calogenin-20-O-[β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside]-3-O-[(4-O-tigloyl-β-D-thevetopyranosyl)-(1->4)-β-D-oleandropyranoside]

• 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: calogenin-20-O-[β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside]-3-O-[(4-O-tigloyl-β-D-thevetopyranosyl)-(1->4)-β-D-oleandropyranoside]
• 英文别名: [(2R,3R,4R,5R,6S)-5-hydroxy-6-[(2R,3R,4R,6R)-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxyethyl]-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] (E)-2-methylbut-2-enoate
• 化学式: C₅₈H₉₄O₂₆
• 分子量: 1207.37
• InChiKey: LNHNOBYJWYNHSB-JMPZPRNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  84
• 可旋转键数：
  19
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  380
• 氢给体数：
  12
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  calogenin-20-O-[β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside]-3-O-[(4-O-tigloyl-β-D-thevetopyranosyl)-(1->4)-β-D-oleandropyranoside] 在 phosphate buffer 、 β-glucosidase 作用下， 以5 mg的产率得到calogenin-20-O-[β-D-glucopyranoside]-3-O-[(4-O-tigloyl-β-D-thevetopyranosyl)-(1->4)-β-D-oleandropyranoside]
  参考文献：
  名称：

  New calogenin glycosides from Hoodia gordonii

  摘要：

  Ten new pregnane glycosides (1, 3-11) were isolated from organic extracts of aerial parts of Hoodia gordonii, which is sold as an appetite suppressant herbal supplement. The aglycone was identified as calogenin, based on the spectroscopic data of products obtained upon chemical and enzymatic degradation of parent glycoside. The structures of the glycosides were established by chemical degradation studies and extensive spectroscopic techniques that included one-dimensional and two-dimensional NMR. (c) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2007.07.010

文献信息

• New calogenin glycosides from Hoodia gordonii
  作者：R PAWAR、Y SHUKLA、I KHAN

  DOI：10.1016/j.steroids.2007.07.010

  日期：2007.11

  Ten new pregnane glycosides (1, 3-11) were isolated from organic extracts of aerial parts of Hoodia gordonii, which is sold as an appetite suppressant herbal supplement. The aglycone was identified as calogenin, based on the spectroscopic data of products obtained upon chemical and enzymatic degradation of parent glycoside. The structures of the glycosides were established by chemical degradation studies and extensive spectroscopic techniques that included one-dimensional and two-dimensional NMR. (c) 2007 Elsevier Inc. All rights reserved.