Detailed information for compound 983324

Basic information

Technical information
  • TDR Targets ID: 983324
  • Name: 1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4, 5-dihydroxy-2-(hydroxymethyl)anthracene-9,10- dione
  • MW: 450.394 | Formula: C24H18O9
  • H donors: 5 H acceptors: 8 LogP: 2.95 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCc1cc(O)c2c(c1c1c(O)cc(c(c1O)C(=O)C)OC)C(=O)c1c(C2=O)c(O)ccc1
  • InChi: 1S/C24H18O9/c1-9(26)16-15(33-2)7-14(29)19(23(16)31)17-10(8-25)6-13(28)20-21(17)22(30)11-4-3-5-12(27)18(11)24(20)32/h3-7,25,27-29,31H,8H2,1-2H3
  • InChiKey: XBZFXAYXSQAPPD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-(3-acetyl-2,6-dihydroxy-4-methoxy-phenyl)-4,5-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione
  • 1-(3-acetyl-2,6-dihydroxy-4-methoxy-phenyl)-4,5-dihydroxy-2-methylol-9,10-anthraquinone
  • 1-(3-ethanoyl-2,6-dihydroxy-4-methoxy-phenyl)-4,5-dihydroxy-2-(hydroxymethyl)anthracene-9,10-dione
  • 1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-(hydroxymethyl)anthra-9,10-quinone
  • 9,10-anthracenedione, 1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-(hydroxymethyl)-
  • Gaboroquinone B
  • InChI=1/C24H18O9/c1-9(26)16-15(33-2)7-14(29)19(23(16)31)17-10(8-25)6-13(28)20-21(17)22(30)11-4-3-5-12(27)18(11)24(20)32/h3-7,25,27-29,31H,8H2,1-2H
  • 1-(3-Acetyl-2,6-dihydroxy-4-methoxy-phenyl)-4,5-dihydroxy-2-hydroxymethyl-anthraquinone

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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) hypothetical protein 0.0572944 0.469992 0.456717
Brugia malayi endoprotease bli-4 precursor 0.108619 1 1
Loa Loa (eye worm) hypothetical protein 0.108619 1 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0354328 0.244236 0.316751
Loa Loa (eye worm) TK/ROR protein kinase 0.035786 0.247883 0.229044
Brugia malayi neuroendocrine convertase 1 precursor 0.103226 0.94431 0.942915
Loa Loa (eye worm) endoprotease bli-4 0.108619 1 1
Brugia malayi Furin-like cysteine rich region family protein 0.0182886 0.0671947 0.04383
Echinococcus granulosus epidermal growth factor receptor 0.0182886 0.0671947 0.0671947
Echinococcus multilocularis proprotein convertase subtilisin:kexin type 5 0.0577278 0.474468 0.616378
Echinococcus multilocularis Furin 1 0.0354328 0.244236 0.317285
Brugia malayi celfurPC protein 0.0835219 0.740834 0.734342
Echinococcus granulosus furin 0.108619 1 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0354328 0.244236 0.316751
Schistosoma mansoni tyrosine kinase 0.0182886 0.0671947 0.0671947
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.014148 0.0244357 0.0244357
Schistosoma mansoni subfamily S8B unassigned peptidase (S08 family) 0.108619 1 1
Schistosoma mansoni subfamily S8B non-peptidase homologue (S08 family) 0.0354328 0.244236 0.244236
Loa Loa (eye worm) hypothetical protein 0.035786 0.247883 0.229044
Echinococcus granulosus proprotein convertase subtilisin:kexin type 5 0.0577278 0.474468 0.474468
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0577278 0.474468 1
Trypanosoma cruzi hypothetical protein, conserved 0.035786 0.247883 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0354328 0.244236 0.316751
Loa Loa (eye worm) TK/EGFR protein kinase 0.0182886 0.0671947 0.04383
Trichomonas vaginalis neuroendocrine convertase 2 precursor, putative 0.0315003 0.203627 0.196237
Brugia malayi Kringle domain containing protein 0.035786 0.247883 0.229044
Echinococcus granulosus neuroendocrine convertase 2 0.0863238 0.769768 0.769768
Brugia malayi Protein kinase domain containing protein 0.035786 0.247883 0.229044
Giardia lamblia Furin precursor putative serine protease 0.0315003 0.203627 1
Loa Loa (eye worm) proprotein convertase 2 0.0354328 0.244236 0.225306
Plasmodium vivax cysteine repeat modular protein 1, putative 0.035786 0.247883 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0577278 0.474468 1
Schistosoma mansoni hypothetical protein 0.0250969 0.137501 0.137501
Echinococcus multilocularis epidermal growth factor receptor 0.0182886 0.0671947 0.0872921
Onchocerca volvulus 0.035786 0.247883 1
Echinococcus multilocularis 0.0835219 0.740834 0.962412
Echinococcus granulosus Furin 1 0.0354328 0.244236 0.244236
Echinococcus multilocularis tissue type plasminogen activator 0.035786 0.247883 0.322024
Schistosoma mansoni furin-1 (S08 family) 0.0548235 0.444476 0.444476
Brugia malayi proprotein convertase 2 0.0863238 0.769768 0.764001
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.014148 0.0244357 0.0244357
Plasmodium falciparum cysteine repeat modular protein 1 0.035786 0.247883 0.5
Echinococcus granulosus tissue type plasminogen activator 0.035786 0.247883 0.247883
Loa Loa (eye worm) hypothetical protein 0.0233056 0.119003 0.0969355
Toxoplasma gondii kringle domain-containing protein 0.035786 0.247883 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0354328 0.244236 0.316751
Leishmania major hypothetical protein, conserved 0.035786 0.247883 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0354328 0.244236 0.316751
Schistosoma mansoni hypothetical protein 0.035786 0.247883 0.247883
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0354328 0.244236 0.316751
Echinococcus multilocularis neuroendocrine convertase 2 0.0863238 0.769768 1
Trichomonas vaginalis proprotein convertase subtilisin/kexin type, putative 0.0315003 0.203627 0.196237

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) > 5 ug ml-1 Antiplasmodial activity against multi drug-sensitive Plasmodium falciparum NF54 infected human erythrocytes after 48 hrs by [3H]hypoxanthine uptake ChEMBL. 12193014
IC50 (functional) = 45.5 ug ml-1 Trypanocidal activity against Trypanosoma brucei rhodesiense STIB 900 after 72 hrs ChEMBL. 12193014
IC50 (functional) > 90 ug ml-1 Trypanocidal activity against trypomastigotes of Trypanosoma cruzi Tulahuen C2C4 infected in rat L6 cells after 4 days ChEMBL. 12193014

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 12193014

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

No literature references available for this target.

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