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ET 18-OCH3

Cat. No. 7462 Submit a Review Datasheet / COA / SDS
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Description: Selective PI-PLC inhibitor, also PAF receptor agonist
Chemical Name: 4-Hydroxy-7-methoxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphaheptacosan-1-aminium 4-oxide
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Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity for ET 18-OCH3

ET 18-OCH3 is a synthetic lysophospholipid analog that selectively inhibits phosphatidylinositol phospholipase C (IC50 = 9.6 μM in fibroblasts and adenocarcinoma cells). ET 18-OCH3 acts as an agonist at platelet-activating factor (PAF) receptors. ET 18-OCH3 is an antitumor lipid that selectively induces apoptosis in tumor cells, sparing normal cells, and activates the intracellular Fas/CD95 death receptor. ETH 18-OCH3 also triggers eryptosis and interacts with mitochondrial membranes to increase mitochondrial membrane permeability, leading to dysfunction and apoptosis. Racemic mixture.

Technical Data for ET 18-OCH3

M. Wt 523.73
Formula C27H58NO6P
Storage Store at -20°C
CAS Number 70641-51-9
PubChem ID 1392
InChI Key MHFRGQHAERHWKZ-UHFFFAOYSA-N
Smiles COC(COP(OCC[N+](C)(C)C)([O-])=O)COCCCCCCCCCCCCCCCCCC

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for ET 18-OCH3

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 10.47 20

Preparing Stock Solutions for ET 18-OCH3

The following data is based on the product molecular weight 523.73. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 9.55 mL 47.73 mL 95.47 mL
1 mM 1.91 mL 9.55 mL 19.09 mL
2 mM 0.95 mL 4.77 mL 9.55 mL
10 mM 0.19 mL 0.95 mL 1.91 mL

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References for ET 18-OCH3

References are publications that support the biological activity of the product.

Mollinedo et al (2004) ET-18-OCH3 (edelfosine): a selective antitumour lipid targeting apoptosis through intracellular activation of Fas/CD95 death receptor. Curr.Med.Chem. 11 3163 PMID: 15579006

Briglia et al (2015) Edelfosine induced suicidal death of human erythrocytes. Cell.Physiol.Biochem. 37 2221 PMID: 26618532

Powis et al (1992) Selective inhibition of phosphatidylinositol phospholipase C by cytotoxic ether lipid analogues. Cancer Res. 52 2835 PMID: 1316230

Aoki et al (1995) A radioreceptor binding assay for platelet-activating factor (PAF) using membranes from CHO cells expressing human PAF receptor. J.Immunol.Methods 186 225 PMID: 7594622

Shimizu et al (2007) Roles of brain phosphatidylinositol-specific phospholipase C and diacylglycerol lipase in centrally administered histamine-induced adrenomedullary outflow in rats. Eur.J.Pharmacol. 571 138 PMID: 17628524

Wong et al (2007) Phospholipase C and myosin light chain kinase inhibition define a common step in actin regulation during cytokinesis. BMC Cell Biol. 8 15 PMID: 17509155

If you know of a relevant reference for ET 18-OCH3, please let us know.

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