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About This Item
Empirical Formula (Hill Notation):
C31H39N7O2
CAS Number:
Molecular Weight:
541.69
UNSPSC Code:
41106514
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
GSK343, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
color
, white to beige to brown
solubility
DMSO: 15 mg/mL, clear
storage temp.
2-8°C
SMILES string
CN(CC1)CCN1C2=NC=CC(C3=CC4=C(C=NN4C(C)C)C(C(NCC5=C(CCC)C=C(C)NC5=O)=O)=C3)=C2
InChI
1S/C31H39N7O2/c1-6-7-23-14-21(4)35-31(40)26(23)18-33-30(39)25-15-24(16-28-27(25)19-34-38(28)20(2)3)22-8-9-32-29(17-22)37-12-10-36(5)11-13-37/h8-9,14-17,19-20H,6-7,10-13,18H2,1-5H3,(H,33,39)(H,35,40)
InChI key
ULNXAWLQFZMIHX-UHFFFAOYSA-N
Application
GSK343 has been used:
- as an inhibitor of enhancer of zeste homolog 2 (EZH2) to assess the impact of chromatin condensation on cell migration
- as histone methyl transferase inhibitor, to suppress the Polyandrocarpa misakiensis, mitochondrial non-coding-region (NCR) PmNCR reporter gene expression, facilitated by TC14-3
- as a supplement in the growth medium to inhibit the generation of H3K27me3 or to inhibit RNA polymerase II
- as EZH2 inhibitor to treat castration-resistant neuroendocrine prostate cancer (CRPC-NE)
Biochem/physiol Actions
GSK343 is a potent, specific inhibitor of the histone H3-lysine 27 (H3K27) methyltransferase EZH2.
GSK343 is a potent, specific inhibitor of the histone H3-lysine 27 (H3K27) methyltransferase EZH2. GSK343 inhibits EZH2 enzymatic activity with an IC50 of 4 nM. The compound displays 60 fold selectivity for EZH2 vs. EZH1, and 1000 fold or greater selectivity against other histone methyltransferases. The IC50 for inhibition of H3K27 methylation is < 200 nM in HCC1806 cells. For full characterization details, please visit the GSK343 probe summary on the Structural Genomics Consortium (SGC) website.
To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
Features and Benefits
GSK343 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
Other Notes
GSK343 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the GSK343 probe summary on the Chemical Probes Portal website.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Regulatory cis-and trans-elements of mitochondrial D-loop-driven reporter genes in budding tunicates
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Puca L, et al.
Nature Communications, 9(1), 2404-2404 (2018)
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Maizels Y, et al.
Experimental Cell Research, 357(2), 282-290 (2017)
