Detailed information for compound 222115

Basic information

Technical information
  • TDR Targets ID: 222115
  • Name: (E)-3-(4-hydroxy-3-methoxyphenyl)-1-(4-methox yphenyl)prop-2-en-1-one
  • MW: 284.307 | Formula: C17H16O4
  • H donors: 1 H acceptors: 2 LogP: 3.28 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)C(=O)/C=C/c1ccc(c(c1)OC)O
  • InChi: 1S/C17H16O4/c1-20-14-7-5-13(6-8-14)15(18)9-3-12-4-10-16(19)17(11-12)21-2/h3-11,19H,1-2H3/b9-3+
  • InChiKey: HOYSEOCCEVHZSJ-YCRREMRBSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-3-(4-hydroxy-3-methoxy-phenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
  • (E)-3-(4-hydroxy-3-methoxyphenyl)-1-(4-methoxyphenyl)-2-propen-1-one
  • 3-(4-hydroxy-3-methoxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
  • 3-(4-hydroxy-3-methoxy-phenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
  • ZINC07741963

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Arachidonate 5-lipoxygenase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma japonicum ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma japonicum IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus multilocularis arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus granulosus arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Plasmodium vivax aldehyde reductase, putative 0.0097 0 0.5
Loa Loa (eye worm) oxidoreductase 0.0333 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.0333 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Onchocerca volvulus 0.0333 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0333 1 1
Entamoeba histolytica aldose reductase, putative 0.0333 1 1
Schistosoma mansoni lipoxygenase 0.01 0.0127 0.0127
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Echinococcus granulosus aldehyde reductase 0.0237 0.5922 0.5922
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0333 1 1
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.0333 1 1
Entamoeba histolytica aldose reductase, putative 0.0333 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0333 1 1
Onchocerca volvulus 0.0333 1 1
Loa Loa (eye worm) hypothetical protein 0.0333 1 1
Toxoplasma gondii aldose reductase, putative 0.0333 1 1
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0142 0.1937 0.1937
Echinococcus granulosus hypothetical protein 0.0333 1 1
Onchocerca volvulus 0.0333 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0333 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.0333 1 1
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0142 0.1937 0.1937
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Trypanosoma cruzi aldo-keto reductase 0.0333 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0333 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0333 1 1
Echinococcus multilocularis aldo keto reductase 0.0333 1 1
Schistosoma mansoni aldo-keto reductase 0.0333 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0333 1 1
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.0333 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.0333 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0333 1 1
Plasmodium falciparum aldehyde reductase, putative 0.0097 0 0.5
Entamoeba histolytica aldose reductase, putative 0.0333 1 1
Schistosoma mansoni pol-related 0.0333 1 1
Loa Loa (eye worm) oxidoreductase 0.0333 1 1
Schistosoma mansoni lipoxygenase 0.0142 0.1937 0.1937
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Trypanosoma brucei aldo-keto reductase, putative 0.0333 1 1
Echinococcus multilocularis aldo keto reductase 0.0333 1 1
Onchocerca volvulus 0.0333 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.0333 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Loa Loa (eye worm) oxidoreductase 0.0333 1 1
Giardia lamblia Aldose reductase 0.0333 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0333 1 1
Onchocerca volvulus 0.0333 1 1
Plasmodium vivax oxidoreductase, aldo/keto reductase domain containing protein 0.0097 0 0.5
Schistosoma mansoni aldo-keto reductase 0.0333 1 1
Plasmodium falciparum aldo-keto reductase, putative 0.0097 0 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0333 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Trypanosoma brucei prostaglandin f synthase 0.0333 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0333 1 1
Echinococcus multilocularis aldehyde reductase 0.0237 0.5922 0.5922
Leishmania major prostaglandin f synthase, putative 0.0333 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0333 1 1
Onchocerca volvulus 0.0333 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0333 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Loa Loa (eye worm) oxidoreductase 0.0333 1 1
Echinococcus multilocularis aldo keto reductase 0.0333 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0333 1 1
Echinococcus granulosus aldo keto reductase 0.0333 1 1
Trypanosoma cruzi aldo/keto reductase, putative 0.0333 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0333 1 1
Leishmania major aldo-keto reductase-like protein 0.0333 1 1
Echinococcus granulosus aldo keto reductase 0.0333 1 1
Giardia lamblia Aldose reductase 0.0333 1 0.5
Loa Loa (eye worm) oxidoreductase 0.0333 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0333 1 1
Echinococcus granulosus aldo keto reductase 0.0333 1 1
Echinococcus multilocularis aldo keto reductase 0.0333 1 1
Mycobacterium ulcerans oxidoreductase 0.0333 1 1
Mycobacterium leprae Conserved hypothetical protein 0.0237 0.5922 0.5922
Trichomonas vaginalis aldo-keto reductase, putative 0.0333 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0333 1 1

Activities

Activity type Activity value Assay description Source Reference
Activity (ADMET) Toxicity in Mus musculus Swiss albino (mouse) assessed as changes in behavioral pattern at 500 to 2000 mg/kg, po measured after 14 days ChEMBL. No reference
Activity (ADMET) Toxicity in Mus musculus Swiss albino (mouse) assessed as abnormal changes in fur at 500 to 2000 mg/kg, po measured after 14 days ChEMBL. No reference
Activity (ADMET) Toxicity in Mus musculus Swiss albino (mouse) assessed as mortality at 500 to 2000 mg/kg, po measured after 14 days ChEMBL. No reference
Activity (ADMET) Toxicity in Mus musculus Swiss albino (mouse) assessed as abnormal changes in eyes at 500 to 2000 mg/kg, po measured after 14 days ChEMBL. No reference
Activity (ADMET) Toxicity in Mus musculus Swiss albino (mouse) assessed as abnormal changes in skin at 500 to 2000 mg/kg, po measured after 14 days ChEMBL. No reference
IC50 (functional) = 2.7 uM Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced IL6 production incubated for 2 hrs prior to LPS-challenge measured after 22 hrs by ELISA ChEMBL. 21988173
IC50 (binding) = 12 uM In vitro inhibition against 5-lipoxygenase in RBL-1 cells was determined ChEMBL. 8254620
IC50 (binding) = 12 uM In vitro inhibition against 5-lipoxygenase in RBL-1 cells was determined ChEMBL. 8254620
IC50 (binding) = 12 uM Inhibition of 5-lipoxygenase in rat RBL1 cells ChEMBL. No reference
IC50 (functional) = 38.6 uM Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced TNFalpha production incubated for 2 hrs prior to LPS-challenge measured after 22 hrs by ELISA ChEMBL. 21988173
Inhibition (binding) = -7.3 % Inhibition of Prostaglandin G/H synthase activity in sheep seminal vesicle was determined ChEMBL. 8254620
Inhibition (binding) = -7.3 % Inhibition of Prostaglandin G/H synthase activity in sheep seminal vesicle was determined ChEMBL. 8254620
Inhibition (functional) = 2.3 % Inhibition of lipid peroxidation in rat liver microsomes at 1 microM ChEMBL. 8254620
Inhibition (functional) = 89.58 % Analgesic activity in Mus musculus Swiss albino (mouse) assessed as inhibition of acetic acid-induced writhing at 160 mg/kg, po administered 30 min prior challenge measured after 5 min of challenge for next 30 min relative to control ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 21988173

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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