TDR Targets

Basic information

Technical information

TDR Targets ID: 1013497
Name: (2Z,4E,6E)-7-[(3S,8aS)-5,5,8a-trimethyl-3,6,7 ,8-tetrahydro-1,2-benzodioxin-3-yl]-3-methylo cta-2,4,6-trienoic acid
MW: 332.434 | Formula: C20H28O4
H donors: 1 H acceptors: 2 LogP: 4.85 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: OC(=O)/C=C(\C=C\C=C(\[C@H]1OO[C@@]2(C(=C1)C(C)(C)CCC2)C)/C)/C
InChi: 1S/C20H28O4/c1-14(12-18(21)22)8-6-9-15(2)16-13-17-19(3,4)10-7-11-20(17,5)24-23-16/h6,8-9,12-13,16H,7,10-11H2,1-5H3,(H,21,22)/b8-6+,14-12-,15-9+/t16-,20-/m0/s1
InChiKey: QCBHAKOQLSSZNZ-OADFMSRKSA-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

(2Z,4E,6E)-7-[(3S,8aS)-5,5,8a-trimethyl-3,6,7,8-tetrahydro-1,2-benzodioxin-3-yl]-3-methyl-octa-2,4,6-trienoic acid

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Loa Loa (eye worm)	latrophilin receptor protein 2	0.026	0.2477	0.2477
Schistosoma mansoni	smad1 5 8 and	0.0066	0.0406	0.0469
Trypanosoma cruzi	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.0082	0.0583	1
Mycobacterium tuberculosis	Conserved protein	0.0038	0.0105	0.0463
Schistosoma mansoni	smad1 5 8 and	0.0066	0.0406	0.0469
Mycobacterium tuberculosis	Probable esterase LipL	0.0038	0.0105	0.0463
Loa Loa (eye worm)	hypothetical protein	0.026	0.2477	0.2477
Schistosoma mansoni	hypothetical protein	0.026	0.2477	0.297
Toxoplasma gondii	thioredoxin reductase	0.0051	0.0245	0.2936
Brugia malayi	MH1 domain containing protein	0.0036	0.0093	0.0093
Brugia malayi	MH2 domain containing protein	0.0066	0.0406	0.0406
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0823	0.8465	0.8465
Mycobacterium tuberculosis	Probable esterase/lipase LipP	0.0038	0.0105	0.0463
Leishmania major	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.0082	0.0583	1
Loa Loa (eye worm)	beta-lactamase	0.0038	0.0105	0.0105
Brugia malayi	RNA recognition motif domain containing protein	0.0263	0.2502	0.2502
Plasmodium vivax	thioredoxin reductase, putative	0.0051	0.0245	0.2936
Loa Loa (eye worm)	nuclear factor I	0.0036	0.0093	0.0093
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0116	0.0937	0.4149
Brugia malayi	TAR-binding protein	0.0263	0.2502	0.2502
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.026	0.2477	0.2477
Onchocerca volvulus		0.0038	0.0105	0.0576
Echinococcus granulosus	microtubule associated protein 2	0.0807	0.8295	1
Brugia malayi	Isocitrate dehydrogenase	0.0082	0.0583	0.0583
Trichomonas vaginalis	glucosylceramidase, putative	0.0198	0.1814	0.6073
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0263	0.2502	0.2502
Echinococcus granulosus	Smad4	0.0066	0.0406	0.0469
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.0129	0.1074	0.4757
Trichomonas vaginalis	glucosylceramidase, putative	0.0302	0.292	1
Brugia malayi	Smad1	0.0066	0.0406	0.0406
Echinococcus multilocularis	isocitrate dehydrogenase 2 (NADP+)	0.0082	0.0583	0.0682
Entamoeba histolytica	acyl-CoA synthetase, putative	0.0028	0	0.5
Trichomonas vaginalis	glucosylceramidase, putative	0.0198	0.1814	0.6073
Toxoplasma gondii	isocitrate dehydrogenase	0.0082	0.0583	1
Brugia malayi	MH2 domain containing protein	0.0029	0.0018	0.0018
Mycobacterium tuberculosis	Probable conserved lipoprotein	0.0038	0.0105	0.0463
Mycobacterium ulcerans	beta-lactamase	0.0038	0.0105	1
Brugia malayi	beta-lactamase family protein	0.0038	0.0105	0.0105
Schistosoma mansoni	hypothetical protein	0.026	0.2477	0.297
