TDR Targets

Basic information

Technical information

TDR Targets ID: 144828
Name: 1-methoxy-2-(4-methoxy-3-prop-2-enylphenyl)-4 -prop-2-enylbenzene
MW: 294.387 | Formula: C20H22O2
H donors: 0 H acceptors: 0 LogP: 5.63 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: C=CCc1ccc(c(c1)c1ccc(c(c1)CC=C)OC)OC
InChi: 1S/C20H22O2/c1-5-7-15-9-11-20(22-4)18(13-15)16-10-12-19(21-3)17(14-16)8-6-2/h5-6,9-14H,1-2,7-8H2,3-4H3
InChiKey: GDCJELDNRAWYTE-UHFFFAOYSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

2-allyl-4-(5-allyl-2-methoxy-phenyl)-1-methoxy-benzene
2-allyl-4-(5-allyl-2-methoxyphenyl)-1-methoxybenzene
1-methoxy-2-(4-methoxy-3-prop-2-enyl-phenyl)-4-prop-2-enyl-benzene
4-allyl-2-(3-allyl-4-methoxy-phenyl)-1-methoxy-benzene
4-allyl-2-(3-allyl-4-methoxyphenyl)-1-methoxybenzene
68592-18-7
HONOKIOL DIMETHYL ETHER
NSC293102

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	arachidonate 5-lipoxygenase	Starlite/ChEMBL	References
Ovis aries	Cyclooxygenase-1	Starlite/ChEMBL	References
Ovis aries	Cyclooxygenase-2	Starlite/ChEMBL	References
Homo sapiens	cannabinoid receptor 2 (macrophage)	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus multilocularis	arachidonate 5 lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma mansoni	lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma mansoni	lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma japonicum	IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma japonicum	ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative	Get druggable targets OG5_127482	All targets in OG5_127482
Echinococcus granulosus	arachidonate 5 lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482

