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

General Information of Drug (ID: DR0494)
Drug Name
Diflunisal
Synonyms
Difludol; Diflunisalum; Diflunisalum [INN-Latin]; Diflusinal; Dolisal; Dolobid; Dolobil; Dolobis; Flovacil; Fluniget; Fluodonil; Flustar; MK 647; Adomal; Algobid; Citidol; MK-647; Noaldol; Reuflos; Unisal; diflunisal; 2',4'-Difluoro-4-hydroxy-3-biphenylcarboxylic acid; 2-(Hydroxy)-5-(2,4-difluorophenyl)benzoic acid; 22494-42-4; 5-(2,4-Difluorophenyl)salicylic acid; 5-(2,4-difluorophenyl)-2-hydroxybenzoic acid; 5-[2,4-Difluorophenyl]salicylic acid; UNII-7C546U4DEN; [1,1'-Biphenyl]-3-carboxylic acid, 2',4'-difluoro-4-hydroxy-
Indication Anaesthesia [ICD11: 8E22] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 250.2 Topological Polar Surface Area 57.5
Heavy Atom Count 18 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
3059
PubChem SID
4832 ; 855794 ; 3220269 ; 5635336 ; 7847198 ; 7885083 ; 7979080 ; 8027938 ; 8149302 ; 8151945 ; 10321268 ; 10514228 ; 11112675 ; 11336113 ; 11361352 ; 11363856 ; 11366418 ; 11368980 ; 11371523 ; 11374224 ; 11377142 ; 11462324 ; 11466067 ; 11467187 ; 11484899 ; 11485794 ; 11488828 ; 11490208 ; 11492328 ; 11494776 ; 12013398 ; 15221177 ; 24893742 ; 26611703 ; 26679788 ; 26697369 ; 26746997 ; 26746998 ; 29222205 ; 46507807 ; 47216844 ; 47365272 ; 47440348 ; 47589066 ; 47736568 ; 47810827 ; 47959840 ; 48415892 ; 49698694 ; 49738138
ChEBI ID
ChEBI:39669
CAS Number
22494-42-4
TTD Drug ID
D08LFZ
Formula
C13H8F2O3
Canonical SMILES
C1=CC(=C(C=C1C2=C(C=C(C=C2)F)F)C(=O)O)O
InChI
1S/C13H8F2O3/c14-8-2-3-9(11(15)6-8)7-1-4-12(16)10(5-7)13(17)18/h1-6,16H,(H,17,18)
InChIKey
HUPFGZXOMWLGNK-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
3-hydroxy-diflunisal DM000074
192293
Oxidation - Hydroxylation 1 [3]
Diflunisal acyl glucuronide DM000075
173625
Conjugation - Glucuronidation 1 [2] , [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000837 Diflunisal 3-hydroxy-diflunisal Oxidation - Hydroxylation CYP [3]
MR000838 Diflunisal Diflunisal acyl glucuronide Conjugation - Glucuronidation UGT [2], [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[2]
References
1 Diflunisal was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Differential effects of phenobarbital on ester and ether glucuronidation of diflunisal in rats. J Pharmacol Exp Ther. 1987 Sep;242(3):1013-8.
3 Identification of a hydroxy metabolite of diflunisal in rat and human urine Xenobiotica. 1991 Nov;21(11):1521-33. doi: 10.3109/00498259109044402.

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