(3R,3aS,6S,6aR,7R,9aS,9bR)-6a-hydroxy-7-(2-hydroxyethoxy)-3-(2-hydroxyethoxymethyl)-6,9a-dimethyl-3,3a,4,5,6,7,8,9b-octahydroazuleno[8,7-b]furan-2,9-dione | 1186473-34-6

• 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: (3R,3aS,6S,6aR,7R,9aS,9bR)-6a-hydroxy-7-(2-hydroxyethoxy)-3-(2-hydroxyethoxymethyl)-6,9a-dimethyl-3,3a,4,5,6,7,8,9b-octahydroazuleno[8,7-b]furan-2,9-dione
• CAS: 1186473-34-6
• 化学式: C₁₉H₃₀O₈
• 分子量: 386.442
• InChiKey: IWCWTTSEGXUOMM-GWZWEWNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  银胶菊宁 、 乙二醇 在 三乙胺 作用下， 以30%的产率得到(3aS,6S,6aR,7R,9aS,9bR)-6a-hydroxy-7-(2-hydroxyethoxy)-6,9a-dimethyl-3-methylidene-4,5,6,7,8,9b-hexahydro-3aH-azuleno[8,7-b]furan-2,9-dione
  参考文献：
  名称：

  Structure–activity relationship (SAR) of parthenin analogues with pro-apoptotic activity: Development of novel anti-cancer leads

  摘要：

  Analogues of parthenin were synthesized by substitutions at different reaction centres to establish a structure-activity relationship (SAR). Some of the molecules have displayed significant cytotoxicity in human cervical carcinoma (HeLa) and human myeloid leukemia (HL-60) cells. A few of the compounds also induced apoptosis in HL-60 cells measured in terms of sub-Go/G1 DNA fraction. Also one of the lead molecules has been shown to be the inhibitor of both telomerase and topoisomerase-II. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.089

文献信息

• Structure–activity relationship (SAR) of parthenin analogues with pro-apoptotic activity: Development of novel anti-cancer leads
  作者：Bhahwal Ali Shah、Rajbir Kaur、Pankaj Gupta、Ajay Kumar、Vijay Kumar Sethi、Samar Singh Andotra、Jaswant Singh、Ajit Kumar Saxena、Subhash Chandra Taneja

  DOI：10.1016/j.bmcl.2009.05.089

  日期：2009.8

  Analogues of parthenin were synthesized by substitutions at different reaction centres to establish a structure-activity relationship (SAR). Some of the molecules have displayed significant cytotoxicity in human cervical carcinoma (HeLa) and human myeloid leukemia (HL-60) cells. A few of the compounds also induced apoptosis in HL-60 cells measured in terms of sub-Go/G1 DNA fraction. Also one of the lead molecules has been shown to be the inhibitor of both telomerase and topoisomerase-II. (C) 2009 Elsevier Ltd. All rights reserved.