(2S,3S,4S,5R,6R)-6-[[2-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-carboxy-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]amino]-2-oxoethyl]-methoxyamino]-3,4,5-trihydroxyoxane-2-carboxylic acid | 1101863-49-3

• 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: (2S,3S,4S,5R,6R)-6-[[2-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-carboxy-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]amino]-2-oxoethyl]-methoxyamino]-3,4,5-trihydroxyoxane-2-carboxylic acid
• CAS: 1101863-49-3
• 化学式: C₃₉H₆₂N₂O₁₀
• 分子量: 718.929
• InChiKey: VIUFODDJZHGTDM-DFGDYBBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  51
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  186
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  D-葡萄糖醛酸 、 (3S)-N-(N'-methoxyglycyl)aminobetulinic acid 以 甲醇 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 (2S,3S,4S,5R,6R)-6-[[2-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-carboxy-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]amino]-2-oxoethyl]-methoxyamino]-3,4,5-trihydroxyoxane-2-carboxylic acid
  参考文献：
  名称：

  Enhancing the Divergent Activities of Betulinic Acid via Neoglycosylation

  摘要：

  Using neoglycosylation, the impact of differential glycosylation upon the divergent anticancer and anti-HIV properties of the triterpenoid betulinic acid (BA) was examined. Each member from a library of 37 differentially glycosylated BA variants was tested for anticancer and anti-HIV activities. Enhanced analogs for both desired activities were discovered with the corresponding antitumor or antiviral enhancements diverging, on the basis of the appended sugar, into two distinct compound subsets.

  DOI：

  10.1021/ol8025704