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Merck

E7006

Sigma-Aldrich

cis-5,8,11,14,17-Eicosapentaensäure

≥85%, liquid

Synonym(e):

EPA, Timnodonsäure

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About This Item

Lineare Formel:
CH3(CH2CH=CH)5(CH2)3CO2H
CAS-Nummer:
Molekulargewicht:
302.45
Beilstein:
1714433
MDL-Nummer:
UNSPSC-Code:
12352211
PubChem Substanz-ID:
NACRES:
NA.25

Biologische Quelle

fish oil

Assay

≥85%

Form

liquid

Brechungsindex

n20/D 1.4977 (lit.)

mp (Schmelzpunkt)

−54-−53 °C (lit.)

Dichte

0.943 g/mL at 25 °C (lit.)

Funktionelle Gruppe

carboxylic acid

Lipid-Typ

omega FAs

Versandbedingung

ambient

Lagertemp.

−20°C

SMILES String

CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O

InChI

1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-

InChIKey

JAZBEHYOTPTENJ-JLNKQSITSA-N

Angaben zum Gen

mouse ... Pparg(19016)

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Biochem./physiol. Wirkung

5-Lipoxygenase-Inhibitor; verringert die Throboxan A2 Produktion.

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

200.1 °F - closed cup

Flammpunkt (°C)

93.4 °C - closed cup

Persönliche Schutzausrüstung

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Vigdis Aas et al.
Journal of lipid research, 47(2), 366-374 (2005-11-23)
This study was conducted to evaluate the chronic effects of eicosapentaenoic acid (EPA) on fatty acid and glucose metabolism in human skeletal muscle cells. Uptake of [14C]oleate was increased >2-fold after preincubation of myotubes with 0.6 mM EPA for 24
I Hafström et al.
Arthritis and rheumatism, 31(5), 585-592 (1988-05-01)
Fourteen patients with rheumatoid arthritis (RA) were studied before, during, and after a 1-week total fast. Disease activity decreased, as did the neutrophil release of lysozyme induced by the ionophore A23187. The ability of zymosan-activated RA patient serum to aggregate
J A Dunstan et al.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 34(8), 1237-1242 (2004-08-10)
Breast milk contains many immunomodulatory factors (soluble CD14 (sCD14), IgA and cytokines) with the potential to influence infant immune development. To determine if changes in breast milk omega-3 polyunsaturated fatty acid (n-3 PUFA) composition as a result of maternal dietary
C Calzada et al.
Biochimica et biophysica acta, 1127(2), 147-152 (1992-07-29)
The modulatory effects of eicosapentaenoic acid (EPA) on platelet arachidonic acid (AA) metabolism were applied to an in vitro model of oxidant stress. Unstimulated normal human blood platelets were first treated with a thiol-oxidizing agent, azodicarboxylic acid bis(dimethylamide) (diamide) (1
S Sipka et al.
Clinical immunology and immunopathology, 79(3), 224-228 (1996-06-01)
Free eicosapentaenoic acid (EPA) was found to inhibit dose dependently the chemiluminescence of human neutrophil granulocytes phagocytosing zymosan and their chemotaxis induced by C5a-containing zymosan-activated serum (ZAS) and platelet-activating factor. Rigidification of plasma membranes in the ZAS-treated cells could be

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