Detailed information for compound 952763

Basic information

Technical information
  • TDR Targets ID: 952763
  • Name: 5-methoxy-8,8-dimethyl-2-phenylpyrano[6,5-h]c hromen-4-one
  • MW: 334.365 | Formula: C21H18O4
  • H donors: 0 H acceptors: 1 LogP: 4.07 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc2OC(C)(C)C=Cc2c2c1c(=O)cc(o2)c1ccccc1
  • InChi: 1S/C21H18O4/c1-21(2)10-9-14-17(25-21)12-18(23-3)19-15(22)11-16(24-20(14)19)13-7-5-4-6-8-13/h4-12H,1-3H3
  • InChiKey: DPAGRPSAFDXQDN-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 5-methoxy-8,8-dimethyl-2-phenyl-pyrano[6,5-h]chromen-4-one
  • 5-methoxy-8,8-dimethyl-2-phenyl-4-pyrano[6,5-h]chromenone
  • MLS000876968
  • SMR000440657
  • ACon1_000648
  • MEGxp0_001260

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references
Homo sapiens aldehyde dehydrogenase 1 family, member A1 Starlite/ChEMBL No references
Equus caballus Ferritin light chain Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references
Homo sapiens l(3)mbt-like 1 (Drosophila) Starlite/ChEMBL No references
Homo sapiens nuclear factor, erythroid 2-like 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania mexicana aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania donovani aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Lethal(3)malignant brain tumor-like 4 protein, putative Get druggable targets OG5_130415 All targets in OG5_130415
Schistosoma japonicum Aldehyde dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium tuberculosis Probable aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Lethal(3)malignant brain tumor-like 3 protein, putative Get druggable targets OG5_130415 All targets in OG5_130415
Echinococcus granulosus endonuclease exonuclease phosphatase Get druggable targets OG5_130415 All targets in OG5_130415
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase X, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Neospora caninum hypothetical protein Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum ko:K00128 aldehyde dehydrogenase (NAD+) [EC1.2.1.3], putative Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Retinal dehydrogenase 1, putative Get druggable targets OG5_126638 All targets in OG5_126638
Toxoplasma gondii aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania infantum aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Brugia malayi MH2 domain containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus multilocularis endonuclease exonuclease phosphatase Get druggable targets OG5_130415 All targets in OG5_130415
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus aldehyde dehydrogenase mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) transcription factor SMAD2 Get druggable targets OG5_131716 All targets in OG5_131716
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni hypothetical protein Get druggable targets OG5_130415 All targets in OG5_130415
Leishmania braziliensis aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania major aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Schistosoma japonicum Ferritin, putative Ferritin light chain   175 aa 144 aa 24.3 %
Schistosoma mansoni apoferritin-2 Ferritin light chain   175 aa 146 aa 28.8 %
Mycobacterium tuberculosis Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 aldehyde dehydrogenase 1 family, member A1 501 aa 456 aa 33.3 %
Echinococcus granulosus expressed protein Ferritin light chain   175 aa 146 aa 28.8 %
Echinococcus multilocularis expressed protein Ferritin light chain   175 aa 146 aa 30.1 %
Schistosoma mansoni ferritin Ferritin light chain   175 aa 171 aa 44.4 %
Schistosoma mansoni apoferritin-2 Ferritin light chain   175 aa 142 aa 29.6 %
Brugia malayi MH2 domain containing protein SMAD family member 2 467 aa 405 aa 31.6 %
Schistosoma mansoni ferritin Ferritin light chain   175 aa 171 aa 43.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus leukotriene A 4 hydrolase 0.0062 0.0335 0.0335
Echinococcus multilocularis histone acetyltransferase MYST2 0.0066 0.0398 0.0398
Loa Loa (eye worm) hypothetical protein 0.0114 0.1277 0.1185
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0062 0.0335 0.5
Loa Loa (eye worm) leukotriene A4 hydrolase 0.0062 0.0335 0.0093
Brugia malayi hypothetical protein 0.0177 0.2393 0.2393
Echinococcus granulosus histone acetyltransferase MYST2 0.0066 0.0398 0.0398
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0177 0.2393 1
Brugia malayi mbt repeat family protein 0.0058 0.0254 0.0254
Echinococcus multilocularis polycomb protein SCMH1 0.0058 0.0254 0.0254
Schistosoma mansoni cytosol alanyl aminopeptidase (M01 family) 0.0177 0.2393 0.434
Brugia malayi hypothetical protein 0.0062 0.0335 0.0335
Echinococcus multilocularis SAM and MBT domain containing protein 0.0058 0.0254 0.0254
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0177 0.2393 0.2393
Loa Loa (eye worm) aminopeptidase N 0.0177 0.2393 0.2478
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0177 0.2393 1
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0062 0.0335 0.5
Loa Loa (eye worm) hypothetical protein 0.0062 0.0335 0.0093
Loa Loa (eye worm) hypothetical protein 0.0066 0.0398 0.0166
