N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexacosanamide

• ChemBase编号: 164005
• 分子式: C44H87NO3
• 平均质量: 678.16648
• 单一同位素质量: 677.66859565
• SMILES: C(=C\[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)O)/CCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)CO
• InChI: InChI=1S/C44H87NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-44(48)45-42(41-46)43(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h37,39,42-43,46-47H,3-36,38,40-41H2,1-2H3,(H,45,48)/b39-37+/t42-,43+/m0/s1
• InChIKey: CJROVRTUSFQVMR-GVOPMEMSSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexacosanamide
• IUPAC传统名: C26 cer
• 别名: N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecenyl]hexacosanamide; [R-[R*,S*-(E)]]-N-[2-Hydroxy-1-(hydroxymethyl)-3-heptadecenyl]hexacosanamide; C26 Ceramide

登记号

• CAS号: 121459-09-4
• PubChem SID: 162258140
• PubChem CID: 5283570

理论计算性质

• Acid pKa: 13.619749
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 15.31104
• LogD (pH = 7.4): 15.311042
• Log P: 15.311042
• 摩尔折射率: 211.7857 cm^3
• 极化性: 84.04949 Å^3
• 极化表面积: 69.56 Å^2
• 可自由旋转的化学键: 40
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - C263455

Sphingolipid activator proteins are required for epidermal permeability barrier formation.

参考文献

• Tayama, M., et al.: Biochem. J., 290, 401 (1993)
• Holleran, W., et al.: J. Clin. Invest., 93, 1756 (1993)
• Wilkening, G., et al.: J. Biol. Chem., 273, 30271 (1993)