Detailed information for compound 2154288

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 414.204 | Formula: C24H30O6
  • H donors: 4 H acceptors: 4 LogP: 2.55 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 0
  • SMILES: OC[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)c1cc(Cc2ccc(cc2)OC)c(c2c1CCC2)C
  • InChi: InChI=1S/C24H30O6/c1-13-15(10-14-6-8-16(29-2)9-7-14)11-19(18-5-3-4-17(13)18)24-23(28)22(27)21(26)20(12-25)30-24/h6-9,11,20-28H,3-5,10,12H2,1-2H3/t20-,21-,22+,23-,24+/m0/s1
  • InChiKey: GUKIVDOSBYFYLU-OSFFKXSWSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens solute carrier family 5 (sodium/glucose cotransporter), member 2 No references
Homo sapiens solute carrier family 5 (sodium/glucose cotransporter), member 1 No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum expressed protein Get druggable targets OG5_127197 All targets in OG5_127197
Schistosoma japonicum ko:K03307 solute:Na+ symporter, SSS family, putative Get druggable targets OG5_127197 All targets in OG5_127197
Echinococcus granulosus sodium:glucose cotransporter 2 Get druggable targets OG5_127197 All targets in OG5_127197
Schistosoma japonicum Sodium/myo-inositol cotransporter, putative Get druggable targets OG5_127197 All targets in OG5_127197
Echinococcus granulosus solute carrier family 5 Get druggable targets OG5_127197 All targets in OG5_127197
Echinococcus granulosus sodium:glucose cotransporter Get druggable targets OG5_127197 All targets in OG5_127197
Echinococcus multilocularis solute carrier family 5 Get druggable targets OG5_127197 All targets in OG5_127197
Echinococcus granulosus sodium:myo inositol cotransporter Get druggable targets OG5_127197 All targets in OG5_127197
Schistosoma mansoni inositol transporter Get druggable targets OG5_127197 All targets in OG5_127197
Schistosoma mansoni inositol transporter Get druggable targets OG5_127197 All targets in OG5_127197
Echinococcus multilocularis sodium:myo inositol cotransporter Get druggable targets OG5_127197 All targets in OG5_127197
Echinococcus multilocularis sodium:glucose cotransporter 2 Get druggable targets OG5_127197 All targets in OG5_127197
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
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0015 0.0074 1
Schistosoma mansoni inositol transporter 0.0363 0.3851 0.3841
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0051 0.047 0.0455
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0015 0.0074 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0051 0.047 0.4284
Schistosoma mansoni inositol transporter 0.0363 0.3851 0.3841
Brugia malayi GH02984p 0.0093 0.0919 1
Echinococcus granulosus cpg binding protein 0.0069 0.0662 0.0578
Schistosoma mansoni cpg binding protein 0.0069 0.0662 0.0648
Onchocerca volvulus 0.0093 0.0919 1
Echinococcus granulosus sodium:myo inositol cotransporter 0.0363 0.3851 0.3795
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0138 0.1416 0.1403
Echinococcus multilocularis dnaJ subfamily B 0.093 1 1
Trichomonas vaginalis chromodomain-helicase-DNA-binding protein, putative 0.0015 0.0074 1
Trichomonas vaginalis conserved hypothetical protein 0.0015 0.0074 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0051 0.047 0.0383
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0015 0.0074 1
Loa Loa (eye worm) hypothetical protein 0.0093 0.0919 1
Trichomonas vaginalis conserved hypothetical protein 0.0015 0.0074 1
Echinococcus multilocularis solute carrier family 5 0.0363 0.3851 0.3795
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.002 0.0133 0.0044
Trichomonas vaginalis conserved hypothetical protein 0.0015 0.0074 1
Trichomonas vaginalis conserved hypothetical protein 0.0015 0.0074 1
