3,5,7,4'-tetrahydroxy-8-methoxyflavone-3-O-β-D-glucopyranoside | 51857-20-6

• 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: 3,5,7,4'-tetrahydroxy-8-methoxyflavone-3-O-β-D-glucopyranoside
• 英文别名: 8-O-methylherbacetin 3-O-β-D-glucoside；sexangularetin 3-O-β-D-glucopyranoside；8-methoxykaempferol 3-O-β-D-glucoside；8-methoxykaempferol-3-O-glucopyranoside；sexangularetin 3-O-β-D-glucoside；pinnatifidin；3-beta-d-Glucopyranosyloxy-4',5,7-trihydroxy-8-methoxyflavone；5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• CAS: 51857-20-6
• 化学式: C₂₂H₂₂O₁₂
• 分子量: 478.409
• InChiKey: LZSGYESPQHEVBU-MUBWEJBWSA-N

物化性质

• 沸点：
  837.6±65.0 °C(Predicted)
• 密度：
  1.75±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  196
• 氢给体数：
  7
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3,5,7,4'-tetrahydroxy-8-methoxyflavone-3-O-β-D-glucopyranoside 在 盐酸 、 水 作用下， 反应 1.0h， 生成 D-葡萄糖
  参考文献：
  名称：

  Phenolic constituents of the inflorescences of Sorbus torminalis (L.) Crantz

  摘要：

  Torminaloside, a new acylated flavonol glycoside (3,5,7,4'-tetrahydroxy-3'-methoxyflavone-3-O-[6 ''-O-(3'''-hydroxy-3'''-methylglutaroyl)]-beta-D-galactopyranoside, 6), together with five further methoxylated flavones 1-5, hyperoside (7), isoquercitrin (8), chlorogenic acid (9) and neochlorogenic acid (10), were isolated for the first time from Sorbus torminalis (L.) Crantz. The structures of the isolates were elucidated by extensive spectroscopic studies, including UV, IR, 1D- and 2D-NMR, LSI-MS and HR-LSI-MS experiments. In addition to torminaloside, three further flavonoids: 5,7,4'-trihydroxy-3'-methoxyflavone- 7-O-beta-D-glucopyranoside (1), 3,5,7,4'-tetrahydroxy-8,3'-dimethoxyflavone-3-O-beta-D-glucopyranoside (2), and 3,5,7,4'-tetrahydroxy-3'-methoxyflavone-3-O-beta-D-galactopyranoside (4) were found for the first time in the genus Sorbus. (C) 2011 Phytochemical Society of Europe. Published by Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.phytol.2011.02.005
• 作为产物：
  描述：

  3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methoxychromen-4-one 生成 3,5,7,4'-tetrahydroxy-8-methoxyflavone-3-O-β-D-glucopyranoside
  参考文献：
  名称：

  FERRERES, FEDERICO;TOMAS-BARBERAN, FRANCISCO A.;TOMAS-LORENTE, FRANCISCO;+, PHYTOCHEMISTRY, 28,(1989) N, C. 1901-1903

  摘要：

  DOI：

文献信息

• 8-Methoxykaempferol 3-neohesperidoside and other flavonoids from bee pollen of Crataegus monogyna
  作者：Jean-Claude Dauguet、Maryse Bert、Jean Dolley、Alain Bekaert、Guy Lewin

  DOI：10.1016/0031-9422(93)85121-7

  日期：1993.8

  Abstract A new flavonol glycoside, 8-methoxykaempferol 3-neohesperidoside and 8-methoxykaempferol 3-glucoside, 8-methoxykaempferol and kaempferol 3-neohesperidoside were identified from the bee pollen of Crataegus monogyna .

  摘要 从山楂的蜂花粉中鉴定出一种新的黄酮醇苷，即8-甲氧基山奈酚3-新橙皮苷和8-甲氧基山奈酚3-葡萄糖苷、8-甲氧基山奈酚和山奈酚3-新橙皮苷。
• SUPERCOOLING PROMOTING AGENT
  申请人：National University Corporation Hokkaido University

  公开号：EP2045306A1

  公开（公告）日：2009-04-08

  During the investigation of the mechanism that cellular water in woody plants growing in cold districts keeps liquid state at low temperature, the inventors have studied to identify the causative substances. As the results, the present inventors identified supercooling promoting agents in woody plants. The supercooling ability of identified flavonoid glycoside and synthesized flavonoid glycoside with similar structure was tested. It was found that the supercooling promoting agent comprising these flavonoid glycosides enables to stably supercool bulk water at low temperature for long-term. The aqueous solution containing the supercooling promoting agent of the present invention is useful to store biological materials at low temperature.

  在研究寒冷地区生长的木本植物的细胞水在低温下保持液态的机理时，本发明人研究确定了致病物质。结果，本发明人确定了木本植物中的过冷却促进剂。 本发明人测试了已确定的黄酮苷和结构相似的合成黄酮苷的过冷能力。结果发现，由这些黄酮苷组成的过冷却促进剂能够在低温下长期稳定地使散装水过冷却。含有本发明过冷促进剂的水溶液可用于低温储存生物材料。
• FERRERES, FEDERICO;TOMAS-BARBERAN, FRANCISCO A.;TOMAS-LORENTE, FRANCISCO;+, PHYTOCHEMISTRY, 28,(1989) N, C. 1901-1903
  作者：FERRERES, FEDERICO、TOMAS-BARBERAN, FRANCISCO A.、TOMAS-LORENTE, FRANCISCO、+

  DOI：——

  日期：——
• Supercooling promoting agent
  申请人：Fujikawa Seizo

  公开号：US20090302265A1

  公开（公告）日：2009-12-10

  During the investigation of the mechanism that cellular water in woody plants growing in cold districts keeps liquid state at low temperature, the inventors have studied to identify the causative substances. As the results, the present inventors identified supercooling promoting agents in woody plants. The supercooling ability of identified flavonoid glycoside and synthesized flavonoid glycoside with similar structure was tested. It was found that the supercooling promoting agent comprising these flavonoid glycosides enables to stably supercool bulk water at low temperature for long-term. The aqueous solution containing the supercooling promoting agent of the present invention is useful to store biological materials at low temperature.
• US7837895B2
  申请人：——

  公开号：US7837895B2

  公开（公告）日：2010-11-23