(11Z)-11-十六碳烯酸 | 2416-20-8

• 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: (11Z)-11-十六碳烯酸
• 中文别名: 顺式-11-十六碳二烯酸
• 英文名称: (11Z)-hexadec-11-enoic acid
• 英文别名: (Z)-hexadecen-11-oic acid；(Z)-11-Hexadecenoic acid；cis-11-hexadecenoic acid；hexadecenoic acid, Z-11-；(Z)-11-Hexadecensaeure；Z-11-hexadecenoic acid；(Z)-hexadec-11-enoic acid
• CAS: 2416-20-8
• 化学式: C₁₆H₃₀O₂
• 分子量: 254.413
• InChiKey: JGMYDQCXGIMHLL-WAYWQWQTSA-N

物化性质

• 沸点：
  140 °C(Press: 0.015 Torr)
• 密度：
  0.905±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）
• LogP：
  6.640 (est)
• 保留指数：
  1953;1953;1915

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  18
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916190090

反应信息

• 作为反应物：
  描述：

  (11Z)-11-十六碳烯酸 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 5.0h， 以96%的产率得到顺式-11-十六烯-1-醇
  参考文献：
  名称：

  Singh; Misra, Journal of the Indian Chemical Society, 1990, vol. 67, # 7, p. 565 - 567

  摘要：

  DOI：
• 作为产物：
  描述：

  10-溴癸酸 在 sodium phosphinate 、 水 、 sodium hexamethyldisilazane 、 乙酰氯 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 29.0h， 生成 (11Z)-11-十六碳烯酸
  参考文献：
  名称：

  Synthesis and Characterization of Novel Acyl-Glycine Inhibitors of GlyT2

  摘要：

  It has been demonstrated previously that the endogenous compound N-arachidonyl-glycine inhibits the glycine transporter GlyT2, stimulates glycinergic neurotransmission, and provides analgesia in animal models of neuropathic and inflammatory pain. However, it is a relatively weak inhibitor with an IC50, of 9 mu M and is subject to oxidation via cyclooxygenase, limiting its therapeutic value. In this paper we describe the synthesis and testing of a novel series of monounsaturated C18 and C16 acyl-glycine molecules as inhibitors of the glycine transporter GIyT2. We demonstrate that they are up to 28 fold more potent that N-arachidonyl-glycine with no activity at the closely related GlyT1 transporter at concentrations up to 30 mu M. This novel class of compounds show considerable promise as a first generation of GIyT2 transport inhibitors.

  DOI：

  10.1021/acschemneuro.7b00105

文献信息

• Dissociation of proton-bound complexes reveals geometry and arrangement of double bonds in unsaturated lipids
  作者：Huong T. Pham、Matthew B. Prendergast、Christopher W. Dunstan、Adam J. Trevitt、Todd W. Mitchell、Ryan R. Julian、Stephen J. Blanksby

  DOI：10.1016/j.ijms.2015.07.006

  日期：2015.11

  (i.e., cis and trans). In this study, CID performed on proton-bound complexes of fatty acid methyl esters and iodoaniline (and related reagents) reveals unusual fragmentation patterns. CID products are shown to result from proton transfer and are associated with specific structures of the unsaturated lipids. Notably, CID of these complexes can not only distinguish cis- and trans-fatty acid methyl esters

  不饱和脂质中的双键位置和立体化学会对生物学特性和活性产生深远的影响，但通过质谱法确定这些特征通常具有挑战性。脂质鉴定的传统技术依赖于碰撞诱导解离 (CID)，并且通常无法区分脂质异构体，尤其是那些涉及双键位置和几何形状（即顺式和反式）的异构体。在这项研究中，对脂肪酸甲酯和碘苯胺（及相关试剂）的质子结合复合物进行的 CID 揭示了不寻常的碎片模式。CID 产物被证明是由质子转移产生的，并且与不饱和脂质的特定结构有关。值得注意的是，这些复合物的 CID 不仅可以区分顺式和反式脂肪酸甲酯，但也区分共轭双键排列与非共轭类似物。在此，通过稳定同位素标记研究了支持这种独特 CID 行为的机制，并建议涉及卡宾和自由基中间体。
• [EN] NOVEL GLYCINE TRANSPORT INHIBITORS FOR THE TREATMENT OF PAIN<br/>[FR] NOUVEAUX INHIBITEURS DE TRANSPORT DE GLYCINE POUR LE TRAITEMENT DE LA DOULEUR
  申请人：UNIV SYDNEY

  公开号：WO2018132876A1

  公开（公告）日：2018-07-26

  The present invention relates to novel glycine transport inhibitor compounds and their use for treating pain.

  本发明涉及新型甘氨酸转运抑制剂化合物及其用于治疗疼痛的用途。
• Reactive pheromone mimics for insect mating disruption
  申请人：The Research Foundation of State University of New York

  公开号：US04544504A1

  公开（公告）日：1985-10-01

  It has been found that the acyl fluorides corresponding to aldehydes which have a sex attractant effect upon certain insects, in particular but not limited to those of the genus Lepidoptera, cause occurrence of the hyperagonist effects in males of the appropriate species wherein the claspers and genitalia were extended irreversibly and the upwind flight towards pheromone sources is disturbed by rapid out-of-plume motions. This effect is most useful in disruption of mating patterns. There are also provided certain novel acyl fluorides having the foregoing properties.

  已经发现，对于具有性引诱效应的醛类化合物，尤其是某些鳞翅目昆虫，相应的酰氟化合物会导致适当物种雄性出现超激素效应，其中爪和生殖器被不可逆地延伸，向上飞行到信息素源的逆风飞行受到快速的异常运动的干扰。这种效应最有用于破坏交配模式。还提供了一些具有上述特性的新型酰氟化合物。
• METHOD OF CONTROLLING RYANODINE-MODULATOR INSECTICIDE RESISTANT INSECTS
  申请人：BASF SE

  公开号：US20150237858A1

  公开（公告）日：2015-08-27

  The present invention relates to a method of controlling insects, especially from the order Lepidoptera, Coleoptera or Diptera, that are resistant to ryanodine-modulator insecticides, especially chlorantraniliprole and cyantraniliprole, using anthranilamide compounds of formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and k are as defined in the description; and their mixtures.

  本发明涉及一种控制昆虫的方法，特别是对于抗拒瑞氏受体调节剂杀虫剂，特别是氯氰菊酯和氰氰菊酯，的鳞翅目、鞘翅目或双翅目昆虫，使用式（I）的蒽酰胺类化合物的方法，其中R1、R2、R3、R4、R5、R6、R7和k如描述中所定义；以及它们的混合物。
• USE OF N-THIO-ANTHRANILAMIDE COMPOUNDS ON CULTIVATED PLANTS
  申请人：BASF SE

  公开号：US20150250174A1

  公开（公告）日：2015-09-10

  The present invention relates to agricultural methods for controlling pests and/or increasing the plant health of a cultivated plant with at least one modification, using anthranilamide compounds of formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and k are as defined in the description; and their mixtures.

  本发明涉及使用式(I)中的蒽酰胺化合物及其混合物来控制害虫和/或增加栽培植物的健康状态的农业方法，其中式中R1、R2、R3、R4、R5、R6、R7和k如描述中所定义。