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

• ChemBase编号: 179259
• 分子式: C21H44ClNO2
• 平均质量: 378.03256
• 单一同位素质量: 377.30605733
• SMILES: OC[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)[N+](C)(C)C.[Cl-]
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H]([N+](C)(C)C)CO)O.[Cl-]
• InChI: InChI=1S/C21H44NO2.ClH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(24)20(19-23)22(2,3)4;/h17-18,20-21,23-24H,5-16,19H2,1-4H3;1H/q+1;/p-1/b18-17+;/t20-,21+;/m0./s1
• InChIKey: OBTLGDGOHFHYNH-DSQFUKAXSA-M

名称和登记号

名称

• IUPAC标准名: [(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]trimethylazanium chloride
• IUPAC传统名: N,N,N-trimethyl-sphingosine chloride
• 别名: [R-[R*,S*-(E)]]-1,3-Dihydroxy-N,N,N-trimethyl-4-octadecen-2-aminium Chloride; D-erythro-N,N,N-Trimethylsphingosine Chloride

登记号

• CAS号: 134962-48-4
• PubChem SID: 164235169
• PubChem CID: 14889582

理论计算性质

• Acid pKa: 12.772933
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 1.2198722
• LogD (pH = 7.4): 1.2199067
• Log P: 1.2198718
• 摩尔折射率: 117.8749 cm^3
• 极化性: 41.890606 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White Solid
• 熔点: 72-74°C

安全信息

• 保存条件: -20°C Freezer
• 保存注意事项: Store in Freezer

详细说明

Toronto Research Chemicals - T797150

Has an inhibitory effect via blocking of transmembrane signaling on the growth of various human tumor cell lines in vitro as well as in vivo in nu/nu mice. A potent and effective cardioprotective agent that inhibits leukocyte-endothelial cell interaction

参考文献

• Handa, K., et al.: Biochemistry, 30, 50, 11684 (1991)
• Endo, K., et al.: Cancer Research, 51, 1613 (1991)
• Park, Y.S., et al.: Cancer Research, 54, 2213 (1991)
• Kennedy, S.D., et al.: Am. J. Clin. Pathol., 107, 1, 99 (1991)
• Campbell, B., et al: Cardivasc