18,19-dehydroglycyrrhetic acid methyl ester β-D-glucopyranoside | 1204748-79-7

• 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: 18,19-dehydroglycyrrhetic acid methyl ester β-D-glucopyranoside
• CAS: 1204748-79-7
• 化学式: C₃₇H₅₆O₉
• 分子量: 644.846
• InChiKey: BFEOWWKBPNDVHL-OBKRPTAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  46.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  142.75
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  18,19-dehydroglycyrrhetic acid methyl ester 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 甲醇 、 sodium methylate 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到18,19-dehydroglycyrrhetic acid methyl ester β-D-glucopyranoside
  参考文献：
  名称：

  A simple method of synthesis of triterpene glycosides similar to glycyrrhizic acid and their hepatoprotective activity in vitro

  摘要：

  A simplified method of synthesis of triterpene 1,2-trans-glycosides was developed using the glycosylation of glycyrrhetic acid (GLA) and 18,19-dehydro-GLA by beta-pyranose peracetates in the presence of SnCl4 and molecular sieves 4 . The synthesized glycosides exhibited hepatoprotective activity toward the human hepatoma HepG2 cell line on the model of alcohol hepatitis and decreased the level of TNF-[alpha] protein.

  DOI：

  10.1134/s1068162009050136