(25S)-26-O-β-D-glucopyranosyl-3β,26-dihydroxy-cholesta-5,14,16-trien-22-one-3-O-β-D-glucopyranosyl-(1→2)-[β-D-xylopyranosyl(1→3)]-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside

• 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: (25S)-26-O-β-D-glucopyranosyl-3β,26-dihydroxy-cholesta-5,14,16-trien-22-one-3-O-β-D-glucopyranosyl-(1→2)-[β-D-xylopyranosyl(1→3)]-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside
• 英文别名: polygonatumoside B；(2S,6S)-2-[(3S,8R,9S,10R,13S)-3-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-3-one
• 化学式: C₅₆H₈₈O₂₇
• 分子量: 1193.3
• InChiKey: GFLHMLYAYHBUFO-LFDLREANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.86
• 重原子数：
  83.0
• 可旋转键数：
  20.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  433.05
• 氢给体数：
  16.0
• 氢受体数：
  27.0

反应信息

• 作为反应物：
  描述：

  (25S)-26-O-β-D-glucopyranosyl-3β,26-dihydroxy-cholesta-5,14,16-trien-22-one-3-O-β-D-glucopyranosyl-(1→2)-[β-D-xylopyranosyl(1→3)]-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 以0.6 mg的产率得到(25R)-3ß-hydroxy-spirosta-5,14-diene
  参考文献：
  名称：

  Isolation and structural elucidation of novel cholestane glycosides and spirostane saponins from Polygonatum odoratum

  摘要：

  Much attention has been paid to cholestane-type steroidal glycosides because of their importance from the perspectives of both chemical diversity and significant biological activities. A phytochemical investigation of the rhizomes of Polygonatum odoratum (Liliaceae) resulted in the isolation of three novel cholestane-type steroidal glycosides (1-3) with unique Delta(14,16)-unsaturated D-ring structures as well as two novel spirostane-type steroidal saponins (4 and 5) and three known steroidal glycosides (6-8). Their structures were determined by various spectroscopic methods and chemical reactions. Steroidal saponin 7 showed significant antifungal activity against Candida albicans JCM1542 (MIC 3.1 mu g/mL) and Aspergillus fumigatus JCM1738 (MIC 6.3 mu g/mL). (C) 2013 Elsevier Inc All rights reserved.

  DOI：

  10.1016/j.steroids.2013.11.013

文献信息

• Isolation and structural elucidation of novel cholestane glycosides and spirostane saponins from Polygonatum odoratum
  作者：Hong Bai、Wei Li、Huanxin Zhao、Yojiro Anzai、Haiming Li、Huanjie Guo、Fumio Kato、Kazuo Koike

  DOI：10.1016/j.steroids.2013.11.013

  日期：2014.2

  Much attention has been paid to cholestane-type steroidal glycosides because of their importance from the perspectives of both chemical diversity and significant biological activities. A phytochemical investigation of the rhizomes of Polygonatum odoratum (Liliaceae) resulted in the isolation of three novel cholestane-type steroidal glycosides (1-3) with unique Delta(14,16)-unsaturated D-ring structures as well as two novel spirostane-type steroidal saponins (4 and 5) and three known steroidal glycosides (6-8). Their structures were determined by various spectroscopic methods and chemical reactions. Steroidal saponin 7 showed significant antifungal activity against Candida albicans JCM1542 (MIC 3.1 mu g/mL) and Aspergillus fumigatus JCM1738 (MIC 6.3 mu g/mL). (C) 2013 Elsevier Inc All rights reserved.