Graphycal Abstract: Lipid fractions from Helianthus annuus L. pollen collected across three Moldovan agroclimatic zones were analyzed via GC-MS after Soxhlet extraction, saponification, and methylation. Chromatographic profiling resolved >40 constituents, including: Polyunsaturated fatty acid esters (e.g., methyl linolenate, a ω-3 precursor); Diterpenoid derivatives (methyl labdatrien-19-oate); Oxygenated sterols (lanostan-3-one); Lipophilic vitamins (α-tocopherol, retinol derivatives). Chemometric analysis revealed climate-induced shifts in metabolite profiles, with heat and drought favoring terpenoid accumulation. Results highlight sunflower pollen as a structurally rich source of bioactive lipids with nutraceutical potential.