3β,19α-dihydroxyurs-23-oxo-12-en-24,28-dioic acid

• 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: 3β,19α-dihydroxyurs-23-oxo-12-en-24,28-dioic acid
• 英文别名: ilexgenin A；IGA；NCGC00180415-03_C30H46O6_Urs-12-ene-24,28-dioic acid, 3,19-dihydroxy-, (3beta,5xi,9xi,18xi)-；(3S,4R,6aR,6bS,8aS,11R,12R,14bR)-3,12-dihydroxy-4,6a,6b,11,12,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid
• 化学式: C₃₀H₄₆O₆
• 分子量: 502.692
• InChiKey: UIEGOKVPCRANSU-RIGHBNFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3β,19α-dihydroxyurs-23-oxo-12-en-24,28-dioic acid 在 sodium azide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.67h， 生成
  参考文献：
  名称：

  The first examples of ilexgenin A hybrids as a new class of multi-potent, anti-platelet agents

  摘要：

  Seventeen novel ilexgenin A hybrids (IA-aspirin) and (IA-NO), as donor hybrids (IA-NO will release NO in vivo and function as NO donor), were designed and synthesized in order to develop new multi-targeting agents for the treatment of platelet disorders. Their in vitro activities against ADP, AA and thrombin were evaluated. As a result, IA hybrids achieved substantial increases in the three tested pathways compared with IA. Encouragingly, the most potent hybrid compounds 6d and 14d displayed about 8-fold higher potency than aspirin, and 3-fold higher potency than the simultaneous administration of aspirin and IA in inhibiting ADP-induced aggregation with IC50 values of 0.15 mmol/L and 0.14 mmol/L, respectively. The results suggest these IA hybrids are good candidates for multi-target therapies, and especially, may be considered as promising ADP agonists. (C) 2013 Fei-Hua Wu and Jing-Yu Liang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.05.021
• 作为产物：
  描述：

  3β,19α-dihydroxyurs-12-en-24,28-dioic aicd 24-O-β-D-glucopyranosyl ster 在 盐酸 、 水 作用下， 反应 2.0h， 生成 可得然胶 、 3β,19α-dihydroxyurs-23-oxo-12-en-24,28-dioic acid
  参考文献：
  名称：

  Triterpenoides from the Leaves of Ilex pubescens and their Potential Xanthine Oxidase Inhibitory Activity

  摘要：

  从 Ilex pubescens 的叶子中分离出了一种新的三萜皂苷 Ilexsaponin B (1)，以及三种已知的三萜类化合物 2a、3b、19a、23-四羟基齐墩果酸 (2)、ilexgenin A (3) 和 ilexolide A (4)。通过紫外、红外、质谱、核磁共振光谱分析和化学降解，阐明了它们的化学结构。此外，还报告了所分离化合物的黄嘌呤氧化酶抑制活性。化合物 1 在试验中表现出中等程度的黄嘌呤氧化酶抑制活性，IC50 值为 26.01 μmol/L。

  DOI：

  10.14233/ajchem.2013.15024