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ARACHIDONIC ACID ETHYL ESTER

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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
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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
InChI
InChI=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-
InChIKey
SNXPWYFWAZVIAU-GKFVBPDJSA-N
SMILES
C(OCC)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
LogP
7.997 (est)
CAS DataBase Reference
1808-26-0(CAS DataBase Reference)
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Safety Information

RIDADR 
2845
WGK Germany 
3
RTECS 
JX3855000
HazardClass 
4.2
PackingGroup 
I

MSDS

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ARACHIDONIC ACID ETHYL ESTER Usage And Synthesis

Chemical Properties

Clear colorless oil    

Uses

Arachidonic 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.

Uses

Arachidonic 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.

Definition

ChEBI: 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 Actions

Arachidonic 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. 

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