Detailed information for compound 1581191

Basic information

Technical information
  • TDR Targets ID: 1581191
  • Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-me thylbut-2-enyl)chromen-4-one
  • MW: 354.353 | Formula: C20H18O6
  • H donors: 4 H acceptors: 5 LogP: 4.24 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(=CCc1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O)C
  • InChi: 1S/C20H18O6/c1-10(2)3-5-12-14(22)8-18-19(20(12)25)16(24)9-17(26-18)11-4-6-13(21)15(23)7-11/h3-4,6-9,21-23,25H,5H2,1-2H3
  • InChiKey: AFJYQKPCJLMHCC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)-4-chromenone
  • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens v-akt murine thymoma viral oncogene homolog 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus sodium:potassium dependent atpase beta subunit Get druggable targets OG5_126635 All targets in OG5_126635
Brugia malayi p70 ribosomal S6 kinase beta Get druggable targets OG5_126635 All targets in OG5_126635
Candida albicans likely protein kinase similar to S. cerevisiae YPK2 (YMR104C) Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus granulosus nervana 2 Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus multilocularis rac serine:threonine kinase Get druggable targets OG5_126635 All targets in OG5_126635
Plasmodium falciparum RAC-beta serine/threonine protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Trichomonas vaginalis AGC family protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Trypanosoma congolense rac serine-threonine kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus multilocularis Glutaredoxin protein 5 Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus granulosus serine/threonine protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus granulosus nervana 2 Get druggable targets OG5_126635 All targets in OG5_126635
Entamoeba histolytica PH domain containing protein kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Trichomonas vaginalis AGC family protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Trichomonas vaginalis AGC family protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Schistosoma japonicum RAC serine/threonine-protein kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Entamoeba histolytica protein kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Trichomonas vaginalis AGC family protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus granulosus calcium:calmodulin dependent protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Schistosoma japonicum ko:K08792 serum/glucocorticoid regulated kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Schistosoma mansoni serine/threonine-protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Candida albicans protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Trypanosoma cruzi rac serine-threonine kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Giardia lamblia Kinase, AGC PKA Get druggable targets OG5_126635 All targets in OG5_126635
Schistosoma japonicum Sodium/potassium-transporting ATPase subunit beta-1, putative Get druggable targets OG5_126635 All targets in OG5_126635
Trichomonas vaginalis AGC family protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Neospora caninum Ribosomal protein S6 kinase alpha-6 (EC 2.7.11.1), related Get druggable targets OG5_126635 All targets in OG5_126635
Trichomonas vaginalis AGC family protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Entamoeba histolytica protein kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Entamoeba histolytica PH domain containing protein kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Plasmodium vivax rac-beta serine/threonine protein kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Brugia malayi Protein kinase domain containing protein Get druggable targets OG5_126635 All targets in OG5_126635
Schistosoma mansoni serine/threonine-protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Plasmodium knowlesi RAC-beta serine/threonine protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Trypanosoma brucei gambiense rac serine-threonine kinase, putative,protein kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Entamoeba histolytica protein kinase 2, putative Get druggable targets OG5_126635 All targets in OG5_126635
