(E,E,E)-11-hydroxmethyl-3,7,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol | 64849-48-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E,E,E)-11-hydroxmethyl-3,7,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol
• 英文别名: (E,E,Z)-11-hydroxymethyl-3,7,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol；11-Hydroxymethyl-3,7,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol；(2Z,6E,10E)-6,10-dimethyl-2-(4-methylpent-3-enyl)dodeca-2,6,10-triene-1,12-diol
• CAS: 64849-48-5
• 化学式: C₂₀H₃₄O₂
• 分子量: 306.489
• InChiKey: DLCKTKWYXKQGTD-BBSKQTOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E,E,E)-11-hydroxmethyl-3,7,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol 、 3,5-二硝基苯甲酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以313 mg的产率得到
  参考文献：
  名称：

  来自 Croton kerrii 的无环二萜

  摘要：

  摘要巴豆 kerrii ; 大戟科；无环二萜；抗利血平溃疡; (E,E,Z)-11-羟甲基-3,7,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol; ( E,E,E )-11-formyl-3,7,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol。

  DOI：

  10.1016/s0031-9422(00)82228-1
• 作为产物：
  描述：

  4-甲基-1，3-戊二烯 在 9-borabicyclo[3.3.1]nonane dimer 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 9.5h， 生成 (E,E,E)-11-hydroxmethyl-3,7,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol
  参考文献：
  名称：

  Synthesis of Plaunotol Derivatives and their Antibacterial Activities against Helicobacter pylori

  摘要：

  Plaunotol, a known antiulcer drug, has antibacterial activities against Helicobacter pylori. Plaunotol thiourea derivatives 2-4 and diol derivatives 6-10 were designed in search For a compound with high amtobacteroa; activities. Thiourea derivatives 2-4 were synthesized regioselectively using our effective synthetic route for plaunotol (1), and diol derivatives 6 10 were also synthesized. Their antibacterial activities against H. pylori are described and we found that the most potent antibacterial agent was Cl-thiourea derivative 2c. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00080-3

文献信息

• JPH10231239A
  申请人：——

  公开号：JPH10231239A

  公开（公告）日：1998-09-02
• US4059641A
  申请人：——

  公开号：US4059641A

  公开（公告）日：1977-11-22
• US4192953A
  申请人：——

  公开号：US4192953A

  公开（公告）日：1980-03-11
• US4260551A
  申请人：——

  公开号：US4260551A

  公开（公告）日：1981-04-07
• Synthesis of Plaunotol Derivatives and their Antibacterial Activities against Helicobacter pylori
  作者：Keiko Tago、Emiko Minami、Kayoko Masuda、Toshiyuki Akiyama、Hiroshi Kogen

  DOI：10.1016/s0968-0896(01)00080-3

  日期：2001.7

  Plaunotol, a known antiulcer drug, has antibacterial activities against Helicobacter pylori. Plaunotol thiourea derivatives 2-4 and diol derivatives 6-10 were designed in search For a compound with high amtobacteroa; activities. Thiourea derivatives 2-4 were synthesized regioselectively using our effective synthetic route for plaunotol (1), and diol derivatives 6 10 were also synthesized. Their antibacterial activities against H. pylori are described and we found that the most potent antibacterial agent was Cl-thiourea derivative 2c. (C) 2001 Elsevier Science Ltd. All rights reserved.