7α-hydroxy-8(14)-scopadulen-13-one

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 7α-hydroxy-8(14)-scopadulen-13-one
• 英文别名: 9,11a-Methano-11aH-cyclohepta[a]naphthalen-8(9H)-one, 1,2,3,4,4a,5,6,10,11,11b-decahydro-6-hydroxy-4,4,9,11b-tetramethyl-, (4aS,6R,9S,11aR,11bS)-；(1R,2S,7S,9R,13S)-9-hydroxy-2,6,6,13-tetramethyltetracyclo[11.2.1.01,10.02,7]hexadec-10-en-12-one
• 化学式: C₂₀H₃₀O₂
• 分子量: 302.457
• InChiKey: FCZMHPLGDMXREM-KRUJCJHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 7α-hydroxy-8(14)-scopadulen-13-one 在 4-吡咯烷基吡啶 、 三乙胺 作用下， 反应 2.0h， 以70%的产率得到7α-benzoyloxy-8(14)-scopadulen-13-one
  参考文献：
  名称：

  Synthesis and antiviral activity of scopadulcic acids analogues

  摘要：

  The synthesis and antiviral properties of several scopadulcic acid analogues functionalized at C-6/C-7 and C-13 is reported. The preparation of advanced intermediates for the synthesis of scopadulcic acid B/scopadulciol analogues is also described. The biological study revealed the importance of polar groups at C-13, while the stereochemistry at C-8 was not critical for activity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01071-8
• 作为产物：
  描述：

  [(1R,2S,7S,13S)-2,6,6,13-tetramethyl-12-tetracyclo[11.2.1.01,10.02,7]hexadeca-9,11-dienyl] acetate 在 间氯过氧苯甲酸 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以67%的产率得到7α-hydroxy-8(14)-scopadulen-13-one
  参考文献：
  名称：

  Synthesis and antiviral activity of scopadulcic acids analogues

  摘要：

  The synthesis and antiviral properties of several scopadulcic acid analogues functionalized at C-6/C-7 and C-13 is reported. The preparation of advanced intermediates for the synthesis of scopadulcic acid B/scopadulciol analogues is also described. The biological study revealed the importance of polar groups at C-13, while the stereochemistry at C-8 was not critical for activity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01071-8