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

General Information of Drug (ID: DR2437)
Drug Name
Trimetazidine dihydrochloride
Synonyms
Trimetajust; Trimetazidine (dihydrochloride); Trimetazidine DiHCl; Trimetazidine HCl; Trimetazidine dihydrochloride; Trimetazidine hydrochloride; Kyurinett; Lubomail; Piperazine, 1-(2,3,4-trimethoxyb; S 4004; Vastarel; W-108326; Yosimilon; 1-(2,3,4-Trimethoxybenzyl)piperazine dihydrochloride; 1-[(2,3,4-trimethoxyphenyl)methyl]piperazine dihydrochloride; 13171-25-0; 48V6723Z1P; DSSTox_CID_25407; DSSTox_GSID_45407; DSSTox_RID_80858; EINECS 236-117-0; Piperazine, 1-[(2,3,4-trimethoxyphenyl)methyl]-, dihydrochloride; UNII-48V6723Z1P
Indication Atherosclerosis [ICD11: BA80] Phase 4 [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 339.3 Topological Polar Surface Area 43
Heavy Atom Count 21 Rotatable Bond Count 5
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
83201
ChEBI ID
CHEBI:32262
CAS Number
5011-34-7
TTD Drug ID
D0Q4YI
Formula
C14H24Cl2N2O3
Canonical SMILES
COC1=C(C(=C(C=C1)CN2CCNCC2)OC)OC.Cl.Cl
InChI
1S/C14H22N2O3.2ClH/c1-17-12-5-4-11(13(18-2)14(12)19-3)10-16-8-6-15-7-9-16;;/h4-5,15H,6-10H2,1-3H3;2*1H
InChIKey
VYFLPFGUVGMBEP-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
2-desmethyltrimetazidine DM005807
10015093
Oxidation - O-demethylation 1 [3]
3-desmethyltrimetazidine DM005810
70267476
Oxidation - O-demethylation 1 [3]
4-desmethyltrimetazidine DM005813
54067896
Oxidation - O-demethylation 1 [3]
N-acetyltrimetazidine DM005818
37642979
Conjugation - Acetylation 1 [3]
N-formyl Trimetazidine DM005817
54228886
Unclear 1 [3]
N-methyltrimetazidine DM005819
792457
Conjugation - Methylationn 1 [4]
Trimetazidine Ketopiperazine DM005816
13048605
Oxidation - Oxidationn 1 [3]
Trimetazidine-N-oxide DM005820
145925695
Unclear 1 [4]
2-desmethyltrimetazidine O-glucuronide DM005808 N. A. Conjugation - O-glucuronidation 2 [3]
2-desmethyltrimetazidine O-sulphate DM005809 N. A. Conjugation - Sulfation 2 [3]
3-desmethyltrimetazidine O-glucuronide DM005811 N. A. Conjugation - O-glucuronidation 2 [3]
3-desmethyltrimetazidine O-sulphate DM005812 N. A. Conjugation - Sulfation 2 [3]
4-desmethyltrimetazidine O-glucuronide DM005814 N. A. Conjugation - O-glucuronidation 2 [3]
4-desmethyltrimetazidine O-sulphate DM005815 N. A. Conjugation - Sulfation 2 [3]
⏷ Show the Full List of 14  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006206 Trimetazidine dihydrochloride 2-desmethyltrimetazidine Oxidation - O-demethylation Unclear [3]
MR006209 Trimetazidine dihydrochloride 3-desmethyltrimetazidine Oxidation - O-demethylation Unclear [3]
MR006212 Trimetazidine dihydrochloride 4-desmethyltrimetazidine Oxidation - O-demethylation Unclear [3]
MR006215 Trimetazidine dihydrochloride Trimetazidine Ketopiperazine Oxidation - Oxidationn Unclear [3]
MR006216 Trimetazidine dihydrochloride N-formyl Trimetazidine Unclear Unclear [3]
MR006217 Trimetazidine dihydrochloride N-acetyltrimetazidine Conjugation - Acetylation Unclear [3]
MR006218 Trimetazidine dihydrochloride N-methyltrimetazidine Conjugation - Methylationn Unclear [4]
MR006219 Trimetazidine dihydrochloride Trimetazidine-N-oxide Unclear Unclear [4]
MR006207 2-desmethyltrimetazidine 2-desmethyltrimetazidine O-glucuronide Conjugation - O-glucuronidation Unclear [3]
MR006208 2-desmethyltrimetazidine 2-desmethyltrimetazidine O-sulphate Conjugation - Sulfation Unclear [3]
MR006210 3-desmethyltrimetazidine 3-desmethyltrimetazidine O-glucuronide Conjugation - O-glucuronidation Unclear [3]
MR006211 3-desmethyltrimetazidine 3-desmethyltrimetazidine O-sulphate Conjugation - Sulfation Unclear [3]
MR006213 4-desmethyltrimetazidine 4-desmethyltrimetazidine O-glucuronide Conjugation - O-glucuronidation Unclear [3]
MR006214 4-desmethyltrimetazidine 4-desmethyltrimetazidine O-sulphate Conjugation - Sulfation Unclear [3]
⏷ Show the Full List of 14 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [2]
References
1 ClinicalTrials.gov (NCT02107144) The ImPact of Trimetazidine on MicrOcirculation After Stenting for Stable Coronary Artery Disease
2 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
3 Identification of trimetazidine metabolites in human urine and plasma
4 Doping control analysis of trimetazidine and characterization of major metabolites using mass spectrometric approaches

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