CHIR-99021 (CT99021) HCl

Catalog No.S2924

CHIR-99021 (CT99021) HCl is hydrochloride of CHIR-99021, which is a GSK-3α/β inhibitor with IC50 of 10 nM/6.7 nM in cell-free assays; ability to distinguish between GSK-3 and its closest homologs Cdc2 and ERK2.

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CHIR-99021 (CT99021) HCl Chemical Structure

CHIR-99021 (CT99021) HCl Chemical Structure
Molecular Weight: 501.8

Validation & Quality Control

Product Use Citation(66)

Customer Product Validation(7)

Quality Control & MSDS

Related Compound Libraries

CHIR-99021 (CT99021) HCl is available in the following compound libraries:

GSK-3 Inhibitors with Unique Features

  • Selective GSK-3 Inhibitor

    TWS119 GSK-3β-selective, IC50 of 30 nM.

  • Most Potent GSK-3 Inhibitor

    CHIR-98014 GSK-3α, IC50=0.65 nM; GSK-3β, IC50=0.58 nM.

  • GSK-3 Inhibitor in Clinical Trial

    Tideglusib Phase II for Alzheimer's disease.

  • Newest GSK-3 Inhibitor

    AZD1080 Orally active, brain permeable GSK3 inhibitor, inhibits human GSK3α and GSK3β with Ki of 6.9 nM and 31 nM, respectively.

Product Information

  • Compare GSK-3 Inhibitors
    Compare GSK-3 Products
  • Research Area
  • Inhibition Profile

Product Description

Biological Activity

Description CHIR-99021 (CT99021) HCl is hydrochloride of CHIR-99021, which is a GSK-3α/β inhibitor with IC50 of 10 nM/6.7 nM in cell-free assays; ability to distinguish between GSK-3 and its closest homologs Cdc2 and ERK2.
Targets GSK-3β [1]
(Cell-free assay)
GSK-3α [1]
(Cell-free assay)
Tie-2 [1]
(Cell-free assay)
FLT1 [1]
(Cell-free assay)

