12α,14β-dihydroxy-3,11-dioxobufa-20,22-dienolide | 1361513-15-6

• 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: 12α,14β-dihydroxy-3,11-dioxobufa-20,22-dienolide
• 英文别名: 3-oxo-ψ-bufarenogin
• CAS: 1361513-15-6
• 化学式: C₂₄H₃₀O₆
• 分子量: 414.499
• InChiKey: IYXHPZHZQMNCHI-CEOUMKAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  30.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  104.81
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  沙蟾毒精 在 Alternaria alternata AS 3.4578 作用下， 以 乙醇 为溶剂， 反应 144.0h， 以13%的产率得到3-oxoarenobufagin
  参考文献：
  名称：

  Biotransformation of arenobufagin and cinobufotalin byAlternaria alternata

  摘要：

  The biotransformation of arenobufagin (1) and cinobufotalin (2), isolated from the natural medicine Chan Su, by Alternaria alternata AS 3.4578 was carried out. Incubation of 1 and 2 afforded six metabolites: 3-oxo-arenobufagin (1a), psi-bufarenogin (1b), 3-oxo-psi-bufarenogin (1c), 3-oxo-Delta(4)-derivative of cinobufotalin (2a), 3-oxo-cinobufotalin (2b) and 12 beta-hydroxycinobufotalin (2c). Among them, metabolites 1a, 1c and 2c are new compounds and their structures were characterized on the basis of their spectroscopic data (NMR, MS and IR). Compounds 1, 2, 1b, 2a and 2b were evaluated for their cytotoxicity against HepG2 and MCF-7 human cancer cells, and all of them showed significant inhibitory activities.

  DOI：

  10.3109/10242422.2011.578248