(E,E,E)-2,4,7-undecatrienal | 76896-88-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E,E,E)-2,4,7-undecatrienal
• 英文别名: e,e,e-2,4,7-Undecatrienal；(2E,4E,7E)-undeca-2,4,7-trienal
• CAS: 76896-88-3
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: XBQJLOXWZAELOY-FAMOWBKMSA-N

物化性质

• 沸点：
  276.1±19.0 °C(Predicted)
• 密度：
  0.872±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E,E,E)-2,4,7-undecatrienal 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以22 mg的产率得到
  参考文献：
  名称：

  Inhibition of long chain fatty acyl-CoA synthetase (ACSL) and ischemia reperfusion injury

  摘要：

  Various triacsin C analogs, containing different alkenyl chains and carboxylic acid bioisoteres including 4-aminobenzoic acid, isothiazolidine dioxide, hydroxylamine, hydroxytriazene, and oxadiazolidine dione, were synthesized and their inhibitions of long chain fatty acyl-CoA synthetase (ACSL) were examined. Two methods, a cell-based assay of ACSL activity and an in situ [C-14]-palmitate incorporation into extractable lipids were used to study the inhibition. Using an in vivo leukocyte recruitment inhibition protocol, the translocation of one or more cell adhesion molecules from the cytoplasm to the plasma membrane on either the endothelium or leukocyte or both was inhibited by inhibitors 1, 9, and triacsin C. The results suggest that inhibition of ACSL may attenuate the vascular inflammatory component associated with ischemia reperfusion injury and lead to a decrease of infarct expansion. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.016
• 作为产物：
  描述：

  反式-2-已烯-1-醇 在 lithium aluminium tetrahydride 、 乙基溴化镁 、 copper(l) cyanide 、 草酸 、 三溴化磷 、 sodium hydride 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 二甲基亚砜 、 苯 为溶剂， 反应 41.5h， 生成 (E,E,E)-2,4,7-undecatrienal
  参考文献：
  名称：

  Novel triacsin C analogs as potential antivirals against rotavirus infections

  摘要：

  Recently our group has demonstrated that cellular triglyceride (TG) levels play an important role in rotavirus replication. In this study, we further examined the roles of the key enzymes for TG synthesis (lipogenesis) in the replication of rotaviruses by using inhibitors of fatty acid synthase, long chain fatty acid acyl-CoA synthetase (ACSL), and diacylglycerol acyltransferase and acyl-CoA:cholesterol acyltransferase in association with lipid droplets of which TG is a major component. Triacsin C, a natural ACSL inhibitor from Streptomyces aureofaciens, was found to be highly effective against rotavirus replication. Thus, novel triacsin C analogs were synthesized and evaluated for their efficacies against the replication of rotaviruses in cells. Many of the analogs significantly reduced rotavirus replication, and one analog (1e) was highly effective at a nanomolar concentration range (ED50 0.1 mu M) with a high therapeutic index in cell culture. Our results suggest a crucial role of lipid metabolism in rotavirus replication, and triacsin C and/or its analogs as potential therapeutic options for rotavirus infections. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.010

文献信息

• New triazene compound, process for the preparation thereof, and pharmaceutical composition comprising the same
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0015540A2

  公开（公告）日：1980-09-17

  A new triazene compound of the formula: wherein R is alkyl, alkenyl or aryl and its pharmaceutically acceptable salt, and processes for their preparation, and a pharmaceutical composition comprising as an effective ingredient, the above compound. '

  一种新的三嗪化合物，其式如下 式中 R 为烷基、烯基或芳基的新型三嗪化合物及其药学上可接受的盐，及其制备方法，以及包含上述化合物作为有效成分的药物组合物。'
• Structure and synthesis of a new hypotensive vasodilator isolated from
  作者：Hirokazu Tanaka、Keizo Yoshida、Yoshikuni Itoh、Hiroshi Imanaka

  DOI：10.1016/s0040-4039(01)81921-3

  日期：1981.1
• Bloch, R.; Abecassis, J., Synthetic Communications, 1985, vol. 15, # 11, p. 959 - 964
  作者：Bloch, R.、Abecassis, J.

  DOI：——

  日期：——
• YOSHIDA, KEIZO;TANAKA, HIROKAZU;OKAMOTO, MASANORI;IGUCHI, EIKO;KOHSAKA, M+
  作者：YOSHIDA, KEIZO、TANAKA, HIROKAZU、OKAMOTO, MASANORI、IGUCHI, EIKO、KOHSAKA, M+

  DOI：——

  日期：——
• US4297096A
  申请人：——

  公开号：US4297096A

  公开（公告）日：1981-10-27