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IC50 6.7 nM 10 nM >5 μM >5 μM
In vitro CHIR-99021 shows greater than 500-fold selectivity for GSK-3 versus its closest homologs CDC2 and ERK2, as well as other protein kinases. Furthermore, CHIR-99021 shows only weak binding to a panel of 22 pharmacologically relevant receptors and little inhibitory activity against a panel of 23 nonkinase enzymes. CHIR-99021 induces the activation of glycogen synthase (GS) in insulin receptor-expressing CHO-IR cells with EC50 of 0.763 μM. [1] In addition to simulating the actions of insulin, inhibition of GSK-3 by CHIR-99021 (3 μM) increases free cytosolic β-catenin by 1.9-fold, mimicking the canonical Wnt signaling pathway in 3T3-L1 preadipocytes. During any of the first 3 days of differentiation, CHIR-99021 treatment inhibits the preadipocyte differentiation with IC50 of 0.3 μM by blocking induction of CCAAT/enhancer-binding protein α (C/EBPα) and peroxisome proliferator-activated receptor γ (PPARγ). [2] Unlike lithium chloride and AR-A014418, CHIR-99021 treatment does not reduce the viability of INS-1E cells even at high concentrations. Instead, CHIR-99021 robustly increases the rate of proliferation of INS-1E cells in a dose-dependent manner, and significantly inhibits INS-E cell death induced by high glucose and high palmitate in a concentration-dependent manner. CHIR-99021 promotes primary beta cell replication in isolated rat islets at concentrations as low as 1 μM, with 2-3 fold increase of cell replication at 5 μM of CHIR-99021 treatment. [3]
Cell Data
Cell LinesAssay TypeConcentrationIncubation TimeFormulationActivity DescriptionPMID
3T3-L1M3LObmZ2dmO2aX;uJGF{e2G7NUHZeIJ5OyEQvF2=MkjMOEBpMXTEUXNQMW\Jcohq[mm2czDwdoVi\Gmyb3P5eIUh\GmoZnXy[Y51cWG2aX;uM3LnTlEzODV3MkCw
insulin receptor–expressing CHO-IRMUDGeY5kfGmxbjDBd5NigQ>?MlT0OVAxKG6PM2jqPFMxKG2rbh?=NVvjdpQ3TE2VTx?=NHfqV3VC[3SrdnH0[ZMhT2y7Y3;n[Y4hW3mwdHjhd4UhMEeVKR?=M3jqZ|EzPjB4NEm3
H4IIEMY\GeY5kfGmxbjDBd5NigQ>?MXuxNEDPxE1?MYKyOEBpNGLTdVdFVVORNVfvTpZlWmWpdXzheIV{KM7{LXPheIVvcW5iYXP0bZZqfHliYX7kJHRKWkViY3;ueIFqdmmwZzDwdo9ud3SncjDhZ5Rqfmm2eR?=NHHPPFcyPTN3MEG5OS=>
Oct4/Sox2/Klf4-infected MEFsMWXGeY5kfGmxbjDBd5NigQ>?NVfrbGxiOTBizszNNWfHW2ZzOjhiZB?=M{\sTWROW09?MnW2VJJwdW:2ZYOgUWVHeyC{ZYDyc4dz[W2vaX7nJHRz[W6|ZIXj[YQh[nliT3P0OEwhW2:6MjygZY5lKEuuZkS=MXexPVg{QTB3NR?=
Sca-1+ HPCM1XHS2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7MXiyJO69VQ>?MX[2JIQ>NHLC[oZFVVORMkLOV5lv\XKpaYP0bYNidGy7IIDyc41wfGW|IGPjZU0yM8LiSGDDJJBzd2yrZnXyZZRqd25iYX7kJINwdG:weTDmc5Ju[XSrb36geI9o\XSqZYKge4l1cCCHR1[=M4DZZlIyPjJ2M{S4
HMC1.2NHzSUFVIem:5dHigTY5pcWKrdHnvckBCe3OjeR?=MU[zNEDPxE1?M2Hi[lczKGh?M1jXO2ROW09?NFLtfZVT\WS3Y3XzJINmdGxic4Xyeol3[Wx?MnjFNlIxOzl|MEG=
Endothelial cell(EC)MnjVSpVv[3Srb36gRZN{[Xl?M{nSTlMh|ryPNVrFPG1ETE2VTx?=MVXQdo9ud3SnczDlcoRwfGinbHnhcEBk\WyuIDjFR{kh\GmoZnXy[Y51cWG2aX;uNXK4OWRQOjJyNUKwNFY>
PANC1MlPIRZBweHSxc3nzJGF{e2G7MURCpFUh|ryPM1jWNFczKGh?NIrSSXFFVVORNVTBZWd{XHKrZ3fldpMh[W5iYYDvdJRwfGmlIILld5BwdnOnMkSwNlIzODFzOE[=
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... Click to View More Cell Line Experimental Data

In vivo Oral administration of CHIR-99021 at 30 mg/kg enhances glucose metabolism in a rodent model of type 2 diabetes, with a maximal plasma glucose reduction of nearly 150 mg/dl 3-4 hours after administration, while plasma insulin remains at or below control levels. Oral administration of CHIR-99021 at 16 or 48 mg/kg 1 hour before oral glucose challenges in ZDF rats significantly improves glucose tolerance with 14% and 33% reduction in plasma glucose at 16 mg/kg and 48 mg/kg, respectively, and the higher dose of CHIR-99021 also reduces hyperglycemia before the oral glucose challenge. [1] Administration of CHIR-99021 significantly augments hematopoietic repopulation in recipient mice transplanted with mouse or human hematopoietic stem cells (HSCs), suggesting that GSK-3 is a specific modulator of HSC activity. [4]
Features

Protocol(Only for Reference)

Kinase Assay:

[1]

Cell-free kinase assays Polypropylene 96-well plates are filled with 300 μL/well buffer (50 mM tris HCl, 10 mM MgCl2, 1 mM EGTA, 1 mM dithiothreitol, 25 mM β-glycerophosphate, 1 mM NaF, 0.01% BSA, pH 7.5) containing 27 nM GSK-3α or 29 nM GSK-3β, and 0.5 μM biotin-CREB peptide substrate. Various concentrations of CHIR-99021 are added in 3.5 μL of DMSO, followed by 50 μL of ATP stock to yield a final concentration of 1 μM ATP in all cell-free assays. After incubation, triplicate 100-μL aliquots are transferred to Combiplate eight plates containing 100 μL/well 50 μM ATP and 20 mM EDTA. After 1 hour, the wells are rinsed five times with PBS, filled with 200 μL of scintillation fluid, sealed, left 30 minutes, and counted in a scintillation counter. All steps are performed at room temperature.

