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Merck
CN

04449

Sigma-Aldrich

O-(Octadecylphosphoryl)choline

≥98% (TLC)

别名:

Octadecylphosphocholine, Phosphocholine octadecyl ester

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关于此项目

经验公式(希尔记法):
C23H50NO4P
化学文摘社编号:
分子量:
435.62
Beilstein:
3694312
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
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方案

≥98% (TLC)

脂质类型

phospholipids

储存温度

−20°C

SMILES字符串

CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCC[N+](C)(C)C

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

InChI key

ZBNJXSZNWZUYCI-UHFFFAOYSA-N

应用

Antitumor phospholipid, induces apoptosis in three human leukemic cell lines.

生化/生理作用

C18-phosphocholine was the most potent alkylphosphocholine tested in inhibiting phosphatidylcholine biosynthesis. The effect is mediated by interrupting the translocation of the rate-limiting enzyme, CTP:phosphocholine cytidylyltransferase, to membranes, where it is active.

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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M R Berger et al.
Journal of cancer research and clinical oncology, 119(9), 541-548 (1993-01-01)
Alkylphosphocholines, and especially their main representative hexadecylphosphocholine (HPC), show high anticancer activity in methylnitrosourea (MNU)-induced autochthonous rat mammary carcinoma. The regression of MNU-induced rat mammary carcinoma during HPC treatment can be evaluated by computed tomography and sonography. This allows a
Janez Mravljak et al.
Journal of medicinal chemistry, 48(20), 6393-6399 (2005-09-30)
Alkylphospholipid analogues of perifosine and miltefosine bearing a nitroxide moiety at different positions on an alkyl chain were synthesized as electron paramagnetic resonance (EPR) probes. Their amphiphilic properties were characterized by determining their critical micelle concentration (cmc) and hemolytic activity
M K Jain et al.
Biochimica et biophysica acta, 813(1), 68-76 (1985-02-28)
Properties of the aqueous dispersions of n-octadecylphosphocholine are examined by differential scanning calorimetry, fluorescence depolarization, light scattering, 31P-NMR, pig pancreatic phospholipase A2 binding, and X-ray diffraction. On heating, these dispersions exhibit a sharp lamellar to micelle transition at 20.5 degrees
New cytostatics with experimentally different toxic profiles.
M R Berger et al.
Cancer treatment reviews, 14(3-4), 307-317 (1987-12-01)
E Posse de Chaves et al.
The Biochemical journal, 312 ( Pt 2), 411-417 (1995-12-01)
At least 50% of the major axonal membrane lipid, phosphatidylcholine, of rat sympathetic neurons is synthesized in situ in axons [Posse de Chaves, Vance, Campenot and Vance (1995) J. Cell Biol. 128, 913-918]. In the same study we reported that

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