(1R,3S,4R,6S,8R,9R,10S,12R,13S,22S,23S,24R,25R,27R)-10,12,25-triamino-9-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-23,24,27-trihydroxy-4-(hydroxymethyl)-2,5,7,14,26-pentaoxa-20-azatetracyclo[20.3.1.13,6.08,13]heptacosan-19-one | 943967-09-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,3S,4R,6S,8R,9R,10S,12R,13S,22S,23S,24R,25R,27R)-10,12,25-triamino-9-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-23,24,27-trihydroxy-4-(hydroxymethyl)-2,5,7,14,26-pentaoxa-20-azatetracyclo[20.3.1.13,6.08,13]heptacosan-19-one
• CAS: 943967-09-7
• 化学式: C₂₈H₅₁N₅O₁₅
• 分子量: 697.737
• InChiKey: KMZMRZNQFPCBBD-FSQMZAPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.1
• 重原子数：
  48
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  339
• 氢给体数：
  12
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  (1R,3S,4R,6S,8R,9R,10S,12R,13S,22S,23S,24R,25R,27R)-10,12,25-triamino-9-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-23,24,27-trihydroxy-4-(hydroxymethyl)-2,5,7,14,26-pentaoxa-20-azatetracyclo[20.3.1.13,6.08,13]heptacosan-19-one 在 5’-三磷酸腺苷 作用下， 以 various solvent(s) 为溶剂， 生成
  参考文献：
  名称：

  6-Hydroxy to 6‴-amino tethered ring-to-ring macrocyclic aminoglycosides as probes for APH(3′)-IIIa kinase

  摘要：

  Based on molecular modeling and available X-ray structure data on aminoglycosides complexed with a bacterial ribosomal surrogate or with a kinase, two analogues of paromomycin were prepared by tethering the 6-OH and the 6"'-NH2 group with a five-carbon bridge. Only one of two possible hydroxyl groups was phosphorylated by the kinase. The application of ring closure metathesis is presented for the first time to construct bridged macrocyclic analogues in the aminoglycoside series. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.014
• 作为产物：
  描述：

  在 palladium dihydroxide 氢气 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 5.0h， 生成 (1R,3S,4R,6S,8R,9R,10S,12R,13S,22S,23S,24R,25R,27R)-10,12,25-triamino-9-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-23,24,27-trihydroxy-4-(hydroxymethyl)-2,5,7,14,26-pentaoxa-20-azatetracyclo[20.3.1.13,6.08,13]heptacosan-19-one
  参考文献：
  名称：

  6-Hydroxy to 6‴-amino tethered ring-to-ring macrocyclic aminoglycosides as probes for APH(3′)-IIIa kinase

  摘要：

  Based on molecular modeling and available X-ray structure data on aminoglycosides complexed with a bacterial ribosomal surrogate or with a kinase, two analogues of paromomycin were prepared by tethering the 6-OH and the 6"'-NH2 group with a five-carbon bridge. Only one of two possible hydroxyl groups was phosphorylated by the kinase. The application of ring closure metathesis is presented for the first time to construct bridged macrocyclic analogues in the aminoglycoside series. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.014