TDR Targets

Basic information

Technical information

TDR Targets ID: 52704
Name: oxolan-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,1 1,14-tetraenoate
MW: 388.583 | Formula: C25H40O3
H donors: 0 H acceptors: 1 LogP: 7.02 Rotable bonds: 17
Rule of 5 violations (Lipinski): 1
SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC1CCCO1
InChi: 1S/C25H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21-25(26)28-23-24-20-19-22-27-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-23H2,1H3/b7-6-,10-9-,13-12-,16-15-
InChiKey: SFYRLUUNTCTRFX-DOFZRALJSA-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

tetrahydrofuran-2-ylmethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid 2-tetrahydrofuranylmethyl ester
(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid tetrahydrofurfuryl ester

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	cannabinoid receptor 2 (macrophage)	Starlite/ChEMBL	References
Rattus norvegicus	Vanilloid receptor	Starlite/ChEMBL	References
Rattus norvegicus	Cannabinoid CB1 receptor	Starlite/ChEMBL	References

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
Brugia malayi	hypothetical protein	0.0006	0	0.5
Brugia malayi	Serotonin receptor	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	putative neuropeptide receptor	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Brugia malayi	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Echinococcus multilocularis	transfer RNA-Gly	0.0304	1	1
Loa Loa (eye worm)	G-protein-linked acetylcholine receptor protein 2	0.0006	0	0.5
Brugia malayi	Melatonin receptor type 1A	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Loa Loa (eye worm)	follicle stimulating hormone receptor	0.0006	0	0.5
Brugia malayi	G protein-coupled receptor	0.0006	0	0.5
Brugia malayi	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Brugia malayi	sulfakinin receptor protein	0.0006	0	0.5
Brugia malayi	G-protein-linked acetylcholine receptor protein 2, putative	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0147	0.4727	0.4727
Onchocerca volvulus	Neuropeptide F receptor homolog	0.0006	0	0.5
Brugia malayi	Dopamine receptor protein 1	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	neuropeptide F receptor	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Schistosoma mansoni	hypothetical protein	0.0147	0.4727	1
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	ORL1-like opioid receptor	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Brugia malayi	Unidentified vitellogenin-linked transcript protein 6, putative	0.0006	0	0.5
Loa Loa (eye worm)	TYRA-2 protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	Tachykinin-like peptides receptor 99D	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0147	0.4727	0.4727
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Loa Loa (eye worm)	5-hydroxytryptamine 2C receptor	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	unidentified vitellogenin-linked transcript protein 6	0.0006	0	0.5
Brugia malayi	Dopamine receptor	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Brugia malayi	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0147	0.4727	0.4727
Onchocerca volvulus		0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Loa Loa (eye worm)	neuropeptide F receptor	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	neuropeptide F receptor	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Brugia malayi	neuropeptide F receptor	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Loa Loa (eye worm)	melatonin receptor type 1A	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Echinococcus multilocularis	transfer RNA-Trp	0.0304	1	1
Onchocerca volvulus		0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Brugia malayi	Dopamine receptor protein 2	0.0006	0	0.5
Brugia malayi	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	gonadotropin-releasing hormone receptor 2	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Loa Loa (eye worm)	G-protein coupled receptor	0.0006	0	0.5
Brugia malayi	G protein-coupled receptor F59B2.13	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	G-protein coupled receptor	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Brugia malayi	follicle stimulating hormone receptor	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Loa Loa (eye worm)	gonadotropin-releasing hormone receptor 2	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Brugia malayi	Dopamine receptor protein 1, putative (partial)	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Brugia malayi	putative neuropeptide receptor NPR1	0.0006	0	0.5
Echinococcus granulosus	5'partial\|3'partial\|non capsid protein NS 1	0.0147	0.4727	1
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	G-protein coupled receptor	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	G-protein coupled receptor	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Brugia malayi	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Echinococcus multilocularis	transfer RNA-Gly	0.0304	1	1
Onchocerca volvulus		0.0006	0	0.5
Brugia malayi	Serotonin receptor	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Brugia malayi	GnHR receptor homolog	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	Serotonin/octopamine receptor family protein 7	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	AKH receptor	0.0006	0	0.5
