(2R,4R,5R,10R,11R,12R,13R,26R)-7,11,24-trihydroxy-4-(hydroxymethyl)-12,26-dimethoxy-7-oxo-3,6,8,25-tetraoxa-1,14,16,21-tetraza-7lambda5-phosphapentacyclo[17.3.1.12,5.110,13.114,18]hexacos-19(23)-ene-15,17,20,22-tetrone | 1415796-50-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,4R,5R,10R,11R,12R,13R,26R)-7,11,24-trihydroxy-4-(hydroxymethyl)-12,26-dimethoxy-7-oxo-3,6,8,25-tetraoxa-1,14,16,21-tetraza-7lambda5-phosphapentacyclo[17.3.1.12,5.110,13.114,18]hexacos-19(23)-ene-15,17,20,22-tetrone
• 英文别名: (2R,4R,5R,10R,11R,12R,13R,26R)-7,11,24-trihydroxy-4-(hydroxymethyl)-12,26-dimethoxy-7-oxo-3,6,8,25-tetraoxa-1,14,16,21-tetraza-7λ5-phosphapentacyclo[17.3.1.12,5.110,13.114,18]hexacos-19(23)-ene-15,17,20,22-tetrone
• CAS: 1415796-50-7
• 化学式: C₂₀H₂₇N₄O₁₅P
• 分子量: 594.426
• InChiKey: SEKJFVSAEMXKTR-MMXPMSGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.6
• 重原子数：
  40
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  252
• 氢给体数：
  6
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  5'-^BrUU-3' 在 水 作用下， 以 aq. phosphate buffer 为溶剂， 生成 (1R,14R,16R,17R,22R,23R,24R,26R)-9-bromo-19,23-dihydroxy-16-(hydroxymethyl)-24,26-dimethoxy-19-oxo-15,18,20,25-tetraoxa-2,4,11,13-tetraza-19lambda5-phosphahexacyclo[20.2.1.114,17.02,7.06,9.08,13]hexacosane-3,5,10,12-tetrone 、 (2R,4R,5R,10R,11R,12R,13R,26R)-7,11,24-trihydroxy-4-(hydroxymethyl)-12,26-dimethoxy-7-oxo-3,6,8,25-tetraoxa-1,14,16,21-tetraza-7lambda5-phosphapentacyclo[17.3.1.12,5.110,13.114,18]hexacos-19(23)-ene-15,17,20,22-tetrone 、 (2R,4R,5R,10R,11R,12R,13R,26R)-7,11-dihydroxy-4-(hydroxymethyl)-12,26-dimethoxy-7-oxo-3,6,8,25-tetraoxa-1,14,16,21-tetraza-7lambda5-phosphapentacyclo[17.3.1.12,5.110,13.114,18]hexacosa-18(24),19(23)-diene-15,17,20,22-tetrone
  参考文献：
  名称：

  Photoaddition of 5-Bromouracil to Uracil in Oligonucleotides Leading to 5,5′-Bipyrimidine-Type Adducts: Mechanism of the Photoreaction

  摘要：

  5-Bromouracil (U-Br) modified di- and hexanucleotides having U-Br flanked on the 5' or the 3' side by uracil (U) have been synthesized, and their photochemical reactivity was examined under the conditions of irradiation with near UV light. The results indicate that the primary photochemical process in all of these compounds involves the formation of an intermediate cyclobutane photoadduct composed of U-Br and U, which undergoes further photochemically and thermally induced transformations to 5,5'-bipyrimidine type adducts.

  DOI：

  10.1021/jo3021067