2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside
• 化学式: C₁₈H₂₆O₁₃
• 分子量: 450.397
• InChiKey: QTJNZGXLPLAHAK-RYLKRNHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.84
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  208.74
• 氢给体数：
  7.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 L-鼠李糖 、 葡萄糖
  参考文献：
  名称：

  Two new γ-pyrone glucosides from Paeonia albiflora

  摘要：

  Two new gamma-pyrone glucosides, along with three known compounds, were isolated from the roots of Paeonia albiflora, and their structures were elucidated by spectral experiments, chemical analysis, and comparison with literature data. The structures of the new compounds were established as 2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside (1), and 2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-galloyl-beta-D-glucopyranoside (2). The inhibitory activity on the release of TNF-alpha of compounds 1-5 was evaluated in vitro. This is the first report of the presence of gamma-pyrone glucoside in P. albiflora.

  DOI：

  10.1080/10286020.2015.1082548

文献信息

• Two new γ-pyrone glucosides from <i>Paeonia albiflora</i>
  作者：Shao-Dan Chen、Dong-Mei Wang、Chuan-Jian Lu、Rui-Zhi Zhao

  DOI：10.1080/10286020.2015.1082548

  日期：2016.2.1

  Two new gamma-pyrone glucosides, along with three known compounds, were isolated from the roots of Paeonia albiflora, and their structures were elucidated by spectral experiments, chemical analysis, and comparison with literature data. The structures of the new compounds were established as 2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside (1), and 2-(hydroxymethyl)-4-oxo-4H-pyran-3-yl-6-O-galloyl-beta-D-glucopyranoside (2). The inhibitory activity on the release of TNF-alpha of compounds 1-5 was evaluated in vitro. This is the first report of the presence of gamma-pyrone glucoside in P. albiflora.