3-hydroxy-1-[2-hydroxy-4,6-bis(phenylmethoxy)phenyl]-3-(4-phenylmethoxyphenyl)prop-2-en-1-one | 1192260-73-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-hydroxy-1-[2-hydroxy-4,6-bis(phenylmethoxy)phenyl]-3-(4-phenylmethoxyphenyl)prop-2-en-1-one
• CAS: 1192260-73-3
• 化学式: C₃₆H₃₀O₆
• 分子量: 558.631
• InChiKey: VEHLXULELKOXBS-UHFFFAOYSA-N

物化性质

• 沸点：
  792.4±60.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.91
• 重原子数：
  42.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  85.22
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-hydroxy-1-[2-hydroxy-4,6-bis(phenylmethoxy)phenyl]-3-(4-phenylmethoxyphenyl)prop-2-en-1-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以65%的产率得到2-羟基柚皮素; 2,3-二氢-2,5,7-三羟基-2-(4-羟基苯基)-4H-1-苯并吡喃-4-酮
  参考文献：
  名称：

  C-Glucosylflavonoid biosynthesis from 2-hydroxynaringenin by Desmodium uncinatum (Jacq.) (Fabaceae)

  摘要：

  [2',3',5',6'-H-2(4)]-2-Hydroxynaringenin is synthesised and incubated with commercially available UDP-glucose and the crude protein extract from Desmoduim uncinatum leaves. The organic extract produces isotopically labelled [2',3',5',6'-H-2(4)]-vitexin and [2',3',5',6'-H-2(4)]-isovitexin. Repeating the experiment with denatured protein or replacing the 2-hydroxynaringenin with [2',3',5',6'-H-2(4)]-apigenin or [2',3',5',6'-H-2(4)]- naringenin results in no observable incorporation. 2-Hydroxynaringenin is therefore the substrate for C-glucosylflavonoid biosynthesis in D. uncinatum. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.118
• 作为产物：
  描述：

  2-acetyl-3,5-bis(benzyloxy)phenyl 4-(benzyloxy)benzoate 在 吡啶 、 potassium hydroxide 作用下， 以67%的产率得到3-hydroxy-1-[2-hydroxy-4,6-bis(phenylmethoxy)phenyl]-3-(4-phenylmethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  C-Glucosylflavonoid biosynthesis from 2-hydroxynaringenin by Desmodium uncinatum (Jacq.) (Fabaceae)

  摘要：

  [2',3',5',6'-H-2(4)]-2-Hydroxynaringenin is synthesised and incubated with commercially available UDP-glucose and the crude protein extract from Desmoduim uncinatum leaves. The organic extract produces isotopically labelled [2',3',5',6'-H-2(4)]-vitexin and [2',3',5',6'-H-2(4)]-isovitexin. Repeating the experiment with denatured protein or replacing the 2-hydroxynaringenin with [2',3',5',6'-H-2(4)]-apigenin or [2',3',5',6'-H-2(4)]- naringenin results in no observable incorporation. 2-Hydroxynaringenin is therefore the substrate for C-glucosylflavonoid biosynthesis in D. uncinatum. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.118