(2S,2'R,3'R,4'R,5S,7R,8S)-2'-[(1R)-1,2-dihydroxyethyl]-7-(hydroxymethyl)-5-[2-[1-[3-[11,17,23-tris[3-[4-[2-[(2S,4'R,5S,5'R,6'R,7R,8S)-6'-[(1R)-1,2-dihydroxyethyl]-4',5',8-trihydroxy-7-(hydroxymethyl)spiro[3,5,7,8-tetrahydropyrano[4,3-b][1,4]oxathiine-2,2'-oxane]-5-yl]oxyethyl]triazol-1-yl]propyl]-25,26,27,28-tetrapropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]propyl]triazol-4-yl]ethoxy]spiro[3,5,7,8-tetrahydropyrano[4,3-b][1,4]oxathiine-2,6'-oxane]-3',4',8-triol | 1432490-18-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2S,2'R,3'R,4'R,5S,7R,8S)-2'-[(1R)-1,2-dihydroxyethyl]-7-(hydroxymethyl)-5-[2-[1-[3-[11,17,23-tris[3-[4-[2-[(2S,4'R,5S,5'R,6'R,7R,8S)-6'-[(1R)-1,2-dihydroxyethyl]-4',5',8-trihydroxy-7-(hydroxymethyl)spiro[3,5,7,8-tetrahydropyrano[4,3-b][1,4]oxathiine-2,2'-oxane]-5-yl]oxyethyl]triazol-1-yl]propyl]-25,26,27,28-tetrapropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]propyl]triazol-4-yl]ethoxy]spiro[3,5,7,8-tetrahydropyrano[4,3-b][1,4]oxathiine-2,6'-oxane]-3',4',8-triol
• CAS: 1432490-18-0
• 化学式: C₁₂₄H₁₇₂N₁₂O₄₄S₄
• 分子量: 2663.05
• InChiKey: QOOIKIWAISEAQW-CRRWKCINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  184
• 可旋转键数：
  56
• 环数：
  21.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  894
• 氢给体数：
  24
• 氢受体数：
  56

反应信息

• 作为产物：
  描述：

  在 氨 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以70%的产率得到(2S,2'R,3'R,4'R,5S,7R,8S)-2'-[(1R)-1,2-dihydroxyethyl]-7-(hydroxymethyl)-5-[2-[1-[3-[11,17,23-tris[3-[4-[2-[(2S,4'R,5S,5'R,6'R,7R,8S)-6'-[(1R)-1,2-dihydroxyethyl]-4',5',8-trihydroxy-7-(hydroxymethyl)spiro[3,5,7,8-tetrahydropyrano[4,3-b][1,4]oxathiine-2,2'-oxane]-5-yl]oxyethyl]triazol-1-yl]propyl]-25,26,27,28-tetrapropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]propyl]triazol-4-yl]ethoxy]spiro[3,5,7,8-tetrahydropyrano[4,3-b][1,4]oxathiine-2,6'-oxane]-3',4',8-triol
  参考文献：
  名称：

  Multivalent presentation of a hydrolytically stable GM3 lactone mimetic as modulator of melanoma cells motility and adhesion

  摘要：

  A hydrolytically stable mimetic of the tumour antigen GM(3) lactone is used to decorate multivalent scaffolds. Two of them positively interfere on melanoma cell adhesion, migration and resistance to apoptosis (anoikis). Notably, their ability to hamper melanoma-cells adhesion and reduce the metastatic potential is enhanced when the two scaffolds, presenting a different shape, are used in combination. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.021