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

General Information of Drug (ID: DR1555)
Drug Name
Tenoxicam
Synonyms
Tenoxicam(Mobiflex); Tenoxicamum; Tenoxicamum [INN-Latin]; Tilcotil; Z1R9N0A399; Mobiflex; LZNWYQJJBLGYLT-UHFFFAOYSA-N; Ro 12-0068; Ro 12-0068/000; tenoxicam; 4-Hydroxy-2-methyl-N-2-pyridinyl-2H-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide; 4-Hydroxy-2-methyl-N-2-pyridyl-2H-thieno(2,3-e)-1,2-thiazine-3-carboxamide 1,1-dioxide; 59804-37-4; BRN 0572193; C13H11N3O4S2; CCRIS 5264; CHEBI:32192; Liman; MFCD00083502; MLS000069830; UNII-Z1R9N0A399
Indication Anaesthesia [ICD11: 8E22] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 337.4 Topological Polar Surface Area 136
Heavy Atom Count 22 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
54677971
ChEBI ID
CHEBI:32192
CAS Number
59804-37-4
TTD Drug ID
D0I6IB
Formula
C13H11N3O4S2
Canonical SMILES
CN1C(=C(C2=C(S1(=O)=O)C=CS2)O)C(=O)NC3=CC=CC=N3
InChI
1S/C13H11N3O4S2/c1-16-10(13(18)15-9-4-2-3-6-14-9)11(17)12-8(5-7-21-12)22(16,19)20/h2-7,17H,1H3,(H,14,15,18)
InChIKey
LZNWYQJJBLGYLT-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
5'-Hydroxytenoxicam DM005769
54692969
Oxidation - 5'-hydroxylation 1 [3] , [4] , [5]
Glucuronated 6-oxy-tenoxlcam DM005770 N. A. Conjugation - Glucuronidation 1 [4] , [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006162 Tenoxicam 5'-Hydroxytenoxicam Oxidation - 5'-hydroxylation CYP2C9 [3], [4], [5]
MR006163 Tenoxicam Glucuronated 6-oxy-tenoxlcam Conjugation - Glucuronidation Unclear [4], [5]
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]
References
1 ClinicalTrials.gov (NCT04182191) Influence of CYP2C9 Genotype on Clinical Efficacy of Tenoxicam.
2 CYP2C9 genotypes and the pharmacokinetics of tenoxicam in Brazilians. Clin Pharmacol Ther. 2004 Jul;76(1):18-26.
3 The detection of piroxicam, tenoxicam and their metabolites in equine urine by electrospray ionisation ion trap mass spectrometry
4 Clinical pharmacokinetics of tenoxicam
5 Metabolism of tenoxicam in rats

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