TDR Targets

Basic information

Technical information

TDR Targets ID: 504242
Name: 4-[(2R,3S)-3-(hydroxymethyl)-5-[(E)-3-hydroxy prop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofur an-2-yl]-2,6-dimethoxyphenol
MW: 388.411 | Formula: C21H24O7
H donors: 3 H acceptors: 3 LogP: 1.88 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: OC/C=C/c1cc2c(c(c1)OC)O[C@H]([C@@H]2CO)c1cc(OC)c(c(c1)OC)O
InChi: 1S/C21H24O7/c1-25-16-9-13(10-17(26-2)19(16)24)20-15(11-23)14-7-12(5-4-6-22)8-18(27-3)21(14)28-20/h4-5,7-10,15,20,22-24H,6,11H2,1-3H3/b5-4+/t15-,20+/m1/s1
InChiKey: SGRRPSBKBJVKJE-SQBHOSFOSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

4-[(2R,3S)-3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydrobenzofuran-2-yl]-2,6-dimethoxy-phenol
4-[(2R,3S)-3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydrobenzofuran-2-yl]-2,6-dimethoxyphenol
4-[(2R,3S)-3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2,6-dimethoxy-phenol
4-[(2R,3S)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-3-methylol-coumaran-2-yl]-2,6-dimethoxy-phenol
4-[(2R,3S)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-3-methylol-2,3-dihydrobenzofuran-2-yl]-2,6-dimethoxy-phenol
(-)-Simulanol
3-benzofuranmethanol, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(1E)-3-hydroxy-1-propenyl]-7-methoxy-, (2R,3S)-
4-[3-Hydroxymethyl-5-((E)-3-hydroxypropenyl)-7-methoxy-2,3-dihydrobenzofuran-2-yl]-2,6-dimethoxy-phenol
4-[3-Hydroxymethyl-5-(3-hydroxy-propenyl)-7-methoxy-2,3-dihydro-benzofuran-2-yl]-2,6-dimethoxy-phenol
InChI=1/C21H24O7/c1-25-16-9-13(10-17(26-2)19(16)24)20-15(11-23)14-7-12(5-4-6-22)8-18(27-3)21(14)28-20/h4-5,7-10,15,20,22-24H,6,11H2,1-3H3/b5-4+/t15-,20+/m1/s
rel-4-{(2R,3S)-3-(hydroxymethyl)-5-[(1E)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl}-2,6-dimethoxyphenol

