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Merck

E1768

Sigma-Aldrich

5,8,11,14-Eicosatetraynsäure

≥97%

Synonym(e):

ETYA, Octadehydroarachidonsäure

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About This Item

Empirische Formel (Hill-System):
C20H24O2
CAS-Nummer:
Molekulargewicht:
296.40
Beilstein:
1798411
MDL-Nummer:
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic (organic)

Assay

≥97%

Form

powder

mp (Schmelzpunkt)

78-80 °C

Löslichkeit

ethanol: 50 mg/mL, clear, colorless to yellow

Lagertemp.

−20°C

SMILES String

CCCCCC#CCC#CCC#CCC#CCCCC(O)=O

InChI

1S/C20H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-5,8,11,14,17-19H2,1H3,(H,21,22)

InChIKey

MGLDCXPLYOWQRP-UHFFFAOYSA-N

Angaben zum Gen

human ... ALOX15(246)

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Biochem./physiol. Wirkung

Eicosatetraynoic acid (ETYA) is a non-metabolizable analog of ω-6 arachidonic acid. ETYA is a strong activator of the human peroxisome proliferator-activated receptor α (PPARα). It acts as an inhibitor of lipoxygenases (LOX) and cyclooxygenases (COX).
Cyclooxygenase- und Lipoxygenase-Inhibitor

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Deepti Dabral et al.
Biochemical and biophysical research communications, 515(2), 261-267 (2019-05-28)
The canonical Phospholipase A2 (PLA2) metabolites lysophosphatidylcholine (LPC) and arachidonic acid (ARA) affect regulated exocytosis in a wide variety of cells and are proposed to directly influence membrane merger owing to their respective spontaneous curvatures. According to the Stalk-pore hypothesis
Christine L Oltman et al.
American journal of physiology. Heart and circulatory physiology, 285(6), H2309-H2315 (2003-07-19)
Reactive oxygen species (ROS) have been proposed to mediate vasodilation in the microcirculation. We investigated the role of ROS in arachidonic acid (AA)-induced coronary microvascular dilation. Porcine epicardial coronary arterioles (110 +/- 4 microm diameter) were mounted onto pipettes in
Ming-Xiao Wang et al.
American journal of physiology. Renal physiology, 318(6), F1369-F1376 (2020-04-21)
Cytochrome P-450 (Cyp) epoxygenase-dependent metabolites of arachidonic acid (AA) have been shown to inhibit renal Na+ transport, and inhibition of Cyp-epoxygenase is associated with salt-sensitive hypertension. We used the patch-clamp technique to examine whether Cyp-epoxygenase-dependent AA metabolites inhibited the basolateral
YiLin Ren et al.
Hypertension (Dallas, Tex. : 1979), 53(2), 319-323 (2008-12-03)
In the renal cortex, the connecting tubule (CNT) returns to the glomerular hilum and contacts the afferent arteriole (Af-Art). Increasing Na delivery to the CNT dilates the Af-Art by activating epithelial Na channels, a process that we call connecting tubule
Enrico Dainese et al.
Journal of molecular biology, 349(1), 143-152 (2005-05-07)
Soybean lipoxygenase-1 (LOX-1) is used widely as a model for studying the structural and functional properties of the homologous family of lipoxygenases. The crystallographic structure revealed that LOX-1 is organized in a beta-sheet N-terminal domain and a larger, mostly helical

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