[(2R,3S,4R,5S)-5-(hexylamino)-2,3,4,6-tetrahydroxy-hexyl] dihydrogen phosphate | 1000404-65-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4R,5S)-5-(hexylamino)-2,3,4,6-tetrahydroxy-hexyl] dihydrogen phosphate
• 英文别名: [(2R,3S,4R,5S)-5-(hexylamino)-2,3,4,6-tetrahydroxyhexyl] dihydrogen phosphate
• CAS: 1000404-65-8
• 化学式: C₁₂H₂₈NO₈P
• 分子量: 345.33
• InChiKey: XVMRNLOGABEXSY-IRCOFANPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.4
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  160
• 氢给体数：
  7
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 [(2R,3S,4R,5S)-5-(hexylamino)-2,3,4,6-tetrahydroxy-hexyl] dihydrogen phosphate
  参考文献：
  名称：

  Rational design of N-alkyl derivatives of 2-amino-2-deoxy-d-glucitol-6P as antifungal agents

  摘要：

  N-Alkyl and N,N-dialkyl derivatives of 2-amino-2-deoxy-D-glucitol-6P (ADGP) were synthesized and found to inhibit growth of human pathogenic fungi (MICs in the 0.08-0.625 mg mL(-1) range for the most active compounds). It was thus shown that N-alkylation of ADGP provides novel inhibitors of a fungal enzyme, glucosamine-6P synthase, exhibiting higher antifungal activity than the parent compound, due to the increased lipophilicity and better uptake by fungal cells. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.072