Toxoplasma gondii AGC kinase Get druggable targets OG5_126635 All targets in OG5_126635
Entamoeba histolytica protein kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Plasmodium berghei rac-beta serine/threonine protein kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus granulosus serine threonine protein kinase nrc Get druggable targets OG5_126635 All targets in OG5_126635
Trichomonas vaginalis AGC family protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus multilocularis nervana 2 Get druggable targets OG5_126635 All targets in OG5_126635
Loa Loa (eye worm) AGC/AKT protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Trypanosoma cruzi rac serine-threonine kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Plasmodium yoelii kinase Akt/PKB-related Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus multilocularis serine threonine protein kinase nrc serine threonine protein kinase gad Get druggable targets OG5_126635 All targets in OG5_126635
Trypanosoma cruzi Protein kinase B Get druggable targets OG5_126635 All targets in OG5_126635
Loa Loa (eye worm) AGC/RSK/P70 protein kinase Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus granulosus Glutaredoxin protein 5 Get druggable targets OG5_126635 All targets in OG5_126635
Trypanosoma brucei rac serine-threonine kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Schistosoma japonicum ko:K04456 RAC serine/threonine-protein kinase, putative Get druggable targets OG5_126635 All targets in OG5_126635
Schistosoma japonicum ko:K07390 monothiol glutaredoxin, putative Get druggable targets OG5_126635 All targets in OG5_126635
Echinococcus multilocularis nervana 2 Get druggable targets OG5_126635 All targets in OG5_126635
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
Loa Loa (eye worm) dihydrofolate reductase 0.1384 0.1974 0.1959
Trichomonas vaginalis conserved hypothetical protein 0.0053 0.004 1
Loa Loa (eye worm) hypothetical protein 0.0848 0.1195 0.1179
Trypanosoma cruzi hypothetical protein, conserved 0.0848 0.1195 0.2106
Echinococcus multilocularis thymidylate synthase 0.0111 0.0125 0.022
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0053 0.004 0.0071
Trypanosoma cruzi choline/carnitine O-acyltransferase, putative 0.3932 0.5675 1
Loa Loa (eye worm) hypothetical protein 0.691 1 1
Trypanosoma brucei hypothetical protein, conserved 0.0848 0.1195 0.6152
Brugia malayi thymidylate synthase 0.0111 0.0125 0.0107
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.1166 0.1657 0.8571
Echinococcus granulosus carnitine O palmitoyltransferase 2 0.1353 0.1929 0.34
Trypanosoma cruzi carnitine O-acetyltransferase, putative 0.0848 0.1195 0.2106
Loa Loa (eye worm) choline/Carnitine O-acyltransferase 0.1353 0.1929 0.1915
Giardia lamblia Kinase, AGC PKA 0.0025 0 0.5
Loa Loa (eye worm) AGC/AKT protein kinase 0.004 0.0022 0.0004
Schistosoma mansoni choline o-acyltransferase 0.0848 0.1195 0.605
Trypanosoma brucei carnitine O-palmitoyltransferase, putative 0.0848 0.1195 0.6152
Brugia malayi hypothetical protein 0.0053 0.004 0.0022
Trypanosoma cruzi carnitine O-palmitoyltransferase II, putative 0.1353 0.1929 0.34
Trypanosoma cruzi hypothetical protein, conserved 0.0848 0.1195 0.2106
Brugia malayi Choline/Carnitine o-acyltransferase family protein 0.0848 0.1195 0.1179
Entamoeba histolytica protein kinase, putative 0.004 0.0022 1
Schistosoma mansoni dihydrofolate reductase 0.1384 0.1974 1
Leishmania major carnitine palmitoyltransferase-like protein 0.1353 0.1929 0.1639
Entamoeba histolytica PH domain containing protein kinase, putative 0.0028 0.0004 0.164
Schistosoma mansoni choline o-acyltransferase 0.0848 0.1195 0.605
Trypanosoma cruzi carnitine/choline acetyltransferase, putative 0.0848 0.1195 0.2106
Echinococcus multilocularis rac serine:threonine kinase 0.0028 0.0004 0.0006
Echinococcus granulosus choline O acetyltransferase 0.0848 0.1195 0.2106
Chlamydia trachomatis dihydrofolate reductase 0.1384 0.1974 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0848 0.1195 0.2106
