methyl 2-((2R,6R,8S,8aR)-6-hydroxy-8,8a-dimethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)acrylate | 1192042-49-1

• 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: methyl 2-((2R,6R,8S,8aR)-6-hydroxy-8,8a-dimethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)acrylate
• 英文别名: methyl 2-[(2R,6R,8S,8aR)-6-hydroxy-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enoate
• CAS: 1192042-49-1
• 化学式: C₁₆H₂₄O₃
• 分子量: 264.365
• InChiKey: SBDFHVASHOFFJD-UOJODKQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 2-((2R,8S,8aR)-8,8a-dimethyl-6-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)acrylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.42h， 以83%的产率得到methyl 2-((2R,6R,8S,8aR)-6-hydroxy-8,8a-dimethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)acrylate
  参考文献：
  名称：

  Tessaric acid derivatives induce G2/M cell cycle arrest in human solid tumor cell lines

  摘要：

  A series of analogs were synthesized in a straightforward manner from naturally available sesquiterpenes ilicic acid and tessaric acid. The in vitro antiproliferative activities were examined in the human solid tumor cell lines A2780, HBL-100, HeLa, SW1573, T-47D and WiDr. The most potent analog induced considerably growth inhibition in the range 1.9-4.5 mu M. Cell cycle studies for tessaric acid derivatives indicated a prominent arrest of the cell cycle at the G(2)/M phase. Damage to the cells was permanent as determine by the so called 24+24 drug schedule. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.053