(23S,25R)-14α,17α,23-trihydroxyspirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside | 863322-96-7

• 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,25R)-14α,17α,23-trihydroxyspirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside
• 英文别名: (1R,2R,3'S,4S,5'R,6S,7S,8S,9S,12S,13R,16S)-16-[(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-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-2,3',8-triol
• CAS: 863322-96-7
• 化学式: C₃₉H₆₂O₁₅
• 分子量: 770.912
• InChiKey: OUMHCRRSFXHRBM-UINYBCMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  54
• 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：
  237
• 氢给体数：
  9
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  (23S,25R)-14α,17α,23-trihydroxyspirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside 在 alpha-L-rhamnosidase 、 potassium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 72.0h， 以9.1 mg的产率得到(1R,2R,3'S,4S,5'R,6S,7S,8S,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-2,3',8,16-tetrol
  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

文献信息

• Polyhydroxylated Spirostanol Saponins from the Tubers of<i> Dioscorea </i><i>p</i><i>olygonoides</i>
  作者：Jaime Niño Osorio、Oscar M. Mosquera Martinez、Yaned M. Correa Navarro、Kazuki Watanabe、Hiroshi Sakagami、Yoshihiro Mimaki

  DOI：10.1021/np0580356

  日期：2005.7.1

  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.