Detailed information for compound 154956

Basic information

Technical information
  • TDR Targets ID: 154956
  • Name: 2-(1,8-dihydroxy-9-oxo-10H-anthracen-2-yl)-4- phenylbutanoic acid
  • MW: 388.413 | Formula: C24H20O5
  • H donors: 3 H acceptors: 5 LogP: 5.01 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)C(c1ccc2c(c1O)C(=O)c1c(C2)cccc1O)CCc1ccccc1
  • InChi: 1S/C24H20O5/c25-19-8-4-7-15-13-16-10-12-17(22(26)21(16)23(27)20(15)19)18(24(28)29)11-9-14-5-2-1-3-6-14/h1-8,10,12,18,25-26H,9,11,13H2,(H,28,29)
  • InChiKey: UZOBICOUXZOJEI-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(1,8-dihydroxy-9-oxo-10H-anthracen-2-yl)-4-phenyl-butanoic acid
  • 2-(1,8-dihydroxy-9-keto-10H-anthracen-2-yl)-4-phenyl-butyric acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus 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
Schistosoma japonicum ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative 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 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
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0052 0 0.5
Trichomonas vaginalis mercuric reductase, putative 0.0052 0 0.5
Brugia malayi Thioredoxin reductase 0.015 1 1
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.015 1 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0052 0 0.5
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0052 0 0.5
Schistosoma mansoni lipoxygenase 0.0142 0.9253 0.9253
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0052 0 0.5
Plasmodium vivax thioredoxin reductase, putative 0.015 1 1
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0142 0.9253 0.9253
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0052 0 0.5
Echinococcus granulosus thioredoxin glutathione reductase 0.015 1 1
Plasmodium vivax glutathione reductase, putative 0.015 1 1
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0052 0 0.5
Plasmodium falciparum glutathione reductase 0.015 1 1
Trichomonas vaginalis glutathione reductase, putative 0.0052 0 0.5
Treponema pallidum NADH oxidase 0.0052 0 0.5
Loa Loa (eye worm) thioredoxin reductase 0.015 1 0.5
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0052 0 0.5
Loa Loa (eye worm) glutathione reductase 0.015 1 0.5
Toxoplasma gondii thioredoxin reductase 0.015 1 1
Trypanosoma brucei trypanothione reductase 0.015 1 1
Leishmania major trypanothione reductase 0.015 1 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0052 0 0.5
Trypanosoma cruzi trypanothione reductase, putative 0.015 1 1
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0142 0.9253 0.9253
Plasmodium falciparum thioredoxin reductase 0.015 1 1
Schistosoma mansoni lipoxygenase 0.01 0.4873 0.4873
Echinococcus multilocularis thioredoxin glutathione reductase 0.015 1 1

Activities

Activity type Activity value Assay description Source Reference
DD (binding) = 0.28 uM Antioxidant activity, measuring Deoxyribose degradation (DD) as a measure of hydroxyl radical formation. ChEMBL. 9276024
DD (binding) = 2.47 uM Antioxidant activity, measuring Deoxyribose degradation (DD) as a measure of hydroxyl radical formation. ChEMBL. 9276024
IC50 (functional) = 1.3 uM Antiproliferative activity (AA) against HaCaT keratinocytes. ChEMBL. 9276024
IC50 (functional) = 2 uM 5-LO inhibitory activity, measured by production of 5-hydroxyeicosatetraenoic acid (5-HETE) and leukotriene B4 (LTB4) in bovine polymorphonuclear leukocytes ChEMBL. 9276024
IC50 (functional) = 2 uM 5-LO inhibitory activity, measured by production of 5-hydroxyeicosatetraenoic acid (5-HETE) and leukotriene B4 (LTB4) in bovine polymorphonuclear leukocytes ChEMBL. 9276024
IC50 (functional) > 5 uM Antiproliferative activity (AA) against HaCaT keratinocytes. ChEMBL. 9276024
IC50 (functional) > 5 uM Antiproliferative activity (AA) against HaCaT keratinocytes. ChEMBL. 9276024
IC50 (functional) > 30 uM 5-LO inhibitory activity, measured by production of 5-hydroxyeicosatetraenoic acid (5-HETE) and leukotriene B4 (LTB4) in bovine polymorphonuclear leukocytes ChEMBL. 9276024
LDH (functional) = 142 MU Cytotoxicity of LDH release in HaCaT cells ChEMBL. 9276024
LDH (functional) = 142 MU Cytotoxicity of LDH release in HaCaT cells ChEMBL. 9276024

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 9276024

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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