psychrophilin H

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: psychrophilin H
• 英文别名: Psychrophilin H；N-[(11S,17S,18R)-18,21-dihydroxy-2,10,16-trioxo-1,9,15-triazapentacyclo[17.6.1.03,8.011,15.020,25]hexacosa-3,5,7,19(26),20(25),21,23-heptaen-17-yl]-N-methylacetamide
• 化学式: C₂₆H₂₆N₄O₆
• 分子量: 490.516
• InChiKey: WOGFDKAZQFMVBX-AJSBUHFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  36
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  psychrophilin H 在 盐酸 作用下， 以 水 为溶剂， 反应 14.0h， 生成 邻氨基苯甲酸 、 L-脯氨酸
  参考文献：
  名称：

  Psychrophilins E–H and Versicotide C, Cyclic Peptides from the Marine-Derived Fungus Aspergillus versicolor ZLN-60

  摘要：

  Four new cyclic peptides, psychrophilins E-H (1-4), possessing a rare amide linkage between the carboxylic acid in anthranilic acid (ATA) and the nitrogen from an indole moiety, along with a new ATA-containing hexapeptide, versicotide C (5), were obtained from the culture of the marine-derived fungus Aspergillus versicolor ZLN-60. The structures, including absolute configurations, were elucidated by a combination of HRESIMS, NMR, X-ray crystallography, TDDFT ECD calculations, and Marfey's method. Versicotide C (5) is the first natural cyclic hexapeptide containing two anthranilic acids. Compounds 1-5 were not cytotoxic, and compound 3 showed potent lipid-lowering effects.

  DOI：

  10.1021/np500469b

文献信息

• Psychrophilins E–H and Versicotide C, Cyclic Peptides from the Marine-Derived Fungus <i>Aspergillus versicolor</i> ZLN-60
  作者：Jixing Peng、Huquan Gao、Xiaomin Zhang、Shuai Wang、Chongming Wu、Qianqun Gu、Peng Guo、Tianjiao Zhu、Dehai Li

  DOI：10.1021/np500469b

  日期：2014.10.24

  Four new cyclic peptides, psychrophilins E-H (1-4), possessing a rare amide linkage between the carboxylic acid in anthranilic acid (ATA) and the nitrogen from an indole moiety, along with a new ATA-containing hexapeptide, versicotide C (5), were obtained from the culture of the marine-derived fungus Aspergillus versicolor ZLN-60. The structures, including absolute configurations, were elucidated by a combination of HRESIMS, NMR, X-ray crystallography, TDDFT ECD calculations, and Marfey's method. Versicotide C (5) is the first natural cyclic hexapeptide containing two anthranilic acids. Compounds 1-5 were not cytotoxic, and compound 3 showed potent lipid-lowering effects.