5,7,3',4'-tetrahydroxy-3,8-dimethoxyflavone | 4988-22-1

• 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: 5,7,3',4'-tetrahydroxy-3,8-dimethoxyflavone
• 英文别名: gossypetin 3,8-dimethyl ether；gossypetin-3,8-dimethyl ether；2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-3,8-dimethoxy-chromen-4-one；5,7,3',4'-Tetrahydroxy-3,8-dimethoxy-flav-4-on；3',4',5,7-Tetrahydroxy-3,8-dimethoxy-flavon；3',4',5,7-Tetrahydroxy-3,8-dimethoxyflavone；2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,8-dimethoxychromen-4-one
• CAS: 4988-22-1
• 化学式: C₁₇H₁₄O₈
• 分子量: 346.293
• InChiKey: RRYQDECFPVYHLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,7,3',4'-tetrahydroxy-3,8-dimethoxyflavone 在 氢碘酸 、 苯酚 作用下， 反应 0.5h， 以4 mg的产率得到棉花素
  参考文献：
  名称：

  Polyoxygenated flavonoids from Eugenia edulis

  摘要：

  Leaves of Eugenia edulis contain the new polyoxygenated flavonoid derivatives, gossypetin-3,8-dimethyl ether-5-O-beta-glucoside; gossypetin-3,5-dimethyl ether, and myricetin-3,5,3'-trimethyl ether. In addition, ten known polyphenolics were also isolated and identified. All structures were established on the basis of chemical and spectral evidence, including ESI-MS and C-13 NMR. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(03)00437-0
• 作为产物：
  描述：

  2,4-dihydroxy-3,6,ω-trimethoxyacetophenone 在 palladium on activated charcoal 氢氧化钾 、 aluminum tri-bromide 、 potassium-<3,4-bis-benzyloxy benzoate> 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 、 乙腈 为溶剂， 反应 10.33h， 生成 5,7,3',4'-tetrahydroxy-3,8-dimethoxyflavone
  参考文献：
  名称：

  Studies of the selective O-alkylation and dealkylation of flavonoids. 10. Selective demethylation of 7-hydroxy-3,5,8-trimethoxyflavones with anhydrous aluminum halide in acetonitrile or ether

  摘要：

  DOI：

  10.1021/jo00230a009

文献信息

• HORIE, TOKUNARU;TSUKAYAMA, MASAO;KAWAMURA, YASUHIKO;SENO, MASAMICHI, J. ORG. CHEM., 52,(1987) N 21, 4702-4709
  作者：HORIE, TOKUNARU、TSUKAYAMA, MASAO、KAWAMURA, YASUHIKO、SENO, MASAMICHI

  DOI：——

  日期：——
• Studies of the selective O-alkylation and dealkylation of flavonoids. 10. Selective demethylation of 7-hydroxy-3,5,8-trimethoxyflavones with anhydrous aluminum halide in acetonitrile or ether
  作者：Tokunaru Horie、Masao Tsukayama、Yasuhiko Kawamura、Masamichi Seno

  DOI：10.1021/jo00230a009

  日期：1987.10
• Polyoxygenated flavonoids from Eugenia edulis
  作者：Sahar A.M. Hussein、Amani N.M. Hashem、Mohammed A. Seliem、Ulrike Lindequist、Mahmoud A.M. Nawwar

  DOI：10.1016/s0031-9422(03)00437-0

  日期：2003.10

  Leaves of Eugenia edulis contain the new polyoxygenated flavonoid derivatives, gossypetin-3,8-dimethyl ether-5-O-beta-glucoside; gossypetin-3,5-dimethyl ether, and myricetin-3,5,3'-trimethyl ether. In addition, ten known polyphenolics were also isolated and identified. All structures were established on the basis of chemical and spectral evidence, including ESI-MS and C-13 NMR. (C) 2003 Elsevier Ltd. All rights reserved.