[(9R,10R)-13-bromo-3,4,5,14,15,16-hexamethoxy-9,10-dimethyl-9-tricyclo[10.4.0.02,7]hexadeca-1(12),2,4,6,13,15-hexaenyl] acetate | 1250256-93-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: [(9R,10R)-13-bromo-3,4,5,14,15,16-hexamethoxy-9,10-dimethyl-9-tricyclo[10.4.0.02,7]hexadeca-1(12),2,4,6,13,15-hexaenyl] acetate
• CAS: 1250256-93-9
• 化学式: C₂₆H₃₃BrO₈
• 分子量: 553.447
• InChiKey: ULYMGQWVZJJMKL-ZBSNKRKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(9R,10R)-13-bromo-3,4,5,14,15,16-hexamethoxy-9,10-dimethyl-9-tricyclo[10.4.0.02,7]hexadeca-1(12),2,4,6,13,15-hexaenyl] acetate 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以56%的产率得到(9R,10R)-13-bromo-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(12),2,4,6,13,15-hexaen-9-ol
  参考文献：
  名称：

  Synthesis and MDR inhibitory activity evaluation of derivatives of schizandrin A

  摘要：

  Eighteen schizandrin A derivatives, possessing an acyl group at 7-OH and/or halogen(s) at C-4 and C-11, were designed and synthesized for evaluation of their in vitro ability to inhibit multidrug resistance (MDR). They exhibit weak ability to restore the intracellular Rhodamine 123 in human hepatocarcinoma MDR cell lines Bel7402 and HCT8 relative to the reference drug verapamil.

  DOI：

  10.1080/10286020.2010.484387
• 作为产物：
  描述：

  [(9R,10R)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyl-9-tricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaenyl] acetate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 溶剂黄146 为溶剂， 反应 0.25h， 以37%的产率得到[(9R,10R)-6-bromo-3,4,5,14,15,16-hexamethoxy-9,10-dimethyl-9-tricyclo[10.4.0.02,7]hexadeca-1(16),2(7),3,5,12,14-hexaenyl] acetate
  参考文献：
  名称：

  Synthesis and MDR inhibitory activity evaluation of derivatives of schizandrin A

  摘要：

  Eighteen schizandrin A derivatives, possessing an acyl group at 7-OH and/or halogen(s) at C-4 and C-11, were designed and synthesized for evaluation of their in vitro ability to inhibit multidrug resistance (MDR). They exhibit weak ability to restore the intracellular Rhodamine 123 in human hepatocarcinoma MDR cell lines Bel7402 and HCT8 relative to the reference drug verapamil.

  DOI：

  10.1080/10286020.2010.484387