5-acetamido-2-({2-[(5-acetamido-1,2,4-trihydroxy-6-oxohexan-3-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl}oxy)-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid

• ChemBase编号: 133631
• 分子式: C25H42N2O19
• 平均质量: 674.60298
• 单一同位素质量: 674.23817713
• SMILES: CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)OC1C(C(OC(C1O)OC(C(CO)O)C(C(C=O)NC(=O)C)O)CO)O)O
• Canonical SMILES: OCC(C(C(C(NC(=O)C)C=O)O)OC1OC(CO)C(C(C1O)OC1(CC(O)C(C(O1)C(C(CO)O)O)NC(=O)C)C(=O)O)O)O
• InChI: InChI=1S/C25H42N2O19/c1-8(32)26-10(4-28)16(37)20(13(36)6-30)44-23-19(40)22(18(39)14(7-31)43-23)46-25(24(41)42)3-11(34)15(27-9(2)33)21(45-25)17(38)12(35)5-29/h4,10-23,29-31,34-40H,3,5-7H2,1-2H3,(H,26,32)(H,27,33)(H,41,42)
• InChIKey: RGZDLTASXRMKKF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-acetamido-2-({2-[(5-acetamido-1,2,4-trihydroxy-6-oxohexan-3-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl}oxy)-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• IUPAC传统名: 5-acetamido-2-({2-[(5-acetamido-1,2,4-trihydroxy-6-oxohexan-3-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl}oxy)-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• 别名: α-NeuNAc-(2→3)-β-D-Gal-(1→4)-D-GlcNAc; 3′-SLN; 3′-Sialyl-N-acetyllactosamine; 3′-N-Acetylneuraminyl-N-acetyllactosamine sodium salt

登记号

• CAS号: 81693-22-3
• MDL号: MFCD00132996
• PubChem SID: 162227908; 24891158
• PubChem CID: 4150746

理论计算性质

• Acid pKa: 2.8378649
• 质子受体: 19
• 质子供体: 13
• LogD (pH = 5.5): -10.637272
• LogD (pH = 7.4): -11.520468
• Log P: -8.029466
• 摩尔折射率: 141.1315 cm^3
• 极化性: 58.224663 Å^3
• 极化表面积: 351.79 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

分子性质

安全信息

• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 25
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300
• GHS警示性声明: P264-P301 + P310
• 保存温度: -20°C

详细说明

Sigma Aldrich - A6936

Application
3′-N-Acetylneuraminyl-N-acetyllactosamine is a glycan component of O-gylcopeptides. 3′-Sialyl-N-acetyllactosamine can be used to make an avian receptor analogue glycoprobe to study the binding of influenza viruses such as the North American lineage subtype H7N2 virus A/New York/107/2003 (NY107). 3′-Sialyl-N-acetyllactosamine is used as a reference material in the analysis of milk oligosaccharides.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A6936.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.