Syringic acid (SYRA) is a potential antioxidant used in traditional Chinese medicine and is an emerging nutraceutical. Current reports claim its potential anti-angiogenic, anti-glycating, antihyperglycaemic, neuroprotective, memory enhancing properties in various animal models. To date, SYRA crystal structure is not elucidated and no crystal engineering studies are reported.This study reports crystal structure of SYRA for the first time along with its nicotinamide (SNCT-E) and urea (SU-EA-M) cocrystals. All forms were successfully characterized using single crystal XRD, P-XRD and DSC. Single crystal analysis revealed that SYRA crystallized in C 2/c space group whereas SNCT-E (2:1) and SU-EA-M (1:2) crystallized in P 2 1 /n and Cmca space group respectively. Novel cocrystals have shown improved solubility, modified dissolution profiles, improved flow and compressibility. Cytotoxic effects were explored in DU145 prostate cancer cell lines for the first time and significant enhancement in cytotoxicity by the cocrystals was observed compared to plain components. Two folds increase in % cytotoxicity of SNCT-E was observed when compared to the corresponding physical mixture. These studies shed light on potential utility of SYRA as coformer for various pharmaceutical applications to design synergistic and organ protective cocrystals.