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

General Information of Drug (ID: DR1653)
Drug Name
Tropisetron
Synonyms
Tropisetron (INN); Tropisetronum; Tropisetronum [INN-Latin]; Tropisteron; Lopac-T-104; Navoban (TN); Novaban; beta-Tropisetron; tropisetron; (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate; 1alphaH,5alphaH-Tropan-3alpha-yl indole-3-carboxylate; 6I819NIK1W; 89565-68-4; AC1LCVDG; CHEBI:32269; CHEMBL56564; DSSTox_CID_24137; DSSTox_GSID_44137; DSSTox_RID_80108; ICF 205-930; ICS 205930; ICS-205-930; ICS-205930; TKT; UNII-6I819NIK1W; [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 1H-indole-3-carboxylate
Indication Anaesthesia [ICD11: 8E22] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 284.35 Topological Polar Surface Area 45.3
Heavy Atom Count 21 Rotatable Bond Count 3
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
656665
PubChem SID
586259 ; 7849191 ; 7980847 ; 9268089 ; 11111839 ; 12013648 ; 15222410 ; 26755041 ; 32961435 ; 34873056 ; 47805530 ; 48404460 ; 57288867 ; 57408379 ; 78731080 ; 85176985 ; 92309072 ; 104003611 ; 104234183 ; 113528005 ; 124881513 ; 135651284 ; 136037819 ; 136212975 ; 137248058 ; 140119381 ; 140836794 ; 142488962 ; 144203823 ; 152109096 ; 162177588 ; 163621151 ; 163686496 ; 163719193 ; 170466432 ; 176484497 ; 179316852 ; 184545081 ; 184654810 ; 184812293 ; 198945704 ; 223441795 ; 226408320 ; 226408321 ; 226408322 ; 229923840 ; 238285228 ; 242115154 ; 245129894 ; 245216191
ChEBI ID
CHEBI:32269
CAS Number
89565-68-4
TTD Drug ID
D0K0KH
Formula
C17H20N2O2
Canonical SMILES
CN1C2CCC1CC(C2)OC(=O)C3=CNC4=CC=CC=C43
InChI
1S/C17H20N2O2/c1-19-11-6-7-12(19)9-13(8-11)21-17(20)15-10-18-16-5-3-2-4-14(15)16/h2-5,10-13,18H,6-9H2,1H3/t11-,12+,13+
InChIKey
ZNRGQMMCGHDTEI-FUNVUKJBSA-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
5-hydroxy tropisetron DM005821 N. A. Oxidation - Hydrolyzationn 1 [4] , [5] , [6]
6-hydroxy tropisetron DM005822 N. A. Oxidation - Hydrolyzationn 1 [4] , [5] , [6]
7-hydroxy tropisetron DM005823 N. A. Oxidation - Hydrolyzationn 1 [4] , [5] , [6]
N-demethyl Tropisetron DM005825 N. A. Oxidation - N-demethylation 1 [6]
Tropisetron N-Oxide DM005824
101631775
Oxidation - Oxidationn 1 [4] , [6]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006220 Tropisetron 5-hydroxy tropisetron Oxidation - Hydrolyzationn CYP2D6 [4], [5], [6]
MR006221 Tropisetron 6-hydroxy tropisetron Oxidation - Hydrolyzationn CYP2D6 [4], [5], [6]
MR006222 Tropisetron 7-hydroxy tropisetron Oxidation - Hydrolyzationn CYP2D6 [4], [5], [6]
MR006223 Tropisetron Tropisetron N-Oxide Oxidation - Oxidationn CYP3A4 [4], [6]
MR006224 Tropisetron N-demethyl Tropisetron Oxidation - N-demethylation Unclear [6]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[4]
References
1 ClinicalTrials.gov (NCT01304953) Tropisetron on Postoperative Pain.
2 Summary of information on human CYP enzymes: human P450 metabolism data. Drug Metab Rev. 2002 Feb-May;34(1-2):83-448.
3 Cytochrome P450 2D6 metabolism and 5-hydroxytryptamine type 3 receptor antagonists for postoperative nausea and vomiting. Med Sci Monit. 2005 Oct;11(10):RA322-8.
4 Characterization of the cytochrome P450 enzymes involved in the in vitro metabolism of dolasetron. Comparison with other indole-containing 5-HT3 antagonists. Drug Metab Dispos. 1996 May;24(5):602-9.
5 The polymorphic cytochrome P-4502D6 is involved in the metabolism of both 5-hydroxytryptamine antagonists, tropisetron and ondansetron. Drug Metab Dispos. 1994 Mar-Apr;22(2):269-74.
6 Pharmacokinetics and metabolism of the 5-hydroxytryptamine antagonist tropisetron after single oral doses in humans

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.