(2-{[(2R,3R,4E)-2-azido-3-hydroxyoctadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium

• ChemBase编号: 161077
• 分子式: C23H47N4O5P
• 平均质量: 490.616841
• 单一同位素质量: 490.32840725
• SMILES: C(=C\[C@H]([C@@H](COP(=O)(OCC[N+](C)(C)C)[O-])N=[N+]=[N-])O)/CCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](COP(=O)(OCC[N+](C)(C)C)[O-])N=[N+]=[N-])O
• InChI: InChI=1S/C23H47N4O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(28)22(25-26-24)21-32-33(29,30)31-20-19-27(2,3)4/h17-18,22-23,28H,5-16,19-21H2,1-4H3/b18-17+/t22-,23-/m1/s1
• InChIKey: XNUUWIADFLHGET-GERLKTCDSA-N

名称和登记号

名称

• IUPAC标准名: (2-{[(2R,3R,4E)-2-azido-3-hydroxyoctadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• IUPAC传统名: (2-{[(2R,3R,4E)-2-azido-3-hydroxyoctadec-4-en-1-yl phosphonato]oxy}ethyl)trimethylazanium
• 别名: Azido-3-hydroxy-1-trimethylaminoethylphosphoryl-erythro-sphingosine; Azidophosphorylsphingosylcholine

登记号

• PubChem SID: 162255212
• PubChem CID: 71313602

理论计算性质

• Acid pKa: 1.8679304
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 3.5139642
• LogD (pH = 7.4): 3.5140631
• Log P: 1.6045089
• 摩尔折射率: 144.6932 cm^3
• 极化性: 52.22327 Å^3
• 极化表面积: 108.25 Å^2
• 可自由旋转的化学键: 22
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMF; Methanol
• 外观: Waxy Solid

详细说明

Toronto Research Chemicals - A925050

A derivative of Sphingosylphosphorylcholine, which is involved in cell regulation, and transmembrane signaling. A putative lipid second messenger, connected via Protein Kinase C to the phosphatidylinositol-derived second messengers for signal transducti

参考文献

• Kratzer, B. and Schmidt, R.R.: Liebigs Ann., 955-963 (1995)