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

General Information of Drug (ID: DR2635)
Drug Name
Methysergide maleate
Synonyms
Methysergide bimaleate; Methysergide hydrogen maleate; Methysergide maleate; Methysergide maleate (USP); Methysergide maleate [USP]; Methysergide maleate salt; (+)-N-((1-Hydroxymethyl)propyl)-1-methyl-D-lysergamide bimaleate; Deseril; Deseril-retard; Desernil bismaleate; 1-(Hydroxymethyl)propylamide of 1-methyl-(+)-lysergic acid hydrogen maleate; 1-Methyl-D-lysergic acid butanolamide dimaleate; 129-49-7; 2U7H1466GH; EINECS 204-950-9; Lysergamide, N-((1-hydroxymethyl)propyl)-1-methyl-, maleate; NSC 186061; UNII-2U7H1466GH
Indication Tension headache [ICD11: 8A81] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 469.5 Topological Polar Surface Area 132
Heavy Atom Count 34 Rotatable Bond Count 6
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
5281073
ChEBI ID
CHEBI:6894
CAS Number
129-49-7
Formula
C25H31N3O6
Canonical SMILES
CCC(CO)NC(=O)C1CN(C2CC3=CN(C4=CC=CC(=C34)C2=C1)C)C.C(=CC(=O)O)C(=O)O
InChI
1S/C21H27N3O2.C4H4O4/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14;5-3(6)1-2-4(7)8/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,15+,19-;/m1./s1
InChIKey
LWYXFDXUMVEZKS-ZVFOLQIPSA-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
Methylergometrine DM004377
8226
Oxidation - Demethylation 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004705 Methysergide maleate Methylergometrine Oxidation - Demethylation Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Unclear metabolic mechanism (DME-unclear) DME1412 Dorea formicigenerans Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1470 Victivallis vadensis Not Available Not Available [2]
References
1 Methysergide maleate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
3 Methylergometrine, an active metabolite of methysergide

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