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Supramolecules (cyclodextrins, polysaccharides, water-soluble natural polymers, etc.) are widely used for intermolecular encapsulation of a medicinal substance in terms of stabilization and improvement of hydrophilic properties. Taking into account the unique properties of organic supramolecules, we synthesizedand obtained a number of supramolecular ensembles based on α-, β-, γ-and 2-hydroxypropyl-β-cyclodextrins, disodium salt of glycyrrhizic acid (Na2GA), and polyvinylpyrrolidone with 20-hydroxyecdysone (20E), 2-deoxyecdysone, 2-deoxy-20-hydroxyecdysone, 3-epi-2-deoxyecdysone, as well as tri and tetracetate, hydrazone, oxime and enamine derivatives 20E used as clathrates [1]. When using 2-hydroxypropyl-β-cyclodextrin (2-GP-β-CD) as a component of intermolecular self-assembly, it is more hydrophilic compared to analogues of α-andβ-CDs, due to the presence of additional 2-hydroxypropyl fragments in the macroheterocycle molecule, where proton changes both in the outer shell and and they are the same internally, which contributes to the formation of a mixed ligand supramolecular composite (Fig.1). The fine structure of the new water-soluble supramolecular ensembles of phytoecdysons and synthesized synthon compounds is confirmed by the data of twodimensional correlation of ¹H-¹H, TOCSY, ¹H-¹H ROESY, ¹H-13C HMQC and ¹H-13C HMBC NMR spectra. When studying the water solubility of supramolecular complexes based on 20E with2-GP-β-CD and Na2GA, the moment of dissolution of the substance was determined using high-performance liquid chromatography and a potentiometric value in time intervals. The experimental results demonstrated a 3-fold improved solubility of 20Ein combination with 2-GP-β-CD and 2.7-fold with Na2GA, respectively. As a result of bioscreening, substances with pronounced anti-inflammatory andanalgesic activity were found among the synthesized compounds, surpassing the comparison drug "Sodium diclofenac". [ABSTRACT FROM AUTHOR]