Trichomonas vaginalis	glucosylceramidase, putative	0.0302	0.292	1
Echinococcus multilocularis	thioredoxin glutathione reductase	0.0051	0.0245	0.0274
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0105	0.0105
Loa Loa (eye worm)	hypothetical protein	0.0563	0.5693	0.5693
Echinococcus granulosus	GPCR family 2	0.026	0.2477	0.297
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0093	0.0093
Echinococcus multilocularis	mothers against decapentaplegic 5	0.0066	0.0406	0.0469
Onchocerca volvulus		0.0038	0.0105	0.0576
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.0129	0.1074	1
Trichomonas vaginalis	glucosylceramidase, putative	0.0198	0.1814	0.6073
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0105	0.0105
Trichomonas vaginalis	glucosylceramidase, putative	0.0209	0.1928	0.6477
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.026	0.2477	0.297
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0116	0.0937	0.4149
Echinococcus granulosus	beta LACTamase domain containing family member	0.0038	0.0105	0.0104
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0105	0.0105
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0082	0.0583	0.0682
Echinococcus granulosus	NADP dependent isocitrate dehydrogenase	0.0082	0.0583	0.0682
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0823	0.8465	0.8465
Mycobacterium leprae	Probable lipase LipE	0.0038	0.0105	0.0973
Brugia malayi	beta-lactamase family protein	0.0038	0.0105	0.0105
Echinococcus multilocularis	microtubule associated protein 2	0.0807	0.8295	1
Mycobacterium leprae	PROBABLE NADH DEHYDROGENASE NDH	0.0116	0.0937	0.872
Echinococcus multilocularis	GPCR, family 2	0.026	0.2477	0.297
Echinococcus granulosus	thioredoxin glutathione reductase	0.0051	0.0245	0.0274
Schistosoma mansoni	tar DNA-binding protein	0.0263	0.2502	0.3001
Loa Loa (eye worm)	MH2 domain-containing protein	0.0029	0.0018	0.0018
Brugia malayi	RNA binding protein	0.0263	0.2502	0.2502
Trypanosoma cruzi	isocitrate dehydrogenase, putative	0.0082	0.0583	1
Mycobacterium ulcerans	fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE	0.0038	0.0105	1
Trichomonas vaginalis	glucosylceramidase, putative	0.0209	0.1928	0.6477
Schistosoma mansoni	Smad4	0.0066	0.0406	0.0469
Mycobacterium tuberculosis	Probable lipase LipD	0.0038	0.0105	0.0463
Brugia malayi	O-Glycosyl hydrolase family 30 protein	0.0302	0.292	0.292
Leishmania major	hypothetical protein, conserved	0.0038	0.0105	0.1794
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.026	0.2477	0.297
Toxoplasma gondii	isocitrate dehydrogenase	0.0082	0.0583	1
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.024	0.2258	1
Brugia malayi	Thioredoxin reductase	0.0051	0.0245	0.0245
Mycobacterium leprae	conserved hypothetical protein	0.0038	0.0105	0.0973
Mycobacterium tuberculosis	Probable reductase	0.0116	0.0937	0.4149
Plasmodium vivax	isocitrate dehydrogenase [NADP], mitochondrial, putative	0.0082	0.0583	1
Loa Loa (eye worm)	glutathione reductase	0.0051	0.0245	0.0245
Schistosoma mansoni	tar DNA-binding protein	0.0263	0.2502	0.3001
Echinococcus granulosus	TGF beta signal transducer SmadC	0.0066	0.0406	0.0469
Schistosoma mansoni	NADP-specific isocitrate dehydrogenase	0.0082	0.0583	0.0682
Loa Loa (eye worm)	RNA binding protein	0.0263	0.2502	0.2502
Schistosoma mansoni	smad1 5 8 and	0.0066	0.0406	0.0469
Mycobacterium tuberculosis	Probable oxidoreductase	0.0129	0.1074	0.4757
