26-O-β-D-glucopyranosyl-3β,26-dihydroxyl-20,22-seco-25(R)-furost-5-en-20,22-dione-3-O-α-L-rhamnopyranosyl(1->2)-β-D-glucopyranoside

• 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: 26-O-β-D-glucopyranosyl-3β,26-dihydroxyl-20,22-seco-25(R)-furost-5-en-20,22-dione-3-O-α-L-rhamnopyranosyl(1->2)-β-D-glucopyranoside
• 英文别名: 3-O-[α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranosyl]-26-O-β-D-glucopyranosyl-20,22-seco-25(R)-furosta-5-ene-20,22-dione-3β,26-diol；pallidifloside B；[(3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] (4R)-4-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate
• 化学式: C₄₅H₇₂O₁₉
• 分子量: 917.055
• InChiKey: OBQHLRBFRKQJSL-WHPKMVRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  64
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  301
• 氢给体数：
  10
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  26-O-β-D-glucopyranosyl-3β,26-dihydroxyl-20,22-seco-25(R)-furost-5-en-20,22-dione-3-O-α-L-rhamnopyranosyl(1->2)-β-D-glucopyranoside 在 盐酸 、 水 作用下， 反应 2.0h， 生成 L-鼠李糖 、 葡萄糖
  参考文献：
  名称：

  Three new steroidal saponins fromFritillaria pallidiflora

  摘要：

  Three new steroidal saponins, pallidiflosides A (1), B (2), and C (3), have been isolated from the dry bulbs of Fritillaria pallidiflora Schrenk. Their structures were elucidated as 26-O-beta-D-glucopyranosyl-(25R)-furost-5,20(22)-dien-3 beta, 26-diol-3-O-beta-D-xylopyranosyl(1 -> 4)-[alpha-L-rhamnopyranosyl(1 -> 2)]-beta-D-glucopyranoside (1); 26-O-beta-D-glucopyranosyl-3 beta,26-dihydroxyl-20,22-seco-25(R)-furost-5-en-20,22-dione- 3-O-alpha-L-rhamnopyranosyl(1 -> 2)-beta-D-glucopyranoside (2); and (25R)-spirost-5-ene-3 beta,17 alpha-diol-3-O-beta-D-glucopyranosyl(1 -> 4)-beta-D-galactopyranoside (3) by spectroscopic techniques and chemical means.

  DOI：

  10.1080/10286020.2011.619979

文献信息

• A new steroidal saponin from<i>Dioscorea panthaica</i>
  作者：Xiao-Liang Zhao、Xiao-Jun Ma、Wen-Guang Jing、Qi-Wei Zhang、Zhi-Min Wang、An Liu

  DOI：10.1080/10286020.2011.579562

  日期：2011.7

  A new steroidal saponin and three known saponins were isolated from the rhizomes of Dioscorea panthaica. Their structures were elucidated as 3-O-[α-l-rhamnopyranosyl-(1 → 2)-β-d-glucopyranosyl]-26-O-β-d-glucopyranosyl-20,22-seco-25(R)-furosta-5-ene-20,22-dione-3β,26-diol (1), pregnadienolone-3-O-β-chacotriside (2), pseudoprotodioscin (3), and dioscoreside D (4) mainly by NMR techniques and chemical

  从薯Di的根茎中分离出一种新的类固醇皂苷和三种已知的皂苷。阐明它们的结构为3- O- [α- 1-鼠李吡喃糖基- （1→2）-β- d-吡喃吡喃糖基] -26 - O - β - d-吡喃吡喃糖基-20,22 -seco-25（R）- furosta-5-ene-20,22-dione-3β，26-diol（1），pregnadienolone-3- O -β-chacotriside（2），拟原薯dio碱（3）和dioscoreside D（4）主要通过NMR技术化学方法。研究了皂苷对α-葡萄糖苷酶的抑制活性，化合物2被发现具有强大的活性，IC 50值为0.04±0.01 mM。