(1S,3R,6S,7R,9S,11R,13S,15S,17R,19S)-7-(hydroxymethyl)-15-[(E)-4-hydroxy-3-methylbut-2-enyl]-2,8,12,16-tetraoxatetracyclo[9.8.0.03,9.013,17]nonadecane-6,19-diol | 1053257-79-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (1S,3R,6S,7R,9S,11R,13S,15S,17R,19S)-7-(hydroxymethyl)-15-[(E)-4-hydroxy-3-methylbut-2-enyl]-2,8,12,16-tetraoxatetracyclo[9.8.0.03,9.013,17]nonadecane-6,19-diol
• CAS: 1053257-79-6
• 化学式: C₂₁H₃₄O₈
• 分子量: 414.496
• InChiKey: QHPOKXATEQQGLH-AUEAPIRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  118
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (1S,3R,6S,7R,9S,11R,13S,15S,17R,19S)-7-(hydroxymethyl)-15-[(E)-4-hydroxy-3-methylbut-2-enyl]-2,8,12,16-tetraoxatetracyclo[9.8.0.03,9.013,17]nonadecane-6,19-diol 在 manganese(IV) oxide 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 以74%的产率得到(E)-4-[(1S,3R,6S,7R,9S,11R,13S,15S,17R,19S)-6,19-dihydroxy-7-(hydroxymethyl)-2,8,12,16-tetraoxatetracyclo[9.8.0.03,9.013,17]nonadecan-15-yl]-2-methylbut-2-enal
  参考文献：
  名称：

  Structure–activity relationship studies of gymnocin-A

  摘要：

  The structural elements required for cytotoxicity of gymnocin-A, a polycyclic ether isolated from the red tide-forming dinoflagellate, Karenia mikimotoi, were investigated by the total synthesis and evaluation of the structural analogues. The results of the structure-activity relationship studies indicated that the alpha,beta-unsaturated aldehyde functionality of the side chain as well as the molecular length were needed for exhibiting the cytotoxicity of gymnocin-A. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.081
• 作为产物：
  描述：

  在 三(二甲氨基)锍二氟三甲基硅酸 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (1S,3R,6S,7R,9S,11R,13S,15S,17R,19S)-7-(hydroxymethyl)-15-[(E)-4-hydroxy-3-methylbut-2-enyl]-2,8,12,16-tetraoxatetracyclo[9.8.0.03,9.013,17]nonadecane-6,19-diol
  参考文献：
  名称：

  Structure–activity relationship studies of gymnocin-A

  摘要：

  The structural elements required for cytotoxicity of gymnocin-A, a polycyclic ether isolated from the red tide-forming dinoflagellate, Karenia mikimotoi, were investigated by the total synthesis and evaluation of the structural analogues. The results of the structure-activity relationship studies indicated that the alpha,beta-unsaturated aldehyde functionality of the side chain as well as the molecular length were needed for exhibiting the cytotoxicity of gymnocin-A. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.081

文献信息

• Structure–activity relationship studies of gymnocin-A
  作者：Chihiro Tsukano、Makoto Sasaki

  DOI：10.1016/j.tetlet.2006.07.081

  日期：2006.9

  The structural elements required for cytotoxicity of gymnocin-A, a polycyclic ether isolated from the red tide-forming dinoflagellate, Karenia mikimotoi, were investigated by the total synthesis and evaluation of the structural analogues. The results of the structure-activity relationship studies indicated that the alpha,beta-unsaturated aldehyde functionality of the side chain as well as the molecular length were needed for exhibiting the cytotoxicity of gymnocin-A. (c) 2006 Elsevier Ltd. All rights reserved.