parillin | 19057-61-5

• 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: parillin
• 英文别名: (25S)-3β-(O²,O⁶-Di-β-D-glucopyranosyl-O⁴-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)-5β-spirostan；(3β,5β,25S)-spirostann-3-yl-O-6-deoxy-α-L-mannopyranosyl-(1->4)-O-[β-D-glucopyranosyl-(1->2)]-O-[β-D-glucopyranosyl-(1->6)]-β-D-glucopyranoside；(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• CAS: 19057-61-5
• 化学式: C₅₁H₈₄O₂₂
• 分子量: 1049.21
• InChiKey: DLUTTXMPJCVUFR-HJCIYZGTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  73
• 可旋转键数：
  11
• 环数：
  10.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  335
• 氢给体数：
  12
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  盐酸 、 parillin 生成 菝葜皂苷元
  参考文献：
  名称：

  Process for the preparation of

  摘要：

  本文描述了一种利用某些新颖中间体制备17.beta.-羟基-3-酮-17.alpha.-孕-4-烯-21-羧酸.gamma.-内酯的新工艺。该过程利用易得且廉价的山药皂苷作为起始材料。

  公开号：

  US04057543A1

文献信息

• Steroidal saponins from the roots of Smilax sp.: Structure and bioactivity
  作者：Victoria L. Challinor、Peter G. Parsons、Sonet Chap、Eve F. White、Joanne T. Blanchfield、Reginald P. Lehmann、James J. De Voss

  DOI：10.1016/j.steroids.2012.01.009

  日期：2012.4

  Phytochemical characterization of a commercial herb sample supplied as Smilax ornata Lem. (sarsaparilla) led to the isolation of five steroidal saponins, including two new furostanol saponins sarsaparillo-side B (1) and sarsaparilloside C (2), whose structures were elucidated via a combination of multistage mass spectrometry (MSn), 1D and 2D NMR experiments, and chemical degradation. The previously unreported spectroscopic characterization of sarsaparilloside (3), Delta(20(22))-sarsaparilloside (4), and parillin (5) is also provided. The antiproliferative activity of the isolated saponins was compared in six human cell lines derived from different tumor types and one of the structures (2) was particularly active against the HT29 colon tumor cell line. (C) 2012 Elsevier Inc. All rights reserved.