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S3944

Sigma-Aldrich

SEW2871

≥98% (HPLC), solid

Synonim(y):

5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-3-[3-(trifluoromethyl)phenyl]- 1,2,4-oxadiazole

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About This Item

Wzór empiryczny (zapis Hilla):
C20H10F6N2OS
Numer CAS:
256414-75-2
Masa cząsteczkowa:
440.36
Numer MDL:
MFCD00096600
Kod UNSPSC:
12352211
Identyfikator substancji w PubChem:
24724607
NACRES:
NA.77

Poziom jakości

100

Próba

≥98% (HPLC)

Postać

solid

warunki przechowywania

protect from light

kolor

white

mp

94.5-95.3 °C

rozpuszczalność

DMSO: ≥10 mg/mL
H2O: insoluble

temp. przechowywania

2-8°C

ciąg SMILES

FC(F)(F)c1cccc(c1)-c2noc(n2)-c3cc(-c4ccccc4)c(s3)C(F)(F)F

InChI

1S/C20H10F6N2OS/c21-19(22,23)13-8-4-7-12(9-13)17-27-18(29-28-17)15-10-14(11-5-2-1-3-6-11)16(30-15)20(24,25)26/h1-10H

Klucz InChI

OYMNPJXKQVTQTR-UHFFFAOYSA-N

informacje o genach

human ... S1PR1(1901) , S1PR2(9294) , S1PR3(1903) , S1PR4(8698) , S1PR5(53637)

Zastosowanie

SEW2871 has been used as a sphingosine-1 phosphate (S1P) receptor agonist to determine the effects of reconstituting plasma apolipoprotein M (ApoM) /S1P on vascular permeability in mice.
SEW2871 was used to mimic the effects of sphingosine-1 phosphate in HUVECs to study the innate immunity rendered by long pentraxin 3.

Działania biochem./fizjol.

SEW2871 is a selective agonist of spingosine-1 phosphate receptor. It exacerbates reperfusion arrhythmias by significantly prolonging the duration of ventricular tachycardia and ventricular fibrillation. SEW2871 modulates inflammatory reactions by influencing lymphocyte homing and cell migration. By the inhibition of proinflammatory molecules, SEW2871 reduces acute renal failure due to ischemia.
Novel, selective human sphingosine-1-phosphate subtype 1 (S1P1) receptor agonist.

Cechy i korzyści

This compound is featured on the Lysophospholipid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Opakowanie

Light sensitive.
This page may contain text that has been machine translated.

Kod klasy składowania

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Klasa zagrożenia wodnego (WGK)

WGK 3

Środki ochrony indywidualnej

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certyfikaty analizy (CoA)

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Sigma-Aldrich

J4080

JTE-013

Sphingosine 1-phosphate ≥98.0% (TLC)

Sigma-Aldrich

73914

Sphingosine 1-phosphate

Zhoumou Chen et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(21), 10557-10562 (2019-05-10)
Neuropathic pain afflicts millions of individuals and represents a major health problem for which there is limited effective and safe therapy. Emerging literature links altered sphingolipid metabolism to nociceptive processing. However, the neuropharmacology of sphingolipid signaling in the central nervous
Daniela Brünnert et al.
Placenta, 36(10), 1115-1121 (2015-09-01)
Both villous and extravillous trophoblast (EVT) cells produce a wide range of cytokines and also respond to them in autocrine and paracrine manner. Deregulation of cytokine secretion may lead to various pathologic conditions including preeclampsia. IL-8, a pro-inflammatory cytokine, regulates
Y-Hh Lien et al.
Kidney international, 69(9), 1601-1608 (2006-03-31)
The pathogenesis of renal ischemia/reperfusion (I/R) injury involves activating several signal transduction cascade systems in endothelial cells. Sphingosine 1-phospate (S1P) maintains endothelial cell integrity and inhibits lymphocyte egress via the specific S1P(1) receptor, and may play a role in reducing
David T Bolick et al.
Arteriosclerosis, thrombosis, and vascular biology, 25(5), 976-981 (2005-03-12)
Endothelial activation and monocyte adhesion to endothelium are key events in inflammation. Sphingosine-1-phosphate (S1P) is a sphingolipid that binds to G protein-coupled receptors on endothelial cells (ECs). We examined the role of S1P in modulating endothelial activation and monocyte-EC interactions
Frdoos Al Fadel et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 40(6), 1637-1645 (2016-12-23)
Ectopic lipid accumulation in hepatocytes has been identified as a risk factor for the progression of liver fibrosis and is strongly associated with obesity. In particular, the saturated fatty acid palmitate is involved in initiation of liver fibrosis via formation
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