Absolute configuration at carbon 23 of 5 beta-cholestane-3 alpha,7 alpha,12 alpha,23,25-pentol excreted by patients with cerebrotendinous xanthomatosis.
Absolute configuration at C-23 of 5 beta-cholestane-3 alpha,7 alpha,12 alpha,23,25-pentol, one of the bile alcohols isolated from the patients with cerebrotendinous xanthomatosis, was unequivocally determined as 23S by conversion of a key intermediate, (23S)-5 beta-cholest-25-ene-3 alpha,7 alpha,12 alpha,23-tetrol to either the bile alcohol of known absolute configuration, (23R)-5 beta-cholestane-3 alpha,7 alpha,12 alpha,23-tetrol, or the naturally occurring 23,25-pentol.
D001646:Bile / Q000032:analysis; D002777:Cholestanols / Q000302:isolation & purification*; D005243:Feces / Q000032:analysis; D006801:Humans; D013237:Stereoisomerism; D014973:Xanthomatosis / Q000378:metabolism*
D002777:Cholestanols; C019302:cholestane-3,7,12,23,25-pentol