Echinococcus multilocularis high affinity choline transporter 1 0.0093 0.0919 0.0836
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0051 0.047 0.0383
Echinococcus granulosus sodium coupled monocarboxylate transporter 1 0.0093 0.0919 0.0836
Schistosoma mansoni high-affinity choline transporter 0.0093 0.0919 0.0904
Trichomonas vaginalis helicase, putative 0.0015 0.0074 1
Trichomonas vaginalis conserved hypothetical protein 0.0015 0.0074 1
Brugia malayi Sodium:solute symporter family protein 0.0093 0.0919 1
Echinococcus multilocularis sodium:myo inositol cotransporter 0.0363 0.3851 0.3795
Loa Loa (eye worm) hypothetical protein 0.0093 0.0919 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0051 0.047 0.0383
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0015 0.0074 1
Echinococcus granulosus sodium:glucose cotransporter 0.0363 0.3851 0.3795
Echinococcus multilocularis cpg binding protein 0.0069 0.0662 0.0578
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0051 0.047 0.0455
Loa Loa (eye worm) CXXC zinc finger family protein 0.0065 0.0622 0.6226
Trichomonas vaginalis conserved hypothetical protein 0.0015 0.0074 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0051 0.047 0.0455
Schistosoma mansoni sodium/solute symporter 0.0093 0.0919 0.0904
Schistosoma mansoni hypothetical protein 0.093 1 1
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0015 0.0074 1
Echinococcus multilocularis sodium:glucose cotransporter 2 0.0363 0.3851 0.3795
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0015 0.0074 1
Brugia malayi CXXC zinc finger family protein 0.0065 0.0622 0.6239
Echinococcus granulosus solute carrier family 5 0.0363 0.3851 0.3795
Trichomonas vaginalis conserved hypothetical protein 0.0015 0.0074 1
Trichomonas vaginalis conserved hypothetical protein 0.0015 0.0074 1
Echinococcus multilocularis sodium coupled monocarboxylate transporter 1 0.0093 0.0919 0.0836
Echinococcus granulosus high affinity choline transporter 1 0.0093 0.0919 0.0836
Schistosoma mansoni cpg binding protein 0.0069 0.0662 0.0648
Echinococcus granulosus sodium:glucose cotransporter 2 0.0363 0.3851 0.3795
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.002 0.0133 0.0044
Schistosoma mansoni cpg binding protein 0.0065 0.0622 0.0608
Toxoplasma gondii histone lysine methyltransferase SET1 0.0124 0.1256 1
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0016 0.009 0.0074
Trichomonas vaginalis conserved hypothetical protein 0.0015 0.0074 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0051 0.047 0.4304
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0051 0.047 0.0383
Trichomonas vaginalis chromodomain-helicase-DNA-binding protein, putative 0.0015 0.0074 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.79 nM SGLT2 Inhibition Assay BINDINGDB. No reference
IC50 (binding) = 0.793 nM BindingDB_Patents: Inhibition Assay. For sodium-dependent glucose transport assay, cells expressing hSGLT2 were seeded into a 96-well culture plate at a density of 5x104 cells/well in RPMI medium 1640 containing 10% fetal bovine serum. The cells were used 1 day after plating. They were incubated in pretreatment buffer (10 mM HEPES, 5 mM Tris, 140 mM choline chloride, 2 mM KCl, 1 mM CaCl2, and 1 mM MgCl2, pH 7.4) at 37 C. for 10 min. They were then incubated in uptake buffer (10 mM HEPES, 5 mM Tris, 140 mM NaCl, 2 mM KCl, 1 mM CaCl2, 1 mM MgCl2, and 1 mM 14C-nonlabeled AMG pH 7.4) containing 14C-labeled AMG (8 uM) and the inventive compound or dimethyl sulfoxide (DMSO) vehicle at 37 C. for 2 h. Cells were washed twice with washing buffer (pretreatment buffer containing 10 mM AMG at room temperature) and then the radioactivity was measured using a liquid scintillation counter. IC50 was determined by nonlinear regression analysis using GraphPad PRISM [Katsuno, K. et al. J. Pharmacol. Exp. Ther. 2007, 320, 323-330]. ChEMBL. No reference