Echinococcus granulosus thymidylate synthase 0.0111 0.0125 0.022
Trypanosoma cruzi Protein kinase B 0.0028 0.0004 0.0006
Entamoeba histolytica protein kinase, putative 0.004 0.0022 1
Trypanosoma cruzi choline/carnitine O-acyltransferase, putative 0.0848 0.1195 0.2106
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.1166 0.1657 0.2919
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.1384 0.1974 1
Echinococcus multilocularis dihydrofolate reductase 0.1384 0.1974 0.3477
Brugia malayi dihydrofolate reductase family protein 0.1384 0.1974 0.1959
Onchocerca volvulus 0.0848 0.1195 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.1166 0.1657 0.103
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.1384 0.1974 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0111 0.0125 0.0437
Trypanosoma cruzi choline/carnitine O-acyltransferase, putative 0.3932 0.5675 1
Echinococcus multilocularis carnitine O palmitoyltransferase 1, liver 0.3932 0.5675 1
Onchocerca volvulus 0.0848 0.1195 1
Brugia malayi Dihydrofolate reductase 0.1384 0.1974 0.1959
Trypanosoma cruzi rac serine-threonine kinase, putative 0.0028 0.0004 0.0006
Trypanosoma cruzi carnitine/choline acetyltransferase, putative 0.0848 0.1195 0.2106
Brugia malayi Protein kinase domain containing protein 0.004 0.0022 0.0004
Loa Loa (eye worm) thymidylate synthase 0.0111 0.0125 0.0107
Entamoeba histolytica PH domain containing protein kinase, putative 0.0028 0.0004 0.164
Loa Loa (eye worm) choline O-acetyltransferase 0.0848 0.1195 0.1179
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.1166 0.1657 1
Trypanosoma brucei carnitine O-acetyltransferase, putative 0.0848 0.1195 0.6152
Echinococcus granulosus carnitine O palmitoyltransferase 1 liver 0.3932 0.5675 1
Leishmania major choline/Carnitine o-acyltransferase-like protein 0.3932 0.5675 1
Trypanosoma cruzi choline/carnitine O-acetyltransferase, putative 0.0848 0.1195 0.2106
Echinococcus multilocularis choline O acetyltransferase 0.0848 0.1195 0.2106
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0111 0.0125 0.0616
Onchocerca volvulus 0.0848 0.1195 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.1166 0.1657 1
Echinococcus granulosus dihydrofolate reductase 0.1384 0.1974 0.3477
Echinococcus multilocularis carnitine O palmitoyltransferase 2 0.1353 0.1929 0.34
Trypanosoma brucei carnitine O-palmitoyltransferase II, putative 0.0848 0.1195 0.6152
Trypanosoma brucei carnitine O-palmitoyltransferase II, putative 0.1353 0.1929 1
Echinococcus granulosus serine/threonine protein kinase 0.0028 0.0004 0.0006
Loa Loa (eye worm) carnitine O-palmitoyltransferase I isoform 0.0848 0.1195 0.1179
Onchocerca volvulus 0.0848 0.1195 1
Brugia malayi Choline O-acetyltransferase 0.0848 0.1195 0.1179
Trypanosoma cruzi hypothetical protein, conserved 0.0848 0.1195 0.2106
Entamoeba histolytica protein kinase, putative 0.0038 0.0018 0.836
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.1384 0.1974 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.1166 0.1657 1
Brugia malayi Choline/Carnitine o-acyltransferase family protein 0.1353 0.1929 0.1915
Brugia malayi Choline O-acetyltransferase 0.0848 0.1195 0.1179
Trypanosoma cruzi hypothetical protein, conserved 0.0848 0.1195 0.2106

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 40.19 % Induction of apoptosis in human OVCAR8 cells assessed as apoptotic cells at 20 uM after 72 hrs by Annexin V-FITC/propidium iodide staining-based FACS analysis ChEMBL. 22027102
IC50 (functional) = 2.5 uM Antiproliferative activity against human HL60 after 72 hrs by MTT assay ChEMBL. 22027102
IC50 (binding) = 5.4 uM Inhibition of GST-tagged PKB/Akt1 incubated for 5 mins before eNOS substrate and ATP addition measured after 30 mins by kinase assay ChEMBL. 22027102
IC50 (functional) = 14.6 uM Antiproliferative activity against human PC3 after 72 hrs by MTT assay ChEMBL. 22027102
IC50 (functional) = 23.8 uM Antiproliferative activity against human OVCAR8 after 72 hrs by MTT assay ChEMBL. 22027102

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 22027102

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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