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Description: Selective 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 selective p300/CREB-binding protein (CBP) inhibitor (Ki = 400 nM). Selective for p300 over six other histone acetyltransferases (HATs). Suppresses histone H3 and H4 acetylation in mouse fibroblast cell lines. Also represses pluripotency markers in mouse embryonic stem cells.
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.
Solubility Data for C 646
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 11.14 | 25 |
Preparing Stock Solutions for C 646
The following data is based on the product molecular weight 445.42. 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.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.25 mM | 8.98 mL | 44.9 mL | 89.8 mL |
| 1.25 mM | 1.8 mL | 8.98 mL | 17.96 mL |
| 2.5 mM | 0.9 mL | 4.49 mL | 8.98 mL |
| 12.5 mM | 0.18 mL | 0.9 mL | 1.8 mL |
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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
If you know of a relevant reference for C 646, please let us know.
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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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Cancer Research Product Guide
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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.
Epigenetics Research Bulletin
Produced by Tocris and updated in 2014, the epigenetics research bulletin gives an introduction into mechanisms of epigenetic regulation, and highlights key Tocris products for epigenetics targets including:
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