Detailed information for compound 585449

Basic information

Technical information
  • TDR Targets ID: 585449
  • Name: ethyl 3,4,5-trihydroxybenzoate
  • MW: 198.173 | Formula: C9H10O5
  • H donors: 3 H acceptors: 4 LogP: 1.08 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1cc(O)c(c(c1)O)O
  • InChi: 1S/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3
  • InChiKey: VFPFQHQNJCMNBZ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3,4,5-trihydroxybenzoic acid ethyl ester
  • ethyl gallate
  • 52441-13-1
  • 831-61-8
  • ZINC00021790
  • AIDS080823
  • 4-10-00-02002 (Beilstein Handbook Reference)
  • BRN 2116014
  • Benzoic acid, 3,4,5-trihydroxy-, ethyl ester
  • EINECS 212-608-5
  • Ethyl-3,4,5-trihydroxybenzoate
  • Ethylester kyseliny gallove [Czech]
  • Gallic acid ethyl ester
  • Gallic acid, ethyl ester
  • NIPA 48
  • NSC 402626
  • Nipa No. 48
  • Nipagallin A
  • Phyllemblin
  • Progallin A
  • Ethylgallate
  • 52441-13-1 (DELETED)
  • AIDS-080823
  • NSC402626
  • 48640_FLUKA

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Squalene monooxygenase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma cruzi squalene monooxygenase, putative Get druggable targets OG5_129832 All targets in OG5_129832
Trypanosoma brucei squalene monooxygenase, putative Get druggable targets OG5_129832 All targets in OG5_129832
Candida albicans squalene epoxidase, erosterol biosynthesis Get druggable targets OG5_129832 All targets in OG5_129832
Leishmania infantum squalene monooxygenase-like protein Get druggable targets OG5_129832 All targets in OG5_129832
Leishmania donovani squalene monooxygenase-like protein Get druggable targets OG5_129832 All targets in OG5_129832
Leishmania mexicana squalene monooxygenase-like protein Get druggable targets OG5_129832 All targets in OG5_129832
Leishmania major squalene monooxygenase-like protein Get druggable targets OG5_129832 All targets in OG5_129832
Leishmania braziliensis squalene monooxygenase-like protein Get druggable targets OG5_129832 All targets in OG5_129832
Trypanosoma congolense squalene monooxygenase, putative Get druggable targets OG5_129832 All targets in OG5_129832
Candida albicans squalene epoxidase, erosterol biosynthesis Get druggable targets OG5_129832 All targets in OG5_129832
Trypanosoma cruzi squalene monooxygenase, putative Get druggable targets OG5_129832 All targets in OG5_129832
Trypanosoma brucei gambiense squalene monooxygenase, putative Get druggable targets OG5_129832 All targets in OG5_129832
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 0.0087 0.174 1
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0045 0.0119 0.5
Plasmodium vivax hypothetical protein, conserved 0.0045 0.0119 0.5
Onchocerca volvulus Cell death protein 3 homolog 0.0087 0.174 1
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase 0.0119 0.2981 0.5907
Echinococcus granulosus caspase 0.0119 0.2981 0.5907
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0045 0.0119 0.5
Trypanosoma cruzi squalene monooxygenase, putative 0.0301 1 1
Schistosoma mansoni caspase-3 (C14 family) 0.0119 0.2981 0.5907
Echinococcus multilocularis geminin 0.0173 0.5046 1
Schistosoma mansoni hypothetical protein 0.0173 0.5046 1
Schistosoma mansoni lipoxygenase 0.0056 0.0551 0.1092
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0045 0.0119 0.5
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0045 0.0119 0.5
Trypanosoma cruzi squalene monooxygenase, putative 0.0301 1 1
Echinococcus granulosus caspase 3 0.0074 0.124 0.2458
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0056 0.0551 0.1092
Trichomonas vaginalis conserved hypothetical protein 0.0045 0.0119 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0045 0.0119 0.5
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0045 0.0119 0.5
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0045 0.0119 0.5
Trypanosoma brucei squalene monooxygenase, putative 0.0301 1 1
Brugia malayi mucosa associated lymphoid tissue lymphoma translocation protein 1 0.0045 0.0119 0.0687
Schistosoma mansoni caspase-7 (C14 family) 0.0119 0.2981 0.5907
Trichomonas vaginalis conserved hypothetical protein 0.0045 0.0119 0.5
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0056 0.0551 0.1092
Echinococcus multilocularis caspase 2 0.0087 0.174 0.3449
Plasmodium falciparum metacaspase 1 0.0045 0.0119 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0045 0.0119 0.5
Echinococcus granulosus geminin 0.0173 0.5046 1
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0045 0.0119 0.5
Plasmodium falciparum metacaspase-like protein 0.0045 0.0119 0.5
Brugia malayi Cell death protein 3 precursor 0.0087 0.174 1
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0045 0.0119 0.5
Loa Loa (eye worm) hypothetical protein 0.0045 0.0119 0.0687
Echinococcus multilocularis caspase 0.0119 0.2981 0.5907
Plasmodium vivax metacaspase 1, putative 0.0045 0.0119 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0045 0.0119 0.5
Echinococcus multilocularis caspase 3 0.0074 0.124 0.2458
Schistosoma mansoni subfamily C14A unassigned peptidase (C14 family) 0.0045 0.0119 0.0237
Echinococcus multilocularis caspase 8 0.0045 0.0119 0.0237
Trichomonas vaginalis conserved hypothetical protein 0.0045 0.0119 0.5
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0045 0.0119 0.5
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase 0.0119 0.2981 0.5907
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0045 0.0119 0.5
Schistosoma mansoni caspase-7 (C14 family) 0.0087 0.174 0.3449
Echinococcus granulosus caspase 2 0.0087 0.174 0.3449
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0045 0.0119 0.5
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0045 0.0119 0.5
Schistosoma mansoni hypothetical protein 0.0173 0.5046 1
Echinococcus granulosus caspase 8 0.0045 0.0119 0.0237

Activities

Activity type Activity value Assay description Source Reference
CC50 (ADMET) = 23 uM Cytotoxicity against human CEM cells assessed as inhibition of cell proliferation ChEMBL. 25617695
IC50 (binding) = 4.2 uM Inhibition of C-terminal hexahistidine-tagged rat recombinant squalene epoxidase without N-terminal putative membrane domain expressed in Escherichia coli ChEMBL. 11520216
IC50 (functional) = 42 uM Antiproliferative activity against human HL60 cells after 3 days ChEMBL. 18693020
Inhibition (binding) Inhibition of DKK1/LRP6 (unknown origin) expressed in HEK293 cells assessed as inhibition of DKK1/LRP6 interaction at 100 uM after 2 hrs by immunofluorescence method ChEMBL. 26629858
MIC (functional) > 250 ug ml-1 Antifungal activity against Candida albicans after 48 hrs by broth microdilution technique ChEMBL. 19232493
MIC (functional) > 250 ug ml-1 Antifungal activity against Saccharomyces cerevisiae after 48 hrs by broth microdilution technique ChEMBL. 19232493
MIC (functional) > 250 ug ml-1 Antifungal activity against Cryptococcus neoformans after 48 hrs by broth microdilution technique ChEMBL. 19232493

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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