[2-14C]zebularine | 34340-05-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [2-14C]zebularine
• 英文别名: 1-β-D-Ribofuranosyl-2-pyrimidon-2-¹⁴C；1-β-D-ribofuranosyl-1H-[2-¹⁴C]pyrimidin-2-one
• CAS: 34340-05-1
• 化学式: C₉H₁₂N₂O₅
• 分子量: 230.194
• InChiKey: RPQZTTQVRYEKCR-OHNFMYNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.15
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  104.81
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [2-14C]zebularine 在 phosphate buffer 、 乙二胺四乙酸 、 human hepatic cytosol 作用下， 反应 0.25h， 生成 尿嘧啶 [2-14C] 、 尿苷-2-14C
  参考文献：
  名称：

  Zebularine metabolism by aldehyde oxidase in hepatic cytosol from humans, monkeys, dogs, rats, and mice: Influence of sex and inhibitors

  摘要：

  To aid in the clinical evaluation of zebillarine, a potential oral antitumor agent, we initiated Studies on the metabolism of zebularine in liver cytosol from humans and other mammals. Metabolism by aldehyde oxidase (AO, EC 1.2.3.1) was the major catabolic route, Yielding Uridine as the primary metabolite, which was metabolized further to Uracil by Uridine phosphorylase. The inhibition of zebularine metabolism was Studied using raloxifene, a known potent inhibitor of AO, and 5-benzylacyclouridine (BAU), a previously undescribed inhibitor of AO. The Michaelis-Menten kinetics of aldehyde oxidase and its inhibition by raloxifene and BAU were highly variable between species. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.053