Cell Assay:

[3]

Cell lines INS-1E
Concentrations Dissolved in DMSO, final concentrations ~ 20 μM
Incubation Time 1, or 4 days
Method

Cells are maintained for 24 hours in starvation medium (culture medium with only 5 mM glucose, 1% fetal calf serum). Then cells are exposed to various concentrations of CHIR-99021 for 1, or 4 days. Cell number is measured by staining of cellular DNA with CyQuant dye, which becomes fluorescent when bound to DNA. Fluorescence is measured after 30 minutes of incubation using the FLUOstar Optima reader. Cell replication is determined by BrdUrd incorporation. BrdUrd labeling solution is added to the medium for the last 4 hours before the cells are fixed using FixDenat solution and incubated with monoclonal anti-BrdUrd-POD antibodies. After substrate solution is added to each well, the light emission is measured in a microplate luminometer using the Analyst HT detection system.

Animal Study:

[1]

Animal Models Female db/db mice or male ZDF rats with type 2 diabetes
Formulation Formulated as solutions in 20 mM citrate-buffered 15% Captisol or as fine suspensions in 0.5% carboxymethylcellulose.
Dosages ~48 mg/kg
Administration Orally

Conversion of different model animals based on BSA (Value based on data from FDA Draft Guidelines)

SpeciesMouseRatRabbitGuinea pigHamsterDog
Weight (kg)0.020.151.80.40.0810
Body Surface Area (m2)0.0070.0250.150.050.020.5
Km factor36128520
Animal A (mg/kg) = Animal B (mg/kg) multiplied by  Animal B Km
Animal A Km

For example, to modify the dose of resveratrol used for a mouse (22.4 mg/kg) to a dose based on the BSA for a rat, multiply 22.4 mg/kg by the Km factor for a mouse and then divide by the Km factor for a rat. This calculation results in a rat equivalent dose for resveratrol of 11.2 mg/kg.

Rat dose (mg/kg) = mouse dose (22.4 mg/kg) ×  mouse Km(3)  = 11.2 mg/kg
rat Km(6)
1

References

[1] Ring DB, et al. Diabetes, 2003, 52(3), 588-595.

[2] Bennett CN, et al. J Biol Chem, 2002, 277(34), 30998-31004.

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Chemical Information

Download CHIR-99021 (CT99021) HCl SDF
Molecular Weight (MW) 501.8
Formula

C22H18Cl2N8.HCl

CAS No. 252917-06-9 (free base)
Storage 3 years -20℃powder
6 months-80℃in solvent
Synonyms N/A
Solubility (25°C) * In vitro DMSO 93 mg/mL (185.33 mM)
Water 8 mg/mL (15.94 mM)
Ethanol 2 mg/mL (3.98 mM)
In vivo 15% Captisol 30 mg/mL
* <1 mg/ml means slightly soluble or insoluble.
* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.
Chemical Name 6-(2-(4-(2,4-dichlorophenyl)-5-(4-methyl-1H-imidazol-2-yl)pyrimidin-2-ylamino)ethylamino)nicotinonitrile hydrochloride

Customer Product Validation (7)


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Rating
Source Proc Natl Acad Sci U S A 2012 109(27):E1848-57. CHIR-99021 (CT99021) HCl purchased from Selleck
Method Immunofluorescent staining
Cell Lines H9-7TGP cells
Concentrations 12 uM
Incubation Time 4 days
Results However, treatment of the H9-7TGP reporter line with the Gsk3 inhibitor CHIR99021 (CH) activated TCF/LEF promoter activity in mTeSR1 on Matrigel. Immunofluorescent analysis revealed that the CH-induced H9-7TGP GFP+ cells did not express Oct4 but did express Isl1 and Nkx2.5.

