octadecyl 2-(trimethylazaniumyl)ethyl phosphate

• ChemBase编号: 153230
• 分子式: C23H50NO4P
• 平均质量: 435.621161
• 单一同位素质量: 435.34774572
• SMILES: CCCCCCCCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C
• Canonical SMILES: CCCCCCCCCCCCCCCCCCOP(=O)(OCC[N+](C)(C)C)[O-]
• InChI: InChI=1S/C23H50NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-27-29(25,26)28-23-21-24(2,3)4/h5-23H2,1-4H3
• InChIKey: ZBNJXSZNWZUYCI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: octadecyl 2-(trimethylazaniumyl)ethyl phosphate
• IUPAC传统名: octadecyl 2-(trimethylammonio)ethyl phosphate
• 别名: Octadecylphosphocholine; Phosphocholine octadecyl ester; O-(Octadecylphosphoryl)choline

登记号

• CAS号: 65956-63-0
• MDL号: MFCD00171405
• Beilstein号: 3694312
• PubChem SID: 162247369
• PubChem CID: 125219

理论计算性质

• Acid pKa: 1.8803148
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 5.1634836
• LogD (pH = 7.4): 5.1635857
• Log P: 3.1399858
• 摩尔折射率: 134.7151 cm^3
• 极化性: 49.54287 Å^3
• 极化表面积: 58.59 Å^2
• 可自由旋转的化学键: 22
• 里宾斯基五规则: true

分子性质

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (TLC)
• Empirical Formula (Hill Notation): C23H50NO4P

详细说明

Sigma Aldrich - 04449

Application
Antitumor phospholipid3, induces apoptosis in three human leukemic cell lines4.
Biochem/physiol Actions
C18-phosphocholine was the most potent alkylphosphocholine tested in inhibiting phosphatidylcholine biosynthesis.1 The effect is mediated by interrupting the translocation of the rate-limiting enzyme, CTP:phosphocholine cytidylyltransferase, to membranes, where it is active.2