METHYL ARACHIDONATE

METHYL ARACHIDONATE Basic information
Product Name:METHYL ARACHIDONATE
Synonyms:METHYL ARACHIDONATE, >=99% (GC);5Z,8Z,11Z,14Z-EICOSATETRAENOIC ACID, METHYL ESTER;ALL CIS-5,8,11,14-EICOSATETRAENOIC ACID METHYL ESTER;DELTA 5 CIS 8 CIS 11 CIS 14 CIS EICOSATETRAENOIC ACID METHYL ESTER;C20:4 (ALL CIS-5,8,11,14) METHYL ESTER;ARACHIDONIC ACID METHYL ESTER;METHYL ARACHIDONATE;11,14-eicosatetraenoicacid,methylester,(all-z)-8
CAS:2566-89-4
MF:C21H34O2
MW:318.49
EINECS:219-900-1
Product Categories:Fatty AcidsUnsaturated fatty acids and derivatives;Esters;FAMEs;Lipid Analytical Standards;Methyl EstersFA/FAME/Lipids/Steroids;Neats&Single Component Solutions;Other Lipid Related Products
Mol File:2566-89-4.mol
METHYL ARACHIDONATE Structure
METHYL ARACHIDONATE Chemical Properties
Boiling point 200-205℃ (1-2 Torr)
density 0.9168 g/cm3
refractive index 1.4875 (589.3 nm 20℃)
storage temp. 2-8°C
solubility chloroform: 50 mg/mL, clear, colorless
form Liquid
color Colourless
BRN 1714445
Stability:Light Sensitive
LogP7.466 (est)
Safety Information
Hazard Codes F,Xn,N
Risk Statements 19-67-65-50/53-38-11
Safety Statements 9-16-29-33-60-61-62
RIDADR UN 3183 4.2/PG 3
WGK Germany 3
10-21-23
HazardClass 4.2
PackingGroup I
MSDS Information
ProviderLanguage
SigmaAldrich English
METHYL ARACHIDONATE Usage And Synthesis
UsesArachidonic 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. Arachidonic acid content is frequently measured by the saponification of the lipid fraction followed by methyl esterification and gas chromatographic analysis of the resulting FAME (fatty acid methyl ester) compounds. Arachidonic acid methyl ester can also be incorporated into dietary regimens or fed to cultured cells as a source of exogenous arachidonate.
DefinitionChEBI: A fatty acid methyl ester resulting from the formal condensation of the carboxy group of arachidonic acid with methanol.
Biochem/physiol ActionsUnlike most unsaturated fatty acid methyl esters, methyl arachidonate is a potent activator of protein kinase C at 5?50?μM. At the low end of the effective concentration range, the effect is due to cyclooxygenase products, while lipoxygenase products mediate the effect at higher concentrations.
DL-ARACHIDOYL CARNITINE CHLORIDE METHYL ARACHIDONATE 1-O-HEXADECYL-2-ARACHIDONYL-SN-GLYCERO-3-PHOSPHOCHOLINE PHOSPHATIDYLCHOLINE, L-ALPHA-1-PALMITOYL-, 2-ARACHIDONYL, [ARACHIDONYL-1-14C] TRIARACHIDONIN 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 ALL CIS MONOARACHIDONIN PHOSPHATIDYLETHANOLAMINE, L-ALPHA-1-PALMITOYL, 2-ARACHIDONYL, [ARACHIDONYL-1-14C] 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 1,2-DI5,8,11,14(ALL-CIS)EICOSATETRAENOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Arachidonic Acid Methyl Ester

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