N-[(2S,3R,4R,5S,6R)-2-{[(2R,3R,4R,5R,6R)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

• ChemBase编号: 175281
• 分子式: C22H31N3O13
• 平均质量: 545.49384
• 单一同位素质量: 545.18568807
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)O[C@@H]1[C@@H]([C@@H]([C@H](O[C@H]1CO)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)C)O)NC(=O)C)O)O
• Canonical SMILES: OC[C@@H]1O[C@H](Oc2ccc(cc2)[N+](=O)[O-])[C@H]([C@H]([C@H]1O[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1NC(=O)C)O)O)O)NC(=O)C
• InChI: InChI=1S/C22H31N3O13/c1-9(28)23-15-18(31)17(30)13(7-26)36-22(15)38-20-14(8-27)37-21(16(19(20)32)24-10(2)29)35-12-5-3-11(4-6-12)25(33)34/h3-6,13-22,26-27,30-32H,7-8H2,1-2H3,(H,23,28)(H,24,29)/t13-,14-,15-,16-,17-,18-,19-,20+,21+,22+/m1/s1
• InChIKey: HWBFEVWOQMUQIE-POPYIZTESA-N

名称和登记号

名称

• IUPAC标准名: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3R,4R,5R,6R)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC传统名: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3R,4R,5R,6R)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• 别名: GlcNAc1-β-4GalNAc-α-PNP; β-p-Nitrophenyl Di-N-acetylchitobioside; p-Nitrophenyl-β-N,N'-diacetylchitobioside; p-Nitrophenyl 2-Acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-galactopyranoside; p-Nitrophenyl 2-Acetamido-2-deoxy-(4-O-2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside

登记号

• PubChem SID: 164231191
• PubChem CID: 71307206

理论计算性质

• Acid pKa: 11.61962
• 质子受体: 13
• 质子供体: 7
• LogD (pH = 5.5): -3.00531
• LogD (pH = 7.4): -3.005333
• Log P: -3.0053093
• 摩尔折射率: 122.1239 cm^3
• 极化性: 48.971577 Å^3
• 极化表面积: 242.09 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White to Off-White Solid
• 熔点: 272-273°C

安全信息

• 保存条件: -20°C Freezer

参考文献

• Medina, M. et al.: Cancer Res. 59,1061-1070, (1999)