Molecular structure of ET-18-OCH3, CAS Number: 77286-66-9
ET-18-OCH3 (CAS 77286-66-9)
See product citations (6)
Alternate Names:
1-O-Octadecyl-2-O-methyl-sn-glycero-3-phosphorylcholine; Edelfosine;2-O-Methyl-PAF-C-18; sn-ET-18-OCH3
Application:
ET-18-OCH3 is an inhibitor of phosphatidylinositol specific PLC & PKC
CAS Number:
77286-66-9
Purity:
≥95%
Molecular Weight:
523.70
Molecular Formula:
C27H58NO6P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
ET-18-OCH3 is an ether lipid analogue that induces selective apoptosis in tumor cells without affecting normal cells. The compound may act to inhibit Swiss 3T3 fibroblast and BG1 ovarian adenocarcinoma cell cytosolic phosphoinositide selective phospholipase C (PIPLC). ET-18-OCH3 induces apoptosis in human promyelocytic HL-60 leukemic cells and promonocytic U937 leukemic cells. Research demonstrates that in the presence of ET-18-OCH3, intracellular Fas/CD95 is activated and activation of p70 S6 Kinase is inhibited. ET-18-OCH3 is also a PAF-R Activator. ET-18-OCH3 shows antineoplastic activity and is an inhibitor of PKC.
ET-18-OCH3 (CAS 77286-66-9) References
- The ether lipid ET-18-OCH3 increases cytosolic Ca2+ concentrations in Madin Darby canine kidney cells. | Jan, CR., et al. 1999. Br J Pharmacol. 127: 1502-10. PMID: 10455302
- Phospholipase A(2) and its products are involved in the purinergic receptor-mediated translocation of protein kinase C in CHO-K1 cells. | Shirai, Y., et al. 2000. J Cell Sci. 113 (Pt 8): 1335-43. PMID: 10725217
- A calcium-independent phospholipase activity insensitive to bromoenol lactone mediates arachidonic acid release by lindane in rat myometrial cells. | Wang, CT., et al. 2001. Life Sci. 70: 453-70. PMID: 11798014
- Selective inhibition of phosphatidylinositol phospholipase C by cytotoxic ether lipid analogues. | Powis, G., et al. 1992. Cancer Res. 52: 2835-40. PMID: 1316230
- ET-18-OCH3 (edelfosine): a selective antitumour lipid targeting apoptosis through intracellular activation of Fas/CD95 death receptor. | Mollinedo, F., et al. 2004. Curr Med Chem. 11: 3163-84. PMID: 15579006
- ET-18-OCH3 inhibits the phosphorylation and activation of p70 S6 kinase in MCF-7 cells. | Arthur, G., et al. 2005. Anticancer Res. 25: 95-100. PMID: 15816524
- M2 and M3 muscarinic receptor activation of urinary bladder contractile signal transduction. II. Denervated rat bladder. | Braverman, AS., et al. 2006. J Pharmacol Exp Ther. 316: 875-80. PMID: 16243962
- Essential role of Ca2+ release channels in angiotensin II-induced Ca2+ oscillations and mesangial cell contraction. | Feng, Z., et al. 2006. Kidney Int. 70: 130-8. PMID: 16723987
- Does phospholipase C mediate muscarinic receptor-induced rat urinary bladder contraction? | Frazier, EP., et al. 2007. J Pharmacol Exp Ther. 322: 998-1002. PMID: 17596535
- Activated nuclear metabotropic glutamate receptor mGlu5 couples to nuclear Gq/11 proteins to generate inositol 1,4,5-trisphosphate-mediated nuclear Ca2+ release. | Kumar, V., et al. 2008. J Biol Chem. 283: 14072-83. PMID: 18337251
- Presynaptic BK type Ca(2+)-activated K(+) channels are involved in prostanoid TP receptor-mediated inhibition of noradrenaline release from the rat gastric sympathetic nerves. | Nakamura, K. and Yokotani, K. 2010. Eur J Pharmacol. 629: 111-7. PMID: 19961846
- A homogeneous, high-throughput assay for phosphatidylinositol 5-phosphate 4-kinase with a novel, rapid substrate preparation. | Davis, MI., et al. 2013. PLoS One. 8: e54127. PMID: 23326584
- Predicting the packing parameter for lipids in monolayers with the use of molecular dynamics. | Kobierski, J., et al. 2022. Colloids Surf B Biointerfaces. 211: 112298. PMID: 34954518
- Early and selective induction of apoptosis in human leukemic cells by the alkyl-lysophospholipid ET-18-OCH3. | Mollinedo, F., et al. 1993. Biochem Biophys Res Commun. 192: 603-9. PMID: 8484770
- Combination of antitumor ether lipid with lipids of complementary molecular shape reduces its hemolytic activity. | Perkins, WR., et al. 1997. Biochim Biophys Acta. 1327: 61-8. PMID: 9247167
Inhibitor of:
CDS1, CLPTM1L, copine 1, DGK-δ, DGK-ε, INPP1, MULK, N-SMase, P76, PAF Acetylhydrolase, PAFAH1B3, PAM, PC-PLD2, PIPK I α, PKC, PLA1A, PLC, PLC β2, PLC β4, PLC ε, PLC γ1, PLC ζ, PLC 2, PLC-XD1, PLC-XD3, PLCδ1, PLP-Cα, PLP-Cβ, PLP-Cδ, PLRP1, and Ser/Thr Protein Kinase.Activator of:
DGS8, EFR3A, FAS (CD95), Gα q, PAF-R, PLC η2, PLC-XD1, and PLC-XD2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
ET-18-OCH3, 5 mg | sc-201021 | 5 mg | $109.00 | |||
ET-18-OCH3, 25 mg | sc-201021A | 25 mg | $427.00 | |||
ET-18-OCH3, 50 mg | sc-201021B | 50 mg | $826.00 | |||
ET-18-OCH3, 100 mg | sc-201021C | 100 mg | $1545.00 | |||
ET-18-OCH3, 1 g | sc-201021F | 1 g | $3682.00 |