5-羟基-7-甲基-2-苯基色烯-4-酮 | 33554-46-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 5-羟基-7-甲基-2-苯基色烯-4-酮
• 英文名称: tectochrysin
• 英文别名: 5-hydroxy-7-methyl-2-phenyl-4H-chromen-4-one；5-Hydroxy-7-methyl-flavon；5-hydroxy-7-methyl-2-phenyl-chromen-4-one；5-Hydroxy-7-methyl-2-phenyl-chromen-4-on；5-Hydroxy-7-methyl-2-phenyl-4H-1-benzopyran-4-one；5-hydroxy-7-methyl-2-phenylchromen-4-one
• CAS: 33554-46-0
• 化学式: C₁₆H₁₂O₃
• 分子量: 252.269
• InChiKey: JXFXKXXDIGUXNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-羟基-7-甲基-2-苯基色烯-4-酮 在 吡啶 、 氢氧化钾 、 dipotassium peroxodisulfate 作用下， 生成 5,8-diacetoxy-7-methyl-2-phenyl-chromen-4-one
  参考文献：
  名称：

  Pillon, Bulletin de la Societe Chimique de France, 1954, p. 9,21

  摘要：

  DOI：
• 作为产物：
  描述：

  7-甲基黄酮 在 Ru(CF3CO2)2(p-cymene)(H2O) 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 三氟乙酸 、 三氟乙酸酐 为溶剂， 反应 20.0h， 以78%的产率得到5-羟基-7-甲基-2-苯基色烯-4-酮
  参考文献：
  名称：

  Ru（II）催化的黄酮和色酮衍生物的位点选择性羟基化：5-羟基序抑制极光激酶的重要性。

  摘要：

  开发了一种有效的规程，用于Ru（II）催化的各种黄酮和色酮底物的直接CH–H氧合。这种方便而强大的合成工具可将羟基快速安装到黄酮，色酮和其他相关支架中，并为强效Aurora激酶抑制剂的模拟合成开辟了道路。分子对接模拟表明，在5-羟基类黄酮与Ala213之间的铰链区域中，双齿H键结构的形成是显着的结合力，这与实验和计算结果是一致的。

  DOI：

  10.1021/acs.orglett.5b01138

文献信息

• Ludwinowsky; Tambor, Chemische Berichte, 1906, vol. 39, p. 4040
  作者：Ludwinowsky、Tambor

  DOI：——

  日期：——
• Honokiol Derivates For the Treatment of Proliferative Disorders
  申请人：Arbiser Jack L.

  公开号：US20080300298A1

  公开（公告）日：2008-12-04

  The present invention provides novel honokiol derivatives, as well as pharmaceutical compositions containing the honokiol derivatives. These compounds and pharmaceutical compositions can be used in the prevention and/or treatment of cancer. In particular, honokiol derivatives, pharmaceutical compositions comprising the derivatives, and methods for their use in the treatment of myeloma are provided.
• COMPOSITIONS AND METHODS FOR THE TREATMENT OF GASTROINTESTINAL INDICATIONS
  申请人：RAO Janaswamy Madusudana

  公开号：US20110059913A1

  公开（公告）日：2011-03-10

  The present invention relates to identification of Oroxylum indicum, Indian medicinal plant as a rich source for flavanoid compounds. Mucoprotective and antigastric ulcer properties in the flavone class of compounds isolated therefrom have been identified along with a flavanoids mixture in substantial yields from hexane and acetone extracts. The hexane extract was fractionated, purified and the compounds identified as Oroxylin A, Chrysin and Baicalein. The acetone extract was purified and the compounds obtained identified as methoxy chrysin, Oroxyloside methyl ester and chrysin-7-O-methyl glycoside.
• ENERGY METABOLIC ACTIVATING AGENT FOR MUSCLE CELLS
  申请人：ORYZA OIL & FAT CHEMICAL CO., LTD.

  公开号：US20180117000A1

  公开（公告）日：2018-05-03

  This invention provides a new energy-metabolic activating agent for muscle cells and provides compounds that are widely used in foods and drinks and in medicines and in quasi-drugs or the like. The technical features of this invention are as follows: (1) A sugar transporter (GLUT4) gene-expression promoting agent, including at least one active substance selected from the following: 5-hydroxy-3,7-dimethoxyflavone; techtochrysin; 3,7,4′-trimethylkaempferol; retusine; pentamethylquercetin; trimethylapigenin; tetramethylkaempferol; and 5,7-dimethoxyflavone, (2) A sugar transporter (GLUT4) gene-expression promoting agent, including at least one active substance selected from either techtochrysin or 5,7-dimethoxyflavone, and (3) A sugar transporter (GLUT4) gene-expression promoting agent within the muscle cells that includes any one of the chemical compounds shown in the following chemical formula 1. (Of such formula 1, R1 and R2, respectively, mean an alkyl group with hydrogen or with 1˜3-carbon.)
• Ru(II)-Catalyzed Site-Selective Hydroxylation of Flavone and Chromone Derivatives: The Importance of the 5-Hydroxyl Motif for the Inhibition of Aurora Kinases
  作者：Kiho Kim、Hyeonjeong Choe、Yujeong Jeong、Jun Hee Lee、Sungwoo Hong

  DOI：10.1021/acs.orglett.5b01138

  日期：2015.5.15

  efficient protocol for Ru(II)-catalyzed direct C–H oxygenation of a broad range of flavone and chromone substrates was developed. This convenient and powerful synthetic tool allows for the rapid installation of the hydroxyl group into the flavone, chromone, and other related scaffolds and opens the way for analog synthesis of highly potent Aurora kinase inhibitors. The molecular docking simulations indicate

  开发了一种有效的规程，用于Ru（II）催化的各种黄酮和色酮底物的直接CH–H氧合。这种方便而强大的合成工具可将羟基快速安装到黄酮，色酮和其他相关支架中，并为强效Aurora激酶抑制剂的模拟合成开辟了道路。分子对接模拟表明，在5-羟基类黄酮与Ala213之间的铰链区域中，双齿H键结构的形成是显着的结合力，这与实验和计算结果是一致的。