Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR000817)
Formula
CYP2C9 ...
SVG example
O-Demethylation
Reactant Dextromethorphan hydrobromide Product Dextrorphan
Reactant Info Product Info
Metabolic Enzyme Cytochrome P450 2C9 (CYP2C9) DME Info
Cytochrome P450 2D6 (CYP2D6) DME Info
Metabolic Type Oxidation - O-Demethylation
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
MR000818 Dextromethorphan hydrobromide (+)-3-Methoxymorphinan Oxidation - N-Demethylation Dextromethorphan hydrobromide [1], [2]
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
MR000811 Dextrorphan 3-hydroxymorphinan Oxidation - N-Demethylation Dextromethorphan hydrobromide [3], [2]
MR000813 Dextrorphan Dextrorphan O-glucuronide Conjugation - Glucuronidation Dextromethorphan hydrobromide [1], [4], [5]
MR000812 Dextrorphan Dextrorphan sulfate Conjugation - Sulfation Dextromethorphan hydrobromide [3]
References
1 LC-MS/MS analysis of dextromethorphan metabolism in human saliva and urine to determine CYP2D6 phenotype and individual variability in N-demethylation and glucuronidation J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Dec 25;813(1-2):217-25. doi: 10.1016/j.jchromb.2004.09.040.
2 Classics in Chemical Neuroscience: Dextromethorphan (DXM). ACS Chem Neurosci. 2023 Jun 21;14(12):2256-2270. doi: 10.1021/acschemneuro.3c00088.
3 Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675.
4 Physiologically based pharmacokinetic (PBPK) modeling of the role of CYP2D6 polymorphism for metabolic phenotyping with dextromethorphan. Front Pharmacol. 2022 Oct 24;13:1029073. doi: 10.3389/fphar.2022.1029073.
5 Physiologically-based pharmacokinetic modeling of dextromethorphan to investigate interindividual variability within CYP2D6 activity score groups. CPT Pharmacometrics Syst Pharmacol. 2022 Apr;11(4):494-511. doi: 10.1002/psp4.12776.

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