(4Z)-9-carboxy-2,3,8-trimethyldipyrrin-1(10H)-one | 868829-19-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (4Z)-9-carboxy-2,3,8-trimethyldipyrrin-1(10H)-one
• CAS: 868829-19-0
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: BDDOMTVYCJIPAL-YHYXMXQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  82.19
• 氢给体数：
  3.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (4Z)-9-carboxy-2,3,8-trimethyldipyrrin-1(10H)-one 在 三氟乙酸 作用下， 反应 5.1h， 生成 (4Z,9Z,15Z)-2,3,8,12,17,18-hexamethylbilin-1,19-(21H,24H)-dione
  参考文献：
  名称：

  Inducing anti-Conformers of Biliverdin Chromophores by Reducing Sterical Hindrance

  摘要：

  Two different types of conformational changes of the biliverdin chromophore were accomplished by the concept of reducing sterical hindrance. On one hand, model compounds unsubstituted at position 7 and/or 13 adopt the semi-extended geometry with anti-conformation of the dipyrrinone moiety. On the other hand, stretching of the chromophore with anti-conformation of the dipyrrin substructure was achieved with a model compound unsubstituted at position 12. Both kinds of anti-conformations have been proved by 2D NMR and UV-Vis spectroscopy.

  DOI：

  10.1007/s00706-004-0268-5
• 作为产物：
  描述：

  3,4-dimethyl-3-pyrrolin-2-one 、 5-Formyl-3-methyl-1H-pyrrol-2-carbonsaeure-ethylester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以86%的产率得到(4Z)-9-carboxy-2,3,8-trimethyldipyrrin-1(10H)-one
  参考文献：
  名称：

  Inducing anti-Conformers of Biliverdin Chromophores by Reducing Sterical Hindrance

  摘要：

  Two different types of conformational changes of the biliverdin chromophore were accomplished by the concept of reducing sterical hindrance. On one hand, model compounds unsubstituted at position 7 and/or 13 adopt the semi-extended geometry with anti-conformation of the dipyrrinone moiety. On the other hand, stretching of the chromophore with anti-conformation of the dipyrrin substructure was achieved with a model compound unsubstituted at position 12. Both kinds of anti-conformations have been proved by 2D NMR and UV-Vis spectroscopy.

  DOI：

  10.1007/s00706-004-0268-5