Abstract: The biosynthesis of 19-norstanols in the Mediterranean sponge, Axinella polypoides, was investigated through the use of radiotracer experiments. It was found that the conversion of cholesterol (7) to 19-nor-5a-cholestan-3~-ol (8) involved oxidation at C-3 with the distribution of the abstracted hydride from the 3a-position of dietary cholesterol into all of the 19-norstanols of the native mixture. Furthermore, while the efficiency of ...