5,7-dihydroxy-6,8-dimethylflavanone | 27593-80-2

• 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-dihydroxy-6,8-dimethylflavanone
• 英文别名: 6,8-dimethyl-5,7-dihydroxyflavanone；6,8-dimethylpinocembrin；demethoxymatteucinol；6,8-dimethylpinocembrine；5,7-dihydroxy-6,8-dimethyl-2-phenyl-chroman-4-one；(-)-demethoxymatteucinol；Desmethoxymatteucinol；5,7-dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydrochromen-4-one
• CAS: 27593-80-2
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: HAIHGFWQOPJMPV-UHFFFAOYSA-N

物化性质

• 物理描述：
  Solid
• 熔点：
  202-204°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,7-dihydroxy-6,8-dimethylflavanone 在 羟胺 作用下， 生成 (+/-)-5,7-dihydroxy-6,8-dimethyl-2-phenyl-chroman-4-one oxime
  参考文献：
  名称：

  Fujise; Kubota, Chemische Berichte, 1934, vol. 67, p. 1905,1908

  摘要：

  DOI：
• 作为产物：
  描述：

  (S)-5-hydroxy-7-((1R)-menthyloxyacetoxy)-6,8-dimethyl-2-phenyl-chroman-4-one 在 氢氧化钾 作用下， 生成 5,7-dihydroxy-6,8-dimethylflavanone
  参考文献：
  名称：

  Fujise; Nagasaki, Chemische Berichte, 1936, vol. 69, p. 1893,1995

  摘要：

  DOI：

文献信息

• Fujise; Nishi, Chemische Berichte, 1933, vol. 66, p. 929
  作者：Fujise、Nishi

  DOI：——

  日期：——
• Synthesis and biological activity of flavanone derivatives
  作者：Lei Shi、Xiu E Feng、Jing Rong Cui、Lian Hua Fang、Guan Hua Du、Qing Shan Li

  DOI：10.1016/j.bmcl.2010.07.090

  日期：2010.9

  A series of new flavanone derivatives of farrerol was synthesized by a convenient method. The in vitro anti-tumor activity of these compounds was evaluated against human Bel-7402, HL-60, BGC-823 and KB cell lines, the protein tyrosine kinase (PTK) inhibitor activity was also tested. Their cytoprotective activity was tested using hydrogen peroxide (H2O2)-induced injury in human umbilical vein endothelial cells. Their in vitro anti-atherosclerosis activity was tested on vascular smooth muscle cells by the MTT method using tetrandrine as a positive contrast drug. The structures of all compounds synthesized were confirmed by H-1, C-13 NMR and ESI-MS. Most of the compounds exhibited good pharmacological activity and the preliminary structure-activity relationships were described. (c) 2010 Elsevier Ltd. All rights reserved.
• Two new C-methylated flavonoids from Myrica gale
  作者：Karl E. Malterud、Thorleif Anthonsen、Geir B. Lorentzen

  DOI：10.1016/0031-9422(71)85094-x

  日期：1977.1
• Fujise; Nishi, Chemische Berichte, 1933, vol. 66, p. 92
  作者：Fujise、Nishi

  DOI：——

  日期：——
• CLEISTOCALYX OPERCULATUS-DERIVED COMPOUNDS HAVING INHIBITORY ACTIVITIES AGAINST AVIAN AND SWINE INFLUENZA VIRUSES OR NOVEL INFLUENZA VIRUS
  申请人：YOON Injoong

  公开号：US20120046353A1

  公开（公告）日：2012-02-23

  The present invention relates to a Cleistocalyx operculatus -derived compound having inhibitory activity against neuraminidase and to a composition for preventing and treating diseases caused by avian and swine influenza viruses and novel influenza viruses, comprising the compound as an active ingredient.