Brugia malayi	larval opioid receptor	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	hypothetical protein	0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0147	0.4727	0.4727
Brugia malayi	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus	Dopamine\/Ecdysteroid receptor homolog	0.0006	0	0.5
Brugia malayi	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Onchocerca volvulus		0.0006	0	0.5
Echinococcus multilocularis	non capsid protein NS 1	0.0304	1	1
Echinococcus multilocularis	transfer RNA-Gly	0.0304	1	1
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0006	0	0.5
Brugia malayi	RE15519p	0.0006	0	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 18 uM	Inhibition of anandamide transport(ANT) was determined against human lymphoma U937 cell using [3H]-anandamide as radioligand	ChEMBL.	12672252
IC50 (functional)	= 18 uM	Ability to inhibit [3H]-anandamide uptake in human lymphoma U937 cells	ChEMBL.	11741470
IC50 (functional)	= 18 uM	Inhibition of anandamide transport(ANT) was determined against human lymphoma U937 cell using [3H]-anandamide as radioligand	ChEMBL.	12672252
IC50 (functional)	= 18 uM	Ability to inhibit [3H]-anandamide uptake in human lymphoma U937 cells	ChEMBL.	11741470
IC50 (binding)	= 21 uM	Inhibition of MGL in rat cerebellum cytosolic fractions assessed as [3H]-2-oleoglycerol hydrolysis	ChEMBL.	17764163
IC50 (binding)	= 21 uM	Inhibition of MGL in rat cerebellum cytosolic fractions assessed as [3H]-2-oleoglycerol hydrolysis	ChEMBL.	17764163
IC50 (binding)	= 33 uM	Inhibition of FAAH in rat cerebellum membranes assessed as [3H]anandamide hydrolysis	ChEMBL.	17764163
IC50 (binding)	= 33 uM	Inhibition of FAAH in rat cerebellum membranes assessed as [3H]anandamide hydrolysis	ChEMBL.	17764163
IC50 (binding)	= 75 uM	Inhibition of MGL in rat cerebellum membrane fractions assessed as [3H]-2-oleoglycerol hydrolysis	ChEMBL.	17764163
IC50 (binding)	= 75 uM	Inhibition of MGL in rat cerebellum membrane fractions assessed as [3H]-2-oleoglycerol hydrolysis	ChEMBL.	17764163
IC50 (binding)	> 120 uM	Inhibition of fatty acid amide hydrolase (FAAH) was determined using rat brain homogenates as the enzyme source and [3H]-anandamide as substrate	ChEMBL.	12672252
IC50 (binding)	> 120 uM	Inhibition of fatty acid amide hydrolase (FAAH) was determined using rat brain homogenates as the enzyme source and [3H]-anandamide as substrate	ChEMBL.	12672252
Ki (binding)	> 1000 nM	Binding affinity to CB1 cannabinoid receptor using [3H]-WIN-55,212-2 in rat cerebellum membranes	ChEMBL.	11741470
Ki (binding)	> 1000 nM	Binding affinity to human CB2 cannabinoid receptor using [3H]-CP-55,940 in HEK293 EBNA transfected cells	ChEMBL.	11741470
Ki (binding)	> 1000 nM	Binding affinity to CB1 cannabinoid receptor using [3H]-WIN-55,212-2 in rat cerebellum membranes	ChEMBL.	11741470
Ki (binding)	> 1000 nM	Binding affinity to human CB2 cannabinoid receptor using [3H]-CP-55,940 in HEK293 EBNA transfected cells	ChEMBL.	11741470
Ki (binding)	> 5000 nM	Binding affinity against G protein coupled Cannabinoid receptor 1 using [3H]-WIN-55,212-2 in rat cerebellum membranes	ChEMBL.	12672252
Ki (binding)	> 5000 nM	Binding affinity against G protein coupled human Cannabinoid receptor 2 using [3H]-CP-55,940 in HEK293 EBNA transfected cells	ChEMBL.	12672252
Ki (binding)	> 5000 nM	Binding affinity against vanilloid receptor 1 (VR1) using [3H]-RTX in rat spinal cord membranes	ChEMBL.	12672252
Ki (binding)	> 5000 nM	Binding affinity to vanilloid VR1 receptor using [3H]-Resiniferatoxin ([3H]-RTX) in rat spinal cord membranes	ChEMBL.	11741470
Ki (binding)	> 5000 nM	Binding affinity against G protein coupled Cannabinoid receptor 1 using [3H]-WIN-55,212-2 in rat cerebellum membranes	ChEMBL.	12672252
Ki (binding)	> 5000 nM	Binding affinity against G protein coupled human Cannabinoid receptor 2 using [3H]-CP-55,940 in HEK293 EBNA transfected cells	ChEMBL.	12672252
Ki (binding)	> 5000 nM	Binding affinity against vanilloid receptor 1 (VR1) using [3H]-RTX in rat spinal cord membranes	ChEMBL.	12672252
Ki (binding)	> 5000 nM	Binding affinity to vanilloid VR1 receptor using [3H]-Resiniferatoxin ([3H]-RTX) in rat spinal cord membranes	ChEMBL.	11741470
Log I50 (binding)	= 4.1	Inhibition of MGL in rat cerebellum membrane fractions assessed as [3H]-2-oleoglycerol hydrolysis	ChEMBL.	17764163
Log I50 (binding)	= 4.48	Inhibition of FAAH in rat cerebellum membranes assessed as [3H]anandamide hydrolysis	ChEMBL.	17764163
Log I50 (binding)	= 4.67	Inhibition of MGL in rat cerebellum cytosolic fractions assessed as [3H]-2-oleoglycerol hydrolysis	ChEMBL.	17764163
Max inhibition (binding)	= 23 %	Inhibition of fatty acid amide hydrolase (FAAH) in rat brain homogenates	ChEMBL.	12672252
Max inhibition (binding)	= 23 %	Inhibition of fatty acid amide hydrolase (FAAH) in rat brain homogenates	ChEMBL.	12672252
Max inhibition (functional)	> 85 %	Maximum Inhibition of anandamide transport(ANT) was determined against human lymphoma U937 cell at a dose of 50 microM	ChEMBL.	12672252
Max inhibition (functional)	> 85 %	Maximum Inhibition of anandamide transport(ANT) was determined against human lymphoma U937 cell at a dose of 50 microM	ChEMBL.	12672252

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	11741470

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: CHEMBL287364
PubChem: 10271619

Bibliographic References

3 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 52704