5-hydroxy-3'-methoxyflavone | 6697-60-5

• 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: 5-hydroxy-3'-methoxyflavone
• 英文别名: 5-hydroxy-2-(3-methoxyphenyl)-chromen-4-one；5-Hydroxy-3'-methoxy-flavon；5-Hydroxy-2-(3-methoxy-phenyl)-chromen-4-on；5-hydroxy-2-(3-methoxyphenyl)chromen-4-one
• CAS: 6697-60-5
• 化学式: C₁₆H₁₂O₄
• 分子量: 268.269
• InChiKey: IPQOBEBHJDIMQR-UHFFFAOYSA-N

物化性质

• 熔点：
  145-148 °C(Solv: ethanol (64-17-5))
• 沸点：
  465.0±45.0 °C(Predicted)
• 密度：
  1.329±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-hydroxy-3'-methoxyflavone 生成 5-acetoxy-2-(3-methoxy-phenyl)-chromen-4-one
  参考文献：
  名称：

  螯合系统。第三部分 黄烷酮和黄酮的红外光谱

  摘要：

  DOI：

  10.1039/jr9550000655
• 作为产物：
  描述：

  2,6-二羟基苯乙酮 在 碘 、 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 4.83h， 生成 5-hydroxy-3'-methoxyflavone
  参考文献：
  名称：

  Synthesis and biological evaluations of chalcones, flavones and chromenes as farnesoid x receptor (FXR) antagonists

  摘要：

  Farnesoid X receptor (FXR), a nuclear receptor mainly distributed in liver and intestine, has been regarded as a potential target for the treatment of various metabolic diseases, cancer and infectious diseases related to liver. Starting from two previously identified chalcone-based FXR antagonists, we tried to increase the activity through the design and synthesis of a library containing chalcones, flavones and chromenes, based on substitution manipulation and conformation (ring closure) restriction strategy. Many chalcones and four chromenes were identified as microM potent FXR antagonists, among which chromene 11c significantly decreased the plasma and hepatic triglyceride level in KKay mice. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.02.037

文献信息

• Flavones from Callus Tissue of Iris ensata
  作者：E. V. Boltenkov、V. G. Rybin、E. V. Zarembo

  DOI：10.1007/s10600-005-0200-1

  日期：2005.9

  Flavonoids uncharacteristic of intact plants were isolated from callus tissue of Iris ensata and were identified as 5-hydroxy-4′-methoxyflavone, 5-hydroxy-3′-methoxyflavone, and 5-hydroxy-2′-methoxyflavone using PMR and mass spectrometry. It was proposed that the lack of growth of callus tissue after changing cultivation conditions was related to the inhibiting effect of these flavones on cell proliferation.

  从鸢尾花的愈伤组织中分离出完整植物中不常见的类黄酮，并使用PMR和质谱法鉴定为5-羟基-4′-甲氧基黄酮、5-羟基-3′-甲氧基黄酮和5-羟基-2′-甲氧基黄酮。有人提出，改变培养条件后愈伤组织缺乏生长与这些黄酮对细胞增殖的抑制作用有关。
• Tire with rubber containing flavone
  申请人：THE GOODYEAR TIRE & RUBBER COMPANY

  公开号：EP1391327A1

  公开（公告）日：2004-02-25

  The invention relates to a rubber composition and a pneumatic tire having a component comprising a rubber containing the reaction product of a flavone and a methylene donor.

  本发明涉及一种橡胶组合物和充气轮胎，其成分包括含有黄酮和亚甲基供体反应产物的橡胶。
• Rubber composition and tire with rubber containing flavone
  申请人：The Goodyear Tire & Rubber Company

  公开号：EP2730431A1

  公开（公告）日：2014-05-14

  A rubber composition comprising a diene based elastomer and an adhesion promoter derived from a flavone, a methylene donor and a methylene acceptor is disclosed. The rubber composition is essentially free of cobalt. Also, a pneumatic tire comprising such a rubber composition is disclosed.

  本发明公开了一种橡胶组合物，该组合物包含一种二烯基弹性体和一种由黄酮、亚甲基供体和亚甲基受体衍生的附着力促进剂。该橡胶组合物基本上不含钴。此外，还公开了一种包含这种橡胶组合物的充气轮胎。
• Methods For Treating Wounds
  申请人：Kimberly-Clark Worldwide, Inc.

  公开号：US20030125264A1

  公开（公告）日：2003-07-03

  Pharmaceutical compositions, and methods of using the same, are provided utilizing effective amounts of one or more flavones, flavonols, flavanones, isoflavanones and isoflavones to increase cell proliferation in various tissues and cell lines. As examples, the composition and methods of the present invention can be used to increase proliferation of fibroblast cells and, more particularly, in the treatment of wounds as well as strengthening of the skin.

  本发明提供了利用有效量的一种或多种黄酮、黄酮醇、黄烷酮、异黄烷酮和异黄酮来增加各种组织和细胞系的细胞增殖的药物组合物及其使用方法。举例来说，本发明的组合物和方法可用于增加成纤维细胞的增殖，特别是用于治疗伤口和强化皮肤。
• Discovery of flavone-derivatives as the new skeleton of transient receptor potential vanilloid 3 channel antagonists
  作者：Lili Wang、Ling Zhang、Rongfeng Liu、Yimei Xu、Zhifeng Tang、Congxiao Zhang、Zhongyin Zhang

  DOI：10.1016/j.bmcl.2023.129577

  日期：2024.1