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General description
Cell permeable. Inhibits arachidonic acid uptake and the activities of arachidonic acid specific and non-specific acyl-CoA synthetases. Inhibits phospholipase A2 (PLA2) and cytochrome P-450. Inhibits cyclooxygenase (ID50 = 8 µM), 5-lipoxygenase (ID50 = 10 µM), 12-lipoxygenase (ID50 = 300 nM), and 15-lipoxygenase (ID50 = 200 nM) in whole cells. Also acts as a potent modulator of Ca2+ entry into cells. Blocks monocyte binding in minimally-oxidized LDL in endothelial cells. Stimulates luteinizing hormone release from cultured pituitary cells.
Cell-permeable. Inhibits arachidonic acid uptake and arachidonic acid specific and nonspecific acyl-CoA synthesis. Inhibits phospholipase A2 (PLA2) and cytochrome P-450. Inhibits cyclooxygenase (ID50 = 8 µM), 5-lipoxygenase (ID50 = 10 µM), 12-lipoxygenase (ID50 = 300 nM), and 15-lipoxygenase (ID50 = 200 nM) in whole cells. A potent modulator of Ca2+ entry into cells. Stimulates luteinizing hormone release from cultured pituitary cells.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
PLA₂
Product does not compete with ATP.
Reversible: no
Target IC50: 8 µM, 10 µM, 300 nM, 200 nM against cyclooxygenase, 5-lipoxygenase, 12-lipoxygenase, and 15-lipoxygenase , respectively, in whole cells
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Honda, H.M., et al. 1999. Arterioscler. Thromb. Vasc. Biol.19, 680.
Ekokoski, E., and Tornquist, K. 1994. Biochim. Biophys. Acta 1223, 274.
Ondrey, F., et al. 1989. Cancer Res.49, 1138.
Kuhn, H., et al. 1984. Eur. J. Biochem.139, 577.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
| Quality Segment | 100 |
| assay | ≥95% (TLC) |
| form | solid |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze |
| color | off-white |
| solubility | ethanol: 20 mg/mL,DMSO: soluble |
| shipped in | ambient |
| storage temp. | −20°C |
| SMILES string | OC(=O)CCCC#CCC#CCC#CCC#CCCCCC |
| InChI | 1S/C20H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-5,8,11,14,17-19H2,1H3,(H,21,22) |
| InChI key | MGLDCXPLYOWQRP-UHFFFAOYSA-N |
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