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S3944

Sigma-Aldrich

SEW2871

≥98% (HPLC), solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C20H10F6N2OS
Numéro CAS:
256414-75-2
Poids moléculaire :
440.36
Numéro MDL:
MFCD00096600
Code UNSPSC :
12352211
ID de substance PubChem :
24724607
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

solid

Conditions de stockage

protect from light

Couleur

white

Pf

94.5-95.3 °C

Solubilité

DMSO: ≥10 mg/mL
H2O: insoluble

Température de stockage

2-8°C

Chaîne 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

Clé InChI

OYMNPJXKQVTQTR-UHFFFAOYSA-N

Informations sur le gène

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

Application

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.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Conditionnement

Light sensitive.

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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

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
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
Yayoi T Tsukada et al.
Journal of cardiovascular pharmacology, 50(6), 660-669 (2007-12-20)
Sphingosine-1-phosphate (S1P) has been considered to play an important role in ischemia/reperfusion (I/R) injury. We used SEW2871 (SEW), a novel receptor-selective agonist for S1P1, to elucidate the role of S1P1 in myocardial I/R. Isolated perfused rat hearts exposed to S1P
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
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
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