(E)-(6S,7S)-6-Hydroxy-7-methoxymethoxy-nonadec-2-enoic acid ethyl ester | 676441-64-8

• 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: (E)-(6S,7S)-6-Hydroxy-7-methoxymethoxy-nonadec-2-enoic acid ethyl ester
• 英文别名: ethyl (E,6S,7S)-6-hydroxy-7-(methoxymethoxy)nonadec-2-enoate
• CAS: 676441-64-8
• 化学式: C₂₃H₄₄O₅
• 分子量: 400.599
• InChiKey: YOSKREQPGIZJJD-MRTXAKHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  28
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-(6S,7S)-6-Hydroxy-7-methoxymethoxy-nonadec-2-enoic acid ethyl ester 在 甲基磺酰胺 、 4-甲基苯磺酸吡啶 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 生成 (2S,3R,6S,7S)-6-(2-Ethoxy-ethoxy)-2,3-dihydroxy-7-methoxymethoxy-nonadecanoic acid ethyl ester
  参考文献：
  名称：

  Synthesis and mitochondrial complex I inhibition of dihydroxy-cohibin A, non-THF annonaceous acetogenin analogue

  摘要：

  To elucidate the inhibitory action of acetogenins, we synthesized an acetogenin derivative which possesses tetraol in place of the tetrahydrofuran ring and examined its inhibitory activity against bovine heart mitochondrial complex I. Our results indicate that these hydroxy groups are an essential structural factor though it is not effective as bis-THF hydroxy groups combination. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.057
• 作为产物：
  描述：

  (+)-muricatacin 在 sodium hydride 、 二异丁基氢化铝 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (E)-(6S,7S)-6-Hydroxy-7-methoxymethoxy-nonadec-2-enoic acid ethyl ester
  参考文献：
  名称：

  Synthesis and mitochondrial complex I inhibition of dihydroxy-cohibin A, non-THF annonaceous acetogenin analogue

  摘要：

  To elucidate the inhibitory action of acetogenins, we synthesized an acetogenin derivative which possesses tetraol in place of the tetrahydrofuran ring and examined its inhibitory activity against bovine heart mitochondrial complex I. Our results indicate that these hydroxy groups are an essential structural factor though it is not effective as bis-THF hydroxy groups combination. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.057

文献信息

• Synthesis and mitochondrial complex I inhibition of dihydroxy-cohibin A, non-THF annonaceous acetogenin analogue
  作者：Hiroyuki Konno、Naoki Hiura、Hidefumi Makabe、Masato Abe、Hideto Miyoshi

  DOI：10.1016/j.bmcl.2003.11.057

  日期：2004.2

  To elucidate the inhibitory action of acetogenins, we synthesized an acetogenin derivative which possesses tetraol in place of the tetrahydrofuran ring and examined its inhibitory activity against bovine heart mitochondrial complex I. Our results indicate that these hydroxy groups are an essential structural factor though it is not effective as bis-THF hydroxy groups combination. (C) 2003 Elsevier Ltd. All rights reserved.