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

General Information of Drug (ID: DR1020)
Drug Name
Meloxicam
Synonyms
Meloxicam (Mobic); Meloxicamum; Meloxicamum [Latin]; Metacam; Mobicox; Movalis; Movatec; Parocin; Tenaron; UH-AC 62XX; UHAC-62XX; VG2QF83CGL; meloxicam; 4-Hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide; 4-Hydroxy-2-methyl-N-(5-methylthiazol-2-yl)-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide; 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide; 71125-38-7; C14H13N3O4S2; CCRIS 9139; CHEMBL599; MLS000028587; Mobec; Mobic; UNII-VG2QF83CGL
Indication Osteoarthritis [ICD11: FA00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 351.4 Topological Polar Surface Area 136
Heavy Atom Count 23 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
54677470
PubChem SID
10369 ; 855815 ; 6681236 ; 7848032 ; 7979894 ; 11364527 ; 11367089 ; 11369651 ; 11371577 ; 11374373 ; 11377813 ; 11484638 ; 11488757 ; 11490465 ; 11492602 ; 11495447 ; 11528628 ; 12013466 ; 14754262 ; 26612637 ; 26680359 ; 26747003 ; 26747004 ; 26759123 ; 29223163 ; 39290017 ; 39404337 ; 42685351 ; 46506624 ; 47216906 ; 47589118 ; 47589119 ; 47736629 ; 48259389 ; 48413967 ; 49834840 ; 50085983 ; 50100965 ; 53598948 ; 53598949 ; 53598950 ; 53790511 ; 56313654 ; 56320470 ; 57358017 ; 81093329 ; 85087488 ; 85174237 ; 87560523 ; 89736106
ChEBI ID
CHEBI:6741
CAS Number
71125-38-7
TTD Drug ID
D0G7FJ
Formula
C14H13N3O4S2
Canonical SMILES
CC1=CN=C(S1)NC(=O)C2=C(C3=CC=CC=C3S(=O)(=O)N2C)O
InChI
1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)
InChIKey
ZRVUJXDFFKFLMG-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-hydroxymethyl meloxicam DM001099
54738103
Oxidation - Hydroxylation 1 [6] , [2]
5-Carboxy meloxicam DM001100
54750414
Oxidation - Oxidation 2 [6] , [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002857 Meloxicam 5-hydroxymethyl meloxicam Oxidation - Hydroxylation CYP2C9 ... [6], [2]
MR002858 5-hydroxymethyl meloxicam 5-Carboxy meloxicam Oxidation - Oxidation CYP2C9 ... [6], [2]
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 2A6 (CYP2A6) DME0005 Homo sapiens
CP2A6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[3]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[4]
Cytochrome P450 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[5]
⏷ Show the Full List of 7  DME(s)
References
1 Meloxicam was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Metabolism of Meloxicam in human liver involves cytochromes P4502C9 and 3A4. Xenobiotica. 1998 Jan;28(1):1-13.
3 Genetically based impairment in CYP2C8- and CYP2C9-dependent NSAID metabolism as a risk factor for gastrointestinal bleeding: is a combination of pharmacogenomics and metabolomics required to improve personalized medicine? Expert Opin Drug Metab Toxicol. 2009 Jun;5(6):607-20.
4 Summary of information on human CYP enzymes: human P450 metabolism data. Drug Metab Rev. 2002 Feb-May;34(1-2):83-448.
5 Activation of human cytochrome P-450 3A4-catalyzed meloxicam 5'-methylhydroxylation by quinidine and hydroquinidine in vitro. J Pharmacol Exp Ther. 1999 Jul;290(1):1-8.
6 A prospective longitudinal study of growth in twin gestations compared with growth in singleton pregnancies. I. The fetal head J Ultrasound Med. 1991 Aug;10(8):439-43. doi: 10.7863/jum.1991.10.8.439.

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