6,12-diacetoxyanthanthrene | 141396-66-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 6,12-diacetoxyanthanthrene
• 英文别名: 6,12-diacetoxy-dibenzo[def,MnO]chrysene；6,12-Diacetoxy-dibenzo[def,mno]chrysen
• CAS: 141396-66-9
• 化学式: C₂₆H₁₆O₄
• 分子量: 392.411
• InChiKey: SKKSUWWXMJMRFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  30.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  dibenzo[def,MnO]chrysene-6,12-diol 、 乙酸酐 生成 6,12-diacetoxyanthanthrene
  参考文献：
  名称：

  772.蒽醌的化学。第一部分：氢被羟基和二取代的氨基直接取代

  摘要：

  DOI：

  10.1039/jr9530003778

文献信息

• One-electron oxidation of dibenzo[a]pyrenes by manganic acetate
  作者：Paolo Cremonesi、Bruce Hietbrink、Eleanor G. Rogan、Ercole L. Cavalieri

  DOI：10.1021/jo00038a015

  日期：1992.6

  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.