8-hydroperoxyeicosatetraenoic acid | 70968-80-8

• 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: 8-hydroperoxyeicosatetraenoic acid
• 英文别名: 8-5Z,9E,11Z,14Z-hydroperoxyeicosatetraenoic acid；8-5Z,9E,11Z,14Z-HPETE；(5Z,9E,11Z,14Z)-8-hydroperoxyicosa-5,9,11,14-tetraenoic acid
• CAS: 70968-80-8
• 化学式: C₂₀H₃₂O₄
• 分子量: 336.472
• InChiKey: QQUFCXFFOZDXLA-HEJOTXCHSA-N

物化性质

• 沸点：
  502.5±50.0 °C(Predicted)
• 密度：
  1.013±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  以 苯 为溶剂， 生成 8-hydroperoxyeicosatetraenoic acid 、 (5Z,8E,10E,14Z)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid 、 、
  参考文献：
  名称：

  Unified mechanism for polyunsaturated fatty acid autoxidation. Competition of peroxy radical hydrogen atom abstraction, .beta.-scission, and cyclization

  摘要：

  DOI：

  10.1021/ja00411a032

文献信息

• Formulations and methods for treatment or amelioration of inflammatory conditions
  申请人：——

  公开号：US20030144219A1

  公开（公告）日：2003-07-31

  Formulations and methods for the treatment and/or amelioration of symptoms of inflammatory conditions and associated systemic inflammatory responses are described herein. The compositions comprise a non-alpha tocopherol (especially gamma-, beta-, or delta-tocopherol) and one or more of an omega-3 fatty acid, such as docosahexaenoic acid (DHA) or a flavonoid.

  本文描述了用于治疗和/或改善炎症状和相关全身性炎症反应的配方和方法。该组合物包括非α-生育酚（尤其是γ-，β-或δ-生育酚）和一种或多种ω-3脂肪酸（如二十二碳六烯酸（DHA））或类黄酮。
• Compositions and methods for reduction of inflammatory symptoms and/or biomarkers in female subjects
  申请人：——

  公开号：US20040048919A1

  公开（公告）日：2004-03-11

  Medicaments and methods for the treatment and/or amelioration of certain inflammatory symptoms related to premenstrual syndrome (PMS), premenstrual dysphoric disorder (PMDD), perimenopause, menopause, endometriosis, post-partum depression, or administration of hormonal contraceptives are described herein. Medicaments of the invention comprise a tocopherol, an omega-3 polyunsaturated fatty acid, such as docosahexaenoic acid (DHA), or omega-9 polyunsaturated fatty acid, optionally, a flavonoid, and, optionally, a mineral, such as magnesium. Methods for treating or ameliorating such symptoms and methods for reducing elevated CRP and/or white blood cell (WBC) associated with such conditions using medicaments of the invention are also described.

  本文描述了用于治疗和/或改善与经前期综合征（PMS）、经前期情感障碍（PMDD）、围绝经期、更年期、子宫内膜异位症、产后抑郁或服用激素避孕药有关的某些炎症症状的药物和方法。本发明的药物包括生育酚、ω-3 多不饱和脂肪酸（如二十二碳六烯酸 (DHA)）或ω-9 多不饱和脂肪酸、可选的类黄酮，以及可选的矿物质（如镁）。还描述了使用本发明药物治疗或改善此类症状的方法以及降低与此类病症相关的 CRP 和/或白细胞（WBC）升高的方法。
• 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.
• MODIFIED POLYUNSATURATED FATTY ACIDS
  申请人：Peptech Limited

  公开号：EP0869941B1

  公开（公告）日：2001-12-12
• FORMULATIONS AND METHODS FOR TREATMENT OR AMELIORATION OF INFLAMMATORY CONDITIONS
  申请人：Galileo Laboratories, Inc.

  公开号：EP1450787A2

  公开（公告）日：2004-09-01