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A4175

Methyl arachidonate

~90% (capillary GC)

Synonym(s):

Arachidonic acid methyl ester

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About This Item

Empirical Formula (Hill Notation):
C21H34O2
CAS Number:
2566-89-4
Molecular Weight:
318.49
PubChem Substance ID:
329770851
UNSPSC Code:
12352211
Beilstein/REAXYS Number:
1714445
MDL number:
MFCD00016775
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assay

~90% (capillary GC)

form

liquid

functional group

ester

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OC

InChI

1S/C21H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-20H2,1-2H3/b8-7-,11-10-,14-13-,17-16-

InChI key

OFIDNKMQBYGNIW-ZKWNWVNESA-N

Biochem/physiol Actions

Unlike 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.
Unlike most unsaturated fatty acid methyl esters, methyl arachidonate is a potent activator of protein kinase C.

Packaging

Sealed ampule.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
072H7851
064H84732
064H8473
064H84731

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Wenjia Tang et al.
Bioresource technology, 196, 559-565 (2015-08-22)
A novel two-step enzymatic method is described in this study to synthesize symmetrical triacylglycerols (TAGs) with arachidonic acid (ARA) at the sn-2 position. The processes included the synthesis of 2-monoacylglycerols (2-MAGs) rich in 2-arachidonoylglycerol (2-AG) by enzymatic ethanolysis and the

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