N-[(2S,3S,4R)-3,4-dihydroxy-1-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadecan-2-yl]hexacosanamide

• ChemBase编号: 154862
• 分子式: C50H99NO9
• 平均质量: 858.32236
• 单一同位素质量: 857.73198375
• SMILES: CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)[C@@H]([C@@H](CCCCCCCCCCCCCC)O)O
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@H]([C@@H]([C@@H](CCCCCCCCCCCCCC)O)O)CO[C@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C50H99NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-45(54)51-42(41-59-50-49(58)48(57)47(56)44(40-52)60-50)46(55)43(53)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h42-44,46-50,52-53,55-58H,3-41H2,1-2H3,(H,51,54)/t42-,43+,44+,46-,47-,48-,49+,50-/m0/s1
• InChIKey: VQFKFAKEUMHBLV-BYSUZVQFSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2S,3S,4R)-3,4-dihydroxy-1-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadecan-2-yl]hexacosanamide
• IUPAC传统名: α-GalCer
• 别名: α-GalCer; α-Galactosylceramide; KRN7000; (2S,3S,4R)-1-O-(α-D-Galactosyl)-N-hexacosanoyl-2-amino-1,3,4-octadecanetriol; N-[(1S,2S,3R)-1-[(α-D-Galactopyranosyloxy)methyl]-2,3-dihydroxyheptadecyl]hexacosanamide; KRN7000

登记号

• CAS号: 158021-47-7
• MDL号: MFCD00939559
• PubChem SID: 162249000
• PubChem CID: 2826713

理论计算性质

• Acid pKa: 12.162304
• 质子受体: 9
• 质子供体: 7
• LogD (pH = 5.5): 12.671315
• LogD (pH = 7.4): 12.671309
• Log P: 12.671317
• 摩尔折射率: 244.5979 cm^3
• 极化性: 98.39637 Å^3
• 极化表面积: 168.94 Å^2
• 可自由旋转的化学键: 44
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: 0.2mg per ml PBS plus 0.5% Tween-20 and sonicate for 2hrs; Pyridine
• 外观: White to Off-White Solid
• 熔点: 125-130°C

安全信息

• 保存条件: -20°C Freezer
• 保存注意事项: Hygroscopic
• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95% (TLC)
• Empirical Formula (Hill Notation): C50H99NO9

详细说明

Toronto Research Chemicals - K660000

Galactosylceramides play an important roles in promoting the regulation of nerve cells, regulating protein kinase C activities and modulating the function of the hormone receptor. It has shown to have significant immunostimulatory and anti-umor activity

参考文献

• Morita, M., et al.: J. Med. Chem., 38, 2176 (1995)
• Sakai, T., et al.: J. Med. Chem., 42, 1836 (1995)