Comparative studies of ‘bile salts’. 4. Bile salts of the European frog, Rana temporaria

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Abstract
The chief bile salt found in R. temporaria was a sulfate. of a pentahydric alcohol, ranol, probably C27-28H43-45(OH)5. Derivatives of this alcohol were isolated after acid hydrolysis of the sulfate. After alkaline hydrolysis, the only crystalline compounds isolated were derived from an "anhydroranol", a saturated substance whose molecular formula is less by one H2O than that of ranol. Probably the molecule of anhydroranol, like that of scymnol, contains oxide ring. 7 crystalline substances now obtained in purified form from frog''s bile appear to be related. Ranol may be a steroid whose molecule contains a primary hydroxyl group, with secondary hydroxyl groups at C(3), C(7) and C(12). The remaining OH group was readily acetylated.

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