naringenin | 81398-31-4

• 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: naringenin
• 英文别名: 5′-hydroxyeriodictyol；3’,4’,5,5’,7-pentahydroxyflavanone；(2S)-dihydrotricetin；(2S)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
• CAS: 81398-31-4
• 化学式: C₁₅H₁₂O₇
• 分子量: 304.256
• InChiKey: USQXPEWRYWRRJD-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  127
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  naringenin 、 硫酸二甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以19.8 mg的产率得到2-(S)-5,7,3',4',5'-pentamethoxyflavanone
  参考文献：
  名称：

  Endo, Tohru; Taguchi, Heihachiro; Yosioka, Itiro, Chemical and pharmaceutical bulletin, 1981, vol. 29, # 4, p. 1000 - 1004

  摘要：

  DOI：
• 作为产物：
  描述：

  车前子苷 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以97 mg的产率得到naringenin
  参考文献：
  名称：

  Endo, Tohru; Taguchi, Heihachiro; Yosioka, Itiro, Chemical and pharmaceutical bulletin, 1981, vol. 29, # 4, p. 1000 - 1004

  摘要：

  DOI：

文献信息

• Flavonol Biosynthesis Genes and Their Use in Engineering the Plant Antidiabetic Metabolite Montbretin A
  作者：Sandra Irmisch、Henriette Ruebsam、Sharon Jancsik、Macaire Man Saint Yuen、Lufiani L. Madilao、Joerg Bohlmann

  DOI：10.1104/pp.19.00254

  日期：2019.7

  The plant metabolite montbretin A (MbA) and its precursor mini-MbA are potential new drugs for treating type 2 diabetes. These complex acylated flavonol glycosides only occur in small amounts in the corms of the ornamental plant montbretia (Crocosmia x crocosmiiflora). Our goal is to metabolically engineer Nicotiana benthamiana using montbretia genes to achieve increased production of mini-MbA and MbA

  植物代谢产物Montbretin A（MbA）及其前体mini-MbA是治疗2型糖尿病的潜在新药。这些复杂的酰化黄酮醇苷仅少量出现在观赏植物montbretia（Crocosmia x crocosmiiflora）的球茎中。我们的目标是使用montbretia基因代谢改造本氏烟草，以提高mini-MbA和MbA的产量。两种Montbretia UDP依赖性糖基转移酶（UGTs）CcUGT1和CcUGT2催化MbA生物合成中前两种途径特异性中间体杨梅素3- O-鼠李糖苷和杨梅素3- O-葡糖基鼠李糖苷的形成。在以前的工作中，这些UGT在本氏烟草中的表达导致少量的山emp酚糖苷而不是杨梅素糖苷，这表明杨梅素是限制性的。在这里，我们调查了Montbretia基因和黄酮醇生物合成酶，以增强本塞姆氏烟草中杨梅素的形成。我们表征了两个黄烷酮羟化酶，黄酮醇合酶，类黄酮3'-羟化酶（F3'H）和类黄酮3
• Compositions and methods to add value to plant products, increasing the commercial quality, resistance to external factors and polyphenol content thereof
  申请人：Nappa Olivera Alvaro

  公开号：US20070232495A1

  公开（公告）日：2007-10-04

  The invention is related to compositions and methods that naturally protect plant tissues against ultraviolet radiation and temperature, thus giving protection against sunburn to plants, plant parts, fruits and/or flowers during their development. The invention is also related to compositions and methods to naturally improve the color of plants, plant parts, fruits and/or flowers by inducing the natural synthesis of flavonoids and anthocyanins present in plants. Likewise, the present invention is directed to improving the nutritional value of plants, plant parts, fruits and/or flowers by increasing the normal levels of polyphenolic compounds, especially flavonoids, present therein. Additionally, the present invention is related to compositions and methods that give more resistance to plants, plant parts, fruits and/or flowers against pathogens as bacteria and fungi. Finally, the present invention is related to plants, plant parts, fruits, flowers and/or propagating material treated with the compositions described in the present document.