For research use only. Not for therapeutic Use.
<p style=/line-height:25px/>MC1568 is a selective class II (IIa) histone deacetylas (HDAC II) inhibitor with IC50 of 220 nM and 176-fold class II selectivity (against class I).<br>IC50 value: 100 nM (HD1-A, Maize); 3400 nM (HD1-B, Maize) [1]<br>Target: HDAC class II<br>in vitro: MC1568 is a selective class II (IIa) histone deacetylas (HDAC II) inhibitor with IC50 of 220 nM and 176-fold class II selectivity (against class I). In human breast cancer ZR-75.1 cell lysates, MC1568 (5 μM) shows no inhibitory activity against HDAC1 but is able to inhibit HDAC4 [1]. In MCF-7 cells, MC1568 (20 μM) increases the accumulation of acetylated H3 and H4 histones, as well as the levels of acetyl-tubulin, which indicates a inhibitory effect of MC1568 on HDAC6 [2]. In C2C12 cells, MC1568 (5 μM) arrests myogenesis by decreasing myocyte enhancer factor 2D (MEF2D) expression, stabilizing the HDAC4-HDAC3-MEF2D complex, and by inhibiting differentiation-induced MEF2D acetylation [3]. MC1568 (5 or 10 μM) interferes with the RAR- and PPARγ-mediated differentiation-inducing signaling pathways. In F9 cells, MC1568 specifically blocks endodermal differentiation despite not affecting retinoic acid-induced maturation of promyelocytic NB4 cells. In 3T3-L1 cells, MC1568 attenuates PPARγ-induced adipogenesis [4].<br>in vivo: In mice, MC1568 (50 mg/kg) shows an apparent tissue-selective HDAC inhibition. In skeletal muscle and heart, MC1568 inhibits the activity of HDAC4 and HDAC5 without affecting HDAC3 activity, thereby leaving MEF2-HDAC complexes in a repressed state [3]. In reporting PPRE-Luc mice, MC1568 (50 mg/kg) impairs PPARγ signaling mostly in the heart and adipose tissues [4].</p>
| Catalog Number | I005119 |
| CAS Number | 852475-26-4 |
| Synonyms | (E)-3-[4-[(E)-3-(3-fluorophenyl)-3-oxoprop-1-enyl]-1-methylpyrrol-2-yl]-N-hydroxyprop-2-enamide |
| Molecular Formula | C₁₇H₁₅FN₂O₃ |
| Purity | ≥95% |
| Target | HDAC |
| Solubility | DMSO: ≤ 18.5 mg/mL |
| Storage | 3 years -20C powder |
| IC50 | 100 nM (HD1-A, Maize); 3400 nM (HD1-B, Maize) [1] |
| InChI | InChI=1S/C17H15FN2O3/c1-20-11-12(9-15(20)6-8-17(22)19-23)5-7-16(21)13-3-2-4-14(18)10-13/h2-11,23H,1H3,(H,19,22)/b7-5+,8-6+ |
| InChIKey | QRDAPCMJAOQZSU-KQQUZDAGSA-N |
| SMILES | CN1C=C(C=C1C=CC(=O)NO)C=CC(=O)C2=CC(=CC=C2)F |
| Reference | </br>1:MC1568 inhibits HDAC6/8 activity and influenza A virus replication in lung epithelial cells: role of Hsp90 acetylation. Panella S, Marcocci ME, Celestino I, Valente S, Zwergel C, Li Puma DD, Nencioni L, Mai A, Palamara AT, Simonetti G.Future Med Chem. 2016 Oct 14. [Epub ahead of print] PMID: 27739328 </br>2:MC1568 Inhibits Thimerosal-Induced Apoptotic Cell Death by Preventing HDAC4 Up-Regulation in Neuronal Cells and in Rat Prefrontal Cortex. Guida N, Laudati G, Mascolo L, Cuomo O, Anzilotti S, Sirabella R, Santopaolo M, Galgani M, Montuori P, Di Renzo G, Canzoniero LM, Formisano L.Toxicol Sci. 2016 Dec;154(2):227-240. Epub 2016 Sep 22. PMID: 27660204 </br>3:Improved synthesis and structural reassignment of MC1568: a class IIa selective HDAC inhibitor. Fleming CL, Ashton TD, Gaur V, McGee SL, Pfeffer FM.J Med Chem. 2014 Feb 13;57(3):1132-5. doi: 10.1021/jm401945k. Epub 2014 Jan 30. PMID: 24450497 </br>4:Class II-specific histone deacetylase inhibitors MC1568 and MC1575 suppress IL-8 expression in human melanoma cells. Venza I, Visalli M, Oteri R, Cucinotta M, Teti D, Venza M.Pigment Cell Melanoma Res. 2013 Mar;26(2):193-204. doi: 10.1111/pcmr.12049. Epub 2013 Jan 7. Erratum in: Pigment Cell Melanoma Res. 2013 Sep;26(5):761. PMID: 23176534 |
