinity probe for 5-hydroxyeicosanoid dehydrogenase suitable for radioiodination
  作者：Seongjin Kim、Yurdanur Adiyaman、Goutam Saha、William S Powell、Joshua Rokach

  DOI：10.1016/s0040-4039(01)00699-2

  日期：2001.7

  5-Hydroxy eicosanoid dehydrogenase (5h-dh) is a key enzyme responsible for the biosynthesis of 5-oxo-ETE, a potent eosinophil chemoattractant. To facilitate the identification and characterization of jh-dh we have synthesized a photoaffinity ligand 7, designed to bind to the enzyme, and shown it to be an excellent substrate for Sh-dh. We have also synthesized a precursor 34, containing the photoaffinity label and a trimethyl tin group that can readily be displaced by iodide and will be suitable for radioiodination with I-125. (C) 2001 Elsevier Science Ltd. All rights reserved.