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

General Information of Drug (ID: DR1517)
Drug Name
Sumatriptan succinate
Synonyms
Sumadol; Sumatrin; Sumatriptan (succinate); Sumatriptan succinate [USAN]; Sumavel DosePro; Sumigrene; Suminat; Sumitrex; UNII-J8BDZ68989; mitrex; sumatriptan hydrogen succinate; 1-(3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)-N-methylmethanesulfonamide succinate; 103628-48-4; Alsuma; Antibet; Arcoiran; CHEBI:64359; Diletan; GR 43175; GR 43175C; GR-43175C; Imigran; Imijekt; Imitrex; J8BDZ68989; MFCD00902856; Micralgin; Migmax; Migratan; Migratriptan; Novelian; Permicran; SUMATRIPTAN SUCCINATE
Indication Migraine [ICD11: 8A80] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 413.5 Topological Polar Surface Area 148
Heavy Atom Count 28 Rotatable Bond Count 9
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
59772
ChEBI ID
CHEBI:64359
CAS Number
103628-48-4
TTD Drug ID
D02MLV
Formula
C18H27N3O6S
Canonical SMILES
CNS(=O)(=O)CC1=CC2=C(C=C1)NC=C2CCN(C)C.C(CC(=O)O)C(=O)O
InChI
1S/C14H21N3O2S.C4H6O4/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3;5-3(6)1-2-4(7)8/h4-5,8-9,15-16H,6-7,10H2,1-3H3;1-2H2,(H,5,6)(H,7,8)
InChIKey
PORMUFZNYQJOEI-UHFFFAOYSA-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
Indole acetic acid DM000389
802
Oxidation - Oxidation 1 [2]
Indole ethyl alcohol derivative DM000391
2009
Unclear 1 [4]
Sumatriptan metabolite GR34633 DM000392 N. A. Oxidation - N-Demethylation 1 [5]
Indole-3-Acetic-Acid-O-glucuronide DM000390
124202110
Conjugation - O-Glucuronidation 2 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002296 Sumatriptan succinate Indole acetic acid Oxidation - Oxidation MAOA [2]
MR002297 Sumatriptan succinate Indole ethyl alcohol derivative Unclear Unclear [4]
MR002298 Sumatriptan succinate Sumatriptan metabolite GR34633 Oxidation - N-Demethylation Unclear [5]
MR002295 Indole acetic acid Indole-3-Acetic-Acid-O-glucuronide Conjugation - O-Glucuronidation Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Monoamine oxidase type A (MAO-A) DME0044 Homo sapiens
AOFA_HUMAN
1.4.3.4
[2]
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1254 Bacteroides thetaiotaomicron Not Available Not Available [3]
References
1 Sumatriptan Succinate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Subcutaneous sumatriptan pharmacokinetics: delimiting the monoamine oxidase inhibitor effect. Headache. 2010 Feb;50(2):249-55.
3 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
4 American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009), p. 2666
5 Disposition of sumatriptan in laboratory animals and humans Drug Metab Dispos. 1993 Sep-Oct;21(5):761-9.

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