Phosphoric acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester octadecyl ester | 117176-53-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: Phosphoric acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester octadecyl ester
• 英文别名: [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl octadecyl hydrogen phosphate
• CAS: 117176-53-1
• 化学式: C₂₈H₅₁N₂O₈P
• 分子量: 574.695
• InChiKey: OSBFMPDXQWWAEK-JIMJEQGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.89
• 重原子数：
  39.0
• 可旋转键数：
  22.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  140.08
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Phosphoric acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester octadecyl ester 在 三乙胺 作用下， 以 四氯化碳 、 氯仿 为溶剂， 生成
  参考文献：
  名称：

  Design, synthesis, and antitumor activity of bile acid–polyamine–nucleoside conjugates

  摘要：

  A series of bile acid-polyamine amides conjugated with 3 '-azido-3 '-deoxythymidine (AZT) as potential antitumor prodrugs in the form of phosphoramidates were synthesized in good yields and their antitumor activities were assayed against two human cancer cells in vitro: cervix cancer HeLa cells and renal cancer 7860 cells. The improved antitumor activity probably derived from the enhanced delivery efficiency of AZT due to bile acid-polyamine conjugates. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.067
• 作为产物：
  描述：

  胆碱十八烷基磷酸酯 、 beta-胸苷 在 phospholipase D from Streptomyces sp. AA 586 作用下， 以 氯仿 、 水 为溶剂， 反应 6.0h， 以81%的产率得到Phosphoric acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester octadecyl ester
  参考文献：
  名称：

  Shuto, Satoshi; Imamura, Shigeyuki; Fukukawa, Kiyofumi, Chemical and pharmaceutical bulletin, 1988, vol. 36, # 12, p. 5020 - 5023

  摘要：

  DOI：