ARACHIDONIC ACID ETHYL ESTER

ARACHIDONIC ACID ETHYL ESTER Basic information
Product Name:ARACHIDONIC ACID ETHYL ESTER
Synonyms:11,14-eicosatetraenoicacid,ethylester,(allz)-8;ethyl5,8,11,14-eicosatetraenoate(allz);DELTA 5 CIS 8 CIS 11 CIS 14 CIS EICOSATETRAENOIC ACID ETHYL ESTER;ETHYL ARACHIDONATE;ARACHIDONIC ACID ETHYL ESTER;arachidonic acid ethyl ester*approx. 90%;ARACHIDONIC ACID ETHYL ESTER APPROX 99%;5,8,11,14-Eicosatetraenoic acid, ethyl ester, (5Z,8Z,11Z,14Z)-
CAS:1808-26-0
MF:C22H36O2
MW:332.52
EINECS:217-314-0
Product Categories:Fatty Acid Derivatives & Lipids;Glycerols
Mol File:1808-26-0.mol
ARACHIDONIC ACID ETHYL ESTER Structure
ARACHIDONIC ACID ETHYL ESTER Chemical Properties
Boiling point 418.1±34.0 °C(Predicted)
density 0.899±0.06 g/cm3(Predicted)
storage temp. −20°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Very Slightly)
form liquid
color Clear Colorless
Stability:Light Sensitive, Temperature Sensitive
InChIInChI=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-
InChIKeySNXPWYFWAZVIAU-GKFVBPDJSA-N
SMILESC(OCC)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
LogP7.997 (est)
CAS DataBase Reference1808-26-0(CAS DataBase Reference)
Safety Information
RIDADR 2845
WGK Germany 3
RTECS JX3855000
HazardClass 4.2
PackingGroup I
MSDS Information
ProviderLanguage
SigmaAldrich English
ARACHIDONIC ACID ETHYL ESTER Usage And Synthesis
Chemical PropertiesClear colorless oil    
UsesArachidonic acid (AA) is an unsaturated omega-6 fatty acid constituent of the phospholipids of cell membranes. Phospholipase A2 releases AA from the membrane phospholipids in response to inflammation.
UsesArachidonic Acid ethyl ester is an emollient with healing and smoothing properties that is also reported as appropriate for use in indoor tanning preparations. It is the ester of ethyl alcohol and arachidonic acid. A modified form of ethyl arachidonate can reduce the possibility of irritation that can result from using straight ethyl arachidonate.
DefinitionChEBI: A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of arachidonic acid with the hydroxy group of ethanol.
Biochem/physiol ActionsArachidonic acid ethyl ester is a more lipophilic form of arachidonic acid and 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. 
ARACHIDONIC ACID ETHYL ESTER Preparation Products And Raw materials
DL-ARACHIDOYL CARNITINE CHLORIDE 1-O-HEXADECYL-2-ARACHIDONYL-SN-GLYCERO-3-PHOSPHOCHOLINE PHOSPHATIDYLCHOLINE, L-ALPHA-1-PALMITOYL-, 2-ARACHIDONYL, [ARACHIDONYL-1-14C] TRIARACHIDONIN 1-HEXADECANOYL-2-[(CIS,CIS,CIS,CIS)-5,8,11,14-EICOSATETRAENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE 1,3-DIARACHIDONIN ARACHIDONIC ACID PROPYL ESTER CHOLESTERYL ARACHIDONATE, [ARACHIDONATE 5,6,8,9,11,12,14,15-3H] PHOSPHATIDYLCHOLINE, L-ALPHA-1-O HEXADECYL-1-2-ARACHIDONYL, [ARACHIDONYL-5,6,8,9,11,12,14,15-3H(N)] CHOLESTERYL ARACHIDONATE, [ARACHIDONATE-1-14C] CHOLESTERYL ARACHIDONATE LAURYL ARACHIDONATE PHOSPHATIDYLETHANOLAMINE, L-ALPHA-1-PALMITOYL, 2-ARACHIDONYL, [ARACHIDONYL-1-14C] PHOSPHATIDYLCHOLINE, L-ALPHA-1-STEAROYL-2-ARACHIDONYL, [ARACHIDONYL-5,6,8,9,11,12,14,15-3H(N)] ARACHIDONIC ACID ETHYL ESTER 1-STEAROYL-2-ARACHIDONOYL-SN-GLYCEROL PHOSPHATIDYLINOSITOL, L-ALPHA-1-STEAROYL-2- ARACHIDONYL, [ARACHIDONYL-1-14C]- 1-OCTADECANOYL-2-[(CIS,CIS,CIS,CIS)-5,8,11,14-EICOSATETRAENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE

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