N-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]butanamide

• ChemBase编号: 169676
• 分子式: C28H53NO8
• 平均质量: 531.72232
• 单一同位素质量: 531.37711766
• SMILES: O(C[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)NC(=O)CCC)[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O
• Canonical SMILES: CCCC(=O)N[C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)CO[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C28H53NO8/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-18-22(31)21(29-24(32)17-4-2)20-36-28-27(35)26(34)25(33)23(19-30)37-28/h16,18,21-23,25-28,30-31,33-35H,3-15,17,19-20H2,1-2H3,(H,29,32)/b18-16+/t21-,22+,23+,25+,26-,27+,28+/m0/s1
• InChIKey: VSVGCPKEFVFBTE-HAJHVBEFSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]butanamide
• IUPAC传统名: N-[(2S,3R,4E)-3-hydroxy-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadec-4-en-2-yl]butanamide
• 别名: [R-[R*,S*-(E)]]-N-[1-[(β-D-Glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecenyl]butanamide; β-D-Glucosyl C4-Ceramide

登记号

• CAS号: 111956-45-7
• PubChem SID: 162263808
• PubChem CID: 71317100

理论计算性质

• Acid pKa: 12.175433
• 质子受体: 8
• 质子供体: 6
• LogD (pH = 5.5): 3.7596946
• LogD (pH = 7.4): 3.7596884
• Log P: 3.7596955
• 摩尔折射率: 142.977 cm^3
• 极化性: 57.06397 Å^3
• 极化表面积: 148.71 Å^2
• 可自由旋转的化学键: 21
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol
• 外观: White Solid
• 熔点: 119-121°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - G596810

An inhibitor of human acid β-glucosidase.

参考文献

• Osiecki-Newman, K., et al.: Biochim. Biophysica Acta Protein Str. Mol. Enzym., 915, 87 (1987)