5,8,11,14,17-eicosapentaenoic acid methyl ester | 1191-65-7

• 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: 5,8,11,14,17-eicosapentaenoic acid methyl ester
• 英文别名: methyl eicosa-5,8,11,14,17-pentaenoate；(5Z,8Z,11Z,14Z,17Z)-Methyl icosa-5,8,11,14,17-pentaenoate；methyl icosa-5,8,11,14,17-pentaenoate
• CAS: 1191-65-7
• 化学式: C₂₁H₃₂O₂
• 分子量: 316.484
• InChiKey: QWDCYFDDFPWISL-UHFFFAOYSA-N

物化性质

• 沸点：
  402.8±34.0 °C(Predicted)
• 密度：
  0.912±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  23
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,8,11,14,17-eicosapentaenoic acid methyl ester 、 C.I.酸性橙108 以 neat (no solvent) 为溶剂， 生成 eicosapentaenoyl ethanolamide
  参考文献：
  名称：

  脂肪酸-乙醇胺 (FA-EA) 衍生物对脂质积累和炎症的影响

  摘要：

  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。

  DOI：

  10.1002/lipd.12368
• 作为产物：
  描述：

  甲醇 、 5,8,11,14,17-二十碳五烯酸 在 硫酸 作用下， 反应 2.0h， 生成 5,8,11,14,17-eicosapentaenoic acid methyl ester
  参考文献：
  名称：

  Substrate Specificity and Regioselectivity of Δ12 and ω3 Fatty Acid Desaturases fromSaccharomyces kluyveri

  摘要：

  Δ12和ω3脂肪酸去饱和酶是多不饱和脂肪酸（PUFAs）合成中的关键酶，PUFAs是膜甘油脂的重要成分，也是许多生物中信号分子的前体。在这项研究中，我们确定了来自酿酒酵母（Saccharomyces kluyveri）的Δ12和ω3脂肪酸去饱和酶（Sk-FAD2和Sk-FAD3）底物特异性和区域选择性。通过在酿酒酵母（Saccharomyces cerevisiae）中的异源表达发现，Sk-FAD2将C16–20单不饱和脂肪酸转化为二不饱和脂肪酸，通过在ν+3位置引入第二个双键，而Sk-FAD3则识别C18和C20的ω3位置。此外，主要磷脂的脂肪酸分析表明，Sk-FAD2和Sk-FAD3对磷脂中脂肪酰基的脂质极性头部或sn-位点没有强的底物特异性。

  DOI：

  10.1271/bbb.80361

文献信息

• Molecule with anti-cancer activity
  申请人：OCEANS LTD.

  公开号：US10822322B2

  公开（公告）日：2020-11-03

  The present invention provides a new compound of formula (I): extracted from a seaweed, and its use for inhibiting the growth of cancer cells, as well as methods for its extraction and isolation.

  本发明提供了一种从海藻中提取的新的式(I)化合物，及其在抑制癌细胞生长方面的用途，以及提取和分离该化合物的方法。
• EP1047437A4
  申请人：——

  公开号：EP1047437A4

  公开（公告）日：2004-03-03
• SEA CUCUMBER CAROTENOID LIPID FRACTION PRODUCTS AND METHODS OF USE
  申请人：Collin, Peter Donald

  公开号：EP1047437A1

  公开（公告）日：2000-11-02
• NOVEL MOLECULE WITH ANTI-CANCER ACTIVITY
  申请人：Oceans Ltd.

  公开号：EP3405461B1

  公开（公告）日：2021-11-24
• 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.