Protein Information

Name Fatty acid amide hydrolase
Synonyms Anandamide amidohydrolase; FAAH; Fatty acid amide hydrolase; Oleamide hydrolase; Oleamide hydrolase Anandamide amidohydrolase FAAH; Fatty acid amide hydrolases; Oleamide hydrolases; Oleamide hydrolase Anandamide amidohydrolase FAAHs

Compound Information

Name chlorpyrifos
CAS

Reference List

PubMed Abstract RScore(About this table)
16310817 Quistad GB, Klintenberg R, Caboni P, Liang SN, Casida JE: Monoacylglycerol lipase inhibition by organophosphorus compounds leads to elevation of brain 2-arachidonoylglycerol and the associated hypomotility in mice. Toxicol Appl Pharmacol. 2006 Feb 15;211(1):78-83. Epub 2005 Nov 28.

Three components of the cannabinoid system are sensitive to selected organophosphorus (OP) compounds: monoacylglycerol (MAG) lipase that hydrolyzes the major endogenous agonist 2-arachidonoylglycerol (2-AG); fatty acid amide hydrolase (FAAH) that cleaves the agonist anandamide present in smaller amounts; the CB1 receptor itself.
Remarkably high potency and low selectivity is observed with three O-alkyl (C1, C2, C3) alkylphosphonofluoridates (C8, C12) (IC50 0.60-3.0 nM), five S-alkyl (C5, C7, C9) and alkyl (C10, C12) benzodioxaphosphorin oxides (IC50 0.15-5.7 nM) and one OP insecticide metabolite (chlorpyrifos oxon, IC50 34-40 nM).
2(0,0,0,2) Details
11350214 Quistad GB, Sparks SE, Casida JE: Fatty acid amide hydrolase inhibition by neurotoxic organophosphorus pesticides. Toxicol Appl Pharmacol. 2001 May 15;173(1):48-55.

Chlorpyrifos oxon inhibits 50% of the FAAH activity (IC50 at 15 min, 25 degrees C, pH 9.0) in vitro at 40--56 nM for mouse brain and liver, whereas methyl arachidonyl phosphonofluoridate, ethyl octylphosphonofluoridate (EOPF), oleyl-4H-1,3,2-benzodioxaphosphorin 2-oxide (oleyl-BDPO), and dodecyl-BDPO give IC50s of 0.08--1.1 nM.
119(1,2,2,9) Details
18495101 Casida JE, Nomura DK, Vose SC, Fujioka K: Organophosphate-sensitive lipases modulate brain lysophospholipids, ether lipids and endocannabinoids. Chem Biol Interact. 2008 Sep 25;175(1-3):355-64. Epub 2008 May 20.

It is also a detoxifying enzyme that hydrolyzes chlorpyrifos oxon (CPO) and some other potent insecticide metabolites.
Monoacylglycerol lipase and fatty acid amide hydrolase regulate endocannabinoid levels with roles in motility, pain and memory.
1(0,0,0,1) Details