2,2-Dimethyl-succinic acid 1-[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-(3-carboxy-3-methyl-butyryloxy)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysen-3a-ylmethyl] ester

• 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: 2,2-Dimethyl-succinic acid 1-[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-(3-carboxy-3-methyl-butyryloxy)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysen-3a-ylmethyl] ester
• 英文别名: 4-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-[(4-hydroxy-2,2-dimethyl-4-oxo-butanoyl)oxymethyl]-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxo-butanoic acid；4-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-[(3-carboxy-2,2-dimethylpropanoyl)oxymethyl]-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid
• 化学式: C₄₂H₆₆O₈
• 分子量: 698.981
• InChiKey: JPMAZRHKNWTQTO-XXDHCICXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  50
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,2-二甲基琥珀酸 在 吗啉 、 吡啶 、 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 生成 2,2-Dimethyl-succinic acid 1-[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-(3-carboxy-3-methyl-butyryloxy)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysen-3a-ylmethyl] ester
  参考文献：
  名称：

  3,28-Di-O-(dimethylsuccinyl)-betulin isomers as anti-HIV agents1

  摘要：

  Four isomers of 3,28-di-O-(dimethylsuccinyl)-betulin were prepared and evaluated for anti-HIV activity against HIV-1 replication in H9 lymphocyte cells. 3-O-(3', 3'-Dimethylsuccinyl)-28-O-(2", 2"-dimethylsuccinyl)-betulin (11) was the most potent anti-HIV compound with an EC50 value of 0.00087 muM and a TI value of 42,400. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00635-1

文献信息

• 3,28-Di-O-(dimethylsuccinyl)-betulin isomers as anti-HIV agents1
  作者：Y. Kashiwada、J. Chiyo、Y. Ikeshiro、T. Nagao、H. Okabe、L.M. Cosentino、K. Fowke、K.H. Lee

  DOI：10.1016/s0960-894x(00)00635-1

  日期：2001.1

  Four isomers of 3,28-di-O-(dimethylsuccinyl)-betulin were prepared and evaluated for anti-HIV activity against HIV-1 replication in H9 lymphocyte cells. 3-O-(3', 3'-Dimethylsuccinyl)-28-O-(2", 2"-dimethylsuccinyl)-betulin (11) was the most potent anti-HIV compound with an EC50 value of 0.00087 muM and a TI value of 42,400. (C) 2001 Elsevier Science Ltd. All rights reserved.