Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR000811)
Formula
CYP3A4 ...
SVG example
N-Demethylation
Reactant Dextrorphan Product 3-hydroxymorphinan
Reactant Info Product Info
Metabolic Enzyme Cytochrome P450 3A4 (CYP3A4) DME Info
Cytochrome P450 2D6 (CYP2D6) DME Info
Metabolic Type Oxidation - N-Demethylation
Other MR(s) Related to The Reactant of This MR
Other MR(s) That Produce The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR000817 Dextromethorphan hydrobromide Dextrorphan Oxidation - O-Demethylation Dextromethorphan hydrobromide [1], [2]
Other MR(s) That Metabolize The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR000813 Dextrorphan Dextrorphan O-glucuronide Conjugation - Glucuronidation Dextromethorphan hydrobromide [1], [3], [4]
MR000812 Dextrorphan Dextrorphan sulfate Conjugation - Sulfation Dextromethorphan hydrobromide [5]
Other MR(s) Related to The Product of This MR
Other MR(s) That Produce The Product of This MR
MR ID Reactant Product MR Type Related Drug REF
MR010688 Levallorphan Levallorphan Metabolite M4 Unclear - Unclear Levallorphan [6]
MR010613 Levorphanol Levorphanol Metabolite M6 Unclear - Unclear Levorphanol [6]
MR000816 (+)-3-Methoxymorphinan 3-hydroxymorphinan Oxidation - O-Demethylation Dextromethorphan hydrobromide [1]
Other MR(s) That Metabolize The Produtc of This MR
MR ID Reactant Product MR Type Related Drug REF
MR010689 Levallorphan Metabolite M4 Levallorphan Metabolite M11 Unclear - Unclear Levallorphan [6]
MR010614 Levorphanol Metabolite M6 Levorphanol Metabolite M7 Unclear - Unclear Levorphanol [6]
MR000815 3-hydroxymorphinan 3-hydroxymorphinan O-glucuronide Conjugation - Glucuronidation Dextromethorphan hydrobromide [1], [2]
MR000814 3-hydroxymorphinan 3-hydroxymorphinan sulfate Conjugation - Sulfation Dextromethorphan hydrobromide [5]
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 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.
4 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.
5 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.
6 Exploration of catalytic properties of CYP2D6 and CYP3A4 through metabolic studies of levorphanol and levallorphan

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