22-hexacyclo[10.10.2.02,7.08,24.015,23.016,21]tetracosa-1(22),2,4,6,8,10,12(24),13,15(23),16,18,20-dodecaenyl acetate | 141396-58-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 22-hexacyclo[10.10.2.02,7.08,24.015,23.016,21]tetracosa-1(22),2,4,6,8,10,12(24),13,15(23),16,18,20-dodecaenyl acetate
• CAS: 141396-58-9
• 化学式: C₂₆H₁₆O₂
• 分子量: 360.412
• InChiKey: BJKRNAVJOSGRGB-UHFFFAOYSA-N

物化性质

• 沸点：
  607.2±24.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.82
• 重原子数：
  28.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  二苯并[A,E]芘 、 醋酸锰(3+) 以 溶剂黄146 、 苯 为溶剂， 生成 8,14-diacetoxy-naphtho[1,2,3,4-def]chrysene 、 22-hexacyclo[10.10.2.02,7.08,24.015,23.016,21]tetracosa-1(22),2,4,6,8,10,12(24),13,15(23),16,18,20-dodecaenyl acetate
  参考文献：
  名称：

  One-electron oxidation of dibenzo[a]pyrenes by manganic acetate

  摘要：

  The dibenzo[a]pyrenes (DB[a]Ps) are carcinogenic polycyclic aromatic hydrocarbons (PAH) found as environmental pollutants. DB[a,l]P is the most potent carcinogenic PAH ever tested. To investigate the bioactivation of DB[a]Ps by one-electron oxidation, oxidation of DB[a,e]P, DB[a,h]P, DB[a,i]P, DB[a,l]P, and anthanthrene with Mn(OAc)3 was conducted and compared to that of benzo[a]pyrene (B[a]P). All five DB[a]Ps produced monoacetoxy derivatives, and all of them except DB[a,l]P also produced diacetoxy derivatives. Kinetic studies of the formation of monoacetoxy and diacetoxy derivatives of DB[a]Ps were carried out, and the results were compared to those of the parent compound B[a]P. DB[a,l]P was similar to B[a]P. DB[a,e]P reacted inefficiently to form monoacetoxy and diacetoxy products. The other three DB[a]Ps resembled one another. These results provide preliminary essential information for studies of the bioactivation of the very potent carcinogen DB[a,l]P to form DNA adducts.

  DOI：

  10.1021/jo00038a015