usimine C | 1005771-15-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: usimine C
• CAS: 1005771-15-2
• 化学式: C₂₃H₂₃NO₁₀
• 分子量: 473.436
• InChiKey: WFFMTGCIAAQCKO-VSZRXASPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.32
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  191.02
• 氢给体数：
  5.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  usimine C 、 N-A-(2,4-二硝基-5-氟苯基)-L-丙氨酸 在 盐酸 、 碳酸氢钠 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 25.0h， 生成 (5-(((S)-1-amino-1-oxopropan-2-yl)amino)-2,4-dinitrophenyl)-L-glutamic acid 、 (+)-usnic acid
  参考文献：
  名称：

  Usimines A−C, Bioactive Usnic Acid Derivatives from the Antarctic Lichen Stereocaulon alpinum

  摘要：

  Usimines A-C (1-3), three new usnic acid derivatives, have been isolated from a MeOH extract of the Antarctic lichen Stereocaulon alpinum by various chromatographic methods. The structures of 1-3 were determined by analysis of their spectroscopic data (NMR, UV, MS) and by chemical methods. The known compound usnic acid (4) was also obtained. Compounds 1-4 showed moderate inhibitory activity against therapeutically targeted protein tyrosine phosphatase 113 (PTP1B).

  DOI：

  10.1021/np070464b

文献信息

• Usimines A−C, Bioactive Usnic Acid Derivatives from the Antarctic Lichen <i>Stereocaulon alpinum</i>
  作者：Changon Seo、Jae Hak Sohn、Seong Min Park、Joung Han Yim、Hong Kum Lee、Hyuncheol Oh

  DOI：10.1021/np070464b

  日期：2008.4.1

  Usimines A-C (1-3), three new usnic acid derivatives, have been isolated from a MeOH extract of the Antarctic lichen Stereocaulon alpinum by various chromatographic methods. The structures of 1-3 were determined by analysis of their spectroscopic data (NMR, UV, MS) and by chemical methods. The known compound usnic acid (4) was also obtained. Compounds 1-4 showed moderate inhibitory activity against therapeutically targeted protein tyrosine phosphatase 113 (PTP1B).