4,5-dehydro-DHA | 149234-03-7

• 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: 4,5-dehydro-DHA
• 英文别名: (4Z,7Z,10Z,13Z,15E,19Z)-docosa-4,7,10,13,15,19-hexaenoic acid
• CAS: 149234-03-7
• 化学式: C₂₂H₃₂O₂
• 分子量: 328.495
• InChiKey: XXWWZPCJYDKKBH-HWUYRCRHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-dehydro-DHA 在 15- lipoxyenase 作用下， 反应 0.67h， 生成 17(S)-hydroperoxy-4Z,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid
  参考文献：
  名称：

  [EN] RESOLVINS: BIOTEMPLATES FOR THERAPEUTIC INTERVENTIONS
  [FR] LES RESOLVINES, DES GABARITS BIOLOGIQUES CONVENANT POUR DE NOUVELLES INTERVENTIONS THERAPEUTIQUES

  摘要：

  公开号：

  WO2004014835A3

文献信息

• SYNTHESIS OF RESOLVINS AND INTERMEDIATES, COMPOUNDS PREPARED THEREBY, AND USES THEREOF
  申请人：Rodriguez Ana

  公开号：US20100159540A1

  公开（公告）日：2010-06-24

  Methods are disclosed for the preparation of a new class of lipid mediators known as resolvins, with Resolvin D6 (4,17-dihydroxy-5E,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid) being exemplary. Also disclosed are methods for the efficient synthesis of key intermediates in the preparation of such resolvins, such as isotopically labeled ω-3 fatty acid metabolites, and derivatives and analogs thereof. The invention likewise extends to the intermediates so prepared, and to the resolvins prepared with their use.
• OXYLIPINS FROM LONG CHAIN POLYUNSATURATED FATTY ACIDS AND METHODS OF MAKING AND USING THE SAME
  申请人：Arterburn Linda

  公开号：US20110190389A1

  公开（公告）日：2011-08-04

  Disclosed are novel oxylipins, referred to herein as docosanoids and eicosanoids, that are derived from C22 polyunsaturated fatty acids and from C20 polyunsaturated fatty acids, respectively, and methods of making and using such oxylipins. Also disclosed is the use of docosapentaenoic acid (C22:5n-6) (DPAn-6), docosapentaenoic acid (C22:5n-3) (DPAn-3), and docosatetraenoic acid (DTAn-6: C22:4n-6), docosatrienoic acid (C22:3n-3) (DTrAn-3), docosadienoic acid (C22:2n-6) (DDAn-6), eicosatrienoic acid (C20:3n-3) (ETrAn-3) eicosapentaenoic acid and arachidonic acid as substrates for the production of novel oxylipins, and to the oxylipins produced thereby. Also disclosed is the use of DPAn-6, DPAn-3, DTAn-6, and/or the oxylipins derived therefrom, and/or novel docosanoids derived from the structures of C22 fatty acids in therapeutic and nutritional or cosmetic applications, and particularly as anti-inflammatory or anti-neurodegenerative compounds. The invention also relates to novel ways of producing long chain polyunsaturated acid (LCPUF A)-rich oils and compositions that contain enhanced and effective amounts of LCPUF A-derived oxylipins, and particularly, docosanoids.
• [EN] SYNTHESIS OF RESOLVINS AND INTERMEDIATES, COMPOUNDS PREPARED THEREBY, AND USES THEREOF<br/>[FR] SYNTHÈSE DE RÉSOLVINES ET D'INTERMÉDIAIRES, COMPOSÉS PRÉPARÉS PAR CETTE SYNTHÈSE ET LEURS UTILISATIONS
  申请人：UNIV NEW JERSEY MED

  公开号：WO2008118457A2

  公开（公告）日：2008-10-02

  [EN] Methods are disclosed for the preparation of a new class of lipid mediators known as resolvins, with Resolvin D6 (4,17-dihydroxy-5E,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid) being exemplary. Also disclosed are methods for the efficient synthesis of key intermediates in the preparation of such resolvins, such as isotopically labeled ?-3 fatty acid metabolites, and derivatives and analogs thereof. The invention likewise extends to the intermediates so prepared, and to the resolvins prepared with their use.
  [FR] L'invention concerne des procédés de préparation d'une nouvelle classe de médiateurs lipides nommés résolvines, la résolvine D6 (acide 4,17-dihydroxy-5E,7Z,10Z,13Z,15E,19Z-docosahexaénoïque) en étant un exemple. L'invention concerne également des procédés efficaces de synthèse d'intermédiaires clés pour la préparation de telles résolvines, par exemple les métabolites d'acide gras ?-3 isotopiquement marqués et leurs dérivés et analogues. L'invention concerne également les intermédiaires ainsi préparés et les résolvines préparées en les utilisant.
• [EN] RESOLVINS: BIOTEMPLATES FOR THERAPEUTIC INTERVENTIONS<br/>[FR] LES RESOLVINES, DES GABARITS BIOLOGIQUES CONVENANT POUR DE NOUVELLES INTERVENTIONS THERAPEUTIQUES
  申请人：BRIGHAM & WOMENS HOSPITAL

  公开号：WO2004014835A3

  公开（公告）日：2004-04-15