myrmekioside E-1 | 1365265-89-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: myrmekioside E-1
• 英文别名: N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[1-(18-hydroxy-9-methyloctadecoxy)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]oxyoxan-3-yl]acetamide
• CAS: 1365265-89-9
• 化学式: C₃₅H₆₇NO₁₃
• 分子量: 709.916
• InChiKey: IMEMKWJYSUHMKF-CBFOILRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  49
• 可旋转键数：
  27
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  217
• 氢给体数：
  8
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  myrmekioside E-1 在 甲醇 、 sodium methylate 作用下， 反应 18.0h， 生成 myrmekioside E-3
  参考文献：
  名称：

  Antiproliferative activity against human non-small cell lung cancer of two O-alkyl-diglycosylglycerols from the marine sponges Myrmekioderma dendyi and Trikentrion laeve

  摘要：

  Glycolipids of Myrmekioderma sponges contain Myrmekiosides, a new family of glycolipids with a unique structure of mono-O-alkyl-diglycosylglycerols. This report deals with the identification and biological activity of the new Myrmekioside E from Myrmekioderma dendyi. Its structure has been elucidated from spectroscopic data and chemical degradation studies. It contained a glycerol backbone linked to xylose and N-acetylglucosamine, and an alkyl long-chain with a terminal alcohol group. A related glycolipid, Trikentroside, known in the sponge Trikentrion laeve, was subjected to a comparative biological evaluation. Both glycolipids inhibit proliferation of two human non-small cell lung cancer cell lines (NSCLC-N6 and A549). (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.01.029