15-hydroxy-α-santonin

• 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: 15-hydroxy-α-santonin
• 英文别名: (3S,3aS,5aS,9bS)-9-(hydroxymethyl)-3,5a-dimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione
• 化学式: C₁₅H₁₈O₄
• 分子量: 262.306
• InChiKey: VSGQVARJVVXBHW-CMHQFQFSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  山道年 在 A_. chrysogenum PTCC 5271 作用下， 以 丙酮 为溶剂， 反应 192.0h， 以30%的产率得到1,2-二氢-alpha-山道年
  参考文献：
  名称：

  Biotransformation of 6α-santonin and 1,2-dihydro-α-santonin by Acremonium chrysogenum PTCC 5271 and Rhizomucor pusillus PTCC 5134

  摘要：

  Biotransformation of 6 alpha-santonin (1) and 1,2-dihyro-alpha-santonin (2) by two fungal strains Acremonium chrysogenum (Cephalosporium chrysogenum) and Rhizomucor pusillus has been investigated for the first time. After 8 days of incubation of 1 by A. chrysogenum, four known metabolites including 1,2-dihydro-alpha-santonin (2) (30%), 8 alpha-hydroxyl-alpha-santonin (3) (22%), 15-hydroxy-alpha-santonin (4) (15%) and 4,5-dihydro-alpha-santonin (5) (10%) were obtained. Incubation of 1 by R. pusillus afforded two metabolites 2 (45%) and 3 (20%). Biotransformation of 1,2-dihyro-alpha-santonin by A. chrysogenum produced tetrahydro-alpha-santonin (6) with 52% yield and tetrahydroartemisin (7) with 33% yield. By R. pusillus, the yields of 6 and 7 were 32% and 21%, respectively. The structures of the products were identified on the basis of spectroscopic data. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2014.09.003

文献信息

• Biotransformation of 6α-santonin and 1,2-dihydro-α-santonin by Acremonium chrysogenum PTCC 5271 and Rhizomucor pusillus PTCC 5134
  作者：Somayyeh Gandomkar、Zohreh Habibi

  DOI：10.1016/j.molcatb.2014.09.003

  日期：2014.12

  Biotransformation of 6 alpha-santonin (1) and 1,2-dihyro-alpha-santonin (2) by two fungal strains Acremonium chrysogenum (Cephalosporium chrysogenum) and Rhizomucor pusillus has been investigated for the first time. After 8 days of incubation of 1 by A. chrysogenum, four known metabolites including 1,2-dihydro-alpha-santonin (2) (30%), 8 alpha-hydroxyl-alpha-santonin (3) (22%), 15-hydroxy-alpha-santonin (4) (15%) and 4,5-dihydro-alpha-santonin (5) (10%) were obtained. Incubation of 1 by R. pusillus afforded two metabolites 2 (45%) and 3 (20%). Biotransformation of 1,2-dihyro-alpha-santonin by A. chrysogenum produced tetrahydro-alpha-santonin (6) with 52% yield and tetrahydroartemisin (7) with 33% yield. By R. pusillus, the yields of 6 and 7 were 32% and 21%, respectively. The structures of the products were identified on the basis of spectroscopic data. (C) 2014 Elsevier B.V. All rights reserved.