In the current study, the fruits of a popular ornamental tree, Sorbus intermedia, were investigated phytochemically and biologically as potential source of bioactive triterpenes. Six terpenoids were isolated and examined with respect to their cytotoxic activity using a broad screening in vitro model and multivariate analysis for better demonstration of the effects on cancer cells. This chemometric approach allowed us to confirm that the structural characteristics of the compounds significantly affected their impact on cell lines. Ursolic acid was found to be the most potent cytotoxic agent with IC₅₀ predominantly < 10 μg/mL after 24 h of incubation. Its 3-acetoxy derivative was less active, however, an improvement in selectivity with regard to prostate panel was observed. Reduction of the carboxylic moiety at C28, as well as introduction of the hydroxyl group at 19α position led to complete loss of cytotoxic activity.