O-(5-Acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->8)-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->3)-O-(β-D-galactopyranosyl)-(1->4)-α-D-glucopyranoside | 160835-58-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(5-Acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->8)-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->3)-O-(β-D-galactopyranosyl)-(1->4)-α-D-glucopyranoside
• 英文别名: NeuAc(a2-8)NeuAc(a2-3)Gal(b1-4)a-Glc；(2S,4S,5R,6R)-5-acetamido-6-[(1S,2R)-2-[(2S,4S,5R,6R)-5-acetamido-2-carboxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy-1,3-dihydroxypropyl]-2-[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-4-yl]oxy-4-hydroxyoxane-2-carboxylic acid
• CAS: 160835-58-5
• 化学式: C₃₄H₅₆N₂O₂₇
• 分子量: 924.816
• InChiKey: IESOVNOGVZBLMG-FJKXCIEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -9.7
• 重原子数：
  63
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  481
• 氢给体数：
  18
• 氢受体数：
  27

反应信息

• 作为产物：
  描述：

  4-Methyl-3-pentenyl O-<5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->8)-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-β-D-... 在 氢氧化钾 、 sodium carbonate 、 臭氧 、 溶剂黄146 作用下， 反应 1.55h， 生成 O-(5-Acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->8)-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->3)-O-(β-D-galactopyranosyl)-(1->4)-α-D-glucopyranoside
  参考文献：
  名称：

  Diakur, James; Noujaim, Antoine A., Journal of Carbohydrate Chemistry, 1994, vol. 13, # 5, p. 777 - 798

  摘要：

  DOI：

文献信息

• Synthetic studies on cell-surface glycans. 65. Highly stereoselective synthesis of ganglioside GD3
  作者：Yukishige Ito、Masaaki Numata、Mamoru Sugimoto、Tomoya Ogawa

  DOI：10.1021/ja00204a028

  日期：1989.10