Physicochemical Properties
| Molecular Formula | C16H13N3O3 |
| Molecular Weight | 295.292723417282 |
| Exact Mass | 295.095 |
| CAS # | 28532-21-0 |
| PubChem CID | 169492942 |
| Appearance | Light yellow to yellow solid powder |
| LogP | 1.7 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 22 |
| Complexity | 533 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | CC\1=NN(C(=O)/C1=C\C2=CC=CN2)C3=CC=C(C=C3)C(=O)O |
| InChi Key | WBHVGUYXAZIVHV-ZROIWOOFSA-N |
| InChi Code | InChI=1S/C16H13N3O3/c1-10-14(9-12-3-2-8-17-12)15(20)19(18-10)13-6-4-11(5-7-13)16(21)22/h2-9,17H,1H3,(H,21,22)/b14-9- |
| Chemical Name | 4-[(4Z)-3-methyl-5-oxo-4-(1H-pyrrol-2-ylmethylidene)pyrazol-1-yl]benzoic acid |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| Targets | 12.1μM (lysine acetyltransferase 8, KAT8)[1] |
| ln Vitro | In HT29 cells, MC4033 (25, 50, 100, and 200 μM, for 72 hours) decreased the expression level of H4K16Ac, suggesting that it can suppress the expression level of KAT8 in cells [1]. The IC50 values of MC4033 in HCT116, H1299, A549, and U937 cells were found to be 39.4 μM, 52.1 μM, 41 μM, and 30.1 μM, in that order[1]. |
| Cell Assay |
Cell Proliferation Assay[1] Cell Types: HT29, HCT116, HeLa, H1299, A549, H460, MCF7, U937, and U251 cells Tested Concentrations: 10, 25, 50, and 100 μM Incubation Duration: 72 h Experimental Results: Displayed dose-dependent antiproliferative effects in HCT116, H1299, A549, and U937 cell lines. The inhibition rate of cell proliferation was 70% at 50 μM and >80 % at 100 μM in U937 cells. Cell Cycle Analysis[1] Cell Types: HT29, HCT116, and HeLa cells Tested Concentrations: 50 μM and 100 μM Incubation Duration: 72 h Experimental Results: Propidium iodide (PI) staining demonstrated a slight increase in the percentage of cells with DNA hypodiploid peak, indicative of apoptosis. RT-PCR[1] Cell Types: HCT116 cells Tested Concentrations: 100 μM Incubation Duration: 48h Experimental Results: decreased the mRNA levels of oncogenes UCP2. Immunofluorescence[1] Cell Types: HT29 cells Tested Concentrations: 50 μM Incubation Duration: 24 h Experimental Results: decreased H4K16Ac signal intensity by 80%. Western Blot Analysis[1] Cell Types: HCT116 cells Tested Concentrations: 0,10, 25, 50,100 μM Incubation Duration: 48 h Experimental Results: demonstrated that the altered ratio of LC3-II/-I and the regulation of p62 autophagy markers indicated the activation of autophagy in HCT116 cells. Apoptosis Analysis[1] Cell Types: HCT116 cells Tested Concentrations: 100 μM or 10 μM (MC4033/CQ) Incubation Duration: 72 h Experimental Results: demonstrated that exposure of HCT116 cells to CQ increased the apoptotic effect of KAT8i. |
| References |
[1]. First-in-Class Selective Inhibitors of the Lysine Acetyltransferase KAT8. J Med Chem. 2023 May 25;66(10):6591-6616. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~338.65 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.47 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.3865 mL | 16.9325 mL | 33.8650 mL | |
| 5 mM | 0.6773 mL | 3.3865 mL | 6.7730 mL | |
| 10 mM | 0.3387 mL | 1.6933 mL | 3.3865 mL |