Ipomoea sepiaria Koenig ex. Roxb. of the family Convolvulaceae is a perennial climber growing on the bank of streams, rivers, specially over hedges. Traditionally the whole herb is to possess number of therapeutic properties like, aphrodisiac, a good antidote to arsenic, rejuvenating, diuretic, aphrodisiac, laxative and also used in sterility in women and in diabetes. As the plant is not explored scientifically as yet, it was thought worth to evaluate each and every part of the plant thoroughly and the leaves being first selected for this. Present study deals with detailed macroscopy, qualitative & quantitative microscopy also includes its powder microscopy and its Chromatographic evaluations of leaf. Important diagnostic characters like, cluster crystals, starch grains, pitted vessels, laticiferous cells etc were observed. Physicochemical studies revealed loss on drying, total ash, etc. Preliminary analysis revealed the presence of various functional groups like alkaloids, saponins, phenols and resin. TLC & HPTLC study of the alcoholic, pet. ether and chloroform extract showed the presence of spots in short & long UV and after spraying developing reagent, respectively. The information generated by this particular study will provide relevant pharmacognostical and physicochemical data needed for proper identification and authentication of leaves of this particular species.