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
Loa Loa (eye worm)	hypothetical protein	0.0558	0.6733	1
Onchocerca volvulus		0.0095	0.0602	1
Schistosoma mansoni	transcription factor LCR-F1	0.0078	0.0372	0.0552
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0094	0.059	0.0877
Onchocerca volvulus		0.0094	0.059	0.9803
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0103	0.0703	0.1044
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0094	0.059	0.0877
Brugia malayi	hypothetical protein	0.0094	0.059	0.0877
Brugia malayi	Niemann-Pick C1 protein precursor	0.0102	0.0686	0.1019
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0103	0.0703	0.0979
Loa Loa (eye worm)	hypothetical protein	0.0094	0.059	0.0811
Onchocerca volvulus	Dual oxidase homolog	0.0095	0.0602	1
Onchocerca volvulus	Chorion peroxidase homolog	0.0095	0.0602	1
Loa Loa (eye worm)	animal heme peroxidase	0.0095	0.0602	0.0829
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.0237	0.2482	1
Mycobacterium ulcerans	carboxylesterase, LipT	0.0094	0.059	0.5
Echinococcus granulosus	para nitrobenzyl esterase	0.0094	0.059	0.0227
Loa Loa (eye worm)	hypothetical protein	0.0244	0.257	0.3773
Brugia malayi	Helix-loop-helix DNA-binding domain containing protein	0.0111	0.0815	0.1211
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Loa Loa (eye worm)	hypothetical protein	0.0103	0.0703	0.0979
Brugia malayi	Carboxylesterase family protein	0.0558	0.6733	1
Schistosoma mansoni	hypothetical protein	0.0078	0.0372	0.0552
Brugia malayi	Animal haem peroxidase family protein	0.0095	0.0602	0.0894
Schistosoma mansoni	lipoxygenase	0.0142	0.1227	0.1822
Echinococcus granulosus	Niemann Pick C1 protein	0.0145	0.1263	0.0925
Loa Loa (eye worm)	hypothetical protein	0.0094	0.059	0.0811
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0094	0.059	0.0877
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Echinococcus multilocularis	Niemann Pick C1 protein	0.0145	0.1263	0.1263
Echinococcus multilocularis	carboxylesterase 5A	0.0558	0.6733	0.6733
Echinococcus multilocularis	acetylcholinesterase	0.0558	0.6733	0.6733
Echinococcus granulosus	peroxidasin	0.0095	0.0602	0.0239
Echinococcus multilocularis	peroxidasin	0.0095	0.0602	0.0602
Loa Loa (eye worm)	MH2 domain-containing protein	0.0123	0.0972	0.1381
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Trichomonas vaginalis	spcc417.12 protein, putative	0.0094	0.059	0.5
Loa Loa (eye worm)	hypothetical protein	0.0154	0.1381	0.1994
Echinococcus granulosus	transcription factor eb	0.0111	0.0815	0.0461
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Loa Loa (eye worm)	blistered cuticle protein 3	0.0095	0.0602	0.0829
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0094	0.059	0.059
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0078	0.0372	0.0372
Echinococcus granulosus	acetylcholinesterase	0.0558	0.6733	0.6607
Loa Loa (eye worm)	hypothetical protein	0.0111	0.0808	0.1137
Brugia malayi	Blistered cuticle protein 3	0.0095	0.0602	0.0894
Loa Loa (eye worm)	hypothetical protein	0.0102	0.0686	0.0954
Schistosoma mansoni	lipoxygenase	0.01	0.066	0.0979
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Brugia malayi	Animal haem peroxidase family protein	0.0095	0.0602	0.0894
Onchocerca volvulus		0.0095	0.0602	1
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0094	0.059	0.0227
Loa Loa (eye worm)	hypothetical protein	0.0094	0.059	0.0811
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.0142	0.1227	0.0888
Schistosoma mansoni	niemann-pick C1 (NPC1)	0.0103	0.0707	0.1049
Brugia malayi	Carboxylesterase family protein	0.0094	0.059	0.0877
Schistosoma mansoni	peroxidasin	0.0095	0.0602	0.0894
Entamoeba histolytica	Niemann-Pick C1 protein, putative	0.0102	0.0686	1
Loa Loa (eye worm)	hypothetical protein	0.007	0.0272	0.0335
Onchocerca volvulus		0.0094	0.059	0.9803
Brugia malayi	Animal haem peroxidase family protein	0.0095	0.0602	0.0894
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Echinococcus multilocularis	neuroligin	0.0094	0.059	0.059
Loa Loa (eye worm)	hypothetical protein	0.0154	0.1381	0.1994
Loa Loa (eye worm)	animal heme peroxidase	0.0095	0.0602	0.0829
