macrophyllic acid A | 274931-99-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: macrophyllic acid A
• CAS: 274931-99-6
• 化学式: C₁₃H₂₀O₄
• 分子量: 240.299
• InChiKey: UMSHUZMTWZCODC-ZWNOBZJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  71.44
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-氨基苯乙酸甲酯 、 macrophyllic acid A 生成 (R)-{[(1R,4R)-4-Methyl-3-oxo-4-(4-oxo-pentyl)-cyclohexanecarbonyl]-amino}-phenyl-acetic acid methyl ester
  参考文献：
  名称：

  The structures and absolute configurations of macrophyllic acids A–E, five new rearranged eudesmane sesquiterpene acids from the bark of Inula macrophylla

  摘要：

  Macrophyllic acids A-E, five novel sesquiterpene acids with a new rearranged carbon skeleton, have been isolated from the bark of Inula macrophylla. Their structures were determined on the basis of spectral evidence (especially by HREIMS and 2D NMR) as well as chemical transformations. The structure of macrophyllic acid A was finally confirmed by an X-ray analysis. The absolute configuration of macrophyllic acid A was determined by appropriate chemical conversion and the means of PGME. The possible biosynthetic pathway for macrophyllic acids A-E is also discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00172-6
• 作为产物：
  描述：

  macrophyllic acid A 在 potassium permanganate 、 sodium periodate 、 potassium carbonate 作用下， 以 水 、 叔丁醇 为溶剂， 生成 macrophyllic acid A
  参考文献：
  名称：

  The structures and absolute configurations of macrophyllic acids A–E, five new rearranged eudesmane sesquiterpene acids from the bark of Inula macrophylla

  摘要：

  Macrophyllic acids A-E, five novel sesquiterpene acids with a new rearranged carbon skeleton, have been isolated from the bark of Inula macrophylla. Their structures were determined on the basis of spectral evidence (especially by HREIMS and 2D NMR) as well as chemical transformations. The structure of macrophyllic acid A was finally confirmed by an X-ray analysis. The absolute configuration of macrophyllic acid A was determined by appropriate chemical conversion and the means of PGME. The possible biosynthetic pathway for macrophyllic acids A-E is also discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00172-6