Brugia malayi	MH1 domain containing protein	0.0066	0.0406	0.0406
Entamoeba histolytica	acyl-CoA synthetase, putative	0.0028	0	0.5
Trichomonas vaginalis	glucosylceramidase, putative	0.0198	0.1814	0.6073
Plasmodium falciparum	isocitrate dehydrogenase [NADP], mitochondrial	0.0082	0.0583	1
Echinococcus multilocularis	cadherin EGF LAG seven pass G type receptor	0.026	0.2477	0.297
Schistosoma mansoni	microtubule-associated protein tau	0.0807	0.8295	1
Trichomonas vaginalis	glucosylceramidase, putative	0.0302	0.292	1
Mycobacterium tuberculosis	Probable lipase LipE	0.0038	0.0105	0.0463
Mycobacterium tuberculosis	Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP)	0.0082	0.0583	0.2581
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.0129	0.1074	0.4757
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0038	0.0105	0.0105
Onchocerca volvulus		0.0038	0.0105	0.0576
Mycobacterium tuberculosis	Conserved protein	0.0038	0.0105	0.0463
Trichomonas vaginalis	glucosylceramidase, putative	0.0198	0.1814	0.6073
Schistosoma mansoni	smad	0.0066	0.0406	0.0469
Trichomonas vaginalis	glucosylceramidase, putative	0.0302	0.292	1
Loa Loa (eye worm)	MH2 domain-containing protein	0.0066	0.0406	0.0406
Loa Loa (eye worm)	thioredoxin reductase	0.0051	0.0245	0.0245
Loa Loa (eye worm)	MH2 domain-containing protein	0.0967	1	1
Brugia malayi	mothers against decapentaplegic homolog 3	0.0029	0.0018	0.0018
Mycobacterium tuberculosis	NADPH-dependent mycothiol reductase Mtr	0.0051	0.0245	0.1085
Mycobacterium tuberculosis	Possible conserved lipoprotein LpqK	0.0038	0.0105	0.0463
Trichomonas vaginalis	glucosylceramidase, putative	0.0198	0.1814	0.6073
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0823	0.8465	0.8465
Trypanosoma brucei	trypanothione reductase	0.0051	0.0245	0.2936
Loa Loa (eye worm)	MH1 domain-containing protein	0.0066	0.0406	0.0406
Echinococcus granulosus	mothers against decapentaplegic 5	0.0066	0.0406	0.0469
Brugia malayi	isocitrate dehydrogenase	0.0082	0.0583	0.0583
Loa Loa (eye worm)	transcription factor SMAD2	0.0967	1	1
Brugia malayi	hypothetical protein	0.0158	0.1382	0.1382
Mycobacterium ulcerans	hypothetical protein	0.0038	0.0105	1
Trypanosoma brucei	isocitrate dehydrogenase, putative	0.0082	0.0583	1
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0018	0.0018
Schistosoma mansoni	tar DNA-binding protein	0.0263	0.2502	0.3001
Schistosoma mansoni	tar DNA-binding protein	0.0263	0.2502	0.3001
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0105	0.0105
Schistosoma mansoni	TGF-beta signal transducer Smad2	0.0066	0.0406	0.0469
Mycobacterium tuberculosis	Probable hydrolase	0.0038	0.0105	0.0463
Brugia malayi	MH2 domain containing protein	0.0066	0.0406	0.0406
Brugia malayi	beta-lactamase	0.0038	0.0105	0.0105
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0105	0.0105
Onchocerca volvulus	Mothers against decapentaplegic homolog	0.0029	0.0018	0.0101
Trichomonas vaginalis	glucosylceramidase, putative	0.0198	0.1814	0.6073
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0105	0.0105
Brugia malayi	Latrophilin receptor protein 2	0.026	0.2477	0.2477
Echinococcus granulosus	smad	0.0066	0.0406	0.0469
Schistosoma mansoni	hypothetical protein	0.0563	0.5693	0.6857
Schistosoma mansoni	tar DNA-binding protein	0.0263	0.2502	0.3001
Loa Loa (eye worm)	TAR-binding protein	0.0263	0.2502	0.2502
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0116	0.0937	0.4149
