A4175

Sigma-Aldrich

Methyl arachidonate

~90% (capillary GC)

Synonym(s):
Arachidonic acid methyl ester
Empirical Formula (Hill Notation):
C21H34O2
CAS Number:
Molecular Weight:
318.49
Beilstein/REAXYS Number:
1714445
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

3

Certificate of Analysis
Certificate of Origin
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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