randialic acid B | 14021-14-8

• 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: randialic acid B
• 英文别名: (2R,4aS,6aR,6aS,6bR,8aR,10S,12aR)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13-dodecahydro-2H-picene-4a-carboxylic acid
• CAS: 14021-14-8
• 化学式: C₃₀H₄₆O₃
• 分子量: 454.693
• InChiKey: GPQBTLJRTQXVOM-UORVSENQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  randialic acid B 生成 Vanguerol
  参考文献：
  名称：

  Merz; Tschubel, Chemische Berichte, 1939, vol. 72, p. 1017,1026

  摘要：

  DOI：
• 作为产物：
  描述：

  3β-[(α-L-arabinopyranosyl)oxy]urs-12,18-dien-28-oic acid 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以2.7 mg的产率得到randialic acid B
  参考文献：
  名称：

  Triterpene glycosides from the roots of Sanguisorba officinalis

  摘要：

  Five triterpene glycosides were isolated from the MeOH extract of Sanguisorba officinalis (Rosaceae) roots, as confirmed by detailed analysis of their H-1, C-13, and two-dimensional NMR data, and by the results of hydrolytic cleavage. Three known triterpenes and six known triterpene glycosides were also isolated and identified. The isolated compounds were evaluated for their cytotoxic activities against HSC-2 cells and HGF. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(01)00083-8

文献信息

• Brieskorn; Wunderer, Chemische Berichte, 1967, vol. 100, p. 1252
  作者：Brieskorn、Wunderer

  DOI：——

  日期：——
• Merz; Tschubel, Chemische Berichte, 1939, vol. 72, p. 1017,1026
  作者：Merz、Tschubel

  DOI：——

  日期：——
• Barton et al., Journal of the Chemical Society, 1962, p. 5163,5170
  作者：Barton et al.

  DOI：——

  日期：——
• Triterpene glycosides from the roots of Sanguisorba officinalis
  作者：Yoshihiro Mimaki、Masato Fukushima、Akihito Yokosuka、Yutaka Sashida、Shigenori Furuya、Hiroshi Sakagami

  DOI：10.1016/s0031-9422(01)00083-8

  日期：2001.7

  Five triterpene glycosides were isolated from the MeOH extract of Sanguisorba officinalis (Rosaceae) roots, as confirmed by detailed analysis of their H-1, C-13, and two-dimensional NMR data, and by the results of hydrolytic cleavage. Three known triterpenes and six known triterpene glycosides were also isolated and identified. The isolated compounds were evaluated for their cytotoxic activities against HSC-2 cells and HGF. (C) 2001 Elsevier Science Ltd. All rights reserved.