Schistosoma mansoni scm-relatedprotein containing 4 mbt domains (sfmbt) 0.0058 0.0254 0.0462
Schistosoma mansoni family M1 non-peptidase homologue (M01 family) 0.0114 0.1277 0.2316
Brugia malayi Peptidase family M1 containing protein 0.0062 0.0335 0.0335
Brugia malayi C2-HC type zinc finger protein C.e-MyT1 0.0066 0.0398 0.0398
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0177 0.2393 0.2393
Echinococcus multilocularis leukotriene A 4 hydrolase 0.0062 0.0335 0.0335
Loa Loa (eye worm) hypothetical protein 0.0423 0.6827 0.7616
Loa Loa (eye worm) hypothetical protein 0.006 0.0301 0.0054
Trypanosoma cruzi metallo-peptidase, Clan MA(E) Family M1 0.0114 0.1277 0.4578
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0177 0.2393 0.2393
Brugia malayi TATA binding protein associated factor 0.0062 0.0335 0.0335
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0177 0.2393 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0177 0.2393 0.2393
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.181 0.1803
Schistosoma mansoni aminopeptidase A (M01 family) 0.0062 0.0335 0.0607
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.0301 0.0054
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0073 0.0537 0.0983
Onchocerca volvulus 0.06 1 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.181 0.1803
Echinococcus multilocularis suppression of tumorigenicity 18 protein 0.0066 0.0398 0.0398
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.0537 0.0537
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0177 0.2393 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0177 0.2393 0.2393
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0177 0.2393 0.2393
Plasmodium falciparum M1-family alanyl aminopeptidase 0.0062 0.0335 0.5
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0537 0.0983
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0062 0.0335 0.0335
Echinococcus granulosus SAM and MBT domain containing protein 0.0058 0.0254 0.0254
Entamoeba histolytica aminopeptidase, putative 0.0177 0.2393 1
Loa Loa (eye worm) hypothetical protein 0.0062 0.0335 0.0093
Trypanosoma cruzi aminopeptidase, putative 0.0177 0.2393 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0177 0.2393 0.2393
Loa Loa (eye worm) hypothetical protein 0.0062 0.0335 0.0093
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0537 0.0974
Brugia malayi MH2 domain containing protein 0.0144 0.181 0.181
Onchocerca volvulus 0.0062 0.0335 0.0082
Echinococcus granulosus polycomb protein SCMH1 0.0058 0.0254 0.0254
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0177 0.2393 1
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.0062 0.0335 0.0607
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0537 0.0983
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.0537 0.5
Trypanosoma brucei Aminopeptidase M1, putative 0.0177 0.2393 1
Loa Loa (eye worm) TATA binding protein associated factor 0.0062 0.0335 0.0093
Toxoplasma gondii aldehyde dehydrogenase 0.0073 0.0537 1
Schistosoma mansoni sex comb on midleg homolog 0.0058 0.0254 0.0462
Mycobacterium ulcerans aminopeptidase N PepN 0.0177 0.2393 1
Schistosoma mansoni hypothetical protein 0.035 0.5513 1
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.0537 0.0537
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0177 0.2393 0.2393
Trypanosoma cruzi Aminopeptidase M1, putative 0.0177 0.2393 1
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0177 0.2393 0.434
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0537 0.0974
Echinococcus multilocularis endonuclease exonuclease phosphatase 0.0227 0.3299 0.3299
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0177 0.2393 0.2393
Plasmodium falciparum M1-family alanyl aminopeptidase, putative 0.0062 0.0335 0.5
Loa Loa (eye worm) hypothetical protein 0.0538 0.8884 1
Schistosoma mansoni myelin transcription factor 1 myt1 0.0066 0.0398 0.0721
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0537 0.0983
Echinococcus granulosus endonuclease exonuclease phosphatase 0.0227 0.3299 0.3299
Echinococcus granulosus aminopeptidase N 0.06 1 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0114 0.1277 0.1277
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0062 0.0335 0.0335
Echinococcus multilocularis aminopeptidase N 0.06 1 1
Brugia malayi mbt repeat family protein 0.0058 0.0254 0.0254
Echinococcus multilocularis Peptidase M1, membrane alanine aminopeptidase, N terminal 0.0177 0.2393 0.2393
Onchocerca volvulus 0.0177 0.2393 0.2194
Brugia malayi Peptidase family M1 containing protein 0.0177 0.2393 0.2393
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.0301 0.0301
Schistosoma mansoni Tata binding protein associated factor (M01 family) 0.0062 0.0335 0.0607
Loa Loa (eye worm) MBCTL1 0.0066 0.0398 0.0166
Echinococcus granulosus suppression of tumorigenicity 18 protein 0.0066 0.0398 0.0398
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0177 0.2393 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.0301 0.0301
Trypanosoma brucei Aminopeptidase M1, putative 0.0177 0.2393 1
Schistosoma mansoni sex comb on midleg homolog 0.0058 0.0254 0.0462
Loa Loa (eye worm) peptidase family M1 containing protein 0.0485 0.7942 0.8908
Loa Loa (eye worm) hypothetical protein 0.0114 0.1277 0.1185

