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

• ChemBase编号: 134245
• 分子式: C14H18N2O8
• 平均质量: 342.30132
• 单一同位素质量: 342.10631555
• SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1Oc1ccc(cc1)[N+](=O)[O-])CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H](Oc2ccc(cc2)[N+](=O)[O-])[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C14H18N2O8/c1-7(18)15-11-13(20)12(19)10(6-17)24-14(11)23-9-4-2-8(3-5-9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12-,13-,14+/m1/s1
• InChIKey: OMRLTNCLYHKQCK-KSTCHIGDSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
• IUPAC传统名: N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
• 别名: p-Nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside; 4-Nitrophenyl N-acetyl-α-D-glucosaminide; GlcNAc1-α-PNP; p-Nitrophenyl 2-Acetamido-2-deoxy-α-D-glucopyranoside

登记号

• CAS号: 10139-02-3
• EC号: 233-392-9
• MDL号: MFCD00006592
• PubChem SID: 162228522; 24897691
• PubChem CID: 82398

理论计算性质

• Acid pKa: 11.628232
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -0.94643915
• LogD (pH = 7.4): -0.9464615
• Log P: -0.9464386
• 摩尔折射率: 78.6093 cm^3
• 极化性: 30.910494 Å^3
• 极化表面积: 154.07 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White to Off-White Solid
• 熔点: 272-274°C

安全信息

• 保存条件: -20°C Freezer
• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98%

详细说明

Toronto Research Chemicals - N501750

A useful substrate for assays of N-acetyl-alpha-galactosaminidase used in detection of Sanfilippo syndrome B.

参考文献

• Schram, A.W., et al.: Biochim. Biophys. Acta., 482, 138 (1977)
• Goldstein, I.J., et al.: J. Biol. Chem., 262, 4, 1596 (1987)