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

General Information of Drug (ID: DR1567)
Drug Name
Tetrabenazine
Synonyms
Tetrabenazina; Tetrabenazina [INN-Spanish]; Tetrabenazine (Racemate); Tetrabenazine Racemate; Tetrabenazine [INN:BAN]; Tetrabenazinum; Tetrabenazinum [INN-Latin]; Tetrabenzaine; Tetrabenzine; Nitoman; Ro 1-9569; Ro 1-9569/12; Rubigen; TETRABENAZINE; Xenazine; tetra Benazin; 3-isobutyl-9,10-dimethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one; 58-46-8; 718635-93-9; 9,10-dimethoxy-3-(2-methylpropyl)-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one; CHEBI:64028; CHEMBL117785; MLS003106727; NSC 169886
Indication Huntington disease [ICD11: 8A01] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 317.4 Topological Polar Surface Area 38.8
Heavy Atom Count 23 Rotatable Bond Count 4
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
6018
PubChem SID
13350 ; 442479 ; 444004 ; 5761629 ; 7914317 ; 7980763 ; 8153747 ; 10528302 ; 11501999 ; 14975282 ; 29216102 ; 29225032 ; 46506426 ; 47331537 ; 49834869 ; 49890235 ; 50086515 ; 51230337 ; 56311658 ; 57323119 ; 81066398 ; 85824684 ; 90341774 ; 92291104 ; 96025259 ; 99358095 ; 103928969 ; 104234203 ; 104253381 ; 104310884 ; 106228516 ; 117913352 ; 118252979 ; 121361938 ; 124530403 ; 124671347 ; 124757499 ; 125164303 ; 125205323 ; 125488233 ; 126658298 ; 126687256 ; 128608402 ; 134222085 ; 134338041 ; 135588520 ; 135610686 ; 135692279 ; 137248553 ; 141463478
ChEBI ID
CHEBI:64028
CAS Number
58-46-8
TTD Drug ID
D09PJX
Formula
C19H27NO3
Canonical SMILES
CC(C)CC1CN2CCC3=CC(=C(C=C3C2CC1=O)OC)OC
InChI
1S/C19H27NO3/c1-12(2)7-14-11-20-6-5-13-8-18(22-3)19(23-4)9-15(13)16(20)10-17(14)21/h8-9,12,14,16H,5-7,10-11H2,1-4H3
InChIKey
MKJIEFSOBYUXJB-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
Alpha-dihydrotetrabenazine DM002422
14580381
Unclear 1 [3]
B-dihydrotetrabenazine DM004579
123836
Unclear 1 [3]
[+]alpha-HTBZ DM002422 N. A. Unclear 1 [3]
9-desmethyl-alpha-DHTBZ DM004578 N. A. Unclear 2 [3]
9-desmethyl-beta-DHTBZ DM004580 N. A. Unclear 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004908 Tetrabenazine Alpha-dihydrotetrabenazine Unclear CYP2D6 [3]
MR004910 Tetrabenazine B-dihydrotetrabenazine Unclear Unclear [3]
MR004909 Alpha-dihydrotetrabenazine 9-desmethyl-alpha-DHTBZ Unclear CYP2D6 [3]
MR004911 B-dihydrotetrabenazine 9-desmethyl-beta-DHTBZ Unclear Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
References
1 Tetrabenazine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Role of tetrabenazine for Huntington's disease-associated chorea. Ann Pharmacother. 2010 Jun;44(6):1080-9.
3 DrugBank(Pharmacology-Metabolism):Tetrabenazine

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