MAY

METHYL ARACHIDONYL FLUOROPHOSPHONATE

Created:	2002-10-01
Last modified:	2024-09-27

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4 entries where MAY is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	61
Chiral Atom Count	1
Bond Count	60
Aromatic Bond Count	0

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Chemical Component Summary
Name	METHYL ARACHIDONYL FLUOROPHOSPHONATE
Synonyms	MAFP
Systematic Name (OpenEye OEToolkits)	(5Z,8Z,11Z,14Z)-1-[fluoro(methoxy)phosphoryl]icosa-5,8,11,14-tetraene
Formula	C₂₁ H₃₆ F O₂ P
Molecular Weight	370.482
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	FP(=O)(OC)CCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
SMILES	CACTVS	3.370	CCCCCC=CCC=CCC=CCC=CCCCC[P](F)(=O)OC
SMILES	OpenEye OEToolkits	1.7.0	CCCCCC=CCC=CCC=CCC=CCCCCP(=O)(OC)F
Canonical SMILES	CACTVS	3.370	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC[P@](F)(=O)OC
Canonical SMILES	OpenEye OEToolkits	1.7.0	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC[P@](=O)(OC)F
InChI	InChI	1.03	InChI=1S/C21H36FO2P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(22,23)24-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-21H2,1-2H3/b8-7-,11-10-,14-13-,17-16-/t25-/m0/s1
InChIKey	InChI	1.03	KWKZCGMJGHHOKJ-WTIHWRCNSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB02465
Name	Methoxy arachidonyl fluorophosphonate
Groups	experimental
Description	Methoxy arachidonyl fluorophosphonate, commonly referred as MAFP, is an irreversible active site-directed enzyme inhibitor that inhibits nearly all serine hydrolases and serine proteases. It inhibits phospholipase A2 and fatty acid amide hydrolase with special potency, displaying IC50 values in the low-nanomolar range.
Synonyms	MAFP Methyl arachidonylfluorophosphonate Methoxy arachidonyl fluorophosphonate
Categories	Eicosanoids Enzyme Inhibitors Fatty Acids Fatty Acids, Essential Fatty Acids, Unsaturated Lipids Organophosphorus Compounds Phospholipases A, antagonists & inhibitors
CAS number	180509-15-3

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Fatty-acid amide hydrolase 1	MVQYELWAALPGASGVALACCFVAAAVALRWSGRRTARGAVVRARQRQRA...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682