Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR000876)
Formula
CYP2D6 ...
SVG example
N-Demethylation
Reactant Diphenhydramine Product N-desmethyldiphenhydramine
Reactant Info Product Info
Metabolic Enzyme Cytochrome P450 2D6 (CYP2D6) DME Info
Cytochrome P450 1A2 (CYP1A2) DME Info
Cytochrome P450 2C9 (CYP2C9) DME Info
Mephenytoin 4-hydroxylase (CYP2C19) DME Info
Metabolic Type Oxidation - N-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
MR000877 Diphenhydramine Diphenhydramine N-glucuronide Conjugation - Glucuronidation Diphenhydramine [1], [2]
MR000878 Diphenhydramine N-acetyldidesmethyldiphenhydramine Unclear Diphenhydramine [3]
MR011196 Diphenhydramine Diphenhydramine N-glucuronide Unclear - Unclear Dimenhydrinate [1]
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
MR000872 N-desmethyldiphenhydramine N,N-didesmethyldiphenhydramine Oxidation - N-Demethylation Diphenhydramine [4], [1], [5]
MR011194 N-Desmethyldiphenhydramine N,N-Didesmethyldiphenhydramine Unclear - Unclear Dimenhydrinate [1]
References
1 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.
2 Non-invasive skin sampling detects systemically administered drugs in humans. PLoS One. 2022 Jul 26;17(7):e0271794. doi: 10.1371/journal.pone.0271794.
3 Metabolism of the ethanolamine-type antihistamine diphenhydramine (Benadryl) by the fungus Cunninghamella elegans Appl Microbiol Biotechnol. 2000 Mar;53(3):310-5. doi: 10.1007/s002530050026.
4 Identification of human cytochrome p450 isozymes involved in diphenhydramine N-demethylation. Drug Metab Dispos. 2007 Jan;35(1):72-8.
5 Bioconcentration, metabolism and effects of diphenhydramine on behavioral and biochemical markers in crucian carp (Carassius auratus) Sci Total Environ. 2016 Feb 15;544:400-9. doi: 10.1016/j.scitotenv.2015.11.132.

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