benzyl (1S,4aR,4bR,7S,9aR,10S,10aR)-7-chloro-1-methyl-8-methylene-2,9,13-trioxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylate | 1064193-61-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: benzyl (1S,4aR,4bR,7S,9aR,10S,10aR)-7-chloro-1-methyl-8-methylene-2,9,13-trioxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylate
• CAS: 1064193-61-8
• 化学式: C₂₆H₂₃ClO₆
• 分子量: 466.918
• InChiKey: LQBNNGDJEKNEAW-PVRMIYJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  33.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  benzyl (1S,4aR,4bR,7S,9aR,10S,10aR)-7-chloro-1-methyl-8-methylene-2,9,13-trioxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylate 在 potassium fluoride 作用下， 以 乙腈 为溶剂， 以20%的产率得到benzyl (1S,4aR,4bR,7S,9aR,10S,10aR)-7-fluoro-1-methyl-8-methylene-2,9,13-trioxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylate
  参考文献：
  名称：

  Synthesis of gibberellin derivatives with anti-tumor bioactivities

  摘要：

  A series of gibberellin based molecules were designed and synthesized. Gibberellin derivatives bearing two alpha,beta-unsaturated ketone units showed strong anticancer activities in MTT assay towards a number of human cancer cell lines including HT29, A549, HepG2 and MKN28. The most potent gibberellin derivative (compound 10, IC50 = 2.9 mu M against HT29) inhibited completely the topoisomerase I activity at 8 mu g/ml. level. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.090
• 作为产物：
  描述：

  benzyl (1S,2S,4aR,4bR,7S,9R,9aR,10S,10aR)-2,7,9-trihydroxy-1-methyl-8-methylene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylate 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到benzyl (1S,4aR,4bR,7S,9aR,10S,10aR)-7-chloro-1-methyl-8-methylene-2,9,13-trioxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylate
  参考文献：
  名称：

  Synthesis of gibberellin derivatives with anti-tumor bioactivities

  摘要：

  A series of gibberellin based molecules were designed and synthesized. Gibberellin derivatives bearing two alpha,beta-unsaturated ketone units showed strong anticancer activities in MTT assay towards a number of human cancer cell lines including HT29, A549, HepG2 and MKN28. The most potent gibberellin derivative (compound 10, IC50 = 2.9 mu M against HT29) inhibited completely the topoisomerase I activity at 8 mu g/ml. level. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.090