octyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-6-O-[2,2-bis(hydroxymethyl)-3-hydroxy-3-O-(oxosulfonyl)propyl]-α-D-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: octyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-6-O-[2,2-bis(hydroxymethyl)-3-hydroxy-3-O-(oxosulfonyl)propyl]-α-D-glucopyranoside
• 英文别名: sodium;[5-[[(2R,3S,4R,5R,6S)-5-acetamido-6-octoxy-3,4-bis(phenylmethoxy)oxan-2-yl]methoxymethyl]-2-(4-methoxyphenyl)-1,3-dioxan-5-yl]methyl sulfate
• 化学式: C₄₃H₅₈NO₁₃S*Na
• 分子量: 851.988
• InChiKey: OCOLMCMJCMOBID-BYANPRMSSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  59
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  178
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  octyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-6-O-[2,2-bis(hydroxymethyl)-3-hydroxy-3-O-(oxosulfonyl)propyl]-α-D-glucopyranoside 在 palladium on activated charcoal 硫酸 、 氢气 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 26.0h， 生成 octyl 2-acetamido-2-deoxy-6-O-[2,2-bis(hydroxymethyl)-3-hydroxypropyl]-α-D-glucopyranoside
  参考文献：
  名称：

  Central Neural Tumor Destruction by Controlled Release of a Synthetic Glycoside Dispersed in a Biodegradable Polymeric Matrix

  摘要：

  An octyl N-acetylglucosaminide derivative with a pentaerythritol chain at position 6 has been synthesized and evaluated as an inhibitor of neural tumor growth. The glycoside inhibited the growth of a neuroectodermic tumor implanted in rats and, when loaded on a slow-delivery polymer disk, caused the destruction of cultured human astroblastoma obtained after surgical biopsy.

  DOI：

  10.1021/jm025620k
• 作为产物：
  描述：

  D-GlcNAc 在 吡啶 、 4-二甲氨基吡啶 、 三氟化硼乙醚 、 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 硝基甲烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.67h， 生成 octyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-6-O-[2,2-bis(hydroxymethyl)-3-hydroxy-3-O-(oxosulfonyl)propyl]-α-D-glucopyranoside
  参考文献：
  名称：

  Central Neural Tumor Destruction by Controlled Release of a Synthetic Glycoside Dispersed in a Biodegradable Polymeric Matrix

  摘要：

  An octyl N-acetylglucosaminide derivative with a pentaerythritol chain at position 6 has been synthesized and evaluated as an inhibitor of neural tumor growth. The glycoside inhibited the growth of a neuroectodermic tumor implanted in rats and, when loaded on a slow-delivery polymer disk, caused the destruction of cultured human astroblastoma obtained after surgical biopsy.

  DOI：

  10.1021/jm025620k

文献信息

• Central Neural Tumor Destruction by Controlled Release of a Synthetic Glycoside Dispersed in a Biodegradable Polymeric Matrix
  作者：Alfonso Fernández-Mayoralas、Natalia de la Figuera、Mercedes Zurita、Jesús Vaquero、Gustavo A. Abraham、Julio San Román、Manuel Nieto-Sampedro

  DOI：10.1021/jm025620k

  日期：2003.4.1

  An octyl N-acetylglucosaminide derivative with a pentaerythritol chain at position 6 has been synthesized and evaluated as an inhibitor of neural tumor growth. The glycoside inhibited the growth of a neuroectodermic tumor implanted in rats and, when loaded on a slow-delivery polymer disk, caused the destruction of cultured human astroblastoma obtained after surgical biopsy.