Creatol (5-hydroxycreatinine), a new toxin candidate in uremic patients.
Both 5-hydroxy-1-methylhydantoin (3) and the hitherto unrecognized 5-hydroxycreatinine (2-amino-5-hydroxy-1-methyl-imidazol-4(5H)-one or creatol) (6) can be isolated from the urine of uremic patients, in whom these compounds probably arise as oxidative metabolites of creatinine (1). The enhanced production of the well-known uremic toxin, methylguanidine (8), from creatinine (1) in such patients, almost certainly occurs via the newly recognized metabolite.
Nakamura
K
K
Department of Natural Products Chemistry, Nippon Zoki Pharmaceutical Co., Hyogo, Japan.
Ienaga
K
K
D055598:Chemical Phenomena; D002621:Chemistry; D003404:Creatinine / Q000031:analogs & derivatives* / Q000378:metabolism / Q000652:urine; D005260:Female; D006801:Humans; D006827:Hydantoins / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D008760:Methylguanidine / Q000378:metabolism; D014118:Toxins, Biological / Q000378:metabolism* / Q000652:urine; D014511:Uremia / Q000378:metabolism* / Q000652:urine
D006827:Hydantoins; D014118:Toxins, Biological; C064402:creatol; D008760:Methylguanidine; C058007:5-hydroxy-1-methylhydantoin; D003404:Creatinine