Echinococcus multilocularis	Smad4	0.0066	0.0406	0.0469
Brugia malayi	MH1 domain containing protein	0.0066	0.0406	0.0406
Echinococcus multilocularis	tar DNA binding protein	0.0263	0.2502	0.3001
Mycobacterium ulcerans	lipase LipD	0.0038	0.0105	1
Brugia malayi	glutathione reductase	0.0051	0.0245	0.0245
Schistosoma mansoni	hypothetical protein	0.026	0.2477	0.297
Mycobacterium tuberculosis	Probable dehydrogenase	0.0116	0.0937	0.4149
Brugia malayi	latrophilin 2 splice variant baaae	0.0563	0.5693	0.5693
Trichomonas vaginalis	glucosylceramidase, putative	0.0302	0.292	1
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0116	0.0937	0.4149
Mycobacterium tuberculosis	Conserved protein	0.0038	0.0105	0.0463
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0038	0.0105	0.0105
Mycobacterium ulcerans	esterase/lipase LipP	0.0038	0.0105	1
Trichomonas vaginalis	glucosylceramidase, putative	0.0302	0.292	1
Loa Loa (eye worm)	hypothetical protein	0.0158	0.1382	0.1382
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0082	0.0583	0.0682
Echinococcus multilocularis	TGF beta signal transducer SmadC	0.0066	0.0406	0.0469
Loa Loa (eye worm)	isocitrate dehydrogenase	0.0082	0.0583	0.0583
Leishmania major	trypanothione reductase	0.0051	0.0245	0.4203
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0082	0.0583	0.0682
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0038	0.0105	0.0104
Brugia malayi	MH1 domain containing protein	0.0036	0.0093	0.0093
Echinococcus multilocularis	isocitrate dehydrogenase	0.0082	0.0583	0.0682
Echinococcus multilocularis	beta LACTamase domain containing family member	0.0038	0.0105	0.0104
Onchocerca volvulus		0.0158	0.1382	0.7619
Schistosoma mansoni	hypothetical protein	0.026	0.2477	0.297
Loa Loa (eye worm)	Smad1	0.0066	0.0406	0.0406
Echinococcus granulosus	tar DNA binding protein	0.0263	0.2502	0.3001
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0038	0.0105	0.0104
Entamoeba histolytica	acyl-coA synthetase, putative	0.0028	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0823	0.8465	0.8465
Loa Loa (eye worm)	MH1 domain-containing protein	0.0029	0.0018	0.0018
Echinococcus multilocularis	smad	0.0066	0.0406	0.0469
Trypanosoma brucei	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.0082	0.0583	1
Onchocerca volvulus	Glucosylceramidase homolog	0.0198	0.1814	1
Loa Loa (eye worm)	O-glycosyl hydrolase family 30 protein	0.0302	0.292	0.292
Trypanosoma cruzi	trypanothione reductase, putative	0.0051	0.0245	0.2936
Plasmodium vivax	glutathione reductase, putative	0.0051	0.0245	0.2936
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.026	0.2477	0.297

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 1.7 ug ml-1	Cytotoxicity against human MIA-PaCa2 cells	ChEMBL.	17618015
IC50 (functional)	= 2 ug ml-1	Cytotoxicity against human HeLa cells	ChEMBL.	17618015
IC50 (functional)	= 2.1 ug ml-1	Cytotoxicity against human NCI-H460 cells	ChEMBL.	17618015
IC50 (functional)	= 2.7 ug ml-1	Cytotoxicity against human MCF7 cells	ChEMBL.	17618015
IC50 (functional)	= 3.5 ug ml-1	Cytotoxicity against human SF268 cells	ChEMBL.	17618015

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	17618015

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: CHEMBL515186

Bibliographic References

No literature references available for this target.

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

Detailed information for compound 1013497