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

General Information of Drug (ID: DR0468)
Drug Name
Dexibuprofen
Synonyms
Dexibuprofen [INN]; Dexibuprofen [USAN]; Dexibuprofen [BAN]; DEXIBUPROFEN; S(+)-Ibuprofen; S-(+)-ibuprofen; Seractil; d-Ibuproten; (+)-(S)-p-Isobutylhydratropic acid; (2S)-2-(4-isobutylphenyl)propanoic acid; (2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid; (S)-(+)-2-(4-Isobutylphenyl)propionic acid; (S)-(+)-4-Isobutyl-alpha-methylphenylacetic acid; (S)-(+)-Ibuprofen; (S)-2-(4-Isobutylphenyl)propanoic acid; (S)-Ibuprofen; (S)-alpha-methyl-4-(2-methylpropyl)benzeneacetic acid; 51146-56-6; 671DKG7P5S; CHEBI:43415; CHEMBL175; MFCD00069289; NCGC00016861-05; UNII-671DKG7P5S
Indication Osteoarthritis [ICD11: FA00] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 206.28 Topological Polar Surface Area 37.3
Heavy Atom Count 15 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
39912
ChEBI ID
CHEBI:43415
CAS Number
51146-56-6
TTD Drug ID
D06YPU
Formula
C13H18O2
Canonical SMILES
CC(C)CC1=CC=C(C=C1)C(C)C(=O)O
InChI
1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)/t10-/m0/s1
InChIKey
HEFNNWSXXWATRW-JTQLQIEISA-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
2-Hydroxyibuprofen DM004266
10443535
Unclear - Unclear 1 [7]
3-Hydroxyibuprofen DM004263
71312545
Unclear - Unclear 1 [7]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR010034 Dexibuprofen 2-Hydroxyibuprofen Unclear - Unclear Unclear [7]
MR010035 Dexibuprofen 3-Hydroxyibuprofen Unclear - Unclear Unclear [7]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Alpha-methylacyl-CoA racemase (AMACR) DME0116 Homo sapiens
AMACR_HUMAN
5.1.99.4
[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
[4]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[5]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[6]
UDP-glucuronosyltransferase 1A3 (UGT1A3) DME0041 Homo sapiens
UD13_HUMAN
2.4.1.17
[6]
UDP-glucuronosyltransferase 1A9 (UGT1A9) DME0042 Homo sapiens
UD19_HUMAN
2.4.1.17
[6]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[6]
⏷ Show the Full List of 8  DME(s)
References
1 ClinicalTrials.gov (NCT02956512) Phase I Study to Evaluate the Safety of Dexibuprofen 300mg Under Fasting and Fed Conditions.
2 Alpha-Methylacyl-CoA racemase (AMACR): metabolic enzyme, drug metabolizer and cancer marker P504S. Prog Lipid Res. 2013 Apr;52(2):220-30.
3 Influence of CYP2C8 polymorphisms on the hydroxylation metabolism of paclitaxel, repaglinide and ibuprofen enantiomers in vitro. Biopharm Drug Dispos. 2013 Jul;34(5):278-87.
4 New insights into the structural features and functional relevance of human cytochrome P450 2C9. Part I. Curr Drug Metab. 2009 Dec;10(10):1075-126.
5 PharmGKB summary: ibuprofen pathways. Pharmacogenet Genomics. 2015 Feb;25(2):96-106.
6 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.
7 DrugBank(Pharmacology-Metabolism):Dexibuprofen

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