Brugia malayi	Carboxylesterase family protein	0.0094	0.059	0.0877
Loa Loa (eye worm)	hypothetical protein	0.0558	0.6733	1
Echinococcus multilocularis	tm gpcr rhodopsin gpcr rhodopsin superfamily	0.0805	1	1
Loa Loa (eye worm)	hypothetical protein	0.0094	0.059	0.0811
Onchocerca volvulus		0.0094	0.059	0.9803
Onchocerca volvulus		0.0094	0.059	0.9803
Brugia malayi	Peroxidasin	0.0095	0.0602	0.0894
Loa Loa (eye worm)	acetylcholinesterase 1	0.0558	0.6733	1
Loa Loa (eye worm)	hypothetical protein	0.0094	0.059	0.0811
Loa Loa (eye worm)	carboxylesterase	0.0094	0.059	0.0811
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Brugia malayi	hypothetical protein	0.0095	0.0602	0.0894
Brugia malayi	hypothetical protein	0.0078	0.0372	0.0552
Echinococcus multilocularis	acetylcholinesterase	0.0558	0.6733	0.6733
Brugia malayi	hypothetical protein	0.0244	0.257	0.3818
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Echinococcus multilocularis	transcription factor eb	0.0111	0.0815	0.0815
Echinococcus granulosus	muscleblind protein	0.0154	0.1381	0.1048
Schistosoma mansoni	BC026374 protein (S09 family)	0.0094	0.059	0.0877
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0094	0.059	0.5
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0142	0.1227	0.1227
Echinococcus multilocularis	muscleblind protein 1	0.0154	0.1381	0.1381
Schistosoma mansoni	acetylcholinesterase	0.0094	0.059	0.0877
Echinococcus granulosus	carboxylesterase 5A	0.0558	0.6733	0.6607
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0103	0.0703	0.1044
Brugia malayi	Muscleblind-like protein	0.0154	0.1381	0.2051
Loa Loa (eye worm)	animal heme peroxidase	0.0095	0.0602	0.0829
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0094	0.059	0.0877
Loa Loa (eye worm)	animal heme peroxidase	0.0095	0.0602	0.0829
Echinococcus granulosus	acetylcholinesterase	0.0558	0.6733	0.6607
Onchocerca volvulus	Peroxidase homolog	0.0095	0.0602	1
Onchocerca volvulus		0.0094	0.059	0.9803
Loa Loa (eye worm)	hypothetical protein	0.0094	0.059	0.0811
Brugia malayi	latrophilin 2 splice variant baaae	0.007	0.0272	0.0404
Echinococcus multilocularis	muscleblind protein	0.0154	0.1381	0.1381
Echinococcus granulosus	survival motor neuron protein 1	0.0244	0.257	0.2283
Schistosoma mansoni	peroxidasin	0.0095	0.0602	0.0894
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Schistosoma mansoni	hypothetical protein	0.007	0.0272	0.0404
Echinococcus granulosus	expressed conserved protein	0.0095	0.0604	0.0241
Echinococcus granulosus	neuroligin	0.0094	0.059	0.0227
Onchocerca volvulus	Peroxidasin homolog	0.0095	0.0602	1
Schistosoma mansoni	gliotactin	0.0094	0.059	0.0877
Echinococcus granulosus	Niemann Pick C1 protein	0.0102	0.0686	0.0326
Onchocerca volvulus		0.0095	0.0602	1
Loa Loa (eye worm)	hypothetical protein	0.0094	0.059	0.0811
Brugia malayi	MH2 domain containing protein	0.0123	0.0972	0.1443
Loa Loa (eye worm)	hypothetical protein	0.0095	0.0602	0.0829
Brugia malayi	Carboxylesterase family protein	0.0094	0.059	0.0877
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0094	0.059	0.059
Brugia malayi	Animal haem peroxidase family protein	0.0095	0.0602	0.0894
Echinococcus multilocularis	survival motor neuron protein 1	0.0244	0.257	0.257
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0558	0.6733	1
Brugia malayi	Carboxylesterase family protein	0.0094	0.059	0.0877
Loa Loa (eye worm)	carboxylesterase	0.0558	0.6733	1
Echinococcus granulosus	BC026374 protein S09 family	0.0094	0.059	0.0227
Loa Loa (eye worm)	carboxylesterase	0.0094	0.059	0.0811
Echinococcus multilocularis	Niemann Pick C1 protein	0.0102	0.0686	0.0686
Echinococcus multilocularis	expressed conserved protein	0.0095	0.0604	0.0604
Brugia malayi	Animal haem peroxidase family protein	0.0095	0.0602	0.0894
Brugia malayi	Carboxylesterase family protein	0.0558	0.6733	1
Onchocerca volvulus	Peroxidasin homolog	0.0095	0.0602	1
Loa Loa (eye worm)	helix-loop-helix DNA-binding domain-containing protein	0.0111	0.0808	0.1137
Onchocerca volvulus	Peroxidase homolog	0.0095	0.0602	1
Echinococcus multilocularis	para nitrobenzyl esterase	0.0094	0.059	0.059
Loa Loa (eye worm)	transcription factor SMAD2	0.0123	0.0972	0.1381

