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Due to their promotory action on the transport of some drugs through various  membranes (lipophilic barriers), oxo derivatives of bile acids have recently  been increasingly used in biopharmacy. These compounds exhibit also a lower  membranolytic (toxic) activity than their hydroxy analogues. Because of that  it is of special importance to find out the descriptors that would adequately  describe the structure of bile acids and their biological activity and be  used to model the quantitative structure-activity relationship. In view of  this, the present work is concerned with the application of the  chromatographic parameter RM0 obtained by normal-phase thin-layer  chromatography in the solvent system toluene-butanol and silica gel as  stationary phase to describe the lipophilicity of bile acids. Also, the work  introduces a new molecular descriptor (ND) that reflects both 2D and 3D  topological characteristics of the molecule. Between the retention constant,  RM0 and the descriptor ND there is a good correlation, and both RM0, and ND  describe sufficiently well the structural (conformational) changes that arise  in the process of oxidation of the OH group of the steroid skeleton to an oxo  group. On the other hand, the in silico descriptors of lipophilicity, logP  (atomic-based prediction) and ClogP (fragment-based prediction) predict the  hydrophobicity of bile acid oxo derivatives with a certain error

A contribution to the study of hydrophobicity (lipophilicity) of bile acids with an emphasis on oxo derivatives of 5β-cholanoic acid