(E)-3-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one | 1309608-24-9

• 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: (E)-3-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
• CAS: 1309608-24-9
• 化学式: C₂₅H₂₂O₉
• 分子量: 466.444
• InChiKey: HOVREHIZHLHRDD-GORDUTHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (E)-3-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one 在 sodium acetate 作用下， 以 甲醇 为溶剂， 生成 5,7-Dihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
  参考文献：
  名称：

  Identification and initial SAR of silybin: An Hsp90 inhibitor

  摘要：

  Through Hsp90-dependent firefly luciferase refolding and Hsp90-dependent heme-regulated eIF2 alpha kinase (HRI) activation assays, silybin was identified as a novel Hsp90 inhibitor. Subsequently, a library of silybin analogues was designed, synthesized and evaluated. Initial SAR studies identified the essential, non-essential and detrimental functionalities on silybin that contribute to Hsp90 inhibition.[GRAPHICS]. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.088
• 作为产物：
  描述：

  反式-3-(4-羟基-3-甲氧基苯基)-2-丙烯-1-醇 在 盐酸 、 sodium periodate 、 四氧化锇 、 sodium hydride 、 platinum(II) chloride 、 potassium hydroxide 、 silver(l) oxide 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 、 苯 为溶剂， 反应 44.0h， 生成 (E)-3-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Identification and initial SAR of silybin: An Hsp90 inhibitor

  摘要：

  Through Hsp90-dependent firefly luciferase refolding and Hsp90-dependent heme-regulated eIF2 alpha kinase (HRI) activation assays, silybin was identified as a novel Hsp90 inhibitor. Subsequently, a library of silybin analogues was designed, synthesized and evaluated. Initial SAR studies identified the essential, non-essential and detrimental functionalities on silybin that contribute to Hsp90 inhibition.[GRAPHICS]. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.088

文献信息

• Identification and initial SAR of silybin: An Hsp90 inhibitor
  作者：Huiping Zhao、Gary E. Brandt、Lakshmi Galam、Robert L. Matts、Brian S.J. Blagg

  DOI：10.1016/j.bmcl.2010.12.088

  日期：2011.5

  Through Hsp90-dependent firefly luciferase refolding and Hsp90-dependent heme-regulated eIF2 alpha kinase (HRI) activation assays, silybin was identified as a novel Hsp90 inhibitor. Subsequently, a library of silybin analogues was designed, synthesized and evaluated. Initial SAR studies identified the essential, non-essential and detrimental functionalities on silybin that contribute to Hsp90 inhibition.[GRAPHICS]. (C) 2011 Elsevier Ltd. All rights reserved.