3-O-acetyl-glycyrrhetic acid | 182682-44-6

• 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: 3-O-acetyl-glycyrrhetic acid
• 英文别名: (3β,18β,20β)-29-hydrazino-11,29-dioxoolean-12-en-3-yl acetate；[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-(hydrazinecarbonyl)-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl] acetate
• CAS: 182682-44-6
• 化学式: C₃₂H₅₀N₂O₄
• 分子量: 526.76
• InChiKey: BVWFKNUODQIFRM-XWEVEMRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  38
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  98.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-O-acetyl-glycyrrhetic acid 在 氢氧化钾 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 生成 (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-Hydroxy-2-[5-mercapto-4-(4-methoxy-phenyl)-4H-[1,2,4]triazol-3-yl]-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,14b-octadecahydro-2H-picen-13-one
  参考文献：
  名称：

  Ibrahim, Yehia Abdu; Hanna, Atef G.; Elgamal, M. Hani A., Pakistan Journal of Scientific and Industrial Research, 1995, vol. 38, # 3-4, p. 101 - 107

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰甘草亭酸铝 在 氯化亚砜 、 一水合肼 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 3-O-acetyl-glycyrrhetic acid
  参考文献：
  名称：

  Ibrahim, Yehia Abdu; Hanna, Atef G.; Elgamal, M. Hani A., Pakistan Journal of Scientific and Industrial Research, 1995, vol. 38, # 3-4, p. 101 - 107

  摘要：

  DOI：

文献信息

• Synthesis of glycyrrhetinic acid derivatives for the treatment of metabolic diseases
  作者：Igor Beseda、Laszlo Czollner、Priti S. Shah、Rupesh Khunt、Rawindra Gaware、Paul Kosma、Christian Stanetty、Maria Carmen del Ruiz-Ruiz、Hassan Amer、Kurt Mereiter、Thierry Da Cunha、Alex Odermatt、Dirk Claßen-Houben、Ulrich Jordis

  DOI：10.1016/j.bmc.2009.10.036

  日期：2010.1

  The effect of glycyrrhetinic acid (GA) and GA-derivatives towards 11 beta-hydroxysteroid dehydrogenase (11 beta-HSD) was investigated. Novel compounds with modi. cations at positions C-3, C-11 and C-29 of the GA skeleton were prepared. Single crystal X-ray diffraction data of selected substances are reported and discussed. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and Anti-Microbial Activity of Benzylidenhydrazides of Glycyrrethic Acid
  作者：L. A. Baltina、R. M. Kondratenko、A. K. Bulgakov

  DOI：10.1134/s1068162020020065

  日期：2020.3

  New derivatives of glycyrrhetic acid with hydrazide pharmacophore groups were synthesized and their antimicrobial activity was evaluated. Hydrazide of 3-O-acetyl-N'-(4-hydroxybenzylidene) glycyrrhetic acid exhibited the highest antimicrobial activity. This compound had both an antibacterial effect against Escherichia coli, Proteus vulgaris, Klebsiella pneumonia, Staphylococcus aureus, Citrobacter diversus, Enterobacter aerogenes, Pseudomonas aeruginosa, and Enterobacter cloacae and antifungal activity against the Candida albicans fungus. The minimum inhibitory concentrations of this compound and pimafucin were similar for Candida albicans.