TDR Targets

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

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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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
Echinococcus granulosus	arachidonate 5 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
Schistosoma mansoni	lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
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

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

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

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

ChEMBL: CHEMBL130639
PubChem: 6171844

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 222115