Dysoxylum malabaricum is well-known as a folklore herb. It is extensively utilized in traditional medicine to address various ailments. The study investigated the phytochemicals of D.malabaricum, focusing on its fruit, which was found to contain various terpenoids. Through extensive spectral analysis, 6 triterpenoids and 1 limonoid were identified and reported for the first time. The cytotoxicity of the compound was evaluated through in-vitro and in-silico studies followed by MD simulations. Extracts were prepared and chromatographic techniques were applied to isolate compounds from the extract, which underwent phytochemical screening via LC-HRMS. Functional groups were assessed using NMR confirming the presence of bioactive compounds. HR-LCMS analysis identified 7 phytoconstituents, with binectarilactone and dihydrobinectarilactone being potential bioactive characterized. Our findings confirm known molecules, highlighting the potential of binectarilactone and dihydrobinectarilactone as significant cytotoxic agents having IC50 of 29 µM and 14 µM, respectively, against MCF-7 cell lines. The molecular docking and dynamic simulation analysis showed the anti-cancer properties of the compound with EGFR enzymes. Binectarilactone and Dihydrobinectarilactone displayed the highest binding energy for all the proteins viz EGFR, FGFR, HER-2, and IGFR-1 overexpressed on MCF-7, MDA-MB-231, Hs578t, ZR-75-30, BT549 cell lines. Both showed conformational stability of protein-ligand complex with EGFR, FGFR and HER-2.