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

General Information of Drug (ID: DR1761)
Drug Name
Desloratadine
Synonyms
Denosin; Descarboethoxyloratadine; Descarboethoxyoratidine; Desloratadine; Desloratidine; FVF865388R; JAUOIFJMECXRGI-UHFFFAOYSA-N; Aerius; Azomyr; Clarinex; Clarinex RediTabs; Neoclarityn; Sch 34117; Sch-34117; 100643-71-8; 8-Chloro-11-piperidin-4-ylidene-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; 8-chloro-11-(piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine; CHEBI:291342; CHEMBL1172; MFCD00871949; MLS000559042; UNII-FVF865388R
Indication Allergic rhinitis [ICD11: CA08] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 310.8 Topological Polar Surface Area 24.9
Heavy Atom Count 22 Rotatable Bond Count 0
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
124087
PubChem SID
515991 ; 4480883 ; 10240975 ; 11528904 ; 12013632 ; 14742700 ; 14874264 ; 17397787 ; 25623633 ; 26719697 ; 26754458 ; 29215232 ; 29215233 ; 29304216 ; 46386563 ; 46507996 ; 49830094 ; 50086379 ; 53790902 ; 57340751 ; 75986670 ; 85209723 ; 85483828 ; 87561219 ; 92307949 ; 92308612 ; 92309042 ; 92712182 ; 93619677 ; 103341726 ; 103966640 ; 104420034 ; 104829344 ; 117782347 ; 124659138 ; 125325449 ; 125336452 ; 126584136 ; 126630167 ; 126656876 ; 126670272 ; 126728408 ; 128248166 ; 134337643 ; 134358654 ; 135078453 ; 135916143 ; 137001891 ; 142370109 ; 144076154
ChEBI ID
CHEBI:291342
CAS Number
100643-71-8
TTD Drug ID
D01GBY
Formula
C19H19ClN2
Canonical SMILES
C1CC2=C(C=CC(=C2)Cl)C(=C3CCNCC3)C4=C1C=CC=N4
InChI
1S/C19H19ClN2/c20-16-5-6-17-15(12-16)4-3-14-2-1-9-22-19(14)18(17)13-7-10-21-11-8-13/h1-2,5-6,9,12,21H,3-4,7-8,10-11H2
InChIKey
JAUOIFJMECXRGI-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-hydroxydesloratadine DM000784
14637775
Oxidation - Hydroxylation 1 [3]
6-hydroxydesloratadine DM000785
14637770
Oxidation - Hydroxylation 1 [3]
Desloratadine N-glucuronidation DM000780 N. A. Conjugation - Glucuronidation 1 [2] , [3]
3-hydroxydesloratadine N-glucuronide DM000781 N. A. Oxidation - Hydroxylation 2 [2] , [3]
3-hydroxydesloratadine DM000782
10359050
Unclear 3 [2] , [3]
3-Hydroxydesloratadine b-D-glucuronide DM000783
29918869
Conjugation - Glucuronidation 4 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000769 Desloratadine Desloratadine N-glucuronidation Conjugation - Glucuronidation UGT2B10 [2], [3]
MR000770 Desloratadine 5-hydroxydesloratadine Oxidation - Hydroxylation CYP3A4 ... [3]
MR000771 Desloratadine 6-hydroxydesloratadine Oxidation - Hydroxylation CYP3A4 ... [3]
MR000766 Desloratadine N-glucuronidation 3-hydroxydesloratadine N-glucuronide Oxidation - Hydroxylation CYP2C8 [2], [3]
MR000767 3-hydroxydesloratadine N-glucuronide 3-hydroxydesloratadine Unclear Unclear [2], [3]
MR000768 3-hydroxydesloratadine 3-hydroxydesloratadine O-glucuronide Conjugation - Glucuronidation UGT1A1 ... [3]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_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
[3]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[3]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[3]
UDP-glucuronosyltransferase 1A3 (UGT1A3) DME0041 Homo sapiens
UD13_HUMAN
2.4.1.17
[3]
UDP-glucuronosyltransferase 2B10 (UGT2B10) DME0205 Homo sapiens
UDB10_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 2B15 (UGT2B15) DME0049 Homo sapiens
UDB15_HUMAN
2.4.1.17
[3]
⏷ Show the Full List of 8  DME(s)
References
1 Desloratadine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Further characterization of the metabolism of desloratadine and its cytochrome P450 and UDP-glucuronosyltransferase inhibition potential: identification of desloratadine as a relatively selective UGT2B10 inhibitor. Drug Metab Dispos. 2015 Sep;43(9):1294-302.
3 A long-standing mystery solved: the formation of 3-hydroxydesloratadine is catalyzed by CYP2C8 but prior glucuronidation of desloratadine by UDP-glucuronosyltransferase 2B10 is an obligatory requirement Drug Metab Dispos. 2015 Apr;43(4):523-33. doi: 10.1124/dmd.114.062620.

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