Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR000220)
Formula
SVG example
Hydroxylation
Reactant Amphetamine 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 Reactant of This MR
Other MR(s) That Metabolize The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR000222 Amphetamine Norephedrine Oxidation - Hydroxylation Amphetamine [1]
MR000221 Amphetamine Phenylacetone Oxidation - Oxidative Deamination Amphetamine [1]
MR009985 Amphetamine Metamfetamine Metabolite M5 Unclear - Unclear Metamfetamine [2]
MR010001 Amphetamine Metamfetamine Metabolite M5 Unclear - Unclear Methamphetamine hydrochloride [2]
MR009987 Amphetamine Norephedrine Unclear - Unclear Metamfetamine [2]
MR010003 Amphetamine Norephedrine Unclear - Unclear Methamphetamine hydrochloride [2]
MR007172 Amphetamine Norephedrine Norpxudoephed rine Oxidation - eta-hydroxylation Famprofazone [3]
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
MR000810 Dextroamphetamine 4-hydroxyamphetamine Oxidation - Hydroxylation Dextroamphetamine [4]
MR005819 Methoxyamphetamine beta 4-hydroxyamphetamine Oxidation - #NAME? Methoxyamphetamine beta [5], [6]
MR006886 D-amphetamine 4-(2-Aminopropyl)phenol Oxidation - Oxidationn Lisdexamfetamine [7]
MR006299 Fenethylline Metabolite M-1(AP ) Fenethylline Metabolite M-5( p-hydroxy-AP) Unclear Fenethylline [8]
MR009992 P-hydroxymethamphetamine 4-Hydroxyamphetamine Unclear - Unclear Metamfetamine [2]
MR010008 P-hydroxymethamphetamine 4-Hydroxyamphetamine Unclear - Unclear Methamphetamine hydrochloride [2]
MR007174 p-Hydroxymethamphetamine p-Hydroxyamphetamine Oxidation - N-demethylation Famprofazone [3]
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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 [4]
MR000217 4-hydroxyamphetamine 4-hydroxynorephedrine Oxidation - Hydroxylation Amphetamine [9]
MR000808 4-hydroxyamphetamine Sulfated 4-hydroxyamphetamine Conjugation - Sulfation Dextroamphetamine [4]
MR006887 4-(2-Aminopropyl)phenol (-)-4-Hydroxynorephedrin Oxidation - Oxidationn Lisdexamfetamine [7]
MR009990 4-Hydroxyamphetamine 4-Hydroxynorephedrine Unclear - Unclear Metamfetamine [2]
MR010006 4-Hydroxyamphetamine 4-Hydroxynorephedrine Unclear - Unclear Methamphetamine hydrochloride [2]
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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 Metabolism of ( 14 C)methamphetamine in man, the guinea pig and the rat
3 Identification of new urinary metabolites of famprofazone in humans
4 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.
5 Interactions of amphetamine analogs with human liver CYP2D6. Biochem Pharmacol. 1997 Jun 1;53(11):1605-12.
6 Interindividual and interspecies variation in the metabolism of the hallucinogen 4-methoxyamphetamine
7 Preclinical pharmacokinetics, pharmacology and toxicology of lisdexamfetamine: a novel d-amphetamine pro-drug. Neuropharmacology. 2014 Dec;87:41-50.
8 Metabolic fate of fenetylline in rat and man
9 DrugBank(Pharmacology-Metabolism)Amphetamine

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