ent-7α-acetoxy-17-hydroxybeyer-15-en-12-one | 185994-46-1

• 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: ent-7α-acetoxy-17-hydroxybeyer-15-en-12-one
• 英文别名: [(1S,2S,4R,9R,10S,13S)-13-(hydroxymethyl)-5,5,9-trimethyl-12-oxo-2-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate
• CAS: 185994-46-1
• 化学式: C₂₂H₃₂O₄
• 分子量: 360.494
• InChiKey: CSTWPSVPEUQEEH-HKHDEJSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ent-7α-acetoxy-17-hydroxybeyer-15-en-12-one 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以45%的产率得到ent-7α-acetoxy-17-hydroxy-15α,16α-epoxybeyeran-13,12-olide
  参考文献：
  名称：

  Biotransformation of ent-Atisenes and ent-Beyerenes by Rhizopus nigricans and Fusarium moniliforme Cultures

  摘要：

  Microbial transformations of ent-atisene and ent-beyerene compounds were carried out using cultures of R. nigricans and F. moniliforme. Rhizopus nigricans metabolized all of the substrates, at higher yields than F. moniliforme, to give an ent-3 beta hydroxylation (60-65% for ent-atisenes and 80-85% for ent-beyerenes). Moreover, the double bond of the ent-beyerene skeleton was epoxidized by both fungi at lower yields (3-6%). Fusarium moniliforme produced a number of additional minor products by hydroxylation at other positions.

  DOI：

  10.1021/np960426k
• 作为产物：
  描述：

  ent-7α-acetoxy-17-(tert-butyldimethylsilyl)beyer-15-en-12-one 在 三氟化硼 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以90%的产率得到ent-7α-acetoxy-17-hydroxybeyer-15-en-12-one
  参考文献：
  名称：

  Biotransformation of ent-Atisenes and ent-Beyerenes by Rhizopus nigricans and Fusarium moniliforme Cultures

  摘要：

  Microbial transformations of ent-atisene and ent-beyerene compounds were carried out using cultures of R. nigricans and F. moniliforme. Rhizopus nigricans metabolized all of the substrates, at higher yields than F. moniliforme, to give an ent-3 beta hydroxylation (60-65% for ent-atisenes and 80-85% for ent-beyerenes). Moreover, the double bond of the ent-beyerene skeleton was epoxidized by both fungi at lower yields (3-6%). Fusarium moniliforme produced a number of additional minor products by hydroxylation at other positions.

  DOI：

  10.1021/np960426k