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Merck
CN

04449

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
PubChem Substance ID:
UNSPSC Code:
12352211
Beilstein/REAXYS Number:
3694312
MDL number:
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产品名称

O-(Octadecylphosphoryl)choline, ≥98% (TLC)

SMILES string

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

assay

≥98% (TLC)

lipid type

phospholipids

storage temp.

−20°C

Application

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

Biochem/physiol Actions

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

存储类别

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_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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R Zeisig et al.
Anti-cancer drugs, 2(4), 411-417 (1991-08-01)
Hexadecylphosphocholine (HPC) and its analogs with a longer alkyl chain (C18 and C20) were examined for antineoplastic activity in the murine tumor models P388 leukemia, B 16 melanoma, the mammary carcinoma C3H and Ca 755, and the human MT-1 mammary
V Brochez et al.
Lipids, 34(5), 511-516 (1999-06-24)
The determination of cellular content of octadecylphosphocholine (D-19391) and hexadecylphosphocholine (HePC, D-18506), two anticancer agents of the alkylphosphocholine group, using capillary gas chromatography is described. The compounds' cytotoxicity was first determined by the MTT [3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyltetrazolium] assay, being indicative for the
James McBride et al.
Journal of clinical microbiology, 43(2), 629-634 (2005-02-08)
We have developed and optimized a 96-well microtiter plate assay, based on the reduction of alamarBlue, to assess the efficacies of much needed new antimicrobials against Acanthamoeba species. This assay has been optimized for determination of drug efficacy against two
B B Lundberg
Anti-cancer drug design, 12(6), 503-513 (1997-10-06)
This study investigated the relevance of combining lipophilic anti-cancer drugs intercalated into the phospholipid bilayer of liposomes. The cytotoxic interaction of two ether lipids, octadecylphosphocholine and ET-18-OCH3, and the chemotherapeutic drugs teniposide and paclitaxel on cancer cells in vitro was
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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