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

General Information of Drug (ID: DR0788)
Drug Name
Granisetron hydrochloride
Synonyms
Granisetronum; Granisetron Hydrocholride; Granisetron hydrochloride; Granisetron-MDTS; Granisol; BEMA-Granisetron; Kytril; Kytril Injection; 1-METHYL-1H-INDAZOLE-3-CARBOXYLIC ACID (9-METHYL-9-AZA-BICYCLO[3.3.1]NON-3-YL)-AMIDE HYDROCHLORIDE; 1-Methyl-N-[(3-endo)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide hydrochloride; 1-methyl-N-[(1S,5R)-9-methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide hydrochloride; 107007-99-8; 318F6L70J8; BRL 43694A; MFCD01747034; NCGC00183873-01; UNII-318F6L70J8; Kevatril; Sustol; WZG3J2MCOL; granisetron; 1-Methyl-N-(9-methyl-endo-9-azabicyclo(3.3.1)non-3-yl)-1H-indazole-3-carboxamide; 1-Methyl-N-[(1r,5s)-9-Methyl-9-Azabicyclo[3.3.1]nonan-3-Yl]indazole-3-Carboxamide; 1-methyl-N-[(1S,5R)-9-methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide; 1-methyl-N-[(3-endo)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide; 109889-09-0; AC1NR4P1; BRL 43694; BRL 43964; BRL-43694; CHEBI:5537; CHEMBL1290003; UNII-WZG3J2MCOL; APF 530; APF530
Indication Functional nausea/vomiting [ICD11: DD90] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 348.9 Topological Polar Surface Area 50.2
Heavy Atom Count 24 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
6918003
ChEBI ID
CHEBI:5538
CAS Number
107007-99-8
TTD Drug ID
D0J5KF
Formula
C18H25ClN4O
Canonical SMILES
CN1C2CCCC1CC(C2)NC(=O)C3=NN(C4=CC=CC=C43)C.Cl
InChI
1S/C18H24N4O.ClH/c1-21-13-6-5-7-14(21)11-12(10-13)19-18(23)17-15-8-3-4-9-16(15)22(2)20-17;/h3-4,8-9,12-14H,5-7,10-11H2,1-2H3,(H,19,23);1H/t12?,13-,14+;
InChIKey
QYZRTBKYBJRGJB-PCMHIUKPSA-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
7-hydroxygranisetron DM002143
25271976
Oxidation - Hydoxylation 1 [4]
9'-desmethylgranisetron DM002142
11243474
Oxidation - Demethylation 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001152 Granisetron hydrochloride 9'-desmethylgranisetron Oxidation - Demethylation CYP3A4 ... [4]
MR001153 Granisetron hydrochloride 7-hydroxygranisetron Oxidation - Hydoxylation CYP1A1 [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A1 (CYP1A1) DME0006 Homo sapiens
CP1A1_HUMAN
1.14.14.1
[2]
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[4]
References
1 Granisetron Hydrochloride was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 CYP1A1 is a major enzyme responsible for the metabolism of granisetron in human liver microsomes. Curr Drug Metab. 2005 Oct;6(5):469-80.
3 Heterogeneity in systemic availability of ondansetron and granisetron following oral administration. Drug Metab Dispos. 1999 Jan;27(1):110-2.
4 Characterisation of the cytochrome P450 enzymes involved in the in vitro metabolism of granisetron. Br J Clin Pharmacol. 1994 Dec;38(6):557-66.

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