quercetin 3-O-β-D-apiofuranosyl(1<*>2)-O-<α-L-rhamnopyranosyl(1<*>6)>-β-D-glucopyranoside | 63947-67-1

• 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-apiofuranosyl(1<*>2)-O-<α-L-rhamnopyranosyl(1<*>6)>-β-D-glucopyranoside
• 英文别名: CTN986；quercetin 3-O-β-D-apiofuranosyl-(1->2)-[α-L-rhamnopyranosyl-(1->6)]-β-D-glucopyranoside；quercetin 3-O-β-D-apiofuranosyl-(1→2)-O-[α-L-rhamnopyranosyl-(1→6)]-β-D-glucopyranoside；apiorutin；quercetin 3-O-β-apiofuranosyl-(1->2)-O-[α-rhamnopyranosyl-(1->6)]-β-glucopyranoside；quercetin 3-O-(2''-β-apiofuranosyl-6''-α-rhamnopyranosyl-β-glucopyranoside)；3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• CAS: 63947-67-1
• 化学式: C₃₂H₃₈O₂₀
• 分子量: 742.642
• InChiKey: UPVDFUGORYNXMW-VCKCKQTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  52
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  324
• 氢给体数：
  12
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 12.0h， 生成 quercetin 3-O-β-D-apiofuranosyl(1<*>2)-O-<α-L-rhamnopyranosyl(1<*>6)>-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of quercetin 3-O-β-d-apiofuranosyl-(1→2)-[α-l-rhamnopyranosyl-(1→6)]-β-d-glucopyranoside

  摘要：

  A concise method to construct a unique 2,6-branched trisaccharide was established by regioselective glycosylation of three free hydroxyl groups on a 3-O-protected glucose moiety, and successfully used in the synthesis of quercetin 3-O-beta-D-apiofuranosyl-(1 -> 2)-[alpha-L-rhamnopyranosyl-(1 -> 6)]-beta-D-glucopyranoside, a flavonol O-glycoside isolated from glandless cotton seeds which showed notable antidepressant activities. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.040