Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1041)
Drug Name
Methamphetamine hydrochloride
Synonyms
Methamphetamine HCL; Methamphetamine hydrochloride; Methamphetaminium chloride; Methylamphetamine hydrochloride; Methylisomyn; Norodin hydrochloride; Adipex; Chestox; Deofed; Des-O-E; Desepin; Desodex; Desoxo-5; Desoxyfed; Desoxyne; Destim; Dexoval; Dexstim; Dextim; Dosoxy; Doxyfed; Drinalfa; Efroxine; Eufodrinal; Gerovit; Hyphet; Isophen; Isophen (VAN); Obedrin-LA; Pervitin; Philopon; Soxysympamine; Syndrox; Tonedron; d-Methaphetamine hydrochloride; (+)-Methamphetamine hydrochloride; 51-57-0; S-(+)-Methamphetamine hydrochloride
Indication Attention deficit hyperactivity disorder [ICD11: 6A05] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 185.69 Topological Polar Surface Area 12
Heavy Atom Count 12 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 1
Cross-matching ID
PubChem CID
66124
ChEBI ID
CHEBI:35340
CAS Number
51-57-0
Formula
C10H16ClN
Canonical SMILES
CC(CC1=CC=CC=C1)NC.Cl
InChI
1S/C10H15N.ClH/c1-9(11-2)8-10-6-4-3-5-7-10;/h3-7,9,11H,8H2,1-2H3;1H/t9-;/m0./s1
InChIKey
TWXDDNPPQUTEOV-FVGYRXGTSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Amphetamine DM003887
3007
Unclear - Unclear 1 [3] , [4] , [5]
p-Hydroxymethamphetamine DM006662
4655
Unclear - Unclear 1 [5] , [6]
Fenethylline Metabolite M-5( p-hydroxy-AP) DM000822
3651
Unclear - Unclear 2 [7]
Metamfetamine Metabolite M5 DM001359
7678
Unclear - Unclear 2 [7]
Norephedrine DM001363
26934
Unclear - Unclear 2 [7]
4-hydroxynorephedrine DM001362
6931150
Unclear - Unclear 3 [7]
Midostaurin Metabolite P6 DM001360
243
Unclear - Unclear 3 [7]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR010000 Methamphetamine hydrochloride Amphetamine Unclear - Unclear CYP2D6 [3], [4], [5]
MR010007 Methamphetamine hydrochloride p-hydroxymethamphetamine Unclear - Unclear CYP2D6 [5], [6]
MR010001 Amphetamine Metamfetamine Metabolite M5 Unclear - Unclear Unclear [7]
MR010003 Amphetamine Norephedrine Unclear - Unclear Unclear [7]
MR010005 Amphetamine 4-Hydroxyamphetamine Unclear - Unclear Unclear [7]
MR010008 P-hydroxymethamphetamine 4-Hydroxyamphetamine Unclear - Unclear Unclear [7]
MR010006 4-Hydroxyamphetamine 4-Hydroxynorephedrine Unclear - Unclear Unclear [7]
MR010002 Metamfetamine Metabolite M5 Benzoic acid Unclear - Unclear Unclear [7]
MR010004 Norephedrine 4-Hydroxynorephedrine Unclear - Unclear Unclear [7]
⏷ Show the Full List of 9 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
References
1 Methamphetamine Hydrochloride was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Cytochrome P450 2D6.1 and cytochrome P450 2D6.10 differ in catalytic activity for multiple substrates. Pharmacogenetics. 2001 Aug;11(6):477-87.
3 Sex- and dose-dependency in the pharmacokinetics and pharmacodynamics of (+)-methamphetamine and its metabolite (+)-amphetamine in rats
4 Drugs of abuse in a non-conventional sample; detection of methamphetamine and its main metabolite, amphetamine in abusers' clothes by HPLC with UV and fluorescence detection
5 Reduced CYP2D6 activity is a negative risk factor for methamphetamine dependence
6 Effects of methamphetamine and its primary human metabolite, p-hydroxymethamphetamine, on the development of the Australian blowfly Calliphora stygia
7 Metabolism of ( 14 C)methamphetamine in man, the guinea pig and the rat

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