7β,12α-dihydroxybufalin | 852831-46-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 7β,12α-dihydroxybufalin
• 英文别名: 7beta,12alpha-Dihydroxybufalin；5-[(3S,5S,7S,8S,9S,10S,12S,13S,14S,17R)-3,7,12,14-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one
• CAS: 852831-46-0
• 化学式: C₂₄H₃₄O₆
• 分子量: 418.53
• InChiKey: FOQIKYGEURAXIR-OLWLXTOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  蟾毒灵 在 mycelia of Cunninghamella blakesleana AS 3.970 作用下， 以 乙醇 为溶剂， 反应 96.0h， 以52.7 mg的产率得到12α-hydroxybufalin
  参考文献：
  名称：

  Microbial Hydroxylation of Bufalin by Cunninghamella blakesleana and Mucor spinosus

  摘要：

  The microbial transformation of a cytotoxic bufadienolide, bufalin (1), was carried out using two strains of filamentous fungi. Cunninghamella blakesleana catalyzed the specific 12 alpha-hydroxylation of bufalin and produced 12 alpha-hydroxybufalin (2) and 7 beta,12 alpha-dihydroxybufalin (3) as the major metabolites, together with 7 beta-hydroxybufalin (4) and 12 beta-hydroxybufalin (5) in low yields. Two minor products were isolated from the culture broth of Mucor spinosus and were identified as 7 beta,15 alpha-dihydroxybufalin (6) and 5 beta,7 beta-dihydroxybufalin (7), respectively. Metabolites 2, 3, 6, and 7 are new compounds, and their structures were fully characterized by NMR and MS spectroscopy.

  DOI：

  10.1021/np0500023

文献信息

• Microbial Hydroxylation of Bufalin by <i>Cunninghamella </i><i>b</i><i>lakesleana </i>and<i> Mucor </i><i>s</i><i>pinosus</i>
  作者：Min Ye、Jian Han、Guangzhong Tu、Dongge An、Dean Guo

  DOI：10.1021/np0500023

  日期：2005.4.1

  The microbial transformation of a cytotoxic bufadienolide, bufalin (1), was carried out using two strains of filamentous fungi. Cunninghamella blakesleana catalyzed the specific 12 alpha-hydroxylation of bufalin and produced 12 alpha-hydroxybufalin (2) and 7 beta,12 alpha-dihydroxybufalin (3) as the major metabolites, together with 7 beta-hydroxybufalin (4) and 12 beta-hydroxybufalin (5) in low yields. Two minor products were isolated from the culture broth of Mucor spinosus and were identified as 7 beta,15 alpha-dihydroxybufalin (6) and 5 beta,7 beta-dihydroxybufalin (7), respectively. Metabolites 2, 3, 6, and 7 are new compounds, and their structures were fully characterized by NMR and MS spectroscopy.