8,11,14-二十碳三烯酸 | 34262-64-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 8,11,14-二十碳三烯酸
• 英文名称: 8,11,14-Eicosatriinsaeure
• 英文别名: 8,11,14-Eicosatriynoic Acid；icosa-8,11,14-triynoic acid
• CAS: 34262-64-1
• 化学式: C₂₀H₂₈O₂
• 分子量: 300.441
• InChiKey: QLLIWTBTVOPGCM-UHFFFAOYSA-N

物化性质

• 沸点：
  469.6±40.0 °C(Predicted)
• 密度：
  0.990±0.06 g/cm3(Predicted)
• 溶解度：
  乙醇中≤100mg/ml；DMSO中100mg/ml；二甲基甲酰胺中100mg/ml

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  8,11,14-二十碳三烯酸 生成 <5,6,8,9,12,14,15(n)-3H>PGD2
  参考文献：
  名称：

  SHEVCHENKO, V. P.;MYAGKOVA, G. I.;LAZURKINA, T. YU.;DYOMIN, P. M.;SHRAM, +, J. LABELL. COMPOUNDS AND RADIOPHARM., 27,(1989) N0, C. 1177-1193

  摘要：

  DOI：
• 作为产物：
  描述：

  1-bromo-2,5-undecadiyne 在 lithium hydroxide 、 copper(l) iodide 、 potassium carbonate 、 sodium iodide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 8,11,14-二十碳三烯酸
  参考文献：
  名称：

  Groza; Ivanov; Myagkova, Russian Journal of Bioorganic Chemistry, 1998, vol. 24, # 6, p. 401 - 404

  摘要：

  DOI：

文献信息

• [EN] COMPOSITIONS AND METHODS OF DELIVERY OF DEUBIQUITINASE INHIBITORS<br/>[FR] COMPOSITIONS ET MÉTHODES D'ADMINISTRATION D'INHIBITEURS DE DÉUBIQUITINASE
  申请人：PHARMAKEA INC

  公开号：WO2015183987A1

  公开（公告）日：2015-12-03

  Described herein are compositions comprising deubiquitinase inhibitors in combination with albumin, methods of making such compositions, and methods of using such compositions in the treatment of conditions, diseases, or disorders that would benefit from inhibition of deubiquitinase activity.

  本文描述了含有去泛素化酶抑制剂与白蛋白组合的组合物，制备这种组合物的方法，以及利用这种组合物治疗需要抑制去泛素化酶活性的病症、疾病或紊乱的方法。
• [EN] 4-((2-HYDROXY-3-METHOXYBENZYL)AMINO) BENZENESULFONAMIDE DERIVATIVES AS 12-LIPOXYGENASE INHIBITORS<br/>[FR] DÉRIVÉS DE 4-((2-HYDROXY-3-MÉTHOXYBENZYL)AMINO)BENZÈNESULFONAMIDE COMME INHIBITEUR DE LA 12-LIPOXYGÉNASE
  申请人：EASTERN VIRGINIA MED SCHOOL

  公开号：WO2015054662A1

  公开（公告）日：2015-04-16

  Human lipoxygenases (LOXs) are a family of iron-containing enzymes involved in catalyzing the oxidation of polyunsaturated fatty acids to provide the corresponding bioactive hydroxyeicosatetraenoic acid (HETE) metabolites. These eicosanoid signaling molecules are involved in a number of physiologic responses such as platelet aggregation, inflammation, and cell proliferation. Platelet-type 12-(S)-LOX (12-LOX) is of particular interest because of its demonstrated role in skin diseases, diabetes, platelet hemostasis, thrombosis, and cancer. Disclosed herein is the identification and medicinal chemistry optimization of a 4-((2-hydroxy-3- methoxybenzyl)amino)benzenesulfonamide-based scaffold. The compounds display nM potency against 12-LOX and excellent selectivity over related lipoxygenases and cyclooxygenases. In addition to possessing favorable ADME properties, the compounds also inhibit PAR-4 induced aggregation and calcium mobilization in human platelets, and reduce 12-HETE in mouse/human beta cells. The compounds can also be used in methods for treating or preventing a 12- lipoxygenase mediated disease or disorder.

  人类脂氧合酶（LOXs）是一类含铁酶的家族，参与催化多不饱和脂肪酸的氧化，提供相应的生物活性羟基二十碳四烯酸（HETE）代谢产物。这些花生四烯酸信号分子参与许多生理反应，如血小板聚集、炎症和细胞增殖。血小板型12-（S）-LOX（12-LOX）因其在皮肤疾病、糖尿病、血小板止血、血栓形成和癌症中的已知作用而特别引起关注。本文揭示了基于4-（（2-羟基-3-甲氧基苯基）氨基）苯磺酰胺骨架的鉴定和药物化学优化。这些化合物对12-LOX具有纳摩尔级的效力，并且对相关的脂氧合酶和环氧合酶具有良好的选择性。除了具有良好的ADME性质外，这些化合物还可以抑制PAR-4诱导的人类血小板聚集和钙离子动员，并减少小鼠/人类β细胞中的12-HETE。这些化合物还可以用于治疗或预防12-脂氧合酶介导的疾病或紊乱的方法。
• Functional associative coatings for nanoparticles
  申请人：Hainfeld James F.

