(Z)-6-tetradecen-1-ol | 68760-63-4

• 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: (Z)-6-tetradecen-1-ol
• 英文别名: tetradec-6c-en-1-ol；(Z)-tetradec-6-en-1-ol
• CAS: 68760-63-4
• 化学式: C₁₄H₂₈O
• 分子量: 212.376
• InChiKey: MVQIAKPRNQLLOQ-HJWRWDBZSA-N

物化性质

• 沸点：
  89-90 °C(Press: 1e-6 Torr)
• 密度：
  0.846±0.06 g/cm3(Predicted)
• 保留指数：
  1649.8

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z)-6-tetradecen-1-ol 在 四丁基氟化铵 、 碘 、 sodium hexamethyldisilazane 、 三苯基膦 作用下， 以 四氢呋喃 、 甲苯 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of long-chain fatty acid derivatives as a novel anti-Alzheimer’s agent

  摘要：

  In order to develop new drugs for Alzheimer's disease, we prepared 17 fatty acid derivatives with different chain lengths and different numbers and positions of double bonds by using Wittig reaction and stereospecific hydrogenation of triple bonds as key reactions. Among them, (4Z,15Z)-octadecadienoic acid (10) and (23Z,34Z)-heptatriacontadienoic acid (16) showed the most potent neurite outgrowth activities on A beta(25-35)-treated rat cortical neurons, which activities were comparable to that of a positive control, NGF. Both fatty acids 10 and 16 possess two (Z)-double bonds at the n-3 and n-14 positions, which might be important for the neurite outgrowth activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.008
• 作为产物：
  描述：

  6-溴正己醇 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 (Z)-6-tetradecen-1-ol
  参考文献：
  名称：

  Synthesis of long-chain fatty acid derivatives as a novel anti-Alzheimer’s agent

  摘要：

  In order to develop new drugs for Alzheimer's disease, we prepared 17 fatty acid derivatives with different chain lengths and different numbers and positions of double bonds by using Wittig reaction and stereospecific hydrogenation of triple bonds as key reactions. Among them, (4Z,15Z)-octadecadienoic acid (10) and (23Z,34Z)-heptatriacontadienoic acid (16) showed the most potent neurite outgrowth activities on A beta(25-35)-treated rat cortical neurons, which activities were comparable to that of a positive control, NGF. Both fatty acids 10 and 16 possess two (Z)-double bonds at the n-3 and n-14 positions, which might be important for the neurite outgrowth activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.008

文献信息

• Sulfur-containing phospholipid derivatives
  申请人：Miller David Andrew

  公开号：US20060105987A1

  公开（公告）日：2006-05-18

  The present invention provides a lipid compound comprising at least one non-polar moiety and a polar moiety, wherein each or at least one non-polar moiety is of the formula X—Y-Z-, wherein X is a hydrocarbyl chain, Y is selected from at least one of S, Se, SO 2 , SO, and O, and Z is an optional hydrocarbyl group, wherein the polar moiety is of the formula —[C(O)] m PHG, wherein PHG is a polar head group, and wherein m is the number of non-polar moieties.

  本发明提供了一种脂质化合物，包含至少一个非极性基团和一个极性基团，其中每个或至少一个非极性基团的化学式为X-Y-Z-，其中X为烃基链，Y选择至少包括S、Se、SO2、SO和O中的一个，Z为可选的烃基团，极性基团的化学式为—[C(O)]mPHG，其中PHG为极性头基团，m为非极性基团的数量。
• SULFUR-CONTAINING PHOSPHOLIPID DERIVATIVES
  申请人：MILLER Andrew David

  公开号：US20120264966A1

  公开（公告）日：2012-10-18

  The present invention provides a lipid compound comprising at least one non-polar moiety and a polar moiety, wherein each or at least one non-polar moiety is of the formula X—Y—Z, wherein X is a hydrocarbyl chain, Y is selected from at least one of S, Se, SO 2 , SO, and O, and Z is an optional hydrocarbyl group, wherein the polar moiety is of the formula —[C(O)] m PHG, wherein PHG is a polar head group, and wherein m is the number of non-polar moieties.

  本发明提供了一种脂质化合物，其包括至少一个非极性基团和一个极性基团，其中每个或至少一个非极性基团的公式为X-Y-Z，其中X是一个烃基链，Y选择至少一个S、Se、SO2、SO和O，Z是一个可选的烃基团，极性基团的公式为-[C（O）]mPHG，其中PHG是极性头基团，m是非极性基团的数量。
• ω-Hydroxyalkyl-phosphonium salts as “instant-ylid” components : extremely convenient and highly cis-selective synthesis of alkenol-type pheromones
  作者：Bruno Schaub、Gottfried Blaser、M. Schlosser

  DOI：10.1016/s0040-4039(01)80804-2

  日期：——
• ——
  作者：J. STEVEN McELFRESH、JOCELYN G. MILLAR、DANIEL RUBINOFF

  DOI：10.1023/a:1010310204552

  日期：——

  The Iepidopteran genus Saturnia has three representatives in North America, S. walterorum, S.mendocino, and S. albofasciata. (E4,Z9)-Tetradecadienal (E4,Z9-14 : Ald) was identified as a sex pheromone component for all three species by combinations of coupled gas chromatography-electroantennogram detection (GC-EAD), GC-mass spectrometry (MS), and field trials. In field trials, all three species were strongly attracted to (E4,Z9-14 : Ald) as a single component. Small amounts of (Z)-9-tetradecenal (Z9-14: Ald) also were found in extracts of all three species, but blends of this compound with E4,Z9-14 : Aid were no more attractive to male moths than E4,Z9-14 : Aid alone. Extracts of pheromone glands of female S. walterorum occasionally contained a third, trace compound eliciting responses from male antennae in GC-EAD experiments, but this compound was not identified. It is suggested that the three species can use the same, single component as a sex attractant because the flight period of S. albofasciata (Fall) is different than that of the other two species (spring), whereas the geographic distributions of S. mendocino and S. walterorum overlap over only small portions of their ranges. Furthermore, the latter two species readily hybridize, so there may be minimal fitness cost to cross-attraction.
• US8178713B2
  申请人：——

  公开号：US8178713B2

  公开（公告）日：2012-05-15