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

• ChemBase编号: 163997
• 分子式: C36H71NO3
• 平均质量: 565.95384
• 单一同位素质量: 565.54339514
• SMILES: C(C/C=C/[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCCCCCCC)O)CCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)N[C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)CO
• InChI: InChI=1S/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38-39H,3-28,30,32-33H2,1-2H3,(H,37,40)/b31-29+/t34-,35+/m0/s1
• InChIKey: VODZWWMEJITOND-NXCSZAMKSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide
• IUPAC传统名: C18 cer
• 别名: N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]octadecanamide; D-erythro-1,3-Dihydroxy-2-octadecanoylamido-trans-4-octadecene; N-Stearoyl-C18-sphingosine; N-Stearoyl-D-erythro-sphingosine; N-Stearoyl-D-sphingosine; N-Stearoylsphingenine; N-Stearoylsphingosine; C18 Ceramide

登记号

• CAS号: 2304-81-6
• PubChem SID: 162258132
• PubChem CID: 5283565

理论计算性质

• Acid pKa: 13.619749
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 11.754491
• LogD (pH = 7.4): 11.754492
• Log P: 11.754493
• 摩尔折射率: 174.9777 cm^3
• 极化性: 69.2832 Å^3
• 极化表面积: 69.56 Å^2
• 可自由旋转的化学键: 32
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform
• 外观: White to Off White Solid
• 熔点: 99-101°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - C263050

The sphingolipid ceramide is a potent inhibitor of the mitochondrial permeability transition pore.

参考文献

• Aoyama, M., et al.: Biochem. J., 336, 727 (1998)
• Ghafourifar, P., et al.: J. Biol. Chem., 274, 6080 (1998)
• Montes, L., et al.: J. Biol. Chem., 277, 11788 (1998)
• Scorrano, L., et al.: Science, 300, 135 (1998)