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. Author manuscript; available in PMC: 2020 Nov 12.
Published in final edited form as: Drug Metab Rev. 2017 May 22;49(2):105–138. doi: 10.1080/03602532.2017.1293682

Table 3.

Glucuronidation of highly water soluble compounds

Compound ACS Number Chemical Structure Glucuronidation Pathway Metabolite found in Species studied References
Genistein 446-72-0 graphic file with name nihms-894468-t0061.jpg Primary, greater than 50% Urine, feces and blood Mice, rats, humans (Adlercreutz et al., 1993; Bloedon et al., 2002; Busby et al., 2002; Chen et al., 2003a; An and Morris, 2011; Yang et al., 2012)
EGCG 989-51-5 graphic file with name nihms-894468-t0062.jpg Minor, about 7.5% Blood, urine, bile, Rats, mice, humans, dogs (Vaidyanathan and Walle, 2002)
Catechin 88191-48-4 graphic file with name nihms-894468-t0063.jpg Primary, greater than 50% Blood, bile, urine, Rats, mice, dogs, monkeys, humans (Kuhnle et al., 2000)
Rutin 153-18-4 graphic file with name nihms-894468-t0064.jpg Rarely, about 2%. Most were metabolites of its aglycone Blood, urine, Rats, humans, filamentous fungi (Jaganath et al., 2006)
Puerarin 3681-99-0 graphic file with name nihms-894468-t0065.jpg Minor, about 5%. Some were metabolites of its aglycone Blood, urine, bile Rats, humans (Luo et al., 2012)
Epicatechin 35323-91-2 graphic file with name nihms-894468-t0066.jpg Primary, greater than 45% Blood, Rats, humans, dogs, (Crespy et al., 2004)
Calycosin-7-O-Glucuronide 20633-67-4 graphic file with name nihms-894468-t0067.jpg Minor, about 5% Blood, Rats (Shi et al., 2015)
Protocatechuic Aldehyde 139-85-5 graphic file with name nihms-894468-t0068.jpg greater than 30% Urine Rats, pigs (Liu et al., 2008; Zhao et al., 2013)
Dopamine 51-61-6 graphic file with name nihms-894468-t0069.jpg greater than 25% Brain Rats, mice (Uutela et al., 2009)
Bilirubin 635-65-4 graphic file with name nihms-894468-t0070.jpg greater than 50% Liver Human (Ma et al., 2014)
Etoposide 33419-42-0 graphic file with name nihms-894468-t0071.jpg greater than 50% Blood, urine, bile Rats, rabbits, humans (Hande et al., 1988a; Hande et al., 1988b; Wen et al., 2007)
5-Hydroxytryptophol 154-02-9 graphic file with name nihms-894468-t0072.jpg greater than 50% Urine, Humans, (Stephanson et al., 2005)
4-Nitrophenol 100-02-7 graphic file with name nihms-894468-t0073.jpg About 40% Urine, bile Rats, (Meerman et al., 1987)
Edaravone 89-25-8 graphic file with name nihms-894468-t0074.jpg greater than 70% Urine humans (Ma et al., 2012)
Zidovudine 30516-87-1 graphic file with name nihms-894468-t0075.jpg greater than 50% Blood, Humans, (Nadal et al., 1996)
Morphine 57-27-2 graphic file with name nihms-894468-t0076.jpg greater than 50% Blood, muscle, fat, brain Humans, (Frost et al., 2015)
Nicotine 22083-74-5 graphic file with name nihms-894468-t0077.jpg Minor, about 5–10% Blood, Humans, (Kaivosaari et al., 2007)
Imipramine 50-49-7 graphic file with name nihms-894468-t0078.jpg greater than 20% Blood, urine Humans, rabbits (Qian and Zeng, 2006)
Benzotriazole 95-14-7 graphic file with name nihms-894468-t0079.jpg greater than 20% Blood Rats, (Town et al., 1993)
Chloramphenicol 56-75-7 graphic file with name nihms-894468-t0080.jpg greater than 50% Liver bovine, equine, porcine (Fedeniuk et al., 2015)