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

General Information of Drug (ID: DR2500)
Drug Name
Fenofibric acid
Synonyms
Fenofibric acid; Procetofenic acid; 2-(4-(4-Chlorobenzoyl)phenoxy)-2-methylpropanoic acid; 2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoic acid; NSC 281318; Trilipix; alpha 1081; LF 178 acid; UNII-BGF9MN2HU1; LF 153; C17H15ClO4; CCRIS 7302; EINECS 255-626-9; BGF9MN2HU1; CHEMBL981; BRN 2058973; CHEBI:83469; NSC-281318; 2-[4-(4-Chlorobenzoyl)phenoxy]-2-methylpropionic Acid; ABT-335; AK117112; Propanoic acid, 2-(4-(4-chlorobenzoyl)phenoxy)-2-methyl-; 2-{4-[(4-chlorophenyl)carbonyl]phenoxy}-2-methylpropanoic acid; FNF Acid; W-106287; 2-(4-(4-Chlorobenzoyl)phenoxy)-2-methylpropionic acid; 2-[4-(4-Chloro-benzoyl)-phenoxy]-2-methyl-propionic acid (Fenofibric acid); ABT 335; Propanoic acid, 2-[4-(4-chlorobenzoyl)phenoxy]-2-methyl-; feno-fibric acid; Fibricor (TN); Fenofibrate free acid; FENOFIBRIC ACID; SCHEMBL16377; Fenofibrate related compound b; GTPL2662; ZINC1984; DTXSID8041030; BDBM28700; MQOBSOSZFYZQOK-UHFFFAOYSA-N; BCP22437; HY-B0760; KS-00000MR0; Fenofibric acid, analytical standard; LF-153; NSC281318; s4527; AKOS015889489; API0000561; 42017-89-0
Indication Dyslipidaemia [ICD11: 5C81] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 318.7 Topological Polar Surface Area 63.6
Heavy Atom Count 22 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
64929
PubChem SID
143270 ; 7671261 ; 8189389 ; 15988368 ; 29203742 ; 43121787 ; 50022223 ; 50826157 ; 56312055 ; 56314036 ; 58097888 ; 81049613 ; 85171876 ; 87359585 ; 103256438 ; 103853918 ; 104332417 ; 118048388 ; 118212615 ; 125350317 ; 126616576 ; 126650397 ; 126665945 ; 128633517 ; 134351110 ; 135023245 ; 135650256 ; 136990671 ; 137008576 ; 139809304 ; 143755763 ; 152028908 ; 162175168 ; 162263030 ; 163415486 ; 164785582 ; 172913777 ; 174529345 ; 175265316 ; 175611044 ; 184538157 ; 187072366 ; 198991585 ; 210279847 ; 210282170 ; 223352414 ; 223385806 ; 223448217 ; 223519115 ; 223669964
ChEBI ID
CHEBI:83469
CAS Number
49562-28-9
TTD Drug ID
D0NF1U
Formula
C17H15ClO4
Canonical SMILES
CC(C)(C(=O)O)OC1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)Cl
InChI
1S/C17H15ClO4/c1-17(2,16(20)21)22-14-9-5-12(6-10-14)15(19)11-3-7-13(18)8-4-11/h3-10H,1-2H3,(H,20,21)
InChIKey
MQOBSOSZFYZQOK-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
Fenofibrate metabolite X DM000166
146594199
Conjugation - Methylation 1 [3]
Fenofibryl glucuronide DM000165
10028724
Conjugation - Glucuronidation 1 [4]
Reduced Fenofibric Acid DM000163
68715
Reduction - Reduction 1 [2]
Reduced Fenofibric Acid glucuronide DM000164 N. A. Conjugation - O-Glucuronidation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003098 Fenofibric acid Reduced Fenofibric Acid Reduction - Reduction CBR1 ... [2]
MR003099 Fenofibric acid Fenofibryl glucuronide Conjugation - Glucuronidation UGT1A9 [4]
MR003100 Fenofibric acid Fenofibrate metabolite X Conjugation - Methylation Unclear [3]
MR003097 Reduced Fenofibric Acid Reduced Fenofibric Acid glucuronide Conjugation - O-Glucuronidation UGT1A9 [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Aldo-keto reductase 1B1 (AKR1B1) DME0087 Homo sapiens
ALDR_HUMAN
1.1.1.21
[2]
Aldo-keto reductase 1C1 (AKR1C1) DME0197 Homo sapiens
AK1C1_HUMAN
1.1.1.149
[2]
Aldo-keto reductase 1C2 (AKR1C2) DME0233 Homo sapiens
AK1C2_HUMAN
1.1.1.357
[2]
Aldo-keto reductase 1C3 (AKR1C3) DME0118 Homo sapiens
AK1C3_HUMAN
1.1.1.357
[2]
NADPH-dependent carbonyl reductase 1 (CBR1) DME0067 Homo sapiens
CBR1_HUMAN
1.1.1.184
[2]
References
1 Fenofibric Acid was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 In vitro metabolism of fenofibric acid by carbonyl reducing enzymes. Chem Biol Interact. 2016 Oct 25;258:153-8.
3 Fenofibrate: metabolism and species differences for peroxisome proliferation in cultured hepatocytes Fundam Appl Toxicol. 1995 Jun;26(1):63-74. doi: 10.1006/faat.1995.1075.
4 The UDP-glucuronosyltransferase 1A9 enzyme is a peroxisome proliferator-activated receptor alpha and gamma target gene. J Biol Chem. 2003 Apr 18;278(16):13975-83.

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