(9Z,11E,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | 28836-09-1

• 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: (9Z,11E,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid
• 英文别名: 13-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid；13-Hydroperoxy-cis-9-trans-11-cis-15-octadecatriensaeure；alpha-Linolenic acid 13-hydroperoxide；(9Z,11E,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
• CAS: 28836-09-1
• 化学式: C₁₈H₃₀O₄
• 分子量: 310.434
• InChiKey: UYQGVDXDXBAABN-JDTPQGGVSA-N

物化性质

• 沸点：
  454.5±40.0 °C(Predicted)
• 密度：
  1.016±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  (9Z,11E,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid 在 sodium tetrahydroborate 作用下， 生成 13-hydroxy-9Z,11E,15Z-octadecatrienoic acid
  参考文献：
  名称：

  酶切13-l-氢过氧化亚麻酸在茶叶中的溶解性及性质

  摘要：

  膜结合氢过氧化物裂解酶 (E″2) 催化亚麻酸和亚麻酸的 13-l-氢过氧化物 (18:3-OOH 和 1 8:2-OOH) 的裂解

  DOI：

  10.1016/0031-9422(82)80005-8
• 作为产物：
  描述：

  Γ-十八碳三烯酸 在 soybean lipoxygenase 、 氧气 作用下， 以 various solvent(s) 为溶剂， 反应 6.0h， 生成 (9Z,11E,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid
  参考文献：
  名称：

  First synthesis of phosphatidylcholine and cholesteryl derivatives bearing an unsaturated aldehyde residue

  摘要：

  首次合成了具有2,4-二烯醛末端的短链酰基的磷脂酰胆碱和胆固醇酯。

  DOI：

  10.1039/b206231n

文献信息

• A hydroperoxy-epidioxide from the autoxidation of a hydroperoxide of methyl linolenate
  作者：Henry W.-S. Chan、Jennifer A. Matthew、David T. Coxon

  DOI：10.1039/c39800000235

  日期：——

  Unlike autoxidation of linolenic acid or methyl linolenate which yields mixtures of hydroperoxy-epidioxides, sequential oxidation employing an enzymic first step followed by an autoxidation step can give rise to a single hydroperoxy-epidioxide.

  与亚麻酸或亚油酸甲酯的自氧化产生氢过氧-环氧乙烷的混合物不同，采用酶促第一步继之以自氧化步骤的顺序氧化可产生单个氢过氧-环氧丙烷。
• Physcomitrella patens has lipoxygenases for both eicosanoid and octadecanoid pathways
  作者：Aldwin Anterola、Cornelia Göbel、Ellen Hornung、George Sellhorn、Ivo Feussner、Howard Grimes

  DOI：10.1016/j.phytochem.2008.11.012

  日期：2009.1

  Mosses have substantial amounts of long chain C20 polyunsaturated fatty acids, such as arachidonic and eicosapentaenoic acid, in addition to the shorter chain C18 alpha-linolenic and linoleic acids, which are typical substrates of lipoxygenases in flowering plants. To identify the fatty acid substrates used by moss lipoxygenases, eight lipoxygenase genes from Physcomitrella patens were heterologously expressed in Escherichia coli, and then analyzed for lipoxygenase activity using linoleic, alpha-linolenic and arachidonic acids as substrates. Among the eight moss lipoxygenases, only seven were found to be enzymatically active in vitro, two of which selectively used arachidonic acid as the substrate, while the other five preferred alpha-linolenic acid. Based on enzyme assays using a Clark-type oxygen electrode, all of the active lipoxygenases had an optimum pH at 7.0, except for one with highest activity at pH 5.0. HPLC analyses indicated that the two arachidonic acid lipoxygenases form (12S)-hydroperoxy eicosatetraenoic acid as the main product, while the other five lipoxygenases produce mainly (13S)-hydroperoxy octadecatrienoic acid from alpha-linolenic acid. These results suggest that mosses may have both C20 and C18 based oxylipin pathways. Published by Elsevier Ltd.
• Isolation and characterization of bicycloendoperoxides derived from methyl linolenate
  作者：David E. O'Connor、Edward D. Mihelich、Milton C. Coleman

  DOI：10.1021/ja00391a056

  日期：1981.1
• FLOWER INITIATION INDUCER
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP0823994B1

  公开（公告）日：2003-06-04
• Inducing Agent for Plant Root
  申请人：Yokoyama Mineyuki

  公开号：US20070293400A1

  公开（公告）日：2007-12-20

  An inducing agent for plant root including a ketol unsaturated fatty acid having 5 to 24 carbon atoms, 1 to 6 double bonds between carbon atoms and an α ketol structure or γ ketol structure (in particular 9-hydroxy-10-oxo-12(Z),15(Z)-octadecadienoic acid is preferable), which inducing agent for plant root may be used to promote or induce the root growth even when transplanting by cutting plants for which root generation is hard such as pine, cedar, tea, chestnut, may be used even for root growth of cuttings of Prunus×yedoensis (cherry trees) for which root growth is considered impossible, Hypericum chinense for which is transplantation by cutting is said to be difficult, and Paraserianthes falcataria Becker useful as a material for plywood, and may be used by a simple technique such as spraying.