Comparative studies on ‘bile salts’. 17. A bile alcohol from Chimaera monstrosa

Abstract
Bile salts of C. monstrosa. when treated with the dioxan-trichloroacetic acid reagent used by Bridgwater et al. (1962[alpha]) for the isolation of seymnol from its sulfate, yielded a new bile alcohol, chimaerol, which is believed to be 3[alpha], l[alpha], 12[alpha], 24[xi], 26-pentahydroxy-25[beta]-coprostane (II). Paper chromatography suggested that scymnol was also present. Alkaline hydrolysis of the bile salts gave anhydrochimaerol (III), an artifact. The structure of chimaerol supports the view that the chimaeras belong to a group which included the ancestors of those elasmobranch fishes that contain scymnol.