Detailed information for compound 1014194

Basic information

Technical information
  • TDR Targets ID: 1014194
  • Name: 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,8-bis (3-methylbut-2-enyl)chromen-4-one
  • MW: 422.47 | Formula: C25H26O6
  • H donors: 4 H acceptors: 5 LogP: 6.17 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(=CCc1c(oc2c(c1=O)c(O)cc(c2CC=C(C)C)O)c1ccc(cc1O)O)C
  • InChi: 1S/C25H26O6/c1-13(2)5-8-17-20(28)12-21(29)22-23(30)18(9-6-14(3)4)24(31-25(17)22)16-10-7-15(26)11-19(16)27/h5-7,10-12,26-29H,8-9H2,1-4H3
  • InChiKey: UWQYBLOHTQWSQD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methylbut-2-enyl)-4-chromenone
  • 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,8-bis(3-methylbut-2-enyl)chromone
  • 62949-79-5
  • AIDS095968
  • MEGxp0_001037
  • 2-(2,4-Dihydroxy-phenyl)-5,7-dihydroxy-8-((Z)-3-methyl-but-2-enyl)-3-(3-methyl-but-2-enyl)-1-benzopyran-4-one
  • AIDS-095968
  • ACon1_001122
  • Kuwanon C
  • ACon0_000342

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens beta-site APP-cleaving enzyme 1 Starlite/ChEMBL References
Sus scrofa Pancreatic triacylglycerol lipase Starlite/ChEMBL References
Homo sapiens butyrylcholinesterase Starlite/ChEMBL No references
Homo sapiens acetylcholinesterase (Yt blood group) Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) acetylcholinesterase 1 Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum ko:K07747 beta-site APP-cleaving enzyme 2 (memapsin 1) [EC3.4.23.45], putative Get druggable targets OG5_135830 All targets in OG5_135830
Schistosoma japonicum Acetylcholinesterase 1 precursor, putative Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma mansoni memapsin-2 (A01 family) Get druggable targets OG5_135830 All targets in OG5_135830
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum ko:K01049 acetylcholinesterase [EC3.1.1.7], putative Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) carboxylesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Carboxylesterase family protein butyrylcholinesterase 602 aa 546 aa 30.2 %
Brugia malayi Carboxylesterase family protein acetylcholinesterase (Yt blood group) 614 aa 510 aa 26.5 %
Plasmodium falciparum plasmepsin VII beta-site APP-cleaving enzyme 1 401 aa 352 aa 21.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis neuroligin 0.0028 0.0008 0.0027
Loa Loa (eye worm) hypothetical protein 0.0056 0.0575 0.1372
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0033 0.0121 0.0113
Echinococcus granulosus neuroligin 0.0028 0.0008 0.0027
Echinococcus granulosus histone lysine methyltransferase setb 0.0033 0.0121 0.0437
Echinococcus multilocularis BC026374 protein (S09 family) 0.0028 0.0008 0.0027
Brugia malayi jmjC domain containing protein 0.0039 0.0243 0.057
Leishmania major hypothetical protein, conserved 0.0237 0.4248 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0121 0.0113
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0164 0.2764 0.2758
Echinococcus multilocularis peregrin 0.0032 0.0105 0.038
Schistosoma mansoni jumonji/arid domain-containing protein 0.0039 0.0243 0.0236
Brugia malayi Pre-SET motif family protein 0.0232 0.4144 1
Echinococcus granulosus BC026374 protein S09 family 0.0028 0.0008 0.0027
Loa Loa (eye worm) PHD-finger family protein 0.0032 0.0105 0.0236
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0028 0.0008 1
Echinococcus multilocularis acetylcholinesterase 0.0164 0.2764 1
Brugia malayi Pre-SET motif family protein 0.0033 0.0121 0.0274
Loa Loa (eye worm) jmjC domain-containing protein 0.0039 0.0243 0.057
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0028 0.0008 0.0027
Echinococcus granulosus lysine specific demethylase 5A 0.0039 0.0243 0.0881
Plasmodium falciparum phd finger protein, putative 0.0032 0.0105 0.5
Onchocerca volvulus 0.0033 0.0121 0.0237
Echinococcus granulosus PHD finger protein rhinoceros 0.0032 0.0105 0.038
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0033 0.0121 1
Brugia malayi Carboxylesterase family protein 0.0164 0.2764 0.6663
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0032 0.0096 0.0347
Onchocerca volvulus 0.0264 0.4793 1
Echinococcus granulosus carboxylesterase 5A 0.0164 0.2764 1
Echinococcus granulosus jumonji domain containing protein 0.0045 0.0363 0.1312
Mycobacterium ulcerans carboxylesterase, LipT 0.0028 0.0008 1
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0232 0.4144 1
Echinococcus granulosus acetylcholinesterase 0.0164 0.2764 1
Schistosoma mansoni jumonji domain containing protein 0.0085 0.1159 0.1152
Schistosoma mansoni bromodomain-containing nuclear protein 1 brd1 0.0032 0.0105 0.0098
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0106 0.1602 0.5796
Schistosoma mansoni hypothetical protein 0.0032 0.0105 0.0098
Echinococcus granulosus peregrin 0.0032 0.0105 0.038
Echinococcus granulosus para nitrobenzyl esterase 0.0028 0.0008 0.0027
Trypanosoma cruzi hypothetical protein, conserved 0.0237 0.4248 1
Brugia malayi Bromodomain containing protein 0.0032 0.0105 0.0236
Loa Loa (eye worm) hypothetical protein 0.0032 0.0105 0.0236
Trichomonas vaginalis set domain proteins, putative 0.0264 0.4793 1
Echinococcus multilocularis carboxylesterase 5A 0.0164 0.2764 1
Loa Loa (eye worm) acetylcholinesterase 1 0.0164 0.2764 0.6663
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0028 0.0008 0.0016
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0121 0.0113
Echinococcus multilocularis lysine specific demethylase 5A 0.0039 0.0243 0.0881
Loa Loa (eye worm) hypothetical protein 0.0164 0.2764 0.6663
Brugia malayi jmjC domain containing protein 0.0106 0.1602 0.3855
Loa Loa (eye worm) jmjC domain-containing protein 0.0067 0.0806 0.1929
Schistosoma mansoni jumonji/arid domain-containing protein 0.0039 0.0243 0.0236
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0033 0.0121 0.0437
Loa Loa (eye worm) hypothetical protein 0.0164 0.2764 0.6663
Echinococcus multilocularis acetylcholinesterase 0.0164 0.2764 1
Plasmodium vivax SET domain protein, putative 0.0033 0.0121 1
Trypanosoma cruzi hypothetical protein, conserved 0.0237 0.4248 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0121 0.0113
Echinococcus multilocularis jumonji domain containing protein 0.0045 0.0363 0.1312
Mycobacterium tuberculosis Carboxylesterase LipT 0.0028 0.0008 1
Echinococcus multilocularis PHD finger protein rhinoceros 0.0032 0.0105 0.038
Onchocerca volvulus Alhambra homolog 0.0032 0.0105 0.0204
Brugia malayi Carboxylesterase family protein 0.0164 0.2764 0.6663
Loa Loa (eye worm) carboxylesterase 0.0164 0.2764 0.6663
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0033 0.0121 0.0437
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0106 0.1602 0.5796
Echinococcus granulosus acetylcholinesterase 0.0164 0.2764 1
Trypanosoma brucei hypothetical protein, conserved 0.0237 0.4248 0.5
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0028 0.0008 1
Trichomonas vaginalis spcc417.12 protein, putative 0.0028 0.0008 0.0016
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0028 0.0008 0.0027
Brugia malayi PHD-finger family protein 0.0032 0.0105 0.0236
Echinococcus multilocularis para nitrobenzyl esterase 0.0028 0.0008 0.0027
Giardia lamblia PHD finger protein 15 0.0032 0.0105 0.5
Loa Loa (eye worm) hypothetical protein 0.0033 0.0121 0.0274

