Reaction: Bupropion to 1 product

Reaction
Reaction type
ketoreduction
Direction
Major circulating metabolite?
Yes
Spontaneous?
No
Activity
active
References
  1. Connarn JN, Zhang X, Babiskin A, Sun D: Metabolism of bupropion by carbonyl reductases in liver and intestine. Drug Metab Dispos. 2015 Jul;43(7):1019-27. doi: 10.1124/dmd.115.063107. Epub 2015 Apr 22. [Article]
  2. Costa R, Oliveira NG, Dinis-Oliveira RJ: Pharmacokinetic and pharmacodynamic of bupropion: integrative overview of relevant clinical and forensic aspects. Drug Metab Rev. 2019 Aug;51(3):293-313. doi: 10.1080/03602532.2019.1620763. Epub 2019 Jun 14. [Article]
  3. Chen Y, Liu HF, Liu L, Nguyen K, Jones EB, Fretland AJ: The in vitro metabolism of bupropion revisited: concentration dependent involvement of cytochrome P450 2C19. Xenobiotica. 2010 Aug;40(8):536-46. doi: 10.3109/00498254.2010.492880. [Article]
  4. Sager JE, Choiniere JR, Chang J, Stephenson-Famy A, Nelson WL, Isoherranen N: Identification and Structural Characterization of Three New Metabolites of Bupropion in Humans. ACS Med Chem Lett. 2016 Jun 17;7(8):791-6. doi: 10.1021/acsmedchemlett.6b00189. eCollection 2016 Aug 11. [Article]
  5. Gufford BT, Lu JB, Metzger IF, Jones DR, Desta Z: Stereoselective Glucuronidation of Bupropion Metabolites In Vitro and In Vivo. Drug Metab Dispos. 2016 Apr;44(4):544-53. doi: 10.1124/dmd.115.068908. Epub 2016 Jan 22. [Article]
Comments
Aflatoxin B1 aldehyde reductase member 3 (AKR7) is the main enzyme that catalyzes the reaction in the intestine, while corticosteroid 11-beta dehydrogenase (HSD11B1) is the main enzyme responsible in the liver.[A247010]
Enzymes
EnzymeKmVmaxRole
Corticosteroid 11-beta-dehydrogenase isozyme 1Not AvailableNot Availableconfirmed
Aflatoxin B1 aldehyde reductase member 3Not AvailableNot Availableconfirmed