(1R,11R,19S)-16,19-dihydroxy-2,12,21-trioxahexacyclo[9.9.1.11,13.13,7.011,23.017,22]tricosa-3,5,7(23),9,13(22),14,16-heptaene-8,18-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (1R,11R,19S)-16,19-dihydroxy-2,12,21-trioxahexacyclo[9.9.1.11,13.13,7.011,23.017,22]tricosa-3,5,7(23),9,13(22),14,16-heptaene-8,18-dione
• 化学式: C₂₀H₁₂O₇
• 分子量: 364.311
• InChiKey: ZONGIEDXNMMYFF-NXXCRTJYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  preussomerin G 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 20.0h， 生成 (1R,10R,11S)-6,10-dihydroxy-2,12,21-trioxahexacyclo[9.9.1.11,13.13,7.011,23.017,22]tricosa-3(23),4,6,13,15,17(22)-hexaen-8-one 、 (1R,11R,19S)-16,19-dihydroxy-2,12,21-trioxahexacyclo[9.9.1.11,13.13,7.011,23.017,22]tricosa-3,5,7(23),9,13(22),14,16-heptaene-8,18-dione
  参考文献：
  名称：

  Preussomerins and Deoxypreussomerins: Novel Inhibitors of Ras Farnesyl-Protein Transferase

  摘要：

  Farnesylation of Ras (p21) by farnesyl-protein transferase (FPTase) precedes association of Ras with the plasma membrane which is essential for Ras-mediated cell-transforming activity. Our continuing search for FPTase inhibitors led us to isolate a number of novel preussomerins and deoxypreussomerins from the extracts of a dung-inhabiting coelomycetous fungus from Chaco Province, Argentina. Isolation, structure elucidation, chemistry, and structure-activity relationships of the natural products and derivatives have been described.

  DOI：

  10.1021/jo00100a035