2-hexadec-7t-enyl-3-oxo-eicos-11t-enoic acid ethyl ester | 103388-72-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-hexadec-7t-enyl-3-oxo-eicos-11t-enoic acid ethyl ester
• 英文别名: (9Z,28Z)-19-[(7Z)-7-hexadecenyl]-9,28-heptatriacontadiene-18,20-dione；2-hexadec-7c-enyl-3-oxo-eicos-11c-enoic acid ethyl ester；2-Hexadec-7c-enyl-3-oxo-eicos-11c-ensaeure-aethylester
• CAS: 103388-72-3
• 化学式: C₃₈H₇₀O₃
• 分子量: 574.972
• InChiKey: YORMQBDEDHQXMA-WRBBJXAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.42
• 重原子数：
  41.0
• 可旋转键数：
  32.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-hexadec-7t-enyl-3-oxo-eicos-11t-enoic acid ethyl ester 在 4-二甲氨基吡啶 、 对甲苯磺酸 、 原甲酸三乙酯 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 80.0h， 生成 3'-dioleylketal-5'-O-mesyluridine
  参考文献：
  名称：

  Efficient delivery of therapeutic small nucleic acids to prostate cancer cells using ketal nucleoside lipid nanoparticles

  摘要：

  A novel nucleoside lipid derived from dioleyl ketal was synthesized from uridine in three steps starting from dioleyl ketone. Electronic microscopy studies show that Ketals Nucleoside Lipids (KNL) self-assemble to form liposome-like structures in aqueous solutions. KNL is able to bind siRNA as demonstrated by electrophoresis experiment and standard ethidium bromide fluorescence displacement assay. Transfection assays of stable hepatic cell lines HupIRF, carrying a luciferase reporter gene demonstrate that KNL is able to transfect siRNA and exhibits protein knockdown more efficiently than its diester analog (DOTAU) and lipofectamine. Herein, we also report that KNLs are suitable transfecting reagents for the development of novel therapeutic approaches involving either siRNA or antisense oligonucleotide against human prostate cancer PC-3 cells resistant to chemotherapy. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jconrel.2013.09.006
• 作为产物：
  描述：

  油酸乙酯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 2-hexadec-7t-enyl-3-oxo-eicos-11t-enoic acid ethyl ester
  参考文献：
  名称：

  Efficient delivery of therapeutic small nucleic acids to prostate cancer cells using ketal nucleoside lipid nanoparticles

  摘要：

  A novel nucleoside lipid derived from dioleyl ketal was synthesized from uridine in three steps starting from dioleyl ketone. Electronic microscopy studies show that Ketals Nucleoside Lipids (KNL) self-assemble to form liposome-like structures in aqueous solutions. KNL is able to bind siRNA as demonstrated by electrophoresis experiment and standard ethidium bromide fluorescence displacement assay. Transfection assays of stable hepatic cell lines HupIRF, carrying a luciferase reporter gene demonstrate that KNL is able to transfect siRNA and exhibits protein knockdown more efficiently than its diester analog (DOTAU) and lipofectamine. Herein, we also report that KNLs are suitable transfecting reagents for the development of novel therapeutic approaches involving either siRNA or antisense oligonucleotide against human prostate cancer PC-3 cells resistant to chemotherapy. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jconrel.2013.09.006

文献信息

• Clement, Journal des Recherches du Centre National de la Recherche Scientifique, 1957, vol. 8, p. 160,164
  作者：Clement

  DOI：——

  日期：——