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Arachidonic Acid ethyl ester
Cayman Chemical Item Number 10008200
Description
Arachidonic acid is the keystone essential fatty acid at the origin of the arachidonic acid cascade. It is converted by cyclooxygenase, lipoxygenase, and epoxygenase enzymes into more than one hundred fifty different potent primary autacoid metabolites in species ranging from fungi to plants to mammals. Arachidonic acid is stored in tissue phospholipids in esterified form, where it comprises a small but critically controlled percentage of the polyunsaturated fatty acid pool.1↗ Arachidonic acid ethyl ester is a more lipophilic form of arachidonic acid that can be incorporated into dietary regimens or fed to cultured cells as a source of exogenous arachidonate. It is one of the fatty acid ethyl esters that increase cytosolic Ca2+ concentration leading to pancreatic acinar cell injury due to excessive consumption of ethanol.2↗ Whereas arachidonic acid inhibits dopamine uptake, the ethyl esterified version does not retain this property.3↗
Synonyms Ethyl Arachidonate
Formal Name 5Z,8Z,11Z,14Z-eicosatetraenoic acid, ethyl ester
CAS Number 1808-26-0
Molecular Formula C22H36O2
Formula Weight 332.5
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(OCC)=O
InCHI Code 1S/C22H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h8-9,11-12,14-15,17-18H,3-7,10,13,16,19-21H2,1-2H3/b9-8-,12-11-,15-14-,18-17-
InCHI Key SNXPWYFWAZVIAU-GKFVBPDJSA-N |