Dracontomelon dao (Blanco) Merr. et Rolfe of the family Anacardiaceae, locally known as dao is an indigenous Philippine tree which is also widely distributed through out the South and Southeast Asia. 1 The dao bark is used against dysentery. The mature fruits and kernel of the seeds are edible, while the flowers and young leaves are eaten as vegetables. The wood of dao is employed in light construction, timber and firewood. 2 The EtOAc extract of the leaves of D. dao was observed to exhibit strong antibacterial activity with an IC 50 of 98.5 µg/mL. 3 The crude methanolic extracts of the leaves, stem and root barks of D. dao exhibited a very good level of broad spectrum antibacterial activity, while the leaf extract exhibited antifungal activity. 4 The essential oil was extracted from the skins of stem of D. dao by steam distillation. GCMS analysis identified 13 compounds with the following major components: nhexadecanoic acid (46.13%), octadeca noic acid (15.44%), (E)9octadecenoic acid (13.73%), and (Z,Z)9,12octadecadienoic acid (7.79%). 5 We earlier reported the isolation of anacardic acid, βsitosteryl3βglucopyranoside6'Ofatty acid esters, βsitosterol, phytol, phytyl fatty acid esters, βsitosteryl fatty acid esters, chlorophyll a, squalene, longchain fatty alcohols, and longchain hydrocarbons from the leaves of D. dao. 6 We report herein the isolation ofcardol (1), βsitosteryl3βglucopyranoside6, Ofatty acid esters (2), βsitosteryl fatty acid esters (3), and a mixture Chemical Constituents of Dracontomelon Dao (Blanco) Merr. et Rolfe ABSTRACT Introduction: The leaves, twigs and flowers of Dracontomelon dao (Blanco) Merr. et Rolfe, an indigenous Philippine tree were investigated for their chemical constituents. Methods: The compounds were isolated by silica gel chromatography and their structures were identified by NMR spectroscopy. Results: Chemical investigation of D. dao led to the isolation of cardol (1), β-sitosteryl-3β-glucopyranoside-6, O-fatty acid esters (2), β-sitosteryl fatty acid esters (3), and a mixture of β-sitosterol (4a) and stigmasterol (4b) from the petiole; 1, a mixture of 4a and 4b, anacardic acid (5), triacylglycerols (6), monoacylglycerol (7), long-chain fatty acid esters (8), and linoleic acid (9) from the twigs; and a mixture of 4a and 4b, 5, 6, 8, long-chain fatty alcohols (10), and long-chain hydrocatbons (11) from the flowers of D. dao.The structures of 1 and 5 were elucidated by extensive 1D and 2D NMR spectroscopy, while those of 2-4 and 6-11 were identified by NMR spectroscopy. Conclusion: This is the first report on the isolation of 1, 4b and 6-9 from D. dao.