3-Amino-7-<2,3-O-carbonyl-α-noviosyloxy>-4-hydroxy-8-methyl-cumarin | 107281-03-8

• 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-Amino-7-<2,3-O-carbonyl-α-noviosyloxy>-4-hydroxy-8-methyl-cumarin
• 英文别名: 7-[[(3aR,4R,7R,7aR)-7-methoxy-6,6-dimethyl-2-oxo-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]oxy]-3-amino-4-hydroxy-8-methylchromen-2-one
• CAS: 107281-03-8
• 化学式: C₁₉H₂₁NO₉
• 分子量: 407.377
• InChiKey: URBUEJOUUSEKEJ-KLZNWCGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-Amino-7-<2,3-O-carbonyl-α-noviosyloxy>-4-hydroxy-8-methyl-cumarin 在 氨 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 为溶剂， 生成 Carbamic acid (2R,3R,4R,5R)-2-[3-(4-azido-benzoylamino)-4-hydroxy-8-methyl-2-oxo-2H-chromen-7-yloxy]-4-hydroxy-5-methoxy-6,6-dimethyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Syntheses of photolabile novobiocin analogues

  摘要：

  Novobiocin was recently shown to inhibit Hsp90 through a previously unrecognized C-terminal ATP binding site. Although the N-terminal region of Hsp90 has been solved by X-ray crystallography, the C-terminal region has not. In an effort to elucidate the C-terminal binding site of Hsp90, four photolabile analogues of novobiocin were prepared. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.017
• 作为产物：
  描述：

  7-<2.3-O-Carbonyl-α-noviosyloxy>-4-hydroxy-8-methyl-3-phenylazo-cumarin 在 palladium on activated charcoal 氢气 作用下， 生成 3-Amino-7-<2,3-O-carbonyl-α-noviosyloxy>-4-hydroxy-8-methyl-cumarin
  参考文献：
  名称：

  Syntheses of photolabile novobiocin analogues

  摘要：

  Novobiocin was recently shown to inhibit Hsp90 through a previously unrecognized C-terminal ATP binding site. Although the N-terminal region of Hsp90 has been solved by X-ray crystallography, the C-terminal region has not. In an effort to elucidate the C-terminal binding site of Hsp90, four photolabile analogues of novobiocin were prepared. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.017