Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR003522)
Formula Reactant Tamoxifen citrate Product Alpha-hydroxytamoxifen
Reactant Info Product Info
Metabolic Type Oxidation - Hydroxylation
Other MR(s) Related to The Reactant of This MR
Other MR(s) That Metabolize The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR003526 Tamoxifen citrate 4-hydroxytamoxifen Oxidation - 4-Hydroxylation Tamoxifen citrate [1], [2], [3], [4]
MR003510 Tamoxifen citrate N-Desmethyltamoxifen Oxidation - N-Dealkylation Tamoxifen citrate [1], [2], [3], [5], [6]
MR003525 Tamoxifen citrate Tamoxifen N-oxide Oxidation - N-Oxidation Tamoxifen citrate [2], [4], [7]
Other MR(s) Related to The Product of This MR
Other MR(s) That Metabolize The Produtc of This MR
MR ID Reactant Product MR Type Related Drug REF
MR003524 Alpha-hydroxytamoxifen Alpha-hydroxytamoxifen glucuronide Conjugation - Sulfation Tamoxifen citrate [8]
MR003523 Alpha-hydroxytamoxifen Alpha-tamoxifen sulfate Conjugation - Sulfation Tamoxifen citrate [8]
References
1 Metabolism of tamoxifen by recombinant human cytochrome P450 enzymes: formation of the 4-hydroxy, 4'-hydroxy and N-desmethyl metabolites and isomerization of trans-4-hydroxytamoxifen. Drug Metab Dispos. 2002 Aug;30(8):869-74.
2 Endoxifen and other metabolites of tamoxifen inhibit human hydroxysteroid sulfotransferase 2A1 (hSULT2A1). Drug Metab Dispos. 2014 Nov;42(11):1843-50.
3 Metabolism and transport of tamoxifen in relation to its effectiveness: new perspectives on an ongoing controversy. Future Oncol. 2014 Jan;10(1):107-22.
4 The tamoxifen dilemma. Carcinogenesis. 1999 Jul;20(7):1153-60.
5 Identification and biological activity of tamoxifen metabolites in human serum Biochem Pharmacol. 1983 Jul 1;32(13):2045-52. doi: 10.1016/0006-2952(83)90425-2.
6 PharmGKB summary: tamoxifen pathway, pharmacokinetics Pharmacogenet Genomics. 2013 Nov;23(11):643-7. doi: 10.1097/FPC.0b013e3283656bc1.
7 Oxidation of tamoxifen by human flavin-containing monooxygenase (FMO) 1 and FMO3 to tamoxifen-N-oxide and its novel reduction back to tamoxifen by human cytochromes P450 and hemoglobin Drug Metab Dispos. 2005 Oct;33(10):1446-52. doi: 10.1124/dmd.104.000802.
8 PharmGKB:Tamoxifen citrate

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