ent-2α-hydroxy-16-oxo-17-norkauran-19-oic acid | 1236216-85-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ent-2α-hydroxy-16-oxo-17-norkauran-19-oic acid
• 英文别名: (1S,4S,5R,7S,9S,10R,13R)-7-hydroxy-5,9-dimethyl-14-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• CAS: 1236216-85-5
• 化学式: C₁₉H₂₈O₄
• 分子量: 320.429
• InChiKey: HMXJRQVUWGOPOX-WYFVZXNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ent-16-oxo-17-norkauranoic acid 在 Fusarium proliferatum 作用下， 以 氯仿 为溶剂， 反应 336.0h， 以17.6%的产率得到ent-2α-hydroxy-16-oxo-17-norkauran-19-oic acid
  参考文献：
  名称：

  Hydroxylation at Carbon-2 of ent-16-Oxo-17-norkauran-19-oic Acid by Fusarium proliferatum

  摘要：

  A new product of biotransformation of ent-16-oxo-17-norkauran-19-oic acid (1) by Fusarium proliferatum was isolated and identified as a 2 beta-hydroxy derivative (2). The structure of 2 was elucidated on the basis of spectroscopic data interpretation and single-crystal X-ray diffraction analysis. The allelopathic activity of compound 2 was evaluated on the growth of radicals and shoots of Lactuca saliva (lettuce). This is the first time that fungal hydroxylation at position C-2 has been reported on an ent-kaurane diterpene skeleton.

  DOI：

  10.1021/np100134f

文献信息

• Hydroxylation at Carbon-2 of <i>ent</i>-16-Oxo-17-norkauran-19-oic Acid by <i>Fusarium proliferatum</i>
  作者：Alessandra Duarte Rocha、Geandson Coelho dos Santos、Nelson Gonçalves Fernandes、Ludwig Heinrich Pfenning、Jacqueline Aparecida Takahashi、Maria Amélia Diamantino Boaventura

  DOI：10.1021/np100134f

  日期：2010.8.27

  A new product of biotransformation of ent-16-oxo-17-norkauran-19-oic acid (1) by Fusarium proliferatum was isolated and identified as a 2 beta-hydroxy derivative (2). The structure of 2 was elucidated on the basis of spectroscopic data interpretation and single-crystal X-ray diffraction analysis. The allelopathic activity of compound 2 was evaluated on the growth of radicals and shoots of Lactuca saliva (lettuce). This is the first time that fungal hydroxylation at position C-2 has been reported on an ent-kaurane diterpene skeleton.