1-O-(β-D-glucopyranosyloxy)-(2S,3S,4R,8Z)-2-[(2'R)-2'-hydroxytricosanoylamino]-8-nonadecene-3,4-diol | 1280725-63-4

• 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: 1-O-(β-D-glucopyranosyloxy)-(2S,3S,4R,8Z)-2-[(2'R)-2'-hydroxytricosanoylamino]-8-nonadecene-3,4-diol
• 英文别名: (2R)-N-[(Z,2S,3S,4R)-3,4-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynonadec-8-en-2-yl]-2-hydroxytricosanamide
• CAS: 1280725-63-4
• 化学式: C₄₈H₉₃NO₁₀
• 分子量: 844.267
• InChiKey: YDXLBYDQHCMQBS-BFCDFHHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  59
• 可旋转键数：
  41
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  189
• 氢给体数：
  8
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  甲醇 、 1-O-(β-D-glucopyranosyloxy)-(2S,3S,4R,8Z)-2-[(2'R)-2'-hydroxytricosanoylamino]-8-nonadecene-3,4-diol 在 盐酸 作用下， 以 水 为溶剂， 反应 14.0h， 生成 methyl (2R)-2-hydroxytricosanoate
  参考文献：
  名称：

  Two new cerebrosides from the pollen of Typha angustifolia

  摘要：

  Two new cerebrosides, 1-O-(beta-D-glucopyranosyloxy)-(2S,3S,4R,8Z)-2-[(2'R)-2'-hydroxytricosanoylamino]-8-nonadecene-3,4-diol (1) and 1-O-(beta-D-glucopyranosyloxy)-(2S,3R,4E,8Z)-2-[(2'R)-2'-hydroxynonadecanoylamino]-4,13-nonadecene-3-diol (2), were isolated from the pollen of Typha angusitfolia Their structures were elucidated by chemical and spectral means. This is the first report on the occurrence of cerebroside in Typha (Typhaceae) Compounds 1 and 2 exhibited effect on the proliferation of cultured vascular smooth Muscle cell (VSMCs) induced by fatal bovine serum (FBS) (C) 2009 Elsevier B V All rights reserved.

  DOI：

  10.1016/j.fitote.2009.08.026

文献信息

• Two new cerebrosides from the pollen of Typha angustifolia
  作者：Wei-Wei Tao、Nian-Yun Yang、Li Liu、Jin-Ao Duan、De-Kang Wu、Da-Wei Qian、Yu-Ping Tang

  DOI：10.1016/j.fitote.2009.08.026

  日期：2010.4

  Two new cerebrosides, 1-O-(beta-D-glucopyranosyloxy)-(2S,3S,4R,8Z)-2-[(2'R)-2'-hydroxytricosanoylamino]-8-nonadecene-3,4-diol (1) and 1-O-(beta-D-glucopyranosyloxy)-(2S,3R,4E,8Z)-2-[(2'R)-2'-hydroxynonadecanoylamino]-4,13-nonadecene-3-diol (2), were isolated from the pollen of Typha angusitfolia Their structures were elucidated by chemical and spectral means. This is the first report on the occurrence of cerebroside in Typha (Typhaceae) Compounds 1 and 2 exhibited effect on the proliferation of cultured vascular smooth Muscle cell (VSMCs) induced by fatal bovine serum (FBS) (C) 2009 Elsevier B V All rights reserved.