5β,7β-dihydroxybufalin | 852831-48-2

• 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: 5β,7β-dihydroxybufalin
• 英文别名: 5beta,7beta-Dihydroxybufalin；5-[(3S,5R,7S,8S,9S,10R,13R,14S,17R)-3,5,7,14-tetrahydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
• CAS: 852831-48-2
• 化学式: C₂₄H₃₄O₆
• 分子量: 418.53
• InChiKey: ZBONUBXAGVKSOP-UPTMFZEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 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 Mucor spinosus AS 3.3450 作用下， 以 乙醇 为溶剂， 反应 96.0h， 以2.4 mg的产率得到5β,7β-dihydroxybufalin
  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