quercetin 3-O-(glucosyl(1->2)gentiobioside) | 55696-56-5

• 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-(glucosyl(1->2)gentiobioside)
• 英文别名: quercetin 3-O-(2,6-di-O-β-D-glucopyranosyl)-β-D-glucopyranoside；2-(3,4-Dihydroxyphenyl)-3-((O-beta-D-glucopyranosyl-(1->2)-O-(beta-D-glucopyranosyl-(1->6))-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-4H-1-benzopyran-4-one；2-(3,4-dihydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxychromen-4-one
• CAS: 55696-56-5
• 化学式: C₃₃H₄₀O₂₂
• 分子量: 788.667
• InChiKey: QSUCYXFFQLQGKE-JGPRCQAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  55
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  365
• 氢给体数：
  14
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  quercetin 3-O-(glucosyl(1->2)gentiobioside) 在 盐酸 、 水 作用下， 反应 3.0h， 生成 葡萄糖
  参考文献：
  名称：

  New bioactive flavonoid glycosides isolated from the seeds of Lepidium apetalum Willd

  摘要：

  Ten flavonoid glycosides, apetalumosides A (1), B-1-B-7 (2-8), and C (9), quercetin 3-O-(2,6-di-O-beta-D-glucopyranosyl)-beta-D-glucopyranoside (10), were obtained from the seeds of Lepidium apetalum Wind. Their structures were elucidated by chemical and spectroscopic methods (UV, IR, NMR, and HRESI-TOF-MS). 1-9 were new isolates. The NMR data for 10 was reported here for the first time. On the other hand, activity screening results showed that 1-3 and 10 had triglyceride accumulation inhibitory effects in HepG2 cells. Preliminary structure-activity relationship study revealed that 7-hydroxyl group is an essential moiety. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2015.04.007

文献信息

• New bioactive flavonoid glycosides isolated from the seeds of Lepidium apetalum Willd
  作者：Pingping Shi、Liping Chao、Tingtxing Wang、Erwei Liu、Lifeng Han、Qi Zong、Xiaoxia Li、Yi Zhang、Tao Wang

  DOI：10.1016/j.fitote.2015.04.007

  日期：2015.6

  Ten flavonoid glycosides, apetalumosides A (1), B-1-B-7 (2-8), and C (9), quercetin 3-O-(2,6-di-O-beta-D-glucopyranosyl)-beta-D-glucopyranoside (10), were obtained from the seeds of Lepidium apetalum Wind. Their structures were elucidated by chemical and spectroscopic methods (UV, IR, NMR, and HRESI-TOF-MS). 1-9 were new isolates. The NMR data for 10 was reported here for the first time. On the other hand, activity screening results showed that 1-3 and 10 had triglyceride accumulation inhibitory effects in HepG2 cells. Preliminary structure-activity relationship study revealed that 7-hydroxyl group is an essential moiety. (C) 2015 Elsevier B.V. All rights reserved.