Detailed information for compound 226557

Basic information

Technical information
  • TDR Targets ID: 226557
  • Name: 10-[2-(3,4-dihydroxyphenyl)acetyl]-1,8-dihydr oxy-10H-anthracen-9-one
  • MW: 376.359 | Formula: C22H16O6
  • H donors: 4 H acceptors: 6 LogP: 3.47 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(C1c2cccc(c2C(=O)c2c1cccc2O)O)Cc1ccc(c(c1)O)O
  • InChi: 1S/C22H16O6/c23-14-8-7-11(9-17(14)26)10-18(27)19-12-3-1-5-15(24)20(12)22(28)21-13(19)4-2-6-16(21)25/h1-9,19,23-26H,10H2
  • InChiKey: WLJMSLDCWDONHA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 10-[2-(3,4-dihydroxyphenyl)-1-oxoethyl]-1,8-dihydroxy-10H-anthracen-9-one
  • 10-[2-(3,4-dihydroxyphenyl)ethanoyl]-1,8-dihydroxy-10H-anthracen-9-one

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
Schistosoma japonicum IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing 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 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
Schistosoma mansoni 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 AMP deaminase 2 0.2679 0.4793 0.4751
Trypanosoma cruzi AMP deaminase, putative 0.2679 0.4793 1
Leishmania major adenine aminohydrolase 0.5482 1 1
Echinococcus granulosus adenosine deaminase 0.5482 1 1
Schistosoma mansoni adenosine deaminase-related 0.5482 1 1
Trypanosoma cruzi AMP deaminase, putative 0.2679 0.4793 1
Leishmania major AMP deaminase, putative,amp deaminase-like protein 0.2679 0.4793 0.1883
Trypanosoma brucei AMP deaminase, putative 0.2679 0.4793 0.5
Trypanosoma cruzi AMP deaminase, putative 0.2679 0.4793 1
Leishmania major adenosine monophosphate deaminase, putative,AMP deaminase, putative 0.2679 0.4793 0.1883
Schistosoma mansoni AMP deaminase 0.2679 0.4793 0.4793
Loa Loa (eye worm) hypothetical protein 0.3453 0.6231 0.5801
Echinococcus granulosus AMP deaminase 2 0.2679 0.4793 0.4751
Plasmodium falciparum adenosine deaminase 0.5482 1 1
Mycobacterium ulcerans adenosine deaminase 0.5482 1 0.5
Trypanosoma cruzi AMP deaminase, putative 0.2679 0.4793 1
Entamoeba histolytica adenosine deaminase, putative 0.5482 1 1
Toxoplasma gondii Adenosine/AMP deaminase domain-containing protein 0.5482 1 1
Loa Loa (eye worm) hypothetical protein 0.3453 0.6231 0.5801
Trypanosoma cruzi AMP deaminase, putative 0.2679 0.4793 1
Trypanosoma cruzi adenosine monophosphate deaminase, putative 0.2679 0.4793 1
Onchocerca volvulus Adenosine deaminase homolog 0.5482 1 1
Treponema pallidum adenosine deaminase 0.5482 1 0.5
Loa Loa (eye worm) AMP deaminase 0.2679 0.4793 0.4199
Mycobacterium tuberculosis Probable adenosine deaminase Add (adenosine aminohydrolase) 0.5482 1 0.5
Trichomonas vaginalis adenosine deaminase, putative 0.5482 1 0.5
Plasmodium vivax adenosine deaminase, putative 0.5482 1 1
Schistosoma mansoni adenosine deaminase 0.5482 1 1
Entamoeba histolytica adenosine deaminase, putative 0.5482 1 1
Schistosoma mansoni lipoxygenase 0.0142 0.008 0.008
Trypanosoma cruzi adenosine monophosphate deaminase-like protein, putative 0.2679 0.4793 1
Loa Loa (eye worm) hypothetical protein 0.3453 0.6231 0.5801
Leishmania major AMP deaminase, putative 0.2679 0.4793 0.1883
Loa Loa (eye worm) hypothetical protein 0.2029 0.3584 0.2853
Loa Loa (eye worm) hypothetical protein 0.3453 0.6231 0.5801
Mycobacterium leprae Probable adenosine deaminase Add (ADENOSINE AMINOHYDROLASE) 0.5482 1 0.5
Leishmania major AMP deaminase, putative,adenosine monophosphate deaminase-like protein 0.2679 0.4793 0.1883
Onchocerca volvulus AMP deaminase 2 homolog 0.2679 0.4793 0.1883
Trypanosoma brucei AMP deaminase, putative 0.2679 0.4793 0.5
Trichomonas vaginalis adenosine deaminase, putative 0.5482 1 0.5
Loa Loa (eye worm) hypothetical protein 0.5482 1 1
Trypanosoma brucei AMP deaminase, putative 0.2679 0.4793 0.5
Toxoplasma gondii Adenosine/AMP deaminase domain-containing protein 0.5482 1 1
Trypanosoma brucei adenosine monophosphate deaminase, putative 0.2679 0.4793 0.5
Echinococcus multilocularis adenosine deaminase 0.5482 1 1

Activities

Activity type Activity value Assay description Source Reference
Deoxyribose degradation (binding) = 6.26 uM of MDA mM-1 Deoxyribose-damaging property as a measure of hydroxyl-radical formation (microM of malondialdehyde/mmol of deoxyribose released by 75 microM test compound) ChEMBL. 8258834
IC50 (functional) = 1 uM Tested for the inhibition of lipid peroxidation in bovine brain phospholipid liposomes ChEMBL. 8258834
IC50 (functional) = 1 uM Tested for the inhibition of lipid peroxidation in bovine brain phospholipid liposomes ChEMBL. 8258834
IC50 (binding) = 11 uM Inhibitory activity against 5-lipoxygenase (inhibition of 5-HETE and LTB4 biosynthesis) in bovine polymorphonuclear leukocytes (PMNL). ChEMBL. 8258834
IC50 (binding) = 11 uM Inhibitory activity against 5-lipoxygenase (inhibition of 5-HETE and LTB4 biosynthesis) in bovine polymorphonuclear leukocytes (PMNL). ChEMBL. 8258834
kDPPH (ADMET) > 100 M-1 s-1 Reducing activity against 2,2-diphenyl-1-picrylhydrazyl ChEMBL. 8258834

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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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