| 1092102-48-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 1092102-48-1
• 化学式: C₂₁H₃₆O₆Si
• 分子量: 412.599
• InChiKey: DNKFCFKQEBXMER-BBVVVTNISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  28.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  82.06
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  、 叔丁基二甲基氯硅烷 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  Eicosapentaenoic-acid-derived isoprostanes: Synthesis and discovery of two major isoprostanes

  摘要：

  The stereospecific synthesis of two all-syn-EPA-derived isoprostanes (iPs), 5-epi-8,12-iso-iPF(3 alpha)-VI 17 and 8,12-iso-iPF(3 alpha)-VI 18, has been accomplished. These two synthetic probes have been used to discover and identify their presence in human urine. The eventual quantitative measurement of these two iPs may be a valuable index of oxidative stress in people with eicosapentaenoic acid-(EPA) and docosahexaenoic acid-(DHA) enriched phospholipids. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.008
• 作为产物：
  描述：

  methyl (E)-5-oxo-7-((3aS,4R,5S,6aR)-2-oxo-5-((triethylsilyl)oxy)hexahydro-2H-cyclopenta[b]furan-4-yl)hept-6-enoate 在 lithium aluminium tetrahydride 、 S-1,1'-联-2-萘酚 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.75h， 以92%的产率得到
  参考文献：
  名称：

  A new approach to the synthesis of polyunsaturated deuterated isoprostanes: Total synthesis of d4-5-epi-8,12-iso-iPF3α-VI and d4-8,12-iso-iPF3α-VI

  摘要：

  The total and stereospecific synthesis of d(4)-5-epi-8,12-iso-iPF(3 alpha)-VI 55 and d(4)-8,12-iso-iPF(3 alpha)-VI 64, EPA-derived all-syn-isoprostanes (iPs), has been accomplished. Because of issues related to volatility and yield with some of the primary deuterated synthons an improved synthesis is presented. These two deuterated analogs were used to discover and quantify the presence of the corresponding endogenous isoprostanes in human urine. These assays may serve as a valuable index of oxidative stress in population with omega-3 fatty acid enriched diets containing eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) and may also be useful as an index of the severity of inflammatory diseases such as atherosclerosis and Alzheimer's disease. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.099