11-环丙基-1-十一烷醇 | 60129-12-6

• 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: 11-环丙基-1-十一烷醇
• 英文名称: 11-cyclopropyl-1-undecanol
• 英文别名: 11-Cyclopropylundecan-1-ol
• CAS: 60129-12-6
• 化学式: C₁₄H₂₈O
• 分子量: 212.376
• InChiKey: RDXGBMFPKSXXKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  11-环丙基-1-十一烷醇 在 重铬酸吡啶 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 生成 11-cyclopropylundecanoic acid methyl ester
  参考文献：
  名称：

  Enzymatic Desaturation of Fatty Acids:  Δ¹¹ Desaturase Activity on Cyclopropane Acid Probes

  摘要：

  The formation of methylenecyclopropanes by enzymatic desaturation of 11-cyclopropylundecanoic acid (1) and its disubstituted derivatives cis- and trans-3-5 has been investigated using the Delta(11) desaturase of Spodoptera littoralis as model enzyme. Gas chromatography coupled to mass spectrometry analyses of methanolyzed lipidic extracts from tissues incubated with each probe revealed that all the cyclopropyl fatty acids were transformed into the corresponding 11-cyclopropylidene acids, except for compound trans-5 (5b), which was not desaturated at C11. The formation of methylenecyclopropane 9 as the only reaction product from 1 indicates that a potential radical intermediate is too short-lived to allow rearrangement reactions. Information on the Delta(11) desaturase substrate binding domain is provided considering the cyclopropyl probes 3-5 as conformationally restricted analogues of the straight-chain substrates.

  DOI：

  10.1021/jo0267100
• 作为产物：
  描述：

  12-溴-1-十二烷醇 在 吡啶-N-氧化物 、 盐酸 、 正丁基锂 、 diethylzinc 、 碳酸氢钠 、 对甲苯磺酸 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 88.5h， 生成 11-环丙基-1-十一烷醇
  参考文献：
  名称：

  Enzymatic Desaturation of Fatty Acids:  Δ¹¹ Desaturase Activity on Cyclopropane Acid Probes

  摘要：

  The formation of methylenecyclopropanes by enzymatic desaturation of 11-cyclopropylundecanoic acid (1) and its disubstituted derivatives cis- and trans-3-5 has been investigated using the Delta(11) desaturase of Spodoptera littoralis as model enzyme. Gas chromatography coupled to mass spectrometry analyses of methanolyzed lipidic extracts from tissues incubated with each probe revealed that all the cyclopropyl fatty acids were transformed into the corresponding 11-cyclopropylidene acids, except for compound trans-5 (5b), which was not desaturated at C11. The formation of methylenecyclopropane 9 as the only reaction product from 1 indicates that a potential radical intermediate is too short-lived to allow rearrangement reactions. Information on the Delta(11) desaturase substrate binding domain is provided considering the cyclopropyl probes 3-5 as conformationally restricted analogues of the straight-chain substrates.

  DOI：

  10.1021/jo0267100

文献信息

• MITIGATION OF ELEMENTAL SULFUR DEPOSITION DURING PRODUCTION OF HYDROCARBON GASES
  申请人：BP Corporation North America Inc.

  公开号：EP2297269A1

  公开（公告）日：2011-03-23
• CARBOXY-CYCLOPROPYL UNDECANOL COMPOUNDS FOR TREATMENT OF LIVER DISEASE AND OTHER MEDICAL DISORDERS
  申请人：Esperion Therapeutics, Inc.

  公开号：EP3119388A1

  公开（公告）日：2017-01-25
• US3948961A
  申请人：——

  公开号：US3948961A

  公开（公告）日：1976-04-06
• US3966969A
  申请人：——

  公开号：US3966969A

  公开（公告）日：1976-06-29
• US4014922A
  申请人：——

  公开号：US4014922A

  公开（公告）日：1977-03-29