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

General Information of Drug (ID: DR1733)
Drug Name
Zolmitriptan
Synonyms
Zolmitriptan (Zomig); Zomig Nasal Spray; Zomig ZMT; Zomig-ZMT; Zomigon; Zomigoro; AscoTop; AscoTopand; Flezol; zolmitriptan; zolmitriptanum; (S)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)-2-oxazolidinone; (S)-4-((3-(2-(Dimethylamino)ethyl)indol-5-yl)methyl)-2-oxazolidinone; (S)-4-[3-(2-Dimethylamino-ethyl)-1H-indol-5-ylmethyl]-oxazolidin-2-one; 139264-17-8; 2FS66TH3YW; 311C90; 4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)-2-oxazolidinone; BW-311C90; C16H21N3O2; CHEBI:10124; CHEMBL1185; UNII-2FS66TH3YW; Zomig
Indication Migraine [ICD11: 8A80] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 287.36 Topological Polar Surface Area 57.4
Heavy Atom Count 21 Rotatable Bond Count 5
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
60857
PubChem SID
9427 ; 7847481 ; 7980917 ; 8187100 ; 11484392 ; 11488544 ; 11528684 ; 12014671 ; 14897880 ; 14922369 ; 26612872 ; 26680025 ; 26719749 ; 43118195 ; 46386880 ; 46386934 ; 46506452 ; 46530532 ; 49681573 ; 50730852 ; 57314155 ; 91011737 ; 92124588 ; 92308124 ; 92308640 ; 93166198 ; 96099961 ; 103346351 ; 103941674 ; 104179250 ; 104253285 ; 104321827 ; 117664449 ; 118855343 ; 124636835 ; 124757406 ; 124801240 ; 125164210 ; 126656630 ; 126667001 ; 129386325 ; 135017989 ; 135651366 ; 135692210 ; 135693782 ; 136974858 ; 137171693 ; 142742126 ; 144076376 ; 144205008
ChEBI ID
ChEBI:10124
CAS Number
139264-17-8
TTD Drug ID
D0NG7O
Formula
C16H21N3O2
Canonical SMILES
CN(C)CCC1=CNC2=C1C=C(C=C2)CC3COC(=O)N3
InChI
1S/C16H21N3O2/c1-19(2)6-5-12-9-17-15-4-3-11(8-14(12)15)7-13-10-21-16(20)18-13/h3-4,8-9,13,17H,5-7,10H2,1-2H3,(H,18,20)/t13-/m0/s1
InChIKey
ULSDMUVEXKOYBU-ZDUSSCGKSA-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
N-Desmethylzolmitriptan DM005351
178536
Oxidation - N-dealkylation 1 [4] , [5]
Zolmitriptan N-oxide DM005354
25241756
Oxidation - N-oxidation 1 [4] , [5]
Indole ethyl alcohol zolmitriptan derivative DM005352
10825226
Oxidation - Deamination 2 [4] , [5]
Indole acetic acid zolmitriptan derivative DM005353
71315605
Oxidation - Oxidationn 3 [4] , [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005683 Zileuton Zolmitriptan N-oxide Oxidation - N-oxidation CYP1A2 [4], [5]
MR005680 Zolmitriptan N-Desmethylzolmitriptan Oxidation - N-dealkylation CYP1A2 [4], [5]
MR005681 N-Desmethylzolmitriptan Indole ethyl alcohol zolmitriptan derivative Oxidation - Deamination MAO-A [4], [5]
MR005682 Indole ethyl alcohol zolmitriptan derivative Indole acetic acid zolmitriptan derivative Oxidation - Oxidationn Unclear [4], [5]
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]
Monoamine oxidase type A (MAO-A) DME0044 Homo sapiens
AOFA_HUMAN
1.4.3.4
[3]
References
1 Zolmitriptan was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 In vitro metabolism of zolmitriptan in rat cytochromes induced with beta-naphthoflavone and the interaction between six drugs and zolmitriptan. Chem Biol Interact. 2003 Dec 15;146(3):263-72.
3 Med-psych drug-drug interactions update. Psychosomatics. 2002 May;43(3):245-7.
4 Indolealkylamines: biotransformations and potential drug-drug interactions
5 Determination of the human cytochrome P450 isoforms involved in the metabolism of zolmitriptan. Xenobiotica. 1999 Aug;29(8):847-57.

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