  公开号：US20080089836A1

  公开（公告）日：2008-04-17

  Described herein are nanoparticles that are coated with a bilayer of molecules formed from surface binding molecules and amphiphatic molecules. The bilayer coating self assembles on the nanoparticles from readily available materials/molecules. The modular design of the bilayer coated nanoparticles provides a means for readily and efficiently optimizing the properties of the bilayer coated nanoparticle compositions. Also described herein are uses of such nanoparticles in medicine, laboratory techniques, industrial and commerical applications.

  本文描述了一种纳米颗粒，其表面涂覆有由表面结合分子和两亲分子形成的双层分子层。该双层涂层可以自组装在纳米颗粒上，使用易得的材料/分子。双层涂层纳米颗粒的模块化设计提供了一种方便和高效地优化其性质的方法。此外，本文还描述了这种纳米颗粒在医学、实验室技术、工业和商业应用中的用途。
• 4-((2-hydroxy-3-methoxybenzyl)amino)benzenesulfonamide derivatives as potent and selective inhibitors of 12-lipoxygenase
  申请人：Eastern Virginia Medical School

  公开号：US10266488B2

  公开（公告）日：2019-04-23

  Human lipoxygenases (LOXs) are a family of iron-containing enzymes involved in catalyzing the oxidation of polyunsaturated fatty acids to provide the corresponding bioactive hydroxyeicosatetraenoic acid (HETE) metabolites. These eicosanoid signaling molecules are involved in a number of physiologic responses such as platelet aggregation, inflammation, and cell proliferation. Platelet-type 12-(S)-LOX (12-LOX) is of particular interest because of its demonstrated role in skin diseases, diabetes, platelet hemostasis, thrombosis, and cancer. Disclosed herein is the identification and medicinal chemistry optimization of a 4-((2-hydroxy-3-methoxybenzyl)amino)benzenesulfonamide-based scaffold. The compounds display nM potency against 12-LOX and excellent selectivity over related lipoxygenases and cyclooxygenases. In addition to possessing favorable ADME properties, the compounds also inhibit PAR-4 induced aggregation and calcium mobilization in human platelets, and reduce 12-HETE in mouse/human beta cells. The compounds can also be used in methods for treating or preventing a 12-lipoxygenase mediated disease or disorder.

  人类脂氧合酶（LOXs）是一个含铁酶家族，参与催化多不饱和脂肪酸的氧化，以提供相应的具有生物活性的羟基二十碳四烯酸（HETE）代谢物。这些类二十碳烷烃信号分子参与了许多生理反应，如血小板聚集、炎症和细胞增殖。血小板型 12-(S)-LOX（12-LOX）尤其令人感兴趣，因为它在皮肤病、糖尿病、血小板止血、血栓形成和癌症中的作用已得到证实。本文公开了 4-((2-羟基-3-甲氧基苄基)氨基)苯磺酰胺基支架的鉴定和药物化学优化。这些化合物对 12-LOX 具有 nM 效能，对相关脂氧合酶和环氧合酶具有极佳的选择性。除了具有良好的 ADME 特性外，这些化合物还能抑制 PAR-4 诱导的人血小板聚集和钙动员，并减少小鼠/人 beta 细胞中的 12-HETE。这些化合物还可用于治疗或预防 12-脂氧合酶介导的疾病或紊乱。
• Tobacco having reduced nicotine and nitrosamines
  申请人：Conkling A. Mark

  公开号：US20050072047A1

  公开（公告）日：2005-04-07

  Aspects of the present invention concern tobacco having reduced nicotine and nitrosamines, which is used to manufacture consumer tobacco products, and methods to produce such tobacco. More specifically, embodiments include methods to reduce nicotine and nitrosamines in tobacco crops by applying auxin, auxin analogs, and jasmonate antagonists during the cultivation of such tobacco crops. Tobacco generated using said methods and consumer tobacco products obtained therefrom are also embodiments.

  本发明的各个方面涉及烟碱和亚硝胺含量降低的烟草（用于生产烟草消费品）以及生产这种烟草的方法。更具体地说，本发明的实施方案包括通过在烟草作物的种植过程中施用辅助素、辅助素类似物和茉莉酸拮抗剂来减少烟草作物中的烟碱和亚硝胺的方法。使用所述方法产生的烟草和由此获得的烟草消费品也是本发明的实施例。