4-Methoxychalcone-1
4-Methoxychalcone (4-MC, CAS No. 959-33-1) is a plant-derived chalcone that can also be synthesized via Claisen-Schmidt condensation. 4-MC exhibits dual functions: it promotes adipocyte differentiation and selectively eliminates senescent endothelial cells. At 5 μM, 4-MC significantly enhances 3T3-L1 preadipocyte differentiation by activating the PPARγ pathway and upregulating adiponectin, aP2, and FAS, while counteracting TNF-α-induced inhibition and reducing inflammatory markers (IL-6, PAI-1, MCP-1). For anti-aging, 4-MC shows potent activity against senescent HAECs (IC₅₀ = 3.42 μM, SI = 3.4), outperforming fisetin, and exhibits low cytotoxicity to IMR90 cells (IC₅₀ = 24.32 μM, SI = 2.1), indicating endothelial specificity. These properties highlight 4-MC’s potential in metabolic syndrome and cardiovascular aging research.
References：
[1].Han Y, Lee SH, Lee IS, Lee KY. Regulatory effects of 4-methoxychalcone on adipocyte differentiation through PPARγ activation and reverse effect on TNF-α in 3T3-L1 cells. Food Chem Toxicol. 2017 Aug;106(Pt A):17-24. doi: 10.1016/j.fct.2017.05.032. Epub 2017 May 18. PMID: 28528971.
[2].Tien XY, Lee YK, Wong PF, Khor YS, Murugan DD, Abdullah I. Anti-senescence effects of 4-methoxychalcone and 4-bromo-4'-methoxychalcone on human endothelial cells. Drug Discov Ther. 2024;18(3):199-206. doi: 10.5582/ddt.2024.01034. PMID: 38987208.
| Storage | Desiccate at -20°C away from light |
| M.Wt | 238.28 |
| Cas No. | 959-33-1 |
| Formula | C16H14O2 |
| Synonyms | 4-MC;2-(4-Methoxybenzylidene) acetophenone;NSC636917 |
| Solubility | ≥39.4 mg/mL in DMSO; ≥18 mg/mL in EtOH; insoluble in H2O |
| Chemical Name | (E)-3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one |
| Canonical SMILES | COC(C=C1)=CC=C1/C=C/C(C2=CC=CC=C2)=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
- View current batch:
Chemical structure
