341207
ET-18-OCH3
A cell-permeable and reversible cytotoxic agent that shows selective cytocidal activity against neoplastic cells and virally transformed cells.
别名:
ET-18-OCH3, Edelfosine, 1-O-Octadecyl-2-O-methyl- rac-glycero-3-phosphorylcholine, Edelfosine, 1-O-Octadecyl-2-O-methyl-rac-glycero-3-phosphorylcholine
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关于此项目
经验公式（希尔记法）:
C27H58NO6P
化学文摘社编号:
分子量:
523.73
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥95% (TLC)
Form:
solid
Storage condition:
OK to freeze
Quality Segment
description
RTECS - YK0718000
assay
≥95% (TLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
white
solubility
DMSO: 5 mg/mL, ethanol: 5 mg/mL, chloroform: 50 mg/mL, water: soluble
shipped in
ambient
storage temp.
−20°C
SMILES string
[P](=O)([O-])(OCC[N+](C)(C)C)OCC(OC)COCCCCCCCCCCCCCCCCCC
InChI
1S/C27H58NO6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27(31-5)26-34-35(29,30)33-24-22-28(2,3)4/h27H,6-26H2,1-5H3
InChI key
MHFRGQHAERHWKZ-UHFFFAOYSA-N
General description
A cell-permeable and reversible cytotoxic agent that shows selective cytocidal activity against neoplastic cells and virally transformed cells. Selectively inhibits phosphatidylinositol-specific phospholipase C (PI-PLC, IC50 = 9.6 µM) but does not inhibit phosphatidylcholine-specific PLC or PLD. Promotes apoptosis in mitogen-activated, but not resting, T lymphocytes in a dose- and time-dependent manner. Also promotes rapid and selective apoptosis in human leukemic cells.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
PI-PLC
PI-PLC
Product does not compete with ATP.
Reversible: yes
Target IC50: 9.6 µM against phosphatidylinositol-specific phospholipase C (PI-PLC)
Preparation Note
Following reconstitution in ethanol, aliquot and freeze (-20°C). Ethanol stock solutions are stable for up to 3 months at -20°C. Unstable in aqueous solution; reconstitute just prior to use.
Other Notes
Harguindey, J., et al. 2000. Apoptosis5, 87.
Cabaner, C., et al. 1999. Br. J. Pharmacol. 127, 813.
Powis, G., and Phil, D. 1994. Cancer Metastasis Rev.13, 91.
Helfman, D., et al. 1993. Cancer Res. 53, 2955.
Mollinedo, F., et al. 1993. Biochem. Biophys. Res. Commun. 192, 603.
Powis, G., et al. 1992. Cancer Res.52, 2835.
Oishi, K., et al. 1988. Biochem. Biophys. Res. Commun.157, 1000.
Cabaner, C., et al. 1999. Br. J. Pharmacol. 127, 813.
Powis, G., and Phil, D. 1994. Cancer Metastasis Rev.13, 91.
Helfman, D., et al. 1993. Cancer Res. 53, 2955.
Mollinedo, F., et al. 1993. Biochem. Biophys. Res. Commun. 192, 603.
Powis, G., et al. 1992. Cancer Res.52, 2835.
Oishi, K., et al. 1988. Biochem. Biophys. Res. Commun.157, 1000.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Material may form micelles in aqueous stock solutions, which may affect experimental results.
Toxicity: Carcinogenic / Teratogenic (D)
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable