(all-Z)-Octadeca-6,9,12,15-tetraenal

• 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: (all-Z)-Octadeca-6,9,12,15-tetraenal
• 英文别名: (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenal
• 化学式: C₁₈H₂₈O
• 分子量: 260.42
• InChiKey: VWXPMSHGZMFPMK-LTKCOYKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (all-Z)-Octadeca-6,9,12,15-tetraenal 在 sodium chlorite 、 sodium dihydrogenphosphate dihydrate 、 2-甲基-2-丁烯 作用下， 以 水 、 乙腈 为溶剂， 反应 1.5h， 以56%的产率得到顺6,9,12,15-十八碳四烯酸
  参考文献：
  名称：

  Concise syntheses of three ω-3 polyunsaturated fatty acids

  摘要：

  The synthesis of the three omega-3 polyunsaturated fatty acids, eicosatetraenoic acid (3), docosapentaenoic acid (4), and stearidonic acid (5) has been achieved using eicosapentaenoic acid or docosahexaenoic acid as the starting materials. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.009
• 作为产物：
  描述：

  二十二碳六烯酸 在 六甲基磷酰三胺 、 copper(l) iodide 、 甲酸 、 碘 、 乙酸酐 、 二异丁基氢化铝 、 potassium hydrogencarbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 potassium iodide 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 水 为溶剂， 反应 67.75h， 生成 (all-Z)-Octadeca-6,9,12,15-tetraenal
  参考文献：
  名称：

  Concise syntheses of three ω-3 polyunsaturated fatty acids

  摘要：

  The synthesis of the three omega-3 polyunsaturated fatty acids, eicosatetraenoic acid (3), docosapentaenoic acid (4), and stearidonic acid (5) has been achieved using eicosapentaenoic acid or docosahexaenoic acid as the starting materials. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.009

文献信息

• Syntheses of three metabolites of icosapentaenoic and docosahexaenoic acids
  作者：Solveig Flock、Lars Skattebøl

  DOI：10.1039/b004101g

  日期：——

  Starting from the n − 3 polyunsaturated fatty acids icosapentaenoic acid (1, EPA) and docosahexaenoic acid (2, DHA), the syntheses of methyl 2E,4Z,8Z,11Z,14Z,17Z-icosa-2,4,8,11,14,17-hexaenoate (6), 2E,8Z,11Z,14Z,17Z-icosa-2,8,11,14,17-pentaenoate (7) and 2E,4Z,7Z,10Z,13Z,16Z,19Z-docosa-2,4,7,10,13,16,19-heptaenoate (8), in high stereochemical purity, have been accomplished. The corresponding carboxylic acids have been reported as metabolites in the bioconversion of EPA and DHA.

  17-六烯酸甲酯（6）、2E,8Z,11Z,14Z,17Z-二十二碳-2,8,11,14,17-五烯酸甲酯（7）和 2E,4Z,7Z,10Z,13Z,16Z,19Z-二十二碳-2,4,7,10,13,16,19-庚烯酸甲酯（8）的高立体化学纯度合成。据报道，相应的羧酸是 EPA 和 DHA 生物转化过程中的代谢产物。
• OXYLIPINS FROM STEARIDONIC ACID AND GAMMA-LINOLENIC ACID AND METHODS OF MAKING AND USING THE SAME
  申请人：Arterburn Mary Linda

  公开号：US20070248586A1

  公开（公告）日：2007-10-25

  Disclosed are novel oxylipins that are derived from γ-linolenic acid (GLA; 18:3n-6) and stearidonic acid (STA or SDA; 18:4n-3), and methods of making and using such oxylipins. Also disclosed is the use of such oxylipins in therapeutic and nutritional or cosmetic applications, and particularly as anti-inflammatory or anti-neurodegenerative compounds. Also disclosed are The invention novel ways of producing long chain polyunsaturated acid (LCPUFA)-rich oils and compositions that contain enhanced and effective amounts of SDA- and/or GLA-derived oxylipins.
• OXYLIPINS FROM STEARIDONIC ACID AND GAMMA-LINOLENIC ACID AND METHODS OF MAKING AND USING SAME
  申请人：Arterburn Linda Mary

  公开号：US20110112191A1

  公开（公告）日：2011-05-12

  Disclosed are novel oxylipins that are derived from γ-linolenic acid (GLA; 18:3n-6) and stearidonic acid (STA or SDA; 18:4n-3), and methods of making and using such oxylipins. Also disclosed is the use of such oxylipins in therapeutic and nutritional or cosmetic applications, and particularly as anti-inflammatory or anti-neurodegenerative compounds. Also disclosed are The invention novel ways of producing long chain polyunsaturated acid (LCPUFA)-rich oils and compositions that contain enhanced and effective amounts of SDA- and/or GLA-derived oxylipins.
• US7893106B2
  申请人：——

  公开号：US7893106B2

  公开（公告）日：2011-02-22
• Concise syntheses of three ω-3 polyunsaturated fatty acids
  作者：Martin Gjerde Jakobsen、Anders Vik、Trond Vidar Hansen

  DOI：10.1016/j.tetlet.2012.08.009

  日期：2012.10

  The synthesis of the three omega-3 polyunsaturated fatty acids, eicosatetraenoic acid (3), docosapentaenoic acid (4), and stearidonic acid (5) has been achieved using eicosapentaenoic acid or docosahexaenoic acid as the starting materials. (C) 2012 Elsevier Ltd. All rights reserved.