LOXOPROFEN

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Synonyms
Status
Molecule Category Free-form
UNII 3583H0GZAP
EPA CompTox DTXSID1045164

Structure

InChI Key YMBXTVYHTMGZDW-UHFFFAOYSA-N
Smiles CC(C(=O)O)c1ccc(CC2CCCC2=O)cc1
InChI
InChI=1S/C15H18O3/c1-10(15(17)18)12-7-5-11(6-8-12)9-13-3-2-4-14(13)16/h5-8,10,13H,2-4,9H2,1H3,(H,17,18)

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H18O3
Molecular Weight 246.31
AlogP 2.79
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 54.37
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 18.0

Bioactivity

Mechanism of Action Action Reference
Cyclooxygenase inhibitor INHIBITOR PubMed PubMed PubMed
Protein: Cyclooxygenase
Description: Prostaglandin G/H synthase 1
Organism : Homo sapiens
P23219 ENSG00000095303
Protein: Cyclooxygenase
Description: Prostaglandin G/H synthase 2
Organism : Homo sapiens
P35354 ENSG00000073756
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 13500 - - 35-88
Assay Description Organism Bioactivity Reference
Inhibition of human whole blood COX-1 assessed as inhibition of TXB2 production at 10 uM by EIA Homo sapiens 35.0 %
Inhibition of human whole blood COX-1 assessed as inhibition of TXB2 production at 100 uM by EIA Homo sapiens 87.5 %
Inhibition of LPS-stimulated human whole blood COX-2 assessed as inhibition of PGE2 production at 10 uM by EIA Homo sapiens 53.2 %
Inhibition of LPS-stimulated human whole blood COX-2 assessed as inhibition of PGE2 production at 100 uM by EIA Homo sapiens 97.4 %
Antiinflammatory activity against Wistar rat assessed as inhibition of carrageenan induced edema volume at 37.3 uM/kg, po administered 1 hr prior carrageenan-challenge measured after 3 hrs post challenge Rattus norvegicus 44.0 %
Antiinflammatory activity against Wistar rat assessed as inhibition of carrageenan induced edema volume at 37.3 uM/kg, po administered 1 hr prior carrageenan-challenge measured after 6 hrs post challenge Rattus norvegicus 53.1 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -5.46 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 3.365 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.0 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.0 %

Related Entries

Cross References

Resources Reference
ChEBI 76172
ChEMBL CHEMBL19299
DrugBank DB09212
DrugCentral 1615
FDA SRS 3583H0GZAP
Human Metabolome Database HMDB0041920
PharmGKB PA166049180
PubChem 3965
SureChEMBL SCHEMBL24423
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