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Description: p300/CBP inhibitor
Chemical Name: 4-[4-[[5-(4,5-Dimethyl-2-nitrophenyl)-2-furanyl]methylene]-4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl]benzoic acid
Purity: ≥98% (HPLC)
Biological Activity for C 646
C 646 is a p300/CREB-binding protein (CBP) inhibitor (Ki = 400 nM). Suppresses histone H3 and H4 acetylation in mouse fibroblast cell lines. Also represses pluripotency markers in mouse embryonic stem cells. Newer p300 probes are also available: iP300w (Cat. No. 7270) and A 485 (Cat. No. 6387).
This compound is a mixture of Z:E isomers (~ 80:20).
Technical Data for C 646
| M. Wt | 445.42 |
| Formula | C24H19N3O6 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 328968-36-1 |
| PubChem ID | 1285941 |
| InChI Key | HEKJYZZSCQBJGB-UNOMPAQXSA-N |
| Smiles | CC/2=NN(C(C2=C/C3=CC=C(C4=CC(C)=C(C)C=C4[N+]([O-])=O)O3)=O)C1=CC=C(C(O)=O)C=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Product Datasheets for C 646
References for C 646
References are publications that support the biological activity of the product.
Bowers et al (2010) Virtual ligand screening of the p300/CBP histone acetyltransferase: identification of a selective small molecule inhibitor. Chem.Biol. 17 471 PMID: 20534345
Mali et al (2010) Butyrate greatly enhances derivation of human induced pluripotent stem cells by promoting epigenetic remodeling and the expression of pluripotency-associated genes. Stem Cells 28 713 PMID: 20201064
Ott and Verdi (2010) HAT trick: p300, small molecule, inhibitor. Chem.Biol. 17 417 PMID: 20534339
Crump et al (2011) Dynamic acetylation of all lysine-4 trimethylated histone H3 is evolutionarily conserved and mediated by p300/CBP. Proc.Natl.Acad.Sci. USA 108 7814
Dan et al (2015) Roles for histone acetylation in regulation of telomere elongation and two-cell state in mouse ES cells. J.Cell.Physiol. 230 2337 PMID: 25752831
Dahlin et al (2017) Assay interference and off-target liabilities of reported histone acetyltransferase inhibitors. Nat.Commun. 8 1527 PMID: 29142305
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Keywords: C 646, C 646 supplier, C646, p300, CREB-binding, proteins, CBP, inhibitors, inhibits, histone, acetyltransferase, hat, kat, posttranslational, modifications, epigenetics, Post-translational, Modifications, Histone, Acetyltransferases, Other, Differentiation, Products, 4200, Tocris Bioscience
2 Citations for C 646
Citations are publications that use Tocris products. Selected citations for C 646 include:
Dong-Ming et al (2022) Accumulation of pTreg cells is detrimental in late-onset (aged) mouse model of multiple sclerosis. Aging Cell 21 e13630 PMID: 35615905
Yi et al (2021) Neuronal activity-induced BRG1 phosphorylation regulates enhancer activation. Cell Rep 36 109357 PMID: 34260936
Reviews for C 646
Average Rating: 5 (Based on 1 Review.)
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C 646 In vitro concentration.
By
Anonymous on 01/08/2018
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: Intestinal subepithelial myofibroblasts, smooth muscle cells,
It is dissolved well in DMSO. I diluted it with serum free medium (final concentration of 10 micromolar) and treated the cells for different time points to detect its inhibitory effect of p300 at protein level.
Literature in this Area
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Epigenetics Scientific Review
Written by Susanne Müller-Knapp and Peter J. Brown, this review gives an overview of the development of chemical probes for epigenetic targets, as well as the impact of these tool compounds being made available to the scientific community. In addition, their biological effects are also discussed. Epigenetic compounds available from Tocris are listed.