MW 269.3 Da, Purity >99%. Potent, selective HDAC inhibitor (Ki values are 0.41 (HDAC1), 0.75 (HDAC3), 100 (HDAC6), and 100 (HDAC8) μM respectively). Induces histone H3 hyperacetylation, cell differentiation and apoptosis. Inhibits proliferationand modulates G1 cell cycle arrest. Antitumor agent. Active in vivo and in vitro. Orally active. Blood-brain barrier and cell-permeable.
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Key facts
- CAS number
- 112522-64-2
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 269.3 Da
- Molecular formula
- C15H15N3O2
- PubChem identifier
- 2746
- Nature
- Synthetic
Target data
Alternative names
D10Wsu179e, DKFZp686H12203, GON 10, HD 2, HD1, HD3, HDAC1_HUMAN, HDAC2_HUMAN, HDAC3_HUMAN, Histone deacetylase 1, Histone deacetylase 2, Histone deacetylase 2 (HD2), Histone deacetylase 3, OTTHUMP00000017046, OTTHUMP00000227077, OTTHUMP00000227078, RPD 3, RPD3-2, RPD3L1, Reduced potassium dependency yeast homolog like 1, SMAP45, YAF1, YY1 associated factor 1, YY1 transcription factor binding protein, Yy1bp, transcriptional regulator homolog RPD3
Recommended products
MW 269.3 Da, Purity >99%. Potent, selective HDAC inhibitor (Ki values are 0.41 (HDAC1), 0.75 (HDAC3), 100 (HDAC6), and 100 (HDAC8) μM respectively). Induces histone H3 hyperacetylation, cell differentiation and apoptosis. Inhibits proliferationand modulates G1 cell cycle arrest. Antitumor agent. Active in vivo and in vitro. Orally active. Blood-brain barrier and cell-permeable.
Key facts
- CAS number
- 112522-64-2
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 269.3 Da
- Molecular formula
- C15H15N3O2
- PubChem identifier
- 2746
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 100 mM.
- Biochemical name
- Tacedinaline
- Biological description
Potent, selective HDAC inhibitor (Ki values are 0.41 (HDAC1), 0.75 (HDAC3), 100 (HDAC6), and 100 (HDAC8) μM respectively). Induces histone H3 hyperacetylation, cell differentiation and apoptosis. Inhibits proliferationand modulates G1 cell cycle arrest. Antitumor agent. Active in vivo and in vitro. Orally active. Blood-brain barrier and cell-permeable.
- Canonical SMILES
- CC(=O)NC1=CC=C(C=C1)C(=O)NC2=CC=CC=C2N
- InChI
- InChI=1S/C15H15N3O2/c1-10(19)17-12-8-6-11(7-9-12)15(20)18-14-5-3-2-4-13(14)16/h2-9H,16H2,1H3,(H,17,19)(H,18,20)
- InChIKey
- VAZAPHZUAVEOMC-UHFFFAOYSA-N
- IUPAC name
- 4-acetamido-N-(2-aminophenyl)benzamide
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Notes
This product is manufactured by BioVision, an Abcam company and was previously called 1742 CI-994. 1742-50 is the same size as the 50 mg size of ab142098.
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
HDAC1 HDAC2 and HDAC3 also known collectively as Class I histone deacetylases function as critical enzymes in chromatin remodeling by removing acetyl groups from lysine residues on histone and non-histone proteins. HDAC1 has a molecular mass of approximately 55 kDa HDAC2 is slightly smaller at around 53 kDa and HDAC3 similarly weighs around 49 kDa. These deacetylases are ubiquitously expressed in various tissues where they play roles in regulating gene expression and influencing cell cycle progression apoptosis and differentiation processes.
- Biological function summary
These histone deacetylases contribute to gene silencing and transcriptional repression. HDAC1 HDAC2 and HDAC3 often form multi-protein complexes such as the Sin3 NuRD and CoREST complexes. These complexes interact with co-repressor proteins allowing the HDACs to modulate the acetylation status of histones and therefore repress transcription. The ability of HDACs to alter chromatin structure and gene expression affects numerous cellular functions including growth and metabolic regulation.
- Pathways
The activity of HDAC1 HDAC2 and HDAC3 is integral to the regulation of important regulatory pathways such as the Wnt signaling and p53 pathways. Through these pathways they interact with transcription factors and other regulatory proteins. In the Wnt signaling pathway these HDACs can modify the transcriptional activity of beta-catenin and associated gene targets. Moreover their involvement in the p53 pathway aids in regulating cell cycle arrest and apoptosis impacting vital cellular responses to DNA damage in collaboration with proteins like MDM2 and p21.
- Associated diseases and disorders
Dysregulation of HDAC1 HDAC2 and HDAC3 is linked to cancer and neurodegenerative diseases. In various cancers aberrant expression of these HDACs can lead to unregulated cell growth and survival due to altered gene expression profiles. For neurodegenerative disorders such as Alzheimer's disease altered HDAC activity can influence the expression of genes involved in inflammation and synaptic function. Proteins such as amyloid precursor protein (APP) and tau may be affected tying HDAC dysregulation to pathological changes observed in neurodegeneration.
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1 product image
Chemical Structure - CI-994, HDAC inhibitor. Cell-permeable. (ab142098)
2D chemical structure image of ab142098, CI-994, HDAC inhibitor. Cell-permeable.
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