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L2167

Sigma-Aldrich

L-165,041

≥98% (HPLC), powder

Synonyme(s) :

4-[3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propoxy]phenoxy­acetic acid

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About This Item

Formule empirique (notation de Hill):
C22H26O7
Numéro CAS:
79558-09-1
Poids moléculaire :
402.44
Numéro MDL:
MFCD04974501
Code UNSPSC :
12352200
ID de substance PubChem :
24278477
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

protect from light
under inert gas

Couleur

off-white

Pf

127-128 °C (lit.)

Solubilité

DMSO: >10 mg/mL

Auteur

GlaxoSmithKline

Température de stockage

2-8°C

Chaîne SMILES 

CCCc1c(O)c(ccc1OCCCOc2ccc(OCC(O)=O)cc2)C(C)=O

InChI

1S/C22H26O7/c1-3-5-19-20(11-10-18(15(2)23)22(19)26)28-13-4-12-27-16-6-8-17(9-7-16)29-14-21(24)25/h6-11,26H,3-5,12-14H2,1-2H3,(H,24,25)

Clé InChI

HBBVCKCCQCQCTJ-UHFFFAOYSA-N

Informations sur le gène

human ... PPARD(5467)

Application

L-165,041 has been used as a peroxisome proliferator-activated receptor β/δ (PPARβ/δ) ligand to study its influence on PPARβ/δ mediated postnatal myogenesis in C2C12 myoblasts.

Actions biochimiques/physiologiques

L-165041 dose-dependently blocks rat vascular smooth muscle cell (VSMC) proliferation and migration by inducing the cell cycle arrest. It has the potential to treat pathological cardiovascular conditions, such as restenosis and atherosclerosis. L-165041 also effectively inhibits the progression of diabetic nephropathy. It exhibits anti-apoptosis and anti-angiogenic effects.
PPARβ (PPARδ) selective agonist.

Caractéristiques et avantages

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Jun-Yang Liou et al.
Arteriosclerosis, thrombosis, and vascular biology, 26(7), 1481-1487 (2006-04-29)
To determine the role of prostacyclin (PGI2) in protecting endothelial cells (ECs) from apoptosis and elucidate the protective mechanism. To evaluate the effect of PGI2 on EC survival, we treated ECs with Ad-COX1/PGIS (Ad-COPI), which augmented selectively PGI2 production or
Jui-Ting Chang et al.
BMC pharmacology & toxicology, 18(1), 67-67 (2017-10-27)
Hyperglycemia-induced advanced glycation end products (AGEs) and receptor for AGEs (RAGE) production play major roles in progression of diabetic nephropathy. Anti-RAGE effect of peroxisome proliferator-activated receptor-delta (PPARδ) agonists was shown in previous studies. PPARδ agonists also stimulate glucagon-like peptide-1 (GLP-1)
Jin-Hee Park et al.
Journal of cellular biochemistry, 113(6), 1947-1954 (2012-01-12)
Peroxisome proliferator-activated receptor (PPAR)δ is known to be expressed ubiquitously and involved in lipid and glucose metabolism. Recent studies have demonstrated that PPARδ is expressed in endothelial cells (ECs) and plays a potential role in endothelial survival and proliferation. Although
Romain Harmancey et al.
The Journal of biological chemistry, 290(52), 30947-30961 (2015-11-12)
The risk for heart failure and death after myocardial infarction is abnormally high in diabetic subjects. We and others have shown previously that mitochondrial uncoupling protein 3 (UCP3) improves functional recovery of the rodent heart during reperfusion. Here, we demonstrate

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