(3S,11S)-dihydroxytetradecanoic acid 11-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)-β-D-quinovopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: (3S,11S)-dihydroxytetradecanoic acid 11-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)-β-D-quinovopyranoside
• 英文别名: poranic acid B；(3S,11S)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3-hydroxytetradecanoic acid
• 化学式: C₃₂H₅₈O₁₇
• 分子量: 714.802
• InChiKey: LXONURDHEVKHIV-ONYFYQKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  49
• 可旋转键数：
  19
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  275
• 氢给体数：
  10
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  (3S,11S)-dihydroxytetradecanoic acid 11-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)-β-D-quinovopyranoside 在 硫酸 作用下， 反应 1.0h， 以4.5 mg的产率得到ipurolic acid methyl ester
  参考文献：
  名称：

  Resin glycosides from Porana duclouxii

  摘要：

  A new intact resin glycoside (3) and two glycosidic acids (1 and 2), all having a common trisaccharide moiety and (11S)-hydroxytetradecanoic acid or (3S,11S)-dihydroxytetradecanoic acid as the aglycone, were obtained from the roots of Porana duclouxii. Their structures were elucidated by spectroscopic analyses and chemical correlations. These compounds represent the first examples of resin glycosides from the genus Porana.

  DOI：

  10.1080/10286020.2013.864281
• 作为产物：
  描述：

  (3S,11S)-dihydroxytetradecanoic acid 11-O-(4-O-angeloyl)-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)-β-D-quinovopyranoside methyl ester 在 potassium hydroxide 作用下， 反应 4.0h， 以15 mg的产率得到(3S,11S)-dihydroxytetradecanoic acid 11-O-α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)-β-D-quinovopyranoside
  参考文献：
  名称：

  Resin glycosides from Porana duclouxii

  摘要：

  A new intact resin glycoside (3) and two glycosidic acids (1 and 2), all having a common trisaccharide moiety and (11S)-hydroxytetradecanoic acid or (3S,11S)-dihydroxytetradecanoic acid as the aglycone, were obtained from the roots of Porana duclouxii. Their structures were elucidated by spectroscopic analyses and chemical correlations. These compounds represent the first examples of resin glycosides from the genus Porana.

  DOI：

  10.1080/10286020.2013.864281

文献信息

• Resin glycosides from <i>Porana duclouxii</i>
  作者：Wen-Bing Ding、Dai-Gui Zhang、Chun-Jie Liu、Guan-Hua Li、You-Zhi Li

  DOI：10.1080/10286020.2013.864281

  日期：2014.2.1

  A new intact resin glycoside (3) and two glycosidic acids (1 and 2), all having a common trisaccharide moiety and (11S)-hydroxytetradecanoic acid or (3S,11S)-dihydroxytetradecanoic acid as the aglycone, were obtained from the roots of Porana duclouxii. Their structures were elucidated by spectroscopic analyses and chemical correlations. These compounds represent the first examples of resin glycosides from the genus Porana.