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.7 uM Inhibition of BuChE (unknown origin) ChEMBL. No reference
IC50 (ADMET) = 1.7 uM Cytotoxicity against human THP1 cells after 24 hrs by WST1 assay ChEMBL. 24901948
IC50 (binding) = 3.4 uM Inhibition of human recombinant BACE-1 expressed in HEK293 cells assessed as inhibition of amyloid precursor protein cleavage into amyloid beta after 60 mins using Rh-EVNLDAEFK-Quencher as a substrate by FRET assay ChEMBL. 21511472
IC50 (binding) = 18.6 uM Inhibition of porcine pancreatic lipase using p-nitrophenylbutyrate as substrate assessed as formation of p-nitrophenol preincubated for 15 mins followed by substrate addition measured after 15 mins ChEMBL. 25935644
IC50 (binding) = 62 uM Inhibition of COX1 ChEMBL. 16038536
IC50 (binding) > 100 uM Inhibition of COX2 ChEMBL. 16038536
Inhibition (binding) = 72.5 % Inhibition of porcine pancreatic lipase using p-nitrophenylbutyrate as substrate assessed as formation of p-nitrophenol at 100 uM preincubated for 15 mins followed by substrate addition measured after 15 mins relative to control ChEMBL. 25935644
Ki (binding) = 2.2 uM Noncompetitive inhibition of human recombinant BACE-1 by Dixon plot analysis ChEMBL. 21511472
Ki (binding) = 3.1 uM Inhibition of AChE (unknown origin) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 24901948

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.

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