General Information of This Metabolic Reaction (MR) (ID: MR000810)
Formula
SVG example
Hydroxylation
Reactant Dextroamphetamine Product 4-hydroxyamphetamine
Reactant Info Product Info
Metabolic Enzyme Cytochrome P450 2D6 (CYP2D6) DME Info
Metabolic Type Oxidation - Hydroxylation
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
MR000220 Amphetamine 4-hydroxyamphetamine Oxidation - Hydroxylation Amphetamine [1]
MR005819 Methoxyamphetamine beta 4-hydroxyamphetamine Oxidation - #NAME? Methoxyamphetamine beta [2], [3]
MR009989 Amphetamine 4-Hydroxyamphetamine Unclear - Unclear Metamfetamine [4]
MR010005 Amphetamine 4-Hydroxyamphetamine Unclear - Unclear Methamphetamine hydrochloride [4]
MR006886 D-amphetamine 4-(2-Aminopropyl)phenol Oxidation - Oxidationn Lisdexamfetamine [5]
MR006299 Fenethylline Metabolite M-1(AP ) Fenethylline Metabolite M-5( p-hydroxy-AP) Unclear Fenethylline [6]
MR009992 P-hydroxymethamphetamine 4-Hydroxyamphetamine Unclear - Unclear Metamfetamine [4]
MR010008 P-hydroxymethamphetamine 4-Hydroxyamphetamine Unclear - Unclear Methamphetamine hydrochloride [4]
MR007171 Amphetamine p-Hydroxyamphetamine Oxidation - p-hydroxylation Famprofazone [7]
MR007174 p-Hydroxymethamphetamine p-Hydroxyamphetamine Oxidation - N-demethylation Famprofazone [7]
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Other MR(s) That Metabolize The Produtc of This MR
MR ID Reactant Product MR Type Related Drug REF
MR000809 4-hydroxyamphetamine 4-hydroxyamphetamine glucuronide Conjugation - Glucuronidation Dextroamphetamine [8]
MR000217 4-hydroxyamphetamine 4-hydroxynorephedrine Oxidation - Hydroxylation Amphetamine [9]
MR000808 4-hydroxyamphetamine Sulfated 4-hydroxyamphetamine Conjugation - Sulfation Dextroamphetamine [8]
MR006887 4-(2-Aminopropyl)phenol (-)-4-Hydroxynorephedrin Oxidation - Oxidationn Lisdexamfetamine [5]
MR009990 4-Hydroxyamphetamine 4-Hydroxynorephedrine Unclear - Unclear Metamfetamine [4]
MR010006 4-Hydroxyamphetamine 4-Hydroxynorephedrine Unclear - Unclear Methamphetamine hydrochloride [4]
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References
1 Cytochromes P450: a structure-based summary of biotransformations using representative substrates Drug Metab Rev. 2008;40(1):1-100. doi: 10.1080/03602530802309742.
2 Interactions of amphetamine analogs with human liver CYP2D6. Biochem Pharmacol. 1997 Jun 1;53(11):1605-12.
3 Interindividual and interspecies variation in the metabolism of the hallucinogen 4-methoxyamphetamine
4 Metabolism of ( 14 C)methamphetamine in man, the guinea pig and the rat
5 Preclinical pharmacokinetics, pharmacology and toxicology of lisdexamfetamine: a novel d-amphetamine pro-drug. Neuropharmacology. 2014 Dec;87:41-50.
6 Metabolic fate of fenetylline in rat and man
7 Identification of new urinary metabolites of famprofazone in humans
8 Clinical pharmacokinetics of amfetamine and related substances: monitoring in conventional and non-conventional matrices Clin Pharmacokinet. 2004;43(3):157-85. doi: 10.2165/00003088-200443030-00002.
9 DrugBank(Pharmacology-Metabolism)Amphetamine

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