3-(2,2-dimethylchroman-6-carboxamido)-7-hydroxy-8-methyl-2-oxo-2H-chromen-4-yl methanesulfonate | 1620841-69-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-(2,2-dimethylchroman-6-carboxamido)-7-hydroxy-8-methyl-2-oxo-2H-chromen-4-yl methanesulfonate
• 英文别名: [3-[(2,2-Dimethyl-3,4-dihydrochromene-6-carbonyl)amino]-7-hydroxy-8-methyl-2-oxochromen-4-yl] methanesulfonate；[3-[(2,2-dimethyl-3,4-dihydrochromene-6-carbonyl)amino]-7-hydroxy-8-methyl-2-oxochromen-4-yl] methanesulfonate
• CAS: 1620841-69-1
• 化学式: C₂₃H₂₃NO₈S
• 分子量: 473.504
• InChiKey: FTFMOZYJVGDDRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  sodium novobiocin 在 吡啶 作用下， 以 乙醇 为溶剂， 反应 3.5h， 生成 3-(2,2-dimethylchroman-6-carboxamido)-7-hydroxy-8-methyl-2-oxo-2H-chromen-4-yl methanesulfonate
  参考文献：
  名称：

  Synthesis and antiproliferative activity of novobiocin analogues as potential hsp90 inhibitors

  摘要：

  A series of substituted coumarins1-10 was designed and synthesized as a novel class of 4TCNA analogues. Compound 2a showed excellent antiproliferative activity with mean GI50 values at a micromolar level in a diverse set of human cancer cells (GI50 = 2-30 μM) and induced a high apoptosis level in MCF-7 breast cancer cell line. The molecular signature of hsp90 inhibition was assessed by depletion of the Erα hsp90 client protein.

  DOI：

  10.1016/j.ejmech.2014.06.067

文献信息

• Synthesis and antiproliferative activity of novobiocin analogues as potential hsp90 inhibitors
  作者：Davide Audisio、Délphine Methy-Gonnot、Christine Radanyi、Jack-Michel Renoir、Stéphanie Denis、Félix Sauvage、Juliette Vergnaud-Gauduchon、Jean-Daniel Brion、Samir Messaoudi、Mouad Alami

  DOI：10.1016/j.ejmech.2014.06.067

  日期：2014.8

  A series of substituted coumarins1-10 was designed and synthesized as a novel class of 4TCNA analogues. Compound 2a showed excellent antiproliferative activity with mean GI50 values at a micromolar level in a diverse set of human cancer cells (GI50 = 2-30 μM) and induced a high apoptosis level in MCF-7 breast cancer cell line. The molecular signature of hsp90 inhibition was assessed by depletion of the Erα hsp90 client protein.