spergulatriol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: spergulatriol
• 英文别名: (3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13R,13aR,13bS)-5a,5b,8,8,11a,13b-hexamethyl-3-methylidene-2,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysene-4,9,13-triol
• 化学式: C₂₈H₄₆O₃
• 分子量: 430.671
• InChiKey: QLYYJDGQTGKQSV-WTJCQLNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  31
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  spergulagenin A 以 1,4-二氧六环 为溶剂， 生成 spergulatriol
  参考文献：
  名称：

  Saponin and sapogenol. XXII. Structure of spergulatriol, a new bisnorhopane-type genuine sapogenol of isoanhydrospergulatriol, from the root of Mollugo spergula L.

  摘要：

  By using the soil bacterial hydrolysis method and by enzymatic hydrolysis, spergulagenin A (1), which was previously obtained along with two oleanene-type sapogenols (oleanolic acid (2) and methyl spergulagenate (3)) by acid hydrolysis of the total saponin mixture extracted from the root of Mollugo spergula L. (Molluginaceae), has been shown to be a genuine sapogenol. In addition, enzymatic hydrolysis using crude naringinase of the same saponin mixture has led to the isolation of a new bisnorhopanetype sapogenol named spergulatriol (4). Based on the chemical and spectral evidence, the structure of spergulatriol has been elucidated to be 4 and it has been demonstrated that spergulatriol (4) is the genuine sapogenol of isoanhydrospergulatriol (5), which is a dienic bisnorhopane-type sapogenol and is isolated as a minor sapogenol from the acid hydrolysate of total saponin mixture.

  DOI：

  10.1248/cpb.25.2430

文献信息

• Triterpenoid saponins from Mollugo spergula
  作者：Niranjan P Sahu、Kazuo Koike、Sukdeb Banerjee、Basudeb Achari、Tamotsu Nikaido

  DOI：10.1016/s0031-9422(01)00346-6

  日期：2001.12

  4-sulphate)-spergulagenin A] (1) and spergulin B [3-O-[alpha-rhamnopyranosyl (1-->2)-beta-D-xylopyranosyl]-spergulatriol] (4) were isolated from the aerial part of Mollugo spergula along with spergulacin (2) and spergulacin A (3). Their structures and relative stereochemistry were determined by a combination of 2D-NMR (COSY, TOCSY, HETCOR, NOESY and HMBC) and HR-FAB-MS analysis coupled with strategic chemical

  属于修饰的藿烷组的两种新型三萜皂苷，spergulin A [3-O-(beta-D-xylopyranOSyl 4-sulphate)-spergulagenin A] (1) 和 spergulin B [3-O-[α-rhamnopyranOSyl (1- ->2)-β-D-吡喃木糖基]-spergulatriol] (4) 与 spergulacin (2) 和 spergulacin A (3) 从 Mollugo spergula 的地上部分分离。它们的结构和相对立体化学通过 2D-NMR（COSY、TOCSY、HETCOR、NOESY 和 HMBC）和 HR-FAB-MS 分析以及战略化学和酶促转化的组合确定。
• Yadava; Chakravarti, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 1, p. 83 - 87
  作者：Yadava、Chakravarti

  DOI：——

  日期：——