1-(O-α-D-glucopyranosyl)-3R,27R-octacosanediol | 149665-08-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-(O-α-D-glucopyranosyl)-3R,27R-octacosanediol
• 英文别名: (2S,3R,4S,5S,6R)-2-[(3R,27R)-3,27-dihydroxyoctacosoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 149665-08-7
• 化学式: C₃₄H₆₈O₈
• 分子量: 604.909
• InChiKey: NFLSAIRBIHMTCP-QPUCNMAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  42
• 可旋转键数：
  29
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  140
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(O-α-D-glucopyranosyl)-3R,27R-octacosanediol 在 吡啶 、 4-二甲氨基吡啶 、 硫酸 作用下， 反应 46.0h， 生成 1,3R,25R-Octacosanetriol (R)-MTPA-triester
  参考文献：
  名称：

  Heterocyst glycolipids of the cyanobacterium Cyanospira rippkae

  摘要：

  The heterocyst glycolipids of the cyanobacterium Cyanospira rippkae have been isolated and their structures established to be 1-()-alpha-D-glucopyranosyl)-3R,27R-octacosanediol and 1-(O-alpha-D-glucopyranosyl)-27-keto-3R-octacosanol by spectroscopic and chemical means. The absolute configuration at the two stereogenic centres in the aglycone moiety of the former compound has been established in a single step by Mosher's method on the triol derivative. The akinetes of C. rippkae contain the same glycolipids.

  DOI：

  10.1016/0031-9422(93)85526-w
• 作为产物：
  描述：

  1-(O-α-D-glucopyranosyl)-27-keto-3R-octacosanol 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.25h， 生成 1-(O-α-D-glucopyranosyl)-3R,27R-octacosanediol
  参考文献：
  名称：

  Heterocyst glycolipids of the cyanobacterium Cyanospira rippkae

  摘要：

  The heterocyst glycolipids of the cyanobacterium Cyanospira rippkae have been isolated and their structures established to be 1-()-alpha-D-glucopyranosyl)-3R,27R-octacosanediol and 1-(O-alpha-D-glucopyranosyl)-27-keto-3R-octacosanol by spectroscopic and chemical means. The absolute configuration at the two stereogenic centres in the aglycone moiety of the former compound has been established in a single step by Mosher's method on the triol derivative. The akinetes of C. rippkae contain the same glycolipids.

  DOI：

  10.1016/0031-9422(93)85526-w