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

General Information of Drug (ID: DR2228)
Drug Name
Diclofenac glucuronide
Synonyms
Diclofenac acyl glucuronide; Diclofenac glucuronide; CHEBI:59609; Diclofenac beta-D-glucosiduronic acid; UNII-C8BEZ13XEN; C8BEZ13XEN; CHEMBL3527338; 64118-81-6; 1-O-({2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)-beta-D-glucopyranuronic acid; Diclofenac acyl-D-glucuronide; Diclofenac O-glucuronide; Epitope ID:131803; Diclofenac-beta-D-glucuronide; SCHEMBL4258872; Diclofenac-acyl-beta-D-glucuronide; BDBM50088512; ZINC35048352; Q27126801; 2-(2,6-Dichloroanilino)phenylacetic acid beta-D-glucopyranuronosyl ester
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 472.3 Topological Polar Surface Area 146
Heavy Atom Count 31 Rotatable Bond Count 7
Hydrogen Bond Donor Count 5 Hydrogen Bond Acceptor Count 9
Cross-matching ID
PubChem CID
16084218
ChEBI ID
CHEBI:59609
CAS Number
64118-81-6
Formula
C20H19Cl2NO8
Canonical SMILES
C1=CC=C(C(=C1)CC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)NC3=C(C=CC=C3Cl)Cl
InChI
1S/C20H19Cl2NO8/c21-10-5-3-6-11(22)14(10)23-12-7-2-1-4-9(12)8-13(24)30-20-17(27)15(25)16(26)18(31-20)19(28)29/h1-7,15-18,20,23,25-27H,8H2,(H,28,29)/t15-,16-,17+,18-,20+/m0/s1
InChIKey
JXIKYYSIYCILNG-HBWRTXEVSA-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
4'-Hydroxydiclofenac glucuronide DM004155 N. A. Oxidation - Hydrolyzationn 1 [2]
DCF-SG DM004156 N. A. Other reaction - Transacylation 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004558 Diclofenac glucuronide 4'-Hydroxydiclofenac glucuronide Oxidation - Hydrolyzationn CYP2C8 [2]
MR004559 Diclofenac glucuronide DCF-SG Other reaction - Transacylation Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-glucuronidase (uidA) DME1210 Faecalibacterium prausnitzii
A0A173S5S4_9FIRM
3.2.1.31
[1]
Beta-glucuronidase (uidA) DME1211 Lactobacillus rhamnosus
A0A2A5L2J1_LACRH
3.2.1.31
[1]
Beta-glucuronidase (uidA) DME1352 Bacteroides dorei
A0A076IX12_9BACE
3.2.1.31
[1]
Beta-glucuronidase (uidA) DME1940 Ruminococcus gnavus
Q6W7J7_RUMGN
3.2.1.31
[1]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
References
1 tructure, function, and inhibition of drug reactivating human gut microbial beta-glucuronidases. Sci Rep. 2019 Jan 29;9(1):825.
2 The metabolism of diclofenac--enzymology and toxicology perspectives
3 Effect of UGT2B7*2 and CYP2C8*4 polymorphisms on diclofenac metabolism

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.