hamigeromycin C | 1213254-14-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: hamigeromycin C
• 英文别名: (4S,9S,10R,12E)-9,10,18-trihydroxy-15,16-dimethoxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraene-2,8-dione
• CAS: 1213254-14-8
• 化学式: C₂₀H₂₆O₈
• 分子量: 394.422
• InChiKey: INOAIAVUQLBIID-YARXNDSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-二甲氨基苯甲酰氯 、 hamigeromycin C 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以2.3 mg的产率得到(3S,8S,9R,E)-13,14-dimethoxy-3-methyl-1,7-dioxo-3,4,5,6,7,8,9,10-octahydro-1H-benzo[c][1]oxacyclotetradecine-8,9,16-triyl tris(4-(dimethylamino)benzoate)
  参考文献：
  名称：

  Hamigeromycins C–G, 14-membered macrolides from the fungus Hamigera avellanea BCC 17816

  摘要：

  Five new 14-membered macrolides, hamigeromycins C-G, together with the previously described compounds, hamigeromycin A and 89-250904-F1 (radicicol analog A), were isolated from the fungus Hamigera avellanea BCC 17816. Hamigeromycins A, C, D, and E are stereoisomers differing from one another in the absolute configurations of the 4',5'-diol moiety. Hamigeromycins F and G are unusual 5'-keto-analogs, and they are 6'-epimers to each other. The structures and the stereochemistry of the new compounds were deduced by analyses of the NMR spectroscopic and mass spectrometry data in combination with chemical means. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.101