(3R,4S,5S,6R,7R,9R,10S,11S,12R,13S,14R)-14-ethyl-7,10,12,13-tetrahydroxy-6-((2S,3R,4S,6R)-3-hydroxy-4-((2-hydroxy-2-methylpropyl)(methyl)amino)-6-methyltetrahydro-2H-pyran-2-yloxy)-4-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-3,5,7,9,11,13-hexamethyloxacyclotetradecan-2-one | 1254068-54-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4S,5S,6R,7R,9R,10S,11S,12R,13S,14R)-14-ethyl-7,10,12,13-tetrahydroxy-6-((2S,3R,4S,6R)-3-hydroxy-4-((2-hydroxy-2-methylpropyl)(methyl)amino)-6-methyltetrahydro-2H-pyran-2-yloxy)-4-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-3,5,7,9,11,13-hexamethyloxacyclotetradecan-2-one
• 英文别名: (3R,4S,5S,6R,7R,9R,10S,11S,12R,13S,14R)-14-ethyl-7,10,12,13-tetrahydroxy-6-[(2S,3R,4S,6R)-3-hydroxy-4-[(2-hydroxy-2-methylpropyl)-methylamino]-6-methyloxan-2-yl]oxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecan-2-one
• CAS: 1254068-54-6
• 化学式: C₄₀H₇₅NO₁₄
• 分子量: 794.034
• InChiKey: RFKAUOGLAMBBCJ-IIIUCYNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  55
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  217
• 氢给体数：
  7
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  甲基环氧丙烷 、 9-dihydro-N-desmethylerythromycin A 在 N,N-二异丙基乙胺 作用下， 以 甲醇 为溶剂， 生成 (3R,4S,5S,6R,7R,9R,10S,11S,12R,13S,14R)-14-ethyl-7,10,12,13-tetrahydroxy-6-((2S,3R,4S,6R)-3-hydroxy-4-((2-hydroxy-2-methylpropyl)(methyl)amino)-6-methyltetrahydro-2H-pyran-2-yloxy)-4-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-3,5,7,9,11,13-hexamethyloxacyclotetradecan-2-one
  参考文献：
  名称：

  9-Dihydroerythromycins as non-antibiotic motilin receptor agonists

  摘要：

  A series of 9-dihydroerythromycin A and B analogues with modification of the desosamine nitrogen have been synthesized and screened for motilin agonist activity, antibiotic activity, tachyphylaxis and hERG channel current inhibition. Small alkyl groups resulted in the potency while compounds with a primary or secondary amine resulted in the low motilin agonist potency. Several compounds were identified as non-antibiotic motilin receptor agonists with minimal tachyphylaxis and low hERG interaction. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.030

文献信息

• 9-Dihydroerythromycins as non-antibiotic motilin receptor agonists
  作者：Yaoquan Liu、Yong Li、Yue Chen、Hao Zheng、Mark Claypool、David C. Myles、Christopher W. Carreras

  DOI：10.1016/j.bmcl.2010.08.030

  日期：2010.10

  A series of 9-dihydroerythromycin A and B analogues with modification of the desosamine nitrogen have been synthesized and screened for motilin agonist activity, antibiotic activity, tachyphylaxis and hERG channel current inhibition. Small alkyl groups resulted in the potency while compounds with a primary or secondary amine resulted in the low motilin agonist potency. Several compounds were identified as non-antibiotic motilin receptor agonists with minimal tachyphylaxis and low hERG interaction. (C) 2010 Elsevier Ltd. All rights reserved.