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L2167

Sigma-Aldrich

L-165,041

≥98% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C22H26O7
CAS Number:
79558-09-1
Molecular Weight:
402.44
MDL number:
MFCD04974501
UNSPSC Code:
12352200
PubChem Substance ID:
24278477
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

protect from light
under inert gas

color

off-white

mp

127-128 °C (lit.)

solubility

DMSO: >10 mg/mL

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

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)

InChI key

HBBVCKCCQCQCTJ-UHFFFAOYSA-N

Gene Information

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.

Biochem/physiol Actions

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.

Features and Benefits

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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