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (binding)		Agonist activity at human CB2 receptor expressed in CHO cell membranes after 90 mins by [35S]GTPgammaS binding assay	ChEMBL.	27078864
Activity (binding)	= 110 %	Modulation of GABA Aalpha1beta2 receptor expressed in Xenopus laevis oocytes assessed as potentiation of GABA-induced chloride current at holding potential -70 mV at 30 uM by two-microelectrode voltage clamp technique relative to GABA	ChEMBL.	21699169
Activity (functional)	= 111 uM	Neurite length after administration of the compound (1 microM) in rat cortical neurons	ChEMBL.	15109665
Activity (functional)	= 111.6 uM	Neurite length after administration of the compound (0.1 microM) in rat cortical neurons	ChEMBL.	15109665
EC50 (binding)	= 42.1 uM	Modulation of GABA Aalpha1beta2 receptor expressed in Xenopus laevis oocytes assessed as potentiation of GABA-induced chloride current at holding potential -70 mV by two-microelectrode voltage clamp technique	ChEMBL.	21699169
IC50 (binding)	= 7.7 uM	Inhibition of COX2 in sheep placental vesicle by enzyme immunoassay	ChEMBL.	19481465
IC50 (binding)	= 11.4 uM	Inhibition of COX1 in ram seminal vesicle by enzyme immunoassay	ChEMBL.	19481465
IC50 (binding)	= 15 uM	Inhibition of 5LOX-mediated LTB4 formation in stimulated human polymorphonuclear leukocytes	ChEMBL.	19481465
IC50 (functional)	= 40 uM	Inhibition of LPS-induced NO production in mouse RAW264.7 cells after 24 hrs by Griess assay	ChEMBL.	22494844
IC50 (functional)	> 100 uM	Antiproliferative activity against human HUVEC cells after 24 hrs by MTT assay	ChEMBL.	21853991
IC50 (functional)	> 135.98 uM	Antiproliferative activity against human HepG2 cells after 24 hrs by MTT assay	ChEMBL.	21853991
Inhibition (binding)	= 27.8 %	Inhibition of 5LOX-mediated LTB4 formation in stimulated human polymorphonuclear leukocytes at 8 uM	ChEMBL.	19481465
Inhibition (binding)	= 45.1 %	Inhibition of COX1 in ram seminal vesicle at 8 uM by enzyme immunoassay	ChEMBL.	19481465
Inhibition (binding)	= 46 %	Inhibition of recombinant human COX2 using arachidonic acid as substrate at 100 nM preincubated for 10 mins prior substrate addition measured after 2 mins by EIA	ChEMBL.	22494844
Inhibition (binding)	= 47.8 %	Inhibition of COX2 in sheep placental vesicle at 8 uM by enzyme immunoassay	ChEMBL.	19481465
Inhibition (binding)	= 48 %	Inhibition of LPS-induced COX2-mediated PGF1 production in mouse RAW264.7 cells at 100 nM after 24 hrs by EIA	ChEMBL.	22494844
Ki (binding)		Displacement of [3H]CP55940 from human CB1 receptor expressed in CHO cell membranes after 2 hrs	ChEMBL.	27078864
Ki (binding)	= 1375 nM	Displacement of [3H]CP55940 from human CB2 receptor expressed in CHO cell membranes after 2 hrs	ChEMBL.	27078864
Smax (binding)	= 368 %	Modulation of GABA Aalpha1beta2 receptor expressed in Xenopus laevis oocytes assessed as potentiation of GABA-induced chloride current at holding potential -70 mV by two-microelectrode voltage clamp technique relative to GABA	ChEMBL.	21699169

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

ChEMBL: CHEMBL89828
PubChem: 325144

Bibliographic References

5 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.

Detailed information for compound 144828