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

General Information of Drug (ID: DR2657)
Drug Name
Trandolapril
Prodrug Info Trandolapril is the prodrug of Trandolaprilat
Synonyms
Trandolapril (JAN/INN); Trandolapril [INN:BAN]; Trandolaprilum; Trandolaprilum [Latin]; Gopten; Mavik (TN); Preran; RU 44570; RU-44570; RU44570; (2S,3aR,7aS)-1-((S)-N-((S)-1-Carboxy-3-phenylpropyl)alanyl)hexahydro-2-indolinecarboxylic acid, 1-ethyl ester; (2S,3aR,7aS)-1-(N-((1S)-1-((Ethyloxy)carbonyl)-3-phenylpropyl)-L-alanyl)octahydro-1H-indole-2-carboxylic Acid; (2S,3aR,7aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylicacid; 1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydro-1H-indol-2-carboxylic acid; Mavik; Odric; Odrik; Udrik
Indication Essential hypertension [ICD11: BA00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 430.5 Topological Polar Surface Area 95.9
Heavy Atom Count 31 Rotatable Bond Count 10
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
5484727
PubChem SID
7847449 ; 7980822 ; 12013675 ; 14807551 ; 14929957 ; 17185447 ; 39472377 ; 46508300 ; 48416651 ; 49983793 ; 57364037 ; 78587898 ; 90340949 ; 93166962 ; 93619661 ; 103558689 ; 113992926 ; 118048541 ; 121361634 ; 124893803 ; 126662049 ; 131328953 ; 134223023 ; 134337874 ; 135060465 ; 135569875 ; 135723472 ; 136043950 ; 137002500 ; 139097173 ; 144205006 ; 144206703 ; 151982735 ; 152035469 ; 160848877 ; 160963864 ; 162176909 ; 163122933 ; 163564878 ; 164813794 ; 172919751 ; 175266111 ; 175612605 ; 178103069 ; 179116928 ; 184545941 ; 210279756 ; 210282079 ; 223702475 ; 224010570
ChEBI ID
CHEBI:9649
CAS Number
87679-37-6
TTD Drug ID
D0M5OC
Formula
C24H34N2O5
Canonical SMILES
CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2C3CCCCC3CC2C(=O)O
InChI
1S/C24H34N2O5/c1-3-31-24(30)19(14-13-17-9-5-4-6-10-17)25-16(2)22(27)26-20-12-8-7-11-18(20)15-21(26)23(28)29/h4-6,9-10,16,18-21,25H,3,7-8,11-15H2,1-2H3,(H,28,29)/t16-,18+,19-,20-,21-/m0/s1
InChIKey
VXFJYXUZANRPDJ-WTNASJBWSA-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
Diketopiperazine DM002360
65137
Unclear 1 [3]
Trandolaprilat DM002361
5464097
Unclear 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002435 Trandolapril Diketopiperazine Unclear Unclear [3]
MR002436 Trandolapril Trandolaprilat Unclear ES [4]
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]
Unclear metabolic mechanism (DME-unclear) DME1256 Bacteroides sartorii Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1363 Bacteroides cellulosilyticus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1366 Bacteroides eggerthii Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1384 Bacteroides vulgatus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1385 Bacteroides xylanisolvens Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1431 Holdemanella biformis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1444 Odoribacter splanchnicus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1449 Prevotella copri Not Available Not Available [2]
⏷ Show the Full List of 11  DME(s)
References
1 Trandolapril 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 DrugBank(Pharmacology-Metabolism)Trandolapril
4 Trandolapril: a clinical profile Am J Hypertens. 1995 Oct;8(10 Pt 2):68S-70S. doi: 10.1016/0895-7061(95)00192-1.

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