2-{2-[2-(2-decyloxy-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol | 232597-29-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-{2-[2-(2-decyloxy-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
• CAS: 232597-29-4
• 化学式: C₃₄H₆₂O₂₁
• 分子量: 806.854
• InChiKey: PKEHIGOZYALVRY-SWUBSBQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.58
• 重原子数：
  55.0
• 可旋转键数：
  20.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  336.83
• 氢给体数：
  13.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  2-{2-[2-(2-decyloxy-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 在 Na⁽¹⁺⁾ type ion-exchange resin 、 三氧化硫吡啶 作用下， 反应 1.5h， 生成
  参考文献：
  名称：

  Synthesis of sulfated oligosaccharide glycosides having high anti-HIV activity and the relationship between activity and chemical structure

  摘要：

  Sulfated laminara-oligosaccharide glycosides having high anti-human immunodeficiency virus (HIV) activities were synthesized from laminara-tetraose, -pentaose and -hexaose. The oligosaccharide glycosides were synthesized by treating peracetylated beta-oligosaccharides with various alcohols and Lewis acid catalysts. The effects of the number of glucose residues and the alkyl chain-length on anti-HIV activity were examined. The anti-HIV activity of sulfated dodecyl laminara-pentaosides and -hexaosides increased with increasing degree of sulfation (DS) and the pentaoside having an almost fully-sulfated saccharide portion had the highest activity, whereas for the hexaoside a somewhat lower DS manifested the highest activity. Sulfated laminara-oligosaccharide glycosides having fluoroalkyl-containing aglycons of high hydrophobicity showed potent inhibitory effects against HIV infection, in contrast, hydrophilic substituents containing oligo(ethyleneoxy) groups as aglycons in the sulfated oligosaccharides did not show high anti-HIV activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00315-2
• 作为产物：
  描述：

  在 sodium methylate 、 四氯化锡 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 2-{2-[2-(2-decyloxy-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Synthesis of sulfated oligosaccharide glycosides having high anti-HIV activity and the relationship between activity and chemical structure

  摘要：

  Sulfated laminara-oligosaccharide glycosides having high anti-human immunodeficiency virus (HIV) activities were synthesized from laminara-tetraose, -pentaose and -hexaose. The oligosaccharide glycosides were synthesized by treating peracetylated beta-oligosaccharides with various alcohols and Lewis acid catalysts. The effects of the number of glucose residues and the alkyl chain-length on anti-HIV activity were examined. The anti-HIV activity of sulfated dodecyl laminara-pentaosides and -hexaosides increased with increasing degree of sulfation (DS) and the pentaoside having an almost fully-sulfated saccharide portion had the highest activity, whereas for the hexaoside a somewhat lower DS manifested the highest activity. Sulfated laminara-oligosaccharide glycosides having fluoroalkyl-containing aglycons of high hydrophobicity showed potent inhibitory effects against HIV infection, in contrast, hydrophilic substituents containing oligo(ethyleneoxy) groups as aglycons in the sulfated oligosaccharides did not show high anti-HIV activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00315-2