184.108.40.206 , PLA2(hGIIA), 220.127.116.11, PLA2G1B, N,1-diarachidonoyl-2-stearoyl-sn-glycerol 3-phosphoethanolamine (NAPE), 2.3.1.- , PA24A, Phosphoanandamide, PLA2G5, 18.104.22.168/3.1.-.-, N-arachidonoyl-2-stearoyl-sn-glycerol 3-phosphoethanolamine (LysoNAPE), 1-arachidonoyl-sn-glycero-3-phosphocholine (LysoPC), PLC-gamma, 2-stearoyl-sn-glycerol 3-phosphate (LysoPA), 22.214.171.124 , NAPE PLD, 126.96.36.199, PLC-delta, FAAH, PLC-beta, 3.1.4.-, 2.3.1.- , 3.1.-.-, Arachidonic acid, 188.8.131.52, PLC-zeta, 1-arachidonoyl-2-stearoyl-sn-glycerol (DAG), stearic acid, 2-arachidonoyl-sn-glycero-3-phosphocholine (LysoPC), Anandamide, 184.108.40.206, 1-arachidonoyl-2-stearoyl-sn-glycerol 3-phosphate (PA), 1-arachidonoyl-2-stearoyl-sn-glycerol 3-phospho ethanolamine (PE), 2.3.-.-, 1-arachidonoyl-glycerol 3-phosphate (LysoPA), 2-arachidonoyl-glycerol 3-phosphate (LysoPA), HRSL5, 70Z-PEP, PLC-epsilon, Ethanolamine, choline extracellular region, N,1-diarachidonoyl-sn-glycerol 3-phosphoethanolamine (LysoNAPE), 220.127.116.11, PLA2G10, ENPP2, 1,2-diarachidonoyl-sn-glycero-3-phosphocholine (PC)
Anandamide biosynthesis and metabolism
During anandamide biosynthesys 1-arachidonoyl-2-stearoyl-sn-glycerol 3-phospho ethanolamine and 1,2-diarachidonoylphosphatidylcholine pass to a transacylation reaction catalyzed by HRAS-like suppressor 5 ( HRSL5 )  and also by Arylamine N-acetyltransferase ( NAT ) that gives N,1-diarachidonoyl-2-stearoyl-sn-glycerol 3-phosphoethanolamine and either 2-arachidonoyl-glycerol 3-phosphocholine or 1-arachidonoyl-sn-glycero-3-phosphocholine as products.
N,1-Diarachidonoyl-2-stearoyl-sn-glycerol 3-phosphoethanolamine undergoes multiple transformations. It can either be hydrolyzed by N-acyl-phosphatidylethanolamine-hydrolyzing phospholipase D ( NAPE PLD ) to form directly Anandamide and also 1 -arachidonoyl-2-stearoyl-glycerol 3-phosphate as a byproduct , , ; either can be hydrolyzed by the action of various phospholipases (Phospholipase A2 (PLA2(hGIIA) ), Cytosolic phospholipase A2 ( PA24A ), Group 10 secretory phospholipase A2 precursor ( PLA2G10 ), Calcium-dependent phospholipase A2 precursor ( PLA2G5) ) to form Arachidonic acid and N-arachidonoyl-2-stearoyl-sn-glycerol 3-phosphoethanolamine , , . The same metabolite is formed in when HRSL5 catalyses the intramolecular transacylation of 1-arachidonoyl-2-stearoyl-sn-glycerol 3-phospho ethanolamine .
Another way is degradation under the action of Phospholipase A2 precursor ( PLA2G1B ) with N,1-diarachidonoyl-sn-glycerol 3-phosphoethanolamine metabolite and Stearic acid as a byproduct . Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 precursor ( ENPP2 ) acts on N,1-diarachidonoyl-sn-glycerol 3-phosphoethanolamine causing its hydrolysis what leads to the production of Anandamide and 1-arachidonoyl-glycerol 3-phosphate . 1-arachidonoyl-glycerol 3-phosphate can also be formed during ENPP2 catalyzed 1-arachidonoyl-glycerol 3-phosphate hydrolysis and 2-arachidonoyl-glycerol 3-phosphate is formed during an analogous process with 2-arachidonoyl-glycerol 3-phosphocholine as a substrate. Both processes give Choline as a byproduct , , , , .
Finally, N,1-diarachidonoyl-2-stearoyl-sn-glycerol 3-phosphoethanolamine can be hydrolyzed by a set of phospholipases ( PLC-delta, PLC-gamma, phospholipase C, zeta 1 ( PLC-zeta ), PLC-beta, 1-phosphatidylinositol-4,5-bisphosphate phosphodiesterase epsilon-1 ( PLC-epsilon )) to form 1-arachidonoyl-2-stearoyl-sn-glycerol and phosphoanandamide . Phosphoanandamide is subjected to phosphatase activity of Tyrosine-protein phosphatase non-receptor type 22 ( 70Z-PEP ) and Anandamide together with a phosphate unit are formed .
ENPP2 catalyzes the subsequent hydrolysis of N-arachidonoyl-2-stearoyl-sn-glycerol 3-phosphoethanolamine producing Anandamide and 2-stearoyl-sn-glycerol 3-phosphate as a byproduct .