N-(5,6-dihydroxy-1-oxo-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]hexan-2-yl)acetamide

• ChemBase编号: 131083
• 分子式: C20H35NO15
• 平均质量: 529.4896
• 单一同位素质量: 529.20066943
• SMILES: CC1C(C(C(C(O1)OC(C(C=O)NC(=O)C)C(C(CO)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)O
• Canonical SMILES: O=CC(C(C(C(CO)O)OC1OC(CO)C(C(C1O)O)O)OC1OC(C)C(C(C1O)O)O)NC(=O)C
• InChI: InChI=1S/C20H35NO15/c1-6-11(27)13(29)15(31)19(33-6)35-17(8(3-22)21-7(2)25)18(9(26)4-23)36-20-16(32)14(30)12(28)10(5-24)34-20/h3,6,8-20,23-24,26-32H,4-5H2,1-2H3,(H,21,25)
• InChIKey: ZAFUNKXZZPSTLA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(5,6-dihydroxy-1-oxo-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]hexan-2-yl)acetamide
• IUPAC传统名: N-(5,6-dihydroxy-1-oxo-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]hexan-2-yl)acetamide
• 别名: α-L-Fuc-(1→3)-[β-D-Gal-(1→4)]-D-GlcNAc; Lex Trisaccharide; Lewis-X trisaccharide

登记号

• CAS号: 71208-06-5
• MDL号: MFCD00214084
• PubChem SID: 162225361
• PubChem CID: 4169156

理论计算性质

• Acid pKa: 11.3070545
• 质子受体: 15
• 质子供体: 10
• LogD (pH = 5.5): -6.3511577
• LogD (pH = 7.4): -6.3512096
• Log P: -6.351157
• 摩尔折射率: 111.7298 cm^3
• 极化性: 46.409077 Å^3
• 极化表面积: 265.16 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 保存温度: 2-8°C

详细说明

Sigma Aldrich - L5152

Biochem/physiol Actions
Lewis-X is a developmentally regulated antigen and has been suggested to be a tumor marker. At high concentrations, it inhibits P-selectin-mediated adhesion.
Other Notes
Lewis-X is the trisaccharide part of the sialyl-Lewis-X tetrasaccharide, the suggested ligand for P- and E-selectins.