顺式-4,7,10,13,16,19-二十二碳六烯酸甲酯 | 301-01-9

• 物质功能分类: 分析化学 - 标准品 - 化学
• 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: 顺式-4,7,10,13,16,19-二十二碳六烯酸甲酯
• 中文别名: 二十二碳六烯酸甲酯；顺-4,7,10,13,16,19-二十二碳六稀酸甲酯；顺-4,7,10,13,16,19-二十二碳六烯酸甲酯；顺-4,7,1,13,16,19-二十二碳六稀酸甲酯
• 英文名称: 4,7,10,13,16,19-docosahexaenoic acid methyl ester
• 英文别名: methyl docosahexaenoate；Methyl 4,7,10,13,16,19-docosahexaenoate；methyl docosa-4,7,10,13,16,19-hexaenoate
• CAS: 301-01-9
• 化学式: C₂₃H₃₄O₂
• 分子量: 342.522
• InChiKey: VCDLWFYODNTQOT-UHFFFAOYSA-N

物化性质

• 沸点：
  429.9±24.0 °C(Predicted)
• 密度：
  0.921 g/mL at 25 °C(lit.)
• 闪点：
  93 °C
• 溶解度：
  可溶于氯仿（少量）、乙酸乙酯（少量）
• 稳定性/保质期：
  如果按照规格正确使用和存储，则不会发生分解，也不存在已知的危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  25
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn,F,N
• 安全说明：
  S23
• 危险类别码：
  R67,R38,R50/53,R11,R65
• WGK Germany：
  3
• 储存条件：
  密封保存，并在-20°C下储存。

反应信息

• 作为反应物：
  描述：

  四氢吡咯 、 顺式-4,7,10,13,16,19-二十二碳六烯酸甲酯 在 溶剂黄146 作用下， 反应 2.0h， 生成
  参考文献：
  名称：

  沙丁鱼油中的二十碳五烯酸通过色谱法富集。

  摘要：

  在不同温度（2、4和6摄氏度）和尿素/脂肪酸比（2：1、3：1和4：1）下，使用甲醇通过尿素分馏浓缩源自化学水解沙丁鱼油的二十碳五烯酸（EPA） w / w），并通过中和氧化铝柱色谱法纯化。通过气-液相色谱法和作为FAME和N-酰基吡咯烷化物的气相色谱-质谱法确定了各个脂肪酸的脂肪酸甲酯（FAME）。在FAME的质量裂解模式中，基峰被指定为通过McLafferty重排获得的1-甲氧基乙烯醇部分（m / z = 74）。在FAME-PUFA中，在具有四个或更多双键的脂肪酸中形成了环状对yl离子（m / z = 91）。N-酰基吡咯烷化物的基峰是McLafferty重排离子，1-（吡咯烷-1-基）乙烯醇（m / z = 113）。在4摄氏度的结晶温度下，尿素/脂肪酸比例为4：1（w / w）时，EPA的最高浓度为47.78％，收率为93.74％。通过尿素络合将饱和脂肪酸和较少不饱和脂肪酸络合后

  DOI：

  10.1021/jf071407r

文献信息

• Effects of fatty acid‐ethanol amine ( <scp>FA‐EA</scp> ) derivatives on lipid accumulation and inflammation
  作者：Mengyu Li、Xiaoqing Huang、Mengxian Huang、Wenhui Jin、Zhuan Hong、Yucang Zhang、Hua Fang、Weizhu Chen

  DOI：10.1002/lipd.12368

  日期：——

  This study aimed to investigate the effect of fatty acid-ethanol amine (FA-EA) derivatives (L1–L10) on the mitigation of intracellular lipid accumulation and downregulation of pro-inflammatory cytokines in vitro. First, the series of FA-EA derivatives were synthesized and characterized. Then, their cytotoxic, intracellular lipid accumulation and inhibition of pro-inflammatory cytokines were evaluated

  本研究旨在研究脂肪酸-乙醇胺 (FA-EA) 衍生物 ( L1 – L10 ) 对减轻细胞内脂质积累和体外促炎细胞因子下调的影响。首先，合成并表征了 FA-EA 系列衍生物。然后，评估了它们的细胞毒性、细胞内脂质积累和促炎细胞因子的抑制作用。油红O染色实验表明，供试化合物L4、L6、L8、L9、L10可以减少由棕榈酸 (PA) 诱导的细胞内脂质积累。此外，ω-3/ω-6 PUFA-EA 衍生物对脂多糖 (LPS) 刺激的 RAW 264.7 细胞中促炎细胞因子的产生显示出抑制作用。10 μM浓度的ω-3/ω-6 PUFA-EA衍生物可显着降低IL-6、IL-1β和TNF-α的mRNA水平，抑制NO产生，减轻IL-1β蛋白表达。脂多糖 (LPS) 刺激的 RAW 264.7 细胞。这些数据表明，ω-3 PUFA-EA 衍生物可有益于进一步药物开发，以治疗肥胖等慢性低度炎症疾病。
• Enzymatic synthesis of N-acylethanolamines: direct method for the aminolysis of esters
  作者：Kyle M. Whitten、Alexandros Makriyannis、Subramanian K. Vadivel

  DOI：10.1016/j.tetlet.2012.08.042

  日期：2012.10

  Immobilized Candida antarctic (Novozyme 435) catalyzed synthesis of N-acylethanolamines is described. Treatment of methyl esters with lipase and amines yielded the desired amides within 2-24 h with yields ranging from 41% to 98%. (C) 2012 Elsevier Ltd. All rights reserved.
• MEANS AND METHODS FOR ANALYZING A SAMPLE BY MEANS OF CHROMATOGRAPHY-MASS SPECTROMETRY
  申请人：Metanomics GmbH

  公开号：EP1910959A1

  公开（公告）日：2008-04-16
• Means and Methods for Analyzing a Sample by Means of Chromatography-Mass Spectrometry
  申请人：Walk Tilmann B.

  公开号：US20080234945A1

  公开（公告）日：2008-09-25

  The present invention relates to a method for analyzing at least one test sample, wherein said test sample comprises at least one compound, said method comprising the steps of: a) providing at least one test sample comprising at least one compound; b) determining said at least one compound in said test sample whereby raw results are generated; and c) analyzing the raw results obtained in step b), wherein the analysis of said at least one test sample is accompanied by an analysis of at least one reference sample; and wherein the test sample and the reference sample are analyzed in an identical sequence in each step of the method. Moreover, the present invention further encompasses a system for carrying out said method comprising operatively linked to each other: (a) means for determining a compound; (b) means for monitoring process parameters, (c) means for analyzing raw results obtained from the means according to (a), wherein said means for analyzing raw results comprise: (i) a first database comprising raw results received from the means according to (a); (ii) a second database comprising monitored process parameters received from the means according to (b); (iii) a third database comprising rules for evaluating the raw results; and (iv) a fourth database comprising allocated results of identified compounds; wherein at least the second, third and fourth database are operatively linked to the first database.
• METHOD FOR THE SYNTHESIS OF DHA
  申请人：Khan Mohamed Amin

  公开号：US20140012024A1

  公开（公告）日：2014-01-09

  A method for preparing docosahexaenoic acid (DHA). The method comprises coupling a compound represented by Formula I with a compound represented by Formula II followed by partial hydrogenation to obtain a compound represented by Formula III. The compound represented by Formula III acts as a DHA precursor and thus can be hydrolysed to obtain DHA. Novel starting materials represented by Formula I and Formula II, and synthetic routes for preparing the same are also provided.