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MedKoo Cat#: 551010 | Name: GQ-16
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

GQ-16 is an effective inhibitor of Cdk5-mediated phosphorylation of PPARγ. GQ-16 improves glucose tolerance and insulin sensitivity in mouse models of obesity and diabetes without inducing weight gain or edema.

Chemical Structure

GQ-16
GQ-16
CAS#870554-67-9

Theoretical Analysis

MedKoo Cat#: 551010

Name: GQ-16

CAS#: 870554-67-9

Chemical Formula: C19H16BrNO3S

Exact Mass: 417.0034

Molecular Weight: 418.31

Elemental Analysis: C, 54.56; H, 3.86; Br, 19.10; N, 3.35; O, 11.47; S, 7.66

Price and Availability

Size Price Availability Quantity
250mg USD 650.00 2 Weeks
1g USD 1,450.00 2 Weeks
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Related CAS #
No Data
Synonym
GQ-16; GQ 16; GQ16
IUPAC/Chemical Name
5(Z)-(5-Bromo-2-methoxy-benzylidene)-3-(4-methyl-benzyl)-thiazolidine-2,4-dione
InChi Key
AMLZLORVKZAHOH-YVLHZVERSA-N
InChi Code
InChI=1S/C19H16BrNO3S/c1-12-3-5-13(6-4-12)11-21-18(22)17(25-19(21)23)10-14-9-15(20)7-8-16(14)24-2/h3-10H,11H2,1-2H3/b17-10-
SMILES Code
O=C(N(CC1=CC=C(C)C=C1)C/2=O)SC2=C/C3=CC(Br)=CC=C3OC
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 418.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Coelho MS, de Lima CL, Royer C, Silva JB, Oliveira FC, Christ CG, Pereira SA, Bao SN, Lima MC, Pitta MG, Pitta IR, Neves FA, Amato AA. GQ-16, a TZD-Derived Partial PPARγ Agonist, Induces the Expression of Thermogenesis-Related Genes in Brown Fat and Visceral White Fat and Decreases Visceral Adiposity in Obese and Hyperglycemic Mice. PLoS One. 2016 May 3;11(5):e0154310. doi: 10.1371/journal.pone.0154310. eCollection 2016. PubMed PMID: 27138164; PubMed Central PMCID: PMC4854408. 2: Milton FA, Cvoro A, Amato AA, Sieglaff DH, Filgueira CS, Arumanayagam AS, de Lima Mdo C, Pitta IR, de Assis Rocha Neves F, Webb P. PPARγ partial agonist GQ-16 strongly represses a subset of genes in 3T3-L1 adipocytes. Biochem Biophys Res Commun. 2015 Aug 28;464(3):718-23. doi: 10.1016/j.bbrc.2015.07.011. Epub 2015 Jul 10. PubMed PMID: 26168725. 3: da Silva FM, dos Santos JC, Campos JL, Mafud AC, Polikarpov I, Figueira AC, Nascimento AS. Structure-based identification of novel PPAR gamma ligands. Bioorg Med Chem Lett. 2013 Nov 1;23(21):5795-802. doi: 10.1016/j.bmcl.2013.09.010. Epub 2013 Sep 8. PubMed PMID: 24075729. 4: Soares E Silva AK, de Oliveira Cipriano Torres D, Santos Rocha SW, dos Santos Gomes FO, dos Santos Silva B, Donato MA, Raposo C, Santos AC, de Lima Mdo C, Galdino SL, da Rocha Pitta I, de Souza JR, Peixoto CA. Effect of new thiazolidine derivatives LPSF/GQ-02 and LPSF/GQ-16 on atherosclerotic lesions in LDL receptor-deficient mice (LDLR(-/-)). Cardiovasc Pathol. 2013 Jan-Feb;22(1):81-90. doi: 10.1016/j.carpath.2012.05.006. Epub 2012 Jul 15. PubMed PMID: 22795892. 5: Amato AA, Rajagopalan S, Lin JZ, Carvalho BM, Figueira AC, Lu J, Ayers SD, Mottin M, Silveira RL, Souza PC, Mourão RH, Saad MJ, Togashi M, Simeoni LA, Abdalla DS, Skaf MS, Polikparpov I, Lima MC, Galdino SL, Brennan RG, Baxter JD, Pitta IR, Webb P, Phillips KJ, Neves FA. GQ-16, a novel peroxisome proliferator-activated receptor γ (PPARγ) ligand, promotes insulin sensitization without weight gain. J Biol Chem. 2012 Aug 10;287(33):28169-79. doi: 10.1074/jbc.M111.332106. Epub 2012 May 14. PubMed PMID: 22584573; PubMed Central PMCID: PMC3431672.