The metabolism of cyclohexanecarboxylate in the rat.
In the rat, cyclohexanecarboxylate was metabolized and excreted (mostly in the urine) as hippurate, hexahydrohippurate, 3,4,5,6-tetrahydrohippurate and benzoyl and cyclohexylcarbonyl beta-glucuronides. The pattern of metabolism is dose-dependent. With decreasing dose a progressive increase in the conversion into hippurate occurred. This was largely at the expense of glucuronide formation, although the proportions of hexahydro- and tetrahydro-hippurate were also decreased. The observed formation of hexahydrohippurate and 3,4,5,5-tetrahydrohippurate substantiates the proposed mechanism of aromatization of cyclohexanecarboxylate.  It appears that these compounds arise via glycine conjugation of active intermediates in the aromatization process. Hexahydrohippurate and 3,4,5,6-tetrahydrohippurate may occur in the urine of rats as new mitabolities of shikimate, dependent for their formation on microbial metabolism.
D000818:Animals; D001646:Bile / Q000378:metabolism; D002855:Chromatography, Thin Layer; D003509:Cyclohexanecarboxylic Acids / Q000378:metabolism* / Q000494:pharmacology / Q000652:urine; D004305:Dose-Response Relationship, Drug; D008297:Male; D051381:Rats
D003509:Cyclohexanecarboxylic Acids