4-chloro-5-hydroxyl-3-methyl-phenyl O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-chloro-5-hydroxyl-3-methyl-phenyl O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside
• 英文别名: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-(4-chloro-3-hydroxy-5-methylphenoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• 化学式: C₁₉H₂₇ClO₁₁
• 分子量: 466.87
• InChiKey: SGTCABVROVCOEF-FTFGEEMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  179
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  4-chloro-5-hydroxyl-3-methyl-phenyl O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 D-葡萄糖 、 L-rhamnopyranose 、 4-氯-5-甲基苯-1,3-二醇
  参考文献：
  名称：

  Two new chlorophenyl glycosides from the bulbs ofLilium browniivar.viridulum

  摘要：

  Two rare new chlorophenyl glycosides, 2,4,6-trichlorol-3-methyl-5-methoxy-phenol 1-O-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranoside (1) and 4-chlorol-5-hydroxyl-3-methyl-phenol 1-O-alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranoside (2), along with three known compounds (3-5) were isolated from the bulbs of Lilium brownii var. viridulum. The structures of the new compounds were elucidated on the basis of spectroscopic and chemical methods. All the compounds exhibited weak inhibition of NO production in LPS-stimulated RAW 264.7 cells.

  DOI：

  10.1080/10286020.2012.691096

文献信息

• Two new chlorophenyl glycosides from the bulbs of<i>Lilium brownii</i>var.<i>viridulum</i>
  作者：Xiao-Xiao Hong、Jian-Guang Luo、Ling-Yi Kong

  DOI：10.1080/10286020.2012.691096

  日期：2012.8

  Two rare new chlorophenyl glycosides, 2,4,6-trichlorol-3-methyl-5-methoxy-phenol 1-O-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranoside (1) and 4-chlorol-5-hydroxyl-3-methyl-phenol 1-O-alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranoside (2), along with three known compounds (3-5) were isolated from the bulbs of Lilium brownii var. viridulum. The structures of the new compounds were elucidated on the basis of spectroscopic and chemical methods. All the compounds exhibited weak inhibition of NO production in LPS-stimulated RAW 264.7 cells.