trans-(9R,10R)-N⁶-[9,10-dihydro-10-(methanesulfonamido)phenanthren-9-yl]adenosine

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: trans-(9R,10R)-N⁶-[9,10-dihydro-10-(methanesulfonamido)phenanthren-9-yl]adenosine
• 英文别名: N-[(9R,10R)-10-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]amino]-9,10-dihydrophenanthren-9-yl]methanesulfonamide
• 化学式: C₂₅H₂₆N₆O₆S
• 分子量: 538.584
• InChiKey: AIRMMIPEJDQAPH-DNSZXJMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  180
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  6-N-2',3',5'-tri-O-tetraacetyladenosine 在 ammonium hydroxide 、 potassium carbonate 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 30.0h， 生成 trans-(9R,10R)-N⁶-[9,10-dihydro-10-(methanesulfonamido)phenanthren-9-yl]adenosine
  参考文献：
  名称：

  Synthesis of nucleoside adducts of highly mutagenic polycyclic aromatic imines

  摘要：

  Polycyclic arene imines are a class of highly potent mutagens that exhibit generally higher activity than the corresponding arene oxides. Efficient syntheses of adducts between a model polycyclic aromatic imine derivative of phenanthrene and the nucleosides adenosine, guanosine, cytidine, 2'-deoxyadenosine and 2'-deoxyguanosine are described. These compounds are needed as standards for identification of adducts formed by reaction of polycyclic arene imines with DNA in cells. (C) 1999 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00549-9

文献信息

• Synthesis of nucleoside adducts of highly mutagenic polycyclic aromatic imines
  作者：Yosef Shalom、Ronald G. Harvey、Jochanan Blum

  DOI：10.1016/s0040-4020(99)00549-9

  日期：1999.8

  Polycyclic arene imines are a class of highly potent mutagens that exhibit generally higher activity than the corresponding arene oxides. Efficient syntheses of adducts between a model polycyclic aromatic imine derivative of phenanthrene and the nucleosides adenosine, guanosine, cytidine, 2'-deoxyadenosine and 2'-deoxyguanosine are described. These compounds are needed as standards for identification of adducts formed by reaction of polycyclic arene imines with DNA in cells. (C) 1999 Elsevier Science Ltd, All rights reserved.