PENTOXIFYLLINE

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC C04AD03
UNII SD6QCT3TSU
EPA CompTox DTXSID7023437

Structure

InChI Key BYPFEZZEUUWMEJ-UHFFFAOYSA-N
Smiles CC(=O)CCCCn1c(=O)c2c(ncn2C)n(C)c1=O
InChI
InChI=1S/C13H18N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8H,4-7H2,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C13H18N4O3
Molecular Weight 278.31
AlogP 0.19
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 5.0
Polar Surface Area 78.89
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 20.0

Metabolites Network

visNetwork

Bioactivity

Mechanism of Action Action Reference
3',5'-cyclic phosphodiesterase inhibitor INHIBITOR FDA PubMed PubMed Wikipedia
Protein: Adenosine A2 receptor
Description: Adenosine receptor A2a
Organism : Homo sapiens
P29274 ENSG00000128271
Protein: Adenosine A2 receptor
Description: Adenosine receptor A2b
Organism : Homo sapiens
P29275 ENSG00000170425
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 6600 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4A
- - - 37700 -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4B
- - - 37700 -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4C
- - - 37700 -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4D
- - - 37700 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- - - 5180 -
Secreted protein
- 85000 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 77
Assay Description Organism Bioactivity Reference
Compound was evaluated in vivo for the inhibition of LPS-stimulated serum TNF-alpha production in rat after oral administration at a dose 100 mg/kg Rattus norvegicus 74.4 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 77.22 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 79.59 %
Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020); MIC in CAMBH media, using NBS plates, by OD(600) Staphylococcus aureus subsp. aureus 15.42 %
Antibacterial activity against Escherichia coli ATCC 25922 (CO-ADD:GN_001); MIC in CAMBH media using NBS plates, by OD(600) Escherichia coli 2.27 %
Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); MIC in CAMBH media using NBS plates, by OD(600) Klebsiella pneumoniae -2.03 % Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); MIC in CAMBH media using NBS plates, by OD(600) Klebsiella pneumoniae 12.41 %
Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 (CO-ADD:GN_042); MIC in CAMBH media using NBS plates, by OD(600) Pseudomonas aeruginosa 8.89 % Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 (CO-ADD:GN_042); MIC in CAMBH media using NBS plates, by OD(600) Pseudomonas aeruginosa 13.94 %
Antibacterial activity against Acinetobacter baumannii ATCC 19606 (CO-ADD:GN_034); MIC in CAMBH media using NBS plates, by OD600 Acinetobacter baumannii 28.38 %
Antifungal activity against Candida albicans ATCC 90028 (CO-ADD:FG_001); MIC in YNB media using NBS plates, by OD630 Candida albicans 4.24 % Antifungal activity against Candida albicans ATCC 90028 (CO-ADD:FG_001); MIC in YNB media using NBS plates, by OD630 Candida albicans 2.65 %
Antifungal activity against Cryptococcus neoformans H99 ATCC 208821 (CO-ADD:FG_002); MIC in YNB media using NBS plates, by Resazurin OD(600-570) Cryptococcus neoformans -13.02 % Antifungal activity against Cryptococcus neoformans H99 ATCC 208821 (CO-ADD:FG_002); MIC in YNB media using NBS plates, by Resazurin OD(600-570) Cryptococcus neoformans -7.44 %
Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020); MIC in CAMBH media using NBS plates, by Resazurin F(560/590) Staphylococcus aureus subsp. aureus 0.21 %
Antibacterial activity against Acinetobacter baumannii ATCC 19606 (CO-ADD:GN_034); MIC in CAMBH media using NBS plates, by Resazurin F(560/590) Acinetobacter baumannii 0.79 %
Antibacterial activity against Escherichia coli ATCC 25922 (CO-ADD:GN_001); MIC in CAMBH media using NBS plates, by Resazurin F(560/590) Escherichia coli 9.18 %
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 -1.66 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 0.3738 %
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 0.2 % 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 0.2 %

Related Entries

Environmental Exposure

Environmental Exposure Map
Countries
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Slovakia
USA

Cross References

Resources Reference
ChEBI 7986
ChEMBL CHEMBL628
DrugBank DB00806
DrugCentral 2099
FDA SRS SD6QCT3TSU
Human Metabolome Database HMDB0014944
Guide to Pharmacology 7095
KEGG C07424
PDB PNX
PharmGKB PA450864
PubChem 4740
SureChEMBL SCHEMBL34039
ZINC ZINC000001530776
CONTENTS