(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-methyltetrahydrofuran-3-yl ((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl) (4-nitrophenyl) phosphate | 171071-38-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-methyltetrahydrofuran-3-yl ((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl) (4-nitrophenyl) phosphate
• CAS: 171071-38-8
• 化学式: C₄₃H₆₁N₆O₇P
• 分子量: 804.967
• InChiKey: IOFUMIPJMVLNMO-ADTNBWPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.62
• 重原子数：
  57.0
• 可旋转键数：
  13.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  166.75
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-methyltetrahydrofuran-3-yl ((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl) (4-nitrophenyl) phosphate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以71%的产率得到[(2R,3S,5R)-5-(6-aminopurin-9-yl)-2-methyloxolan-3-yl] [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen phosphate
  参考文献：
  名称：

  Synthesis of 2′,5′-Dideoxy-adenosine-3′-monophosphate Derivatives as Allosteric Inhibitors of Adenylyl Cyclase

  摘要：

  The synthesis of a fluorescent and a lipophilic conjugate of 2',5'-dideoxy-3'AMP, an allosteric inhibitor of adenylyl cyclase, has been devised.

  DOI：

  10.1080/15257779508010705
• 作为产物：
  描述：

  (2S,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-((phenylthio)methyl)tetrahydrofuran-3-ol 在 叔丁基氯化镁 、 镍 作用下， 以 甲醇 、 异丙醇 为溶剂， 反应 52.5h， 生成 (2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-methyltetrahydrofuran-3-yl ((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl) (4-nitrophenyl) phosphate
  参考文献：
  名称：

  Synthesis of 2′,5′-Dideoxy-adenosine-3′-monophosphate Derivatives as Allosteric Inhibitors of Adenylyl Cyclase

  摘要：

  The synthesis of a fluorescent and a lipophilic conjugate of 2',5'-dideoxy-3'AMP, an allosteric inhibitor of adenylyl cyclase, has been devised.

  DOI：

  10.1080/15257779508010705