Activities

Activity type Activity value Assay description Source Reference
CD (binding) = 4.5 ug ml-1 Induction of NADPH:quinone reductase activity in mouse Hepa-1c1c7 cells assessed as drug level required to double specific enzyme activity ChEMBL. 14510596
Potency (functional) 0.46 uM PUBCHEM_BIOASSAY: qHTS of small molecules that selectively kill Giardia lamblia: Hit Validation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID540272] ChEMBL. No reference
Potency (functional) = 0.7943 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of L3MBTL1. (Class of assay: confirmatory) [Related pubchem assays: 485292 (Probe Development Summary for Inhibitors of L3MBTL1)] ChEMBL. No reference
Potency (functional) 1 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 10 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (functional) 11.6891 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (binding) = 15.8489 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Novel General Anesthetics. In this assay, a GABAergic mimetic model system, apoferritin and a profluorescent 1-aminoanthracene ligand (1-AMA), was used to construct a competitive binding assay for identification of novel general anesthetics (Class of assay: confirmatory) [Related pubchem assays: 2385 (Probe Development Summary for Identification of Novel General Anesthetics), 2323 (Validation apoferritin assay run on SigmaAldrich LOPAC1280 collection)] ChEMBL. No reference
Potency (functional) 16.3601 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) 17.7828 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) 17.7828 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b: Cytotox Counterscreen. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588855, AID588860] ChEMBL. No reference
Potency (functional) 18.526 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 22.3872 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of mutant isocitrate dehydrogenase 1 (IDH1): Confirmation of Cherrypicks. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 23.9341 uM PUBCHEM_BIOASSAY: qHTS profiling assay for firefly luciferase inhibitor/activator using purified enzyme and Km concentrations of substrates (counterscreen for miR-21 project). (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2288, AID2289, AID2598, AID411] ChEMBL. No reference
Potency (functional) 28.1838 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of mutant isocitrate dehydrogenase 1 (IDH1): Cherrypicks in WT IDH1. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 29.0929 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: VP16 counterscreen qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 35.4813 uM PubChem BioAssay. qHTS of GLP-1 Receptor Agonists. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 35.4813 uM PubChem BioAssay. qHTS of TDP-43 Inhibitors. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 39.8107 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of mutant isocitrate dehydrogenase 1 (IDH1): qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 50.1187 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Bacillus subtilis Sfp phosphopantetheinyl transferase (PPTase). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 56.2341 uM PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of Human Flap endonuclease 1 (FEN1). (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488813] ChEMBL. No reference
Potency (functional) 56.2341 uM PubChem BioAssay. qHTS for Antagonist of cAMP-regulated guanine nucleotide exchange factor 2 (EPAC2): primary screen. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 79.4328 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Ratio (binding) = 2.02 Induction of NQO1 activity in mouse Hepa-1c1c7 cells assessed as induction ratio at 20 uM after 48 hr by NADPH-dependent MTT assay relative to control ChEMBL. 25630222

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Giardia lamblia
Homo sapiens ChEMBL23
Plasmodium falciparum ChEMBL23

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

2 literature references were collected for this gene.

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