2-hydroxy-N-[1-(hydroxymethyl)-2,3-dihydroxy-docosanyl]-13E-nonadecenamide | 1403488-25-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• 英文名称: 2-hydroxy-N-[1-(hydroxymethyl)-2,3-dihydroxy-docosanyl]-13E-nonadecenamide
• 英文别名: ficusamide；(E)-2-hydroxy-N-(1,3,4-trihydroxytricosan-2-yl)nonadec-13-enamide
• CAS: 1403488-25-4
• 化学式: C₄₂H₈₃NO₅
• 分子量: 682.125
• InChiKey: LKNIWZJZNYRCNH-WYMLVPIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  48
• 可旋转键数：
  38
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  110
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hydroxy-N-[1-(hydroxymethyl)-2,3-dihydroxy-docosanyl]-13E-nonadecenamide 、 乙酸酐 在 吡啶 作用下， 生成 ficusamide tetraacetate
  参考文献：
  名称：

  Ceramide, cerebroside and triterpenoid saponin from the bark of aerial roots of Ficus elastica (Moraceae)

  摘要：

  Three compounds, ficusamide (1), ficusoside (2) and elasticoside (3), were isolated from the bark of aerial roots of Ficus elastica (Moraceae), together with nine known compounds, including four triterpenes, three steroids and two aliphatic linear alcohols. The chemical structures of the three compounds were established by extensive 1D and 2D NMR spectroscopy, mass spectrometry and by comparison with published data. The growth inhibitory effect of the crude extract and isolated compounds was evaluated against several microorganisms and fungi. The cytotoxicity against human cancer cell lines was also assessed. Ficusamicle (1) displayed a moderate in vitro growth inhibitory activity against the human A549 lung cancer cell line and a strong activity against Staphylococcus saprophyticus, while elasticoside (3) showed a potent activity on Enterococcus faecalis. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2012.07.010