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. Author manuscript; available in PMC: 2018 Feb 1.
Published in final edited form as: J Clin Pharmacol. 2016 Sep 6;57(2):185–193. doi: 10.1002/jcph.806

Figure 1.

Figure 1

Chemical structures for curcuminoids. Curcumin is metabolized first to tetrahydrocurcumin, then to hexahydrocurcumin. Tetrahydrocurcumin exists in two forms, due to its keto-enol structure. Curcumin glucuronidation forms a major phenolic and minor alcoholic glucuronides, whereas hexahydrocurcumin, the major curcumin reduction metabolite, forms only a phenolic glucuronide. Demethoxycurcumin forms phenolic and alcoholic glucuronides equally, while bisdemethoxycurcumin primarily forms an alcoholic glucuronide. Curcuminoids are also known to be extensively sulfated.