Succinic acid mono-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-3a-trityloxymethyl-icosahydro-cyclopenta[a]chrysen-9-yl) ester | 811451-51-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Succinic acid mono-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-3a-trityloxymethyl-icosahydro-cyclopenta[a]chrysen-9-yl) ester
• CAS: 811451-51-1
• 化学式: C₅₃H₆₈O₅
• 分子量: 785.12
• InChiKey: PNQGZEYAPQCLJK-BUGKIDRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.43
• 重原子数：
  58.0
• 可旋转键数：
  11.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Succinic acid mono-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-3a-trityloxymethyl-icosahydro-cyclopenta[a]chrysen-9-yl) ester 在 4-甲基苯磺酸吡啶 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 3,28-dihydroxylupan 3-(hydrogen succinate)
  参考文献：
  名称：

  3-O-Glutaryl-dihydrobetulin and related monoacyl derivatives as potent anti-HIV agents

  摘要：

  3-O-Acyl-betulin and -dihydrobetulin derivatives were prepared and evaluated for anti-HIV activity. 3-O-Glutaryl-dihydrobetulin (17) demonstrated extremely potent anti-HIV activity with an EC50 value of 2 x 10(-5) muM and a TI value of 1.12 x 10(6). 3-O-(3',3'-Dimethylsuccinyl)- and 3-O-(3',3'-dimethylglutaryl)-dihydrobetulins (15, 16) were also potent anti-HIV compounds with EC50 values of 0.0017 and 0.0013 muM, respectively, and TI values of 16,160 and 19,530, respectively. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.033
• 作为产物：
  描述：

  三苯基氯甲烷 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Succinic acid mono-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-3a-trityloxymethyl-icosahydro-cyclopenta[a]chrysen-9-yl) ester
  参考文献：
  名称：

  3-O-Glutaryl-dihydrobetulin and related monoacyl derivatives as potent anti-HIV agents

  摘要：

  3-O-Acyl-betulin and -dihydrobetulin derivatives were prepared and evaluated for anti-HIV activity. 3-O-Glutaryl-dihydrobetulin (17) demonstrated extremely potent anti-HIV activity with an EC50 value of 2 x 10(-5) muM and a TI value of 1.12 x 10(6). 3-O-(3',3'-Dimethylsuccinyl)- and 3-O-(3',3'-dimethylglutaryl)-dihydrobetulins (15, 16) were also potent anti-HIV compounds with EC50 values of 0.0017 and 0.0013 muM, respectively, and TI values of 16,160 and 19,530, respectively. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.033