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S3944

Sigma-Aldrich

SEW2871

≥98% (HPLC), solid

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C20H10F6N2OS
Número CAS:
256414-75-2
Peso molecular:
440.36
Número MDL:
MFCD00096600
Código UNSPSC:
12352211
ID de substância PubChem:
24724607
NACRES:
NA.77

Ensaio

≥98% (HPLC)

Formulário

solid

condição de armazenamento

protect from light

cor

white

pf

94.5-95.3 °C

solubilidade

DMSO: ≥10 mg/mL
H2O: insoluble

temperatura de armazenamento

2-8°C

cadeia de caracteres 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

chave InChI

OYMNPJXKQVTQTR-UHFFFAOYSA-N

Informações sobre genes

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

Aplicação

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.

Ações bioquímicas/fisiológicas

Novel, selective human sphingosine-1-phosphate subtype 1 (S1P1) receptor agonist.
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.

Características e benefícios

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.

Embalagem

Light sensitive.

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
025M4749V
015M4702V
040M4628
040M4722
064K4628

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JTE-013 ≥98% (HPLC)

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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