(7-(diethylamino)-2-oxo-2H-chromen-4-yl)methyl((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)carbonate

• 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: (7-(diethylamino)-2-oxo-2H-chromen-4-yl)methyl((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)carbonate
• 英文别名: [7-(diethylamino)-2-oxochromen-4-yl]methyl [(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] carbonate
• 化学式: C₄₂H₆₁NO₅
• 分子量: 659.95
• InChiKey: BJCCUYBNJUQNAB-LMKFEGNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  48
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (7-(diethylamino)-2-oxo-2H-chromen-4-yl)methyl((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)carbonate 反应 0.33h， 生成 胆甾-5-烯-3-醇 、 7-Methoxy-4-(methoxymethyl)chromen-2-one
  参考文献：
  名称：

  Synthesis and photochemical behavior of coumarin-caged cholesterol

  摘要：

  The syntheses of three coumarin-caged cholesterols are reported that contain the 6-diethylaminocoumarin (DEACM), 6-bromo-7-hydroxycoumarin (BHC) and 6-bromo-7-methoxycoumarin (BMCM) photocleavable groups. Upon photolysis, the best caged derivative was found to be BHC-cholesterol whose quantum yield was determined to be 0.032 at 350 nm. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.095
• 作为产物：
  描述：

  cholesteryl chloroformate 、 7-(二乙基氨基)-4-(羟基甲基)-2H-苯并吡喃-2-酮 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以33%的产率得到(7-(diethylamino)-2-oxo-2H-chromen-4-yl)methyl((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)carbonate
  参考文献：
  名称：

  Synthesis and photochemical behavior of coumarin-caged cholesterol

  摘要：

  The syntheses of three coumarin-caged cholesterols are reported that contain the 6-diethylaminocoumarin (DEACM), 6-bromo-7-hydroxycoumarin (BHC) and 6-bromo-7-methoxycoumarin (BMCM) photocleavable groups. Upon photolysis, the best caged derivative was found to be BHC-cholesterol whose quantum yield was determined to be 0.032 at 350 nm. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.095

文献信息

• Synthesis and photochemical behavior of coumarin-caged cholesterol
  作者：Pauline Bourbon、Qian Peng、Guillermo Ferraudi、Cynthia Stauffacher、Olaf Wiest、Paul Helquist

  DOI：10.1016/j.bmcl.2013.01.095

  日期：2013.4

  The syntheses of three coumarin-caged cholesterols are reported that contain the 6-diethylaminocoumarin (DEACM), 6-bromo-7-hydroxycoumarin (BHC) and 6-bromo-7-methoxycoumarin (BMCM) photocleavable groups. Upon photolysis, the best caged derivative was found to be BHC-cholesterol whose quantum yield was determined to be 0.032 at 350 nm. (C) 2013 Elsevier Ltd. All rights reserved.