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

General Information of Drug (ID: DR1759)
Drug Name
Dextroamphetamine
Synonyms
Dephadren; Desamfetamina; Dexadrine; Dexamfetamine; Dexamphetamine; Dexedrine; Dexidrine; Dextrostat; Sympamin; dextroamphetamine; Amsustain; D-(S)-Amphetamine; D-Amphetamine; (+)-(S)-Amphetamine; (+)-Amphetamine; (+)-Phenaminum; (+)-alpha-Methylphenethylamine; (+)-alpha-Methylphenylethylamine; (2S)-(+)-Amphetamine; (2S)-1-phenylpropan-2-amine; (S)-(+)-Amphetamine; (S)-(+)-beta-Phenylisopropylamine; (S)-1-Phenyl-2-aminopropane; (S)-1-Phenyl-2-propylamine; (S)-Amphetamine; (S)-alpha-Phenylethylamine; 51-64-9
Indication Narcolepsy [ICD11: 7A20] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 135.21 Topological Polar Surface Area 26
Heavy Atom Count 10 Rotatable Bond Count 2
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Cross-matching ID
PubChem CID
5826
PubChem SID
10086 ; 841177 ; 8153594 ; 10318924 ; 15170721 ; 17397829 ; 29224859 ; 30896359 ; 46506252 ; 47359952 ; 47954515 ; 48415867 ; 50004613 ; 50071310 ; 50113060 ; 57322985 ; 77830612 ; 96099848 ; 103185157 ; 103933285 ; 104310370 ; 127272464 ; 127272465 ; 127329738 ; 127329739 ; 127329740 ; 127329741 ; 127329742 ; 127329743 ; 127329744 ; 127329745 ; 127329746 ; 128273812 ; 128445969 ; 134337863 ; 134338391 ; 134338667 ; 134972590 ; 135650979 ; 137001216 ; 142361370 ; 160963530 ; 170475110 ; 170506196 ; 175266841 ; 175269378 ; 175444077 ; 179116645 ; 184585369 ; 223826584
ChEBI ID
ChEBI:4469
CAS Number
51-64-9
TTD Drug ID
D0T3LF
Formula
C9H13N
Canonical SMILES
CC(CC1=CC=CC=C1)N
InChI
1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1
InChIKey
KWTSXDURSIMDCE-QMMMGPOBSA-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
Fenethylline Metabolite M-5( p-hydroxy-AP) DM000822
3651
Oxidation - Hydroxylation 1 [3]
4-hydroxyamphetamine glucuronide DM000824 N. A. Conjugation - Glucuronidation 2 [3]
Sulfated 4-hydroxyamphetamine DM000823 N. A. Conjugation - Sulfation 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000810 Dextroamphetamine 4-hydroxyamphetamine Oxidation - Hydroxylation CYP2D6 [3]
MR000808 4-hydroxyamphetamine Sulfated 4-hydroxyamphetamine Conjugation - Sulfation Unclear [3]
MR000809 4-hydroxyamphetamine 4-hydroxyamphetamine glucuronide Conjugation - Glucuronidation Unclear [3]
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 Dextroamphetamine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Involvement of CYP2D6 in the in vitro metabolism of amphetamine, two N-alkylamphetamines and their 4-methoxylated derivatives. Xenobiotica. 1999 Jul;29(7):719-32.
3 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.

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