(12Z,15Z)-9,10-dihydroxyoctadeca-12,15-dienoic acid | 955974-89-7

• 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: (12Z,15Z)-9,10-dihydroxyoctadeca-12,15-dienoic acid
• 英文别名: 9,10-DiHODE
• CAS: 955974-89-7
• 化学式: C₁₈H₃₂O₄
• 分子量: 312.45
• InChiKey: QRHSEDZBZMZPOA-ZJSQCTGTSA-N

物化性质

• 沸点：
  492.5±45.0 °C(Predicted)
• 密度：
  1.030±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (12Z,15Z)-9-hydroxy-10-oxooctadeca-12,15-dienoic acid 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以100%的产率得到(12Z,15Z)-9,10-dihydroxyoctadeca-12,15-dienoic acid
  参考文献：
  名称：

  Structure–activity relationship study of flowering-inducer FN against Lemna paucicostata

  摘要：

  FN1 (1) and FN2 (2), cycloadducts of alpha-ketol octaclecadienoic acid (3) with norepinephrine (NE), induce flowering in Lemna paucicostata. In order to broaden our understanding of structural requirements of FN for flower induction, nine analogs of 3 (4-12) were synthesized and reacted with NE under basic conditions. These analogs, except for 8, 10, and 12, exhibited significant activity regarding to floral induction in L. paucicostata. Similar experiments were carried out by using 3 and epinephrine, and it was demonstrated that these products also possessed biological activity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.115

文献信息

• Isomeric Product Detection in the Heterogeneous Reaction of Hydroxyl Radicals with Aerosol Composed of Branched and Linear Unsaturated Organic Molecules
  作者：Theodora Nah、Haofei Zhang、David R. Worton、Christopher R. Ruehl、Benjamin B. Kirk、Allen H. Goldstein、Stephen R. Leone、Kevin R. Wilson

  DOI：10.1021/jp508378z

  日期：2014.12.11

  hydroxyalkyl radical. In addition, allylic alkyl radicals, formed from H atom abstraction reactions by hydroxyalkyl or OH radicals play important roles in the chemistry of product formation. Functionalization products dominate the squalene reaction at ∼1% [O2], with the total abundance of observed functionalization products being approximately equal to the fragmentation products at 10% [O2]. The large

  研究了不饱和有机气溶胶非均相氧化过程中分子结构（支链或线性）对产物形成的影响。由角鲨烯（C 30 H 50，具有六个C═C双键的支链烯烃）和亚麻酸（C 18 H 30 O 2，具有三个C═C双键的线性羧酸）反应形成的颗粒相产物异构体使用二维气相色谱-质谱法鉴定和定量带有OH自由基的化合物。在低和高[O 2 ]时测量反应（〜1％对10％[O 2]）了解羟烷基和羟过氧自由基中间体在产物形成中的作用。关键的反应步骤是将OH加成C═C双键以形成羟烷基基团。另外，由H原子抽象反应通过羟烷基或OH自由基形成的烯丙基烷基自由基在产物形成的化学中起重要作用。官能化产物以约1％[O 2 ]占主导地位，在角鲨烯反应中，观察到的官能化产物的总丰度大约等于10％[O 2 ]时的裂解产物。10％[O 2时，大量的角鲨烯裂解产物]归因于叔羟基烷氧基自由基中间体的形成和离解。对于亚麻酸气溶胶，官能化产物的形成在1％和10％[O
• Structure–activity relationship study of flowering-inducer FN against Lemna paucicostata
  作者：Kenji Kai、Jun Takeuchi、Taichi Kataoka、Mineyuki Yokoyama、Naoharu Watanabe

  DOI：10.1016/j.tet.2008.04.115

  日期：2008.7

  FN1 (1) and FN2 (2), cycloadducts of alpha-ketol octaclecadienoic acid (3) with norepinephrine (NE), induce flowering in Lemna paucicostata. In order to broaden our understanding of structural requirements of FN for flower induction, nine analogs of 3 (4-12) were synthesized and reacted with NE under basic conditions. These analogs, except for 8, 10, and 12, exhibited significant activity regarding to floral induction in L. paucicostata. Similar experiments were carried out by using 3 and epinephrine, and it was demonstrated that these products also possessed biological activity. (C) 2008 Elsevier Ltd. All rights reserved.