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A4175

Sigma-Aldrich

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
Beilstein/REAXYS Number:
1714445
MDL number:
MFCD00016775
UNSPSC Code:
12352211
PubChem Substance ID:
329770851

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

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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.

Packaging

Sealed ampule.

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Product No.
Description
Pricing

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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Certificates of Analysis (COA)

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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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