Sch 53829

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: Sch 53829
• 英文别名: [(1'aR,2'R,7'aR)-3'-acetyloxy-4'-chlorospiro[2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,7'-2,7a-dihydro-1aH-naphtho[2,3-b]oxirene]-2'-yl] acetate
• 化学式: C₂₄H₁₇ClO₇
• 分子量: 452.848
• InChiKey: PMHNFRMNJPUMBM-DNVJHFABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  乙酸酐 、 (1'aR,2'R,7'aR)-4'-chlorospiro[2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,7'-2,7a-dihydro-1aH-naphtho[2,3-b]oxirene]-2',3'-diol 在 吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 Sch 53829
  参考文献：
  名称：

  Sch 53823 and Sch 53825, novel fungal metabolites with phospholipase D inhibitory activity

  摘要：

  Two novel phospholipase D (PLD) inhibitors, Sch 53823 (1) and Sch 53825 (2), were isolated from a fungal culture. The acetylated derivatives, Sch 53827 (3) and Sch 53829 (4), were prepared for the purpose of structure determination. The extensive NMR studies of 3 and 4 including DEFT, COSY, NOESY, HETCOR, and selective INEPT experiments permitted the establishment of their structures, as well as relative stereochemistries. Among these compounds, 3 exhibited the most potent inhibitory activity in the phospholipase D assay with the IC50 = 17 mu M.

  DOI：

  10.1016/0960-894x(96)00074-1