IC50 (binding) = 0.793 nM BindingDB_Patents: Inhibition Assay. For sodium-dependent glucose transport assay, cells expressing hSGLT2 were seeded into a 96-well culture plate at a density of 5x104 cells/well in RPMI medium 1640 containing 10% fetal bovine serum. The cells were used 1 day after plating. They were incubated in pretreatment buffer (10 mM HEPES, 5 mM Tris, 140 mM choline chloride, 2 mM KCl, 1 mM CaCl2, and 1 mM MgCl2, pH 7.4) at 37 C. for 10 min. They were then incubated in uptake buffer (10 mM HEPES, 5 mM Tris, 140 mM NaCl, 2 mM KCl, 1 mM CaCl2, 1 mM MgCl2, and 1 mM 14C-nonlabeled AMG pH 7.4) containing 14C-labeled AMG (8 uM) and the inventive compound or dimethyl sulfoxide (DMSO) vehicle at 37 C. for 2 h. Cells were washed twice with washing buffer (pretreatment buffer containing 10 mM AMG at room temperature) and then the radioactivity was measured using a liquid scintillation counter. IC50 was determined by nonlinear regression analysis using GraphPad PRISM [Katsuno, K. et al. J. Pharmacol. Exp. Ther. 2007, 320, 323-330]. ChEMBL. No reference
IC50 (binding) = 1.18 nM BindingDB_Patents: Inhibition Assay. For sodium-dependent glucose transport assay, cells expressing hSGLT2 were seeded into a 96-well culture plate at a density of 5x104 cells/well in RPMI medium 1640 containing 10% fetal bovine serum. The cells were used 1 day after plating. They were incubated in pretreatment buffer (10 mM HEPES, 5 mM Tris, 140 mM choline chloride, 2 mM KCl, 1 mM CaCl2, and 1 mM MgCl2, pH 7.4) at 37 C. for 10 min. They were then incubated in uptake buffer (10 mM HEPES, 5 mM Tris, 140 mM NaCl, 2 mM KCl, 1 mM CaCl2, 1 mM MgCl2, and 1 mM 14C-nonlabeled AMG pH 7.4) containing 14C-labeled AMG (8 uM) and the inventive compound or dimethyl sulfoxide (DMSO) vehicle at 37 C. for 2 h. Cells were washed twice with washing buffer (pretreatment buffer containing 10 mM AMG at room temperature) and then the radioactivity was measured using a liquid scintillation counter. IC50 was determined by nonlinear regression analysis using GraphPad PRISM [Katsuno, K. et al. J. Pharmacol. Exp. Ther. 2007, 320, 323-330]. ChEMBL. No reference
IC50 (binding) = 1.18 nM BindingDB_Patents: Inhibition Assay. For sodium-dependent glucose transport assay, cells expressing hSGLT2 were seeded into a 96-well culture plate at a density of 5x104 cells/well in RPMI medium 1640 containing 10% fetal bovine serum. The cells were used 1 day after plating. They were incubated in pretreatment buffer (10 mM HEPES, 5 mM Tris, 140 mM choline chloride, 2 mM KCl, 1 mM CaCl2, and 1 mM MgCl2, pH 7.4) at 37 C. for 10 min. They were then incubated in uptake buffer (10 mM HEPES, 5 mM Tris, 140 mM NaCl, 2 mM KCl, 1 mM CaCl2, 1 mM MgCl2, and 1 mM 14C-nonlabeled AMG pH 7.4) containing 14C-labeled AMG (8 uM) and the inventive compound or dimethyl sulfoxide (DMSO) vehicle at 37 C. for 2 h. Cells were washed twice with washing buffer (pretreatment buffer containing 10 mM AMG at room temperature) and then the radioactivity was measured using a liquid scintillation counter. IC50 was determined by nonlinear regression analysis using GraphPad PRISM [Katsuno, K. et al. J. Pharmacol. Exp. Ther. 2007, 320, 323-330]. ChEMBL. No reference
IC50 (binding) = 26.8 nM SGLT1 Inhibition Assay BINDINGDB. No reference

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

No literature references available for this target.

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