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Key Documents

Altri documenti

A9135

Sigma-Aldrich

Ethyl arachidonate

≥98.5% (GC), liquid

Sinonimo/i:

5,8,11,14-Eicosatetraenoic acid ethyl ester, Arachidonic acid ethyl ester

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About This Item

Formula empirica (notazione di Hill):
C22H36O2
Numero CAS:
1808-26-0
Peso molecolare:
332.52
Numero MDL:
MFCD00038340
Codice UNSPSC:
12352211
ID PubChem:
24891398
NACRES:
NA.25

Origine biologica

fungus

Livello qualitativo

100

Saggio

≥98.5% (GC)

Forma fisica

liquid

Gruppo funzionale

ester

Tipo di lipide

omega FAs

Condizioni di spedizione

ambient

Temperatura di conservazione

−20°C

Stringa SMILE

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

InChI

1S/C22H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h8-9,11-12,14-15,17-18H,3-7,10,13,16,19-21H2,1-2H3/b9-8-,12-11-,15-14-,18-17-
SNXPWYFWAZVIAU-GKFVBPDJSA-N

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Categorie correlate

Azioni biochim/fisiol

Arachidonic acid (AA) is an unsaturated omega-6 fatty acid constituent of the phospholipids of cell membranes. Phospholipase A2 releases AA from the membrane phospholipids in response to inflammation. AA is subsequently metabolized to prostaglandins and thromboxanes by at least two cyclooxygenase (COX) isoforms, to leukotrienes and lipoxins by lipoxygenases, and to epoxyeicosatrienoic acids via p450-catalyzed metabolism. AA and its metabolites play important roles in a variety of biological processes, including signal transduction, contraction, chemotaxis, and cell proliferation, differentiation and apoptosis. AA has been demonstrated to bind to the α subunit of G protein and inhibit the activity of Ras GTPase-activating proteins (GAPs). Cellular uptake of AA is energy dependent and involves protein-facilitated transport across the plasma membrane.

Confezionamento

Sealed ampule.

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves

Certificati d'analisi (COA)

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D L Luthria et al.
Lipids, 28(9), 853-856 (1993-09-01)
Ethyl 5,8,11,14-eicosatetraenoate-19,19,20,20-d4 and ethyl 8,11,14-eicosatrienoate-19,19,20,20-d4 were synthesized by Grignard coupling of the methanesulfonyl ester of 2,5-undecadiyn-1-ol-10,10,11,11-d4 with 5,8-nonadiynoic acid and 8-nonynoic acid, respectively. The coupled products upon Lindlar reduction, followed by the preparation of their ethyl esters, yielded deuteriated ethyl
Majed A Refaai et al.
Clinical chemistry, 48(1), 77-83 (2001-12-26)
Fatty acid ethyl esters (FAEEs) are nonoxidative ethanol metabolites that have been implicated as mediators of alcohol-induced organ damage. FAEEs are detectable in the blood after ethanol ingestion, and on that basis have been proposed as markers of ethanol intake.
Kwang-Geun Lee et al.
Journal of agricultural and food chemistry, 51(24), 7203-7207 (2003-11-13)
The antioxidant activities of naturally occurring plant compounds were measured in a lipid peroxidation system consisting of ethyl arachidonate and Fenton's reagent. Inhibitory effects of 24 plant-derived flavonoids and 5 phenolic acids on malonaldehyde (MA) formation from ethyl arachidonate were
Yin Duan et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 148(3), 244-249 (2008-07-05)
Recent investigations in our laboratory showed that voltage-gated sodium channels (VGSCs) in brain are sensitive to inhibition by various synthetic cannabinoids and endocannabinoids. The present experiments examined the effects of the cannabinoid-1 (CB1) receptor agonist CP-55,940 and ethyl arachidonate on
Xinyu Zhang et al.
Analytica chimica acta, 963, 68-75 (2017-03-25)
The importance of ethanol non-oxidative metabolites as the specific biomarkers of alcohol consumption in clinical and forensic settings is increasingly acknowledged. Simultaneous determination of these metabolites can provide a wealth of information like drinking habit and history, but it was
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