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GW 501516

CAT: 0804-HY-10838-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-10838-01Size:5 mg
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Description
GW 501516 (GW 1516) is a PPARδ agonist with an EC50 of 1.1 nM[1].
CAS Number
317318-70-0
Product Name Alternative
GW 1516; GSK-516
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Autophagy; PPAR
Type
Reference compound
Related Pathways
Autophagy; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor
Applications
Cancer-programmed cell death
Field of Research
Metabolic Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/GW-501516.html
Purity
99.27
Solubility
DMSO : ≥ 100 mg/mL
Smiles
OC(COC1=CC=C(C=C1C)SCC2=C(N=C(S2)C3=CC=C(C=C3)C(F)(F)F)C)=O
Molecular Formula
C21H18F3NO3S2
Molecular Weight
453.50
Precautions
H302, H315, H319, H335
References & Citations
[1]Wei ZL, et al. A short and efficient synthesis of the pharmacological research tool GW501516 for the peroxisome proliferator-activated receptor delta. J Org Chem. 2003 Nov 14;68 (23) :9116-8.|[2]Mosti MP, et al. Effects of the peroxisome proliferator-activated receptor (PPAR) -δ agonist GW 501516 on bone and muscle in ovariectomized rats. Endocrinology. 2014 Jun;155 (6) :2178-89.|[3]Yang X, et al. GW 501516, a PPARδ agonist, ameliorates tubulointerstitial inflammation in proteinuric kidney disease via inhibition of TAK1-NFκB pathway in mice. PLoS One. 2011;6 (9) :e25271.|[4]Chen W, et al. A metabolomic study of the PPARδ agonist GW 501516 for enhancing running endurance in Kunming mice. Sci Rep. 2015 May 6;5:9884.|[5]Ji Y, et al. PPARβ/δ Agonist GW501516 Inhibits Tumorigenicity of Undifferentiated Nasopharyngeal Carcinoma in C666-1 Cells by Promoting Apoptosis. Front Pharmacol. 2018 Jun 28;9:648.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 4
Isoform
PPARβ/δ

Chemical Information

GW 501516

GW 501516 is an aromatic ether that is phenoxyacetic acid in which the phenyl group is substituted at position 2 by a methyl group and at position 4 by a (1,3-thiazol-5-ylmethyl)sulfanediyl group, and in which the 1,3-thiazolyl group is substituted at positions 2 and 4 by p-trifluoromethylphenyl and methyl groups, respectively. It has a role as a carcinogenic agent and a PPARbeta/delta agonist. It is a monocarboxylic acid, an aromatic ether, an aryl sulfide, an organofluorine compound and a member of 1,3-thiazoles.

CAS Number317318-70-0
PubChem CID9803963
IUPAC Name2-[2-methyl-4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]methylsulfanyl]phenoxy]acetic acid
Molecular FormulaC21H18F3NO3S2
Molecular Weight453.5
XLogP5.9
Topological Polar Surface Area113
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Heavy Atom Count30
Formal Charge0
Complexity572
SMILES
CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=CC=C(C=C3)C(F)(F)F)C)OCC(=O)O
InChI
InChI=1S/C21H18F3NO3S2/c1-12-9-16(7-8-17(12)28-10-19(26)27)29-11-18-13(2)25-20(30-18)14-3-5-15(6-4-14)21(22,23)24/h3-9H,10-11H2,1-2H3,(H,26,27)
InChIKey
YDBLKRPLXZNVNB-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of GW 501516
CAS: 317318-70-0
CID: 9803963
Formula: C21H18F3NO3S2
MW: 453.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight453.5
XLogP35.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass453.06802027
Monoisotopic Mass453.06802027
Topological Polar Surface Area113 Ų
Heavy Atom Count30
Formal Charge0
Complexity572
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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