quercetin 3-O-β-D-glucose-[1,6]-O-α-L-rhamnoside

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: quercetin 3-O-β-D-glucose-[1,6]-O-α-L-rhamnoside
• 英文别名: rutin；2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• 化学式: C₂₇H₃₀O₁₆
• 分子量: 610.526
• InChiKey: IKGXIBQEEMLURG-YESKBGCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  43
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  266
• 氢给体数：
  10
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  quercetin 3-O-β-D-glucose-[1,6]-O-α-L-rhamnoside 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 槲皮素
  参考文献：
  名称：

  New cytotoxic cycloartane triterpene from Cassia italica aerial parts

  摘要：

  Phytochemical study of the aerial parts of Cassia italica Mill. (family: Fabaceae) growing in Saudi Arabia afforded one new cycloartane triterpene, named (22E)-3-beta-hydroxycycloart-22-en-24-one (2), together with eight known compounds: beta-sitosterol (1), uvaol (3), daucosterol (4), methyl 3,4-dihydroxybenzoate (5), emodin (6), 4-hydroxypheny-O-beta-D-glucopyranoside (7), aloin (8) and rutin (9). The structure of the isolated compounds was determined by physical, chemical and spectral data (UV, IR, MS, 1D (H-1, C-13 and DEPT) and 2D (H-1 H-1 COSY, HSQC and HMBC) NMR), as well as by comparing with authentic samples. Compounds 3-5 and 7-9 were isolated for the first time from the plant. Compound 2 was evaluated for its cytotoxic activity against the L5178Y and PC12 cell lines. The total methanolic extract and compounds 5-9 exhibited free radical-scavenging activity using DPPH assay.

  DOI：

  10.1080/14786419.2014.902820