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

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Entamoeba histolytica	protein tyrosine phosphatase, putative	0.002	0.0035	0.5
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0018	0.0018
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Schistosoma mansoni	protein tyrosine phosphatase	0.0024	0.0139	0.0105
Giardia lamblia	Protein tyrosine phosphatase	0.002	0.0035	0.5
Echinococcus granulosus	receptor type tyrosine protein phosphatase	0.0043	0.0753	0.0721
Entamoeba histolytica	Pten 3-phosphoinositide phosphatase, putative	0.002	0.0035	0.5
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Brugia malayi	Protein-tyrosine phosphatase	0.0024	0.0139	0.0105
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Trypanosoma cruzi	tyrosine specific protein phosphatase, putative	0.0037	0.0561	1
Trypanosoma brucei	protein tyrosine phosphatase 1	0.002	0.0035	0.5
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Echinococcus granulosus	vesicular acetylcholine transporter	0.0154	0.4317	0.4298
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Brugia malayi	vesicular acetylcholine transporter unc-17	0.0154	0.4317	0.4298
Brugia malayi	protein-tyrosine phosphatase Lar-like precursor, putative	0.0037	0.0561	0.0529
Echinococcus multilocularis	receptor type tyrosine protein phosphatase zeta	0.0024	0.0139	0.0105
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Echinococcus multilocularis	vesicular acetylcholine transporter	0.0154	0.4317	0.4298
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Onchocerca volvulus		0.0037	0.0561	0.123
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Echinococcus multilocularis	receptor type tyrosine protein phosphatase protein tyrosine phosphatase receptor type	0.004	0.0666	0.0634
Schistosoma mansoni	receptor tyrosine phosphatase type r2a	0.004	0.0666	0.0634
Leishmania major	tyrosine specific protein phosphatase, putative	0.0037	0.0561	1
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Schistosoma mansoni	vesicular acetylcholine transporter	0.0154	0.4317	0.4298
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Echinococcus multilocularis	Receptor type tyrosine protein phosphatase O	0.004	0.0666	0.0634
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	fibronectin type III domain-containing protein	0.004	0.0666	0.0666
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Echinococcus multilocularis	receptor type tyrosine protein phosphatase	0.0043	0.0753	0.0721
Echinococcus multilocularis	receptor type tyrosine protein phosphatase	0.0043	0.0753	0.0721
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Echinococcus multilocularis	Receptor type tyrosine protein phosphatase O	0.0037	0.0561	0.0529
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Echinococcus multilocularis	Receptor type tyrosine protein phosphatase O	0.0037	0.0561	0.0529
Schistosoma mansoni	receptor tyrosine phosphatase type r2a	0.0024	0.0139	0.0105
Entamoeba histolytica	protein tyrosine phosphatase, putative	0.002	0.0035	0.5
Loa Loa (eye worm)	protein-tyrosine-phosphatase	0.002	0.0035	0.0035
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Echinococcus multilocularis	Receptor type tyrosine protein phosphatase O	0.0037	0.0561	0.0529
Trichomonas vaginalis	pten, drome, putative	0.002	0.0035	0.5
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Echinococcus multilocularis	tyrosine protein phosphatase non receptor type	0.0332	1	1
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.0332	1	1
Echinococcus multilocularis	receptor type tyrosine protein phosphatase F	0.0043	0.0753	0.0721
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Echinococcus granulosus	receptor type tyrosine protein phosphatase	0.0043	0.0753	0.0721
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Echinococcus granulosus	receptor type tyrosine protein phosphatase zeta	0.0024	0.0139	0.0105
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Schistosoma mansoni	protein tyrosine phosphatase non-receptor type nt1	0.0332	1	1
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Echinococcus granulosus	receptor type tyrosine protein phosphatase	0.0024	0.0139	0.0105
Onchocerca volvulus	Vesicular acetylcholine transporter homolog	0.0154	0.4317	1
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Schistosoma mansoni	receptor tyrosine phosphatase type r2a	0.0043	0.0753	0.0721
Loa Loa (eye worm)	protein-tyrosine phosphatase 1	0.002	0.0035	0.0035
Schistosoma mansoni	receptor protein tyrosine phosphatase	0.0024	0.0139	0.0105
Echinococcus granulosus	tyrosine protein phosphatase non receptor type	0.0332	1	1
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.002	0.0035	0.0035
Loa Loa (eye worm)	dual specificity protein phosphatase CDC14B	0.002	0.0035	0.0035
Schistosoma mansoni	receptor tyrosine phosphatase type r2a	0.004	0.0666	0.0634
Loa Loa (eye worm)	vesicular acetylcholine transporter unc-17	0.0154	0.4317	0.4317
Loa Loa (eye worm)	hypothetical protein	0.002	0.0035	0.0035
Trypanosoma cruzi	tyrosine specific protein phosphatase, putative	0.0037	0.0561	1
Loa Loa (eye worm)	protein tyrosine phosphatase	0.002	0.0035	0.0035

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 11.83 uM	Antiinflammatory activity in human neutrophils assessed as fMLP-induced superoxide release after 5 mins by spectrometry	ChEMBL.	17822293
IC50 (functional)	= 12.8 uM	Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells preincubated with compound for 1 hr before exposure to LPS measured after 24 hrs by Griess reaction method	ChEMBL.	21435874

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Mus musculus	ChEMBL23	21435874

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

PubChem: 636826

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 504242