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

General Information of Drug (ID: DR3386)
Drug Name
Montelukast
Synonyms Singulair; Montelukast [INN:BAN]; UNII-MHM278SD3E; MK 0476; CHEMBL787; MHM278SD3E; CHEBI:50730; 142522-28-9; Aerokast; Brondilat (TN)
Indication Asthma [ICD11: CA23] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 586.2 Topological Polar Surface Area 95.7
Heavy Atom Count 41 Rotatable Bond Count 12
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
5281040
ChEBI ID
CHEBI:50730
CAS Number
158966-92-8
TTD Drug ID
D0E1JP
Formula
C35H36ClNO3S
Canonical SMILES
CC(C)(C1=CC=CC=C1CC[C@H](C2=CC=CC(=C2)/C=C/C3=NC4=C(C=CC(=C4)Cl)C=C3)SCC5(CC5)CC(=O)O)O
InChI
InChI=1S/C35H36ClNO3S/c1-34(2,40)30-9-4-3-7-25(30)13-17-32(41-23-35(18-19-35)22-33(38)39)27-8-5-6-24(20-27)10-15-29-16-12-26-11-14-28(36)21-31(26)37-29/h3-12,14-16,20-21,32,40H,13,17-19,22-23H2,1-2H3,(H,38,39)/b15-10+/t32-/m1/s1
InChIKey
UCHDWCPVSPXUMX-TZIWLTJVSA-N
The Predicted Metabolic Roadmap of This Drug
The Full List of Predicted Drug Metabolites (PDM) of This Drug
PDM Name PDM ID PubChem ID Reaction PDM Level Biosystem
25-OH Montelukast DM004479
71587626
Oxidation - Hydroxylation of benzene on carbon para to electron donating group 1 Human
Montelukast 1, 2-Diol DM004467
9960377
Oxidation - Hydroxylation of terminal methyl 1 Human
Montelukast M1 PDM014624 N. A. Conjugation - Thioether S-methylation 1 Human
Montelukast M10 PDM014631 N. A. Oxidation - Hydroxylation of benzene on carbon ortho to electron donating group 1 Human
Montelukast M11 PDM014632 N. A. Oxidation - Hydroxylation of benzene on carbon para to electron donating group 1 Human
Montelukast M11 PDM014632 N. A. Oxidation - Hydroxylation of benzene on carbon ortho to electron donating group 1 Human
Montelukast M12 PDM014633 N. A. Oxidation - Hydroxylation of benzene on carbon para to electron donating group 1 Human
Montelukast M12 PDM014633 N. A. Oxidation - Hydroxylation of benzene on carbon ortho to electron donating group 1 Human
Montelukast M13 PDM014634 N. A. Oxidation - Hydroxylation of benzene on carbon ortho to electron donating group 1 Human
Montelukast M15 PDM014635 N. A. Oxidation - Hydroxylation of benzene on carbon para to electron donating group 1 Human
Montelukast M19 PDM014638 N. A. Oxidation - Epoxidation of alkene 1 Human
Montelukast M2 PDM014625 N. A. Conjugation - Glycine conjugation 1 Human
Montelukast M20 PDM014639 N. A. Oxidation - Aromatic hydroxylation of fused benzene ring 1 Human
Montelukast M23 PDM014641 N. A. Oxidation - Hydroxylation of aromatic carbon ortho to halide group 1 Human
Montelukast M24 PDM014448
70702423
Oxidation - alpha-Hydroxylation of carbonyl group 1 Human
Montelukast M25 PDM014449
71433977
Oxidation - SNP-Oxidation from CyProduct 1 Human
Montelukast M26 PDM014452
73108092
Oxidation - Hydroxylation from CyProduct 1 Human
Montelukast M27 PDM014444
54350862
Oxidation - Hydroxylation from CyProduct 1 Human
Montelukast M28 PDM014446
59580374
Oxidation - alpha-Oxidation of carboxylic acid 1 Gut microbial environment
Montelukast M3 PDM014626 N. A. Conjugation - Alkyl-OH-glucuronidation 1 Human
Montelukast M4 PDM014461
127239824
Conjugation - O-Glucuronidation of aliphatic acid 1 Human
Montelukast M5 PDM014627 N. A. Conjugation - Carnitine conjugation 1 Human
Montelukast M6 PDM014450
71587778
Oxidation - Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring 1 Human
Montelukast M7 PDM014628 N. A. Oxidation - Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring 1 Human
Montelukast M8 PDM014629 N. A. Oxidation - Hydroxylation of aromatic carbon ortho to halide group 1 Human
Montelukast M8 PDM014629 N. A. Oxidation - Aromatic hydroxylation of fused benzene ring 1 Human
Montelukast M9 PDM014630 N. A. Oxidation - Hydroxylation of benzene on carbon ortho to electron donating group 1 Human
Montelukast metabolite M2a/b DM004470
15297728
Oxidation - S-Oxidation of dialkylthioether to sulfoxide 1 Human
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2A6 (CYP2A6) DME0005 Homo sapiens
CP2A6_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
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 3340).
2 Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675.
3 Examination of 209 drugs for inhibition of cytochrome P450 2C8. J Clin Pharmacol. 2005 Jan;45(1):68-78.

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