(23S,24R,25S)-23,24-dihydroxyspirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside | 863322-94-5

• 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: (23S,24R,25S)-23,24-dihydroxyspirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside
• 英文别名: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[(1S,2S,3'S,4S,4'R,5'S,6S,7S,8R,9S,12S,13R,16S)-3',4'-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• CAS: 863322-94-5
• 化学式: C₃₉H₆₂O₁₄
• 分子量: 754.913
• InChiKey: DABWSYUOALRPOQ-IPBGRLBVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  53
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  217
• 氢给体数：
  8
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (23S,24R,25S)-23,24-dihydroxyspirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside 、 乙酸酐 在 吡啶 作用下， 反应 20.0h， 以1.6 mg的产率得到[(2R,3R,4S,5R,6R)-3,4-diacetyloxy-6-[(1S,2S,3'S,4S,4'R,5'S,6S,7S,8R,9S,12S,13R,16S)-3',4'-diacetyloxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
  参考文献：
  名称：

  Polyhydroxylated Spirostanol Saponins from the Tubers of Dioscorea polygonoides

  摘要：

  Three new polyhydroxylated spirostanol saponins (1-3) were isolated from the tubers of Dioscorea polygonoides. The structures of these new compounds were determined on the basis of extensive spectroscopic analysis and the results of acid or enzymatic hydrolysis as (23S,24R,25S)-23,24-dihydroxyspirost-5-en-3 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-glucopyranoside (1), (23S,25R)-12 alpha,17 alpha,23-trihydroxyspirost-5-en-3 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-glucopyranoside (2), and (23S,25R)-14 alpha,17 alpha,23-trihydroxyspirost-5-en-3 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-glueopyranoside (3), respectively.

  DOI：

  10.1021/np0580356