(4S,4aR,5R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide | 4660-26-8

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 四环素类
• 英文名称: (4S,4aR,5R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide
• 英文别名: anhydro-oxytetracycline；(4aR)-4c-dimethylamino-3,5c,10,11,12a-pentahydroxy-6-methyl-1,12-dioxo-(4ar,12ac)-1,4,4a,5,12,12a-hexahydro-naphthacene-2-carboxylic acid amide；(4aR)-4c-Dimethylamino-3,5c,10,11,12a-pentahydroxy-6-methyl-1,12-dioxo-(4ar,12ac)-1,4,4a,5,12,12a-hexahydro-naphthacen-2-carbonsaeure-amid
• CAS: 4660-26-8
• 化学式: C₂₂H₂₂N₂O₈
• 分子量: 442.425
• InChiKey: GYHZYHMZEAWQFQ-XCLVFQIOSA-N

物化性质

• 沸点：
  749.4±60.0 °C(Predicted)
• 密度：
  1.68±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.05
• 重原子数：
  32.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  181.62
• 氢给体数：
  6.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 碳酸氢钠 作用下， 生成 (4S,4aR,5R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide
  参考文献：
  名称：

  The Structure of Terramycin^1,2

  摘要：

  DOI：

  10.1021/ja01118a001

文献信息

• Viridicatumtoxins: Expanding on a Rare Tetracycline Antibiotic Scaffold
  作者：Zhuo Shang、Angela A. Salim、Zeinab Khalil、Michelle Quezada、Paul V. Bernhardt、Robert J. Capon

  DOI：10.1021/acs.joc.5b02367

  日期：2015.12.18

  Viridicatumtoxins, which belong to a rare class of fungal tetracycline-like mycotoxins, were subjected to comprehensive spectroscopic and chemical analysis, leading to reassignment/assignment of absolute configurations and characterization of a remarkably acid-stable antibiotic scaffold. Structure activity relationship studies revealed exceptional growth inhibitory activity against vancomycin-resistant Entercocci (IC50 40 nM), >270-fold more potent than the commercial antibiotic oxytetracycline.
• The Structure of Terramycin^1,2
  作者：F. A. Hochstein、C. R. Stephens、L. H. Conover、P. P. Regna、R. Pasternack、P. N. Gordon、F. J. Pilgrim、K. J. Brunings、R. B. Woodward

  DOI：10.1021/ja01118a001

  日期：1953.11