N-[(2R,3R,4E)-1,3-dihydroxy(1,2-13C2,1,1-2H2)octadec-4-en-2-yl]octadecanamide

• ChemBase编号: 163998
• 分子式: C36H71NO3
• 平均质量: 567.93914968
• 单一同位素质量: 567.55010481
• SMILES: C(/C=C/[C@H]([13C@@H](NC(=O)CCCCCCCCCCCCCCCCC)[13CH2]O)O)CCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)N[13C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)[13CH2]O
• 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/i33+1,34+1
• InChIKey: VODZWWMEJITOND-MNDRRKFSSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2R,3R,4E)-1,3-dihydroxy(1,2-^1^3C₂,1,1-^2H₂)octadec-4-en-2-yl]octadecanamide
• IUPAC传统名: N-[(2R,3R,4E)-1,3-dihydroxy(1,2-^1^3C₂,1,1-^2H₂)octadec-4-en-2-yl]octadecanamide
• 别名: N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]octadecanamide-13C2,D2; D-erythro-1,3-Dihydroxy-2-octadecanoylamido-trans-4-octadecene-13C2,D2; N-Stearoyl-C18-sphingosine-13C2,D2; N-Stearoyl-D-erythro-sphingosine-13C2,D2; N-Stearoyl-D-sphingosine-13C2,D2; N-Stearoylsphingenine-13C2,D2; N-Stearoylsphingosine-13C2,D2; C18 Ceramide-13C2,D2

登记号

• PubChem SID: 162258133
• PubChem CID: 71314647

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 Solid
• 熔点: 84-86°C

安全信息

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

详细说明

Toronto Research Chemicals - C263052

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)