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

General Information of Drug (ID: DR1467)
Drug Name
Selegiline hydrochloride
Synonyms
Selegiline Hcl; Selegiline hydrochloride; Selegilina; Selegilina [INN-Spanish]; Selegilinum; Selegilinum [INN-Latin]; Selegyline; UNII-2K1V7GP655; Zalapar; l-E 250; selegiline; selgene; (-)-Deprenil; (-)-selegiline; (R)-(-)-N,alpha-Dimethyl-N-2-propinylphenethylamine; (R)-(-)-N-Methyl-N-(1-phenyl-2-propyl)-2-propinylamin; 14611-51-9; 2K1V7GP655; Benzeneethanamine, N,alpha-dimethyl-N-2-propynyl-, (R)-; CHEBI:9086; CHEMBL972; Carbex; Deprenyl; Emsam; Jumex; L-Deprenalin; N-methyl-N-[(2R)-1-phenylpropan-2-yl]prop-2-yn-1-amine; UNII-6W731X367Q; l-Deprenyl hydrochloride; (-)-Deprenil hydrochloride; (-)-Deprenyl hydrochloride; (-)-E-250 hydrochloride; (-)-Phenylisopropylmethylpropynylamine; (R)-(-)-Deprenyl hydrochloride; (R)-N-Methyl-N-(1-phenylpropan-2-yl)prop-2-yn-1-amine hydrochloride; 14611-52-0; 6W731X367Q; Eldepryl hydrochloride; FPF1100; HSDB 7183; Jumex hydrochloride; R-(-)-Deprenyl (hydrochloride)
Indication Parkinsonism [ICD11: 8A00] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 223.74 Topological Polar Surface Area 3.2
Heavy Atom Count 15 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Cross-matching ID
PubChem CID
26758
ChEBI ID
CHEBI:9087
CAS Number
14611-52-0
TTD Drug ID
D0J2MJ
Formula
C13H18ClN
Canonical SMILES
CC(CC1=CC=CC=C1)N(C)CC#C.Cl
InChI
1S/C13H17N.ClH/c1-4-10-14(3)12(2)11-13-8-6-5-7-9-13;/h1,5-9,12H,10-11H2,2-3H3;1H/t12-;/m1./s1
InChIKey
IYETZZCWLLUHIJ-UTONKHPSSA-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
Desmethyl selegiline DM001288
200718
Oxidation - N-Dealkylation 1 [2] , [8]
Levmetamfetamine DM001289
36604
Oxidation - N-Dealkylation 1 [2]
Levamfetamine DM001290
32893
Oxidation - N-Dealkylation 2 [2]
Levamfetamine DM001290
32893
Unclear 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002889 Selegiline hydrochloride Desmethylselegiline Oxidation - N-Dealkylation CYP2B6 [2], [8]
MR002890 Selegiline hydrochloride Levmetamfetamine Oxidation - N-Dealkylation CYP2D6 [2]
MR002892 Desmethylselegiline Levamfetamine Unclear Unclear [2]
MR002891 Levmetamfetamine Levamfetamine Oxidation - N-Dealkylation Unclear [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Cytochrome P450 2A6 (CYP2A6) DME0005 Homo sapiens
CP2A6_HUMAN
1.14.14.1
[3]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[4]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[5]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[6]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[7]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
⏷ Show the Full List of 8  DME(s)
References
1 Selegiline Hydrochloride was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Comparative studies on the cytochrome p450-associated metabolism and interaction potential of selegiline between human liver-derived in vitro systems. Drug Metab Dispos. 2003 Sep;31(9):1093-102.
3 Variation in CYP2A6 activity and personalized medicine. J Pers Med. 2017 Dec 1;7(4). pii: E18.
4 Evaluation of metabolism dependent inhibition of CYP2B6 mediated bupropion hydroxylation in human liver microsomes by monoamine oxidase inhibitors and prediction of potential as perpetrators of drug interaction. Chem Biol Interact. 2015 Mar 25;230:9-20.
5 Summary of information on human CYP enzymes: human P450 metabolism data. Drug Metab Rev. 2002 Feb-May;34(1-2):83-448.
6 Inter- and intraindividual pharmacokinetic variations in the treatment of Parkinson's disease. Rinsho Shinkeigaku. 2005 Nov;45(11):895-8.
7 P450 phenotyping of the metabolism of selegiline to desmethylselegiline and methamphetamine. Drug Metab Pharmacokinet. 2007 Apr;22(2):78-87.
8 Detection of l-Methamphetamine and l-Amphetamine as Selegiline Metabolites. J Anal Toxicol. 2021 Feb 6;45(1):99-104. doi: 10.1093/jat/bkaa058.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.