A-75943

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: A-75943
• 英文别名: 2-[(2R,4S)-2-[(3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-6-oxooxan-4-yl]acetamide
• 化学式: C₁₅H₂₃NO₄
• 分子量: 281.352
• InChiKey: SAVFIMRLAWCZGX-WWJBOSNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  86.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-[(2R,4S)-2-((2S,3S,5S)-2-Hydroxy-3,5-dimethyl-cyclohexyl)-6-oxo-tetrahydro-pyran-4-yl]-acetamide 在 三氟乙酸吡啶 重铬酸吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 A-75943
  参考文献：
  名称：

  A Novel Bone Resorption Inhibitor, A-75943 Isolated from Streptomyces sp. SANK 61296.

  摘要：

  A novel bone resorption inhibitor, A-75943, was isolated from Streptomyces sp. SANK 61296. Its structure was determined to be (1″S, 2′R, 3″S, 4S′, 5″S)-2-[3″, 5″-dimethyl-2″-oxocyclohexan-1″-yl)-6′-oxotetrahydropyran-4′-yl]acetamide by spectral analyses and chemical conversion of cycloheximide. A-75943 inhibited bone resorption in vitro in a concentration-dependent manner with an IC50 of 0.35 μM, and also displayed an inhibitory effect on bone resorption in thyroid and parathyroid-extracted rats.

  DOI：

  10.7164/antibiotics.51.531

文献信息

• A Novel Bone Resorption Inhibitor, A-75943 Isolated from Streptomyces sp. SANK 61296.
  作者：TADAAKI MORISHITA、AIYA SATO、TOMOKO ANDO、KIYOSHI OIZUMI、MASAAKI MIYAMOTO、RYUZO ENOKITA、TAKAO OKAZAKI

  DOI：10.7164/antibiotics.51.531

  日期：——

  A novel bone resorption inhibitor, A-75943, was isolated from Streptomyces sp. SANK 61296. Its structure was determined to be (1″S, 2′R, 3″S, 4S′, 5″S)-2-[3″, 5″-dimethyl-2″-oxocyclohexan-1″-yl)-6′-oxotetrahydropyran-4′-yl]acetamide by spectral analyses and chemical conversion of cycloheximide. A-75943 inhibited bone resorption in vitro in a concentration-dependent manner with an IC50 of 0.35 μM, and also displayed an inhibitory effect on bone resorption in thyroid and parathyroid-extracted rats.