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Names | |
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Preferred IUPAC name Methyl [(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-yl]phosphonofluoridate | |
Other names MAFP | |
Identifiers | |
3D model (JSmol) | |
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Properties | |
C21H36FO2P | |
Molar mass | 370.5 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Methoxy arachidonyl fluorophosphonate, commonly referred as MAFP, is an irreversible active site-directed enzyme inhibitor that inhibits nearly all serine hydrolases and serine proteases. [1] It inhibits phospholipase A2 and fatty acid amide hydrolase with special potency, displaying IC50 values in the low-nanomolar range. In addition, it binds to the CB1 receptor in rat brain membrane preparations (IC50 = 20 nM), [2] but does not appear to agonize or antagonize the receptor, [3] though some related derivatives do show cannabinoid-like properties. [4]