3β-O-[β-D-digitoxypyranosyl-(1->4)-β-D-oleandropyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-cymaropyranoside]-12β-tigloyl-14β-hydroxy-pregn-5-en-20-one

• 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: 3β-O-[β-D-digitoxypyranosyl-(1->4)-β-D-oleandropyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-cymaropyranoside]-12β-tigloyl-14β-hydroxy-pregn-5-en-20-one
• 英文别名: gordonoside D；[(3S,8R,9S,10R,12R,13S,14S,17S)-17-acetyl-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate
• 化学式: C₅₃H₈₄O₁₇
• 分子量: 993.24
• InChiKey: STYXDAUMGNQYJZ-YFWDTMHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  70
• 可旋转键数：
  15
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  206
• 氢给体数：
  3
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  3β-O-[β-D-digitoxypyranosyl-(1->4)-β-D-oleandropyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-cymaropyranoside]-12β-tigloyl-14β-hydroxy-pregn-5-en-20-one 、 3β-O-[β-D-oleandropyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-cymaropyranoside]-12β-tigloyl-14β-hydroxy-pregn-5-en-20-one 、 hoodigoside W 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以13 mg的产率得到12-O-β-tigloyl-3β,14β-dihydroxy-pregn-5-en-20-one
  参考文献：
  名称：

  Pregnane glycosides from Hoodia gordonii

  摘要：

  Hoodia gordonii is a 'weight loss' herb, which has gained popularity in the western countries as an appetite suppressant dietary supplement. Phytochemical study of its aerial parts led to isolation of seven pregnane glycosides (hoodigosides W-Z, hoodistanalosides A-B). Their structures were elucidated by chemical degradation studies and spectroscopic methods, including 1D and 2D NMR and CD spectroscopic methods. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2009.02.006

文献信息

• Pregnane glycosides from Hoodia gordonii
  作者：Yatin J. Shukla、Rahul S. Pawar、Yuanqing Ding、Xing-Cong Li、Daneel Ferreira、Ikhlas A. Khan

  DOI：10.1016/j.phytochem.2009.02.006

  日期：2009.3

  Hoodia gordonii is a 'weight loss' herb, which has gained popularity in the western countries as an appetite suppressant dietary supplement. Phytochemical study of its aerial parts led to isolation of seven pregnane glycosides (hoodigosides W-Z, hoodistanalosides A-B). Their structures were elucidated by chemical degradation studies and spectroscopic methods, including 1D and 2D NMR and CD spectroscopic methods. (C) 2009 Elsevier Ltd. All rights reserved.