Click to enlarge
Rating
Source Stem Cells 2012 30, 1863-1874. CHIR-99021 (CT99021) HCl purchased from Selleck
Method beating foci assay
Cell Lines ESCs
Concentrations 1/3uM
Incubation Time 5 d
Results Similarly, inhibition of GSK3 by LiCl [48], by CHIR 99021 [7], or by AR A014418 (a GSK3 inhibitor, which lacks side effects as impairment of cyclin functions [49]), restored the differentiation potential of Gpc4-mutant ESCs to a similar extent.

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Source J Biol Chem 2015 290(9), 5592-605 . CHIR-99021 (CT99021) HCl purchased from Selleck
Method Immunofluorescence
Cell Lines PANC1 cells
Concentrations 5 uM
Incubation Time 24 h
Results As shown in D, LC3B puncta were detected in DMSO treated (control) pancreatic cancer cells suggestive of a high degree of autophagy in these cells. This observation is in agreement with a previous report demonstrating an elevated level of autophagy in human pancreatic cancer cell lines that is required for their growth. Despite the high level of basal autophagy, an increased staining of LC3B puncta per cell was observed upon treatment with CHIR99021 or the mTOR inhibitor Torin1 (D), the latter being used as a known inducer of autophagy. For completion of autophagy, the autophagosomes ultimately fuse with lysosomes to ensure the degradation of autophagosomal content. We therefore examined the lysosomal system by performing labeling of these organelles with Lysotracker. CHIR99021 led to an increase in lysosomal staining (E).

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Source J Genet Genomics 2012 39, 643e651. CHIR-99021 (CT99021) HCl purchased from Selleck
Method Rat embryoid bodies (rEBs) formation
Cell Lines rES cells
Concentrations 0.75 uM
Incubation Time 4 d
Results For the first 2 days of rEBs formation, rES cells were cultured in CM in the presence of Rho kinase inhibitor, Y-27632 (10 umol/L) and 2i (PD0325901, 0.1 umol/L; CHIR99021, 0.75 umol/L; Selleck, USA). Thereafter, we transferred the regular rEBs into CM supplemented with 2i and without Y-27632 for another 2 days. On day 4, abundant highquality rEBs formed and then 2i was eliminated from the media.

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Source PLoS One 2012 7, e47312. CHIR-99021 (CT99021) HCl purchased from Selleck
Method Westernblot
Cell Lines WM793/1205LU
Concentrations 2 uM
Incubation Time 2 h
Results Phoshorylation of β-catenin is decreased and total b-catenin level is slightly increased as a result of CT99021 2-hour treatment.

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Source CHIR-99021 (CT99021) HCl purchased from Selleck
Method Western blot
Cell Lines PANC1 cells
Concentrations 5 µM
Incubation Time 72 h
Results prolonged inhibition of GSK3 expression or activity by CHIR99021 correlated with increased levels of cleaved PARP and caspase-7 as well as a 6-fold increase in caspase-3 activity.

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Source CHIR-99021 (CT99021) HCl purchased from Selleck
Method Western blot/qRT-PCR analysis
Cell Lines Human lung tissue
Concentrations 0.5/10 μM
Incubation Time 72 h
Results As presented in Figure 6 and B, Western blot analysis showed β-CATENIN expression in 15 W human lung explants decreased significantly from newly isolated to in vitro cultured for 72 h (0 μM). However, β-CATENIN expression nearly increased back to newly isolated levels in human lung explants at 15 W treated with 5 μM CHIR 99021 for 72 h, but decreased again after treatment of 10 μM CHIR 99021. Meanwhile, qRT-PCR analyses showed increased expression of transcription factors (LEF1 , TCF4) and target genes (CYCLIN D1 , MMP7) in human lung explants (15 W) exposed to 5 μM CHIR 99021 compared with tissues exposed to 0 μM CHIR 99021, the levels of which were also higher than in the 10 μM CHIR 99021 groups (Figure C).

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
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