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Merck
CN

A9298

Methyl arachidonate

≥99% (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
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24891434
MDL number:
MFCD00016775
Beilstein/REAXYS Number:
1714445

Key Documents

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Product Name

Methyl arachidonate, ≥99% (GC)

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-

SMILES string

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

InChI key

OFIDNKMQBYGNIW-ZKWNWVNESA-N

biological source

Mortierella alpina

assay

≥99% (GC)

form

liquid

functional group

ester

lipid type

omega FAs

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

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Application


  • Lipid peroxidation products mediate the formation of 8-hydroxydeoxyguanosine in DNA.: This article explores the role of lipid peroxidation products, specifically those involving methyl arachidonate, in causing oxidative DNA damage, indicating the compound′s influence on cellular aging and disease processes (Park JW et al., 1992).

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 under vacuum.

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)

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Certificates of Analysis (COA)

Lot/Batch Number
0000493903
0000493903
0000476638
0000476637
0000476638

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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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