Detailed information for compound 544301

Basic information

Technical information
  • TDR Targets ID: 544301
  • Name: 3-[(3,4-dihydroxyphenyl)methyl]-4-hydroxy-5-( 2-isopropenyl-5-methyl-hex-4-enyl)-8,8-dimeth yl-1,7-bis(3-methylbut-2-enyl)bicyclo[3.3.1]n on-3-ene-2,9-dione
  • MW: 588.816 | Formula: C38H52O5
  • H donors: 3 H acceptors: 5 LogP: 9.82 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 2
  • SMILES: CC(=CCC12C(=O)C(=C(C(C1=O)(CC(C(=C)C)CC=C(C)C)CC(C2(C)C)CC=C(C)C)O)Cc1ccc(c(c1)O)O)C
  • InChi: 1S/C38H52O5/c1-23(2)11-14-28(26(7)8)21-37-22-29(15-12-24(3)4)36(9,10)38(35(37)43,18-17-25(5)6)34(42)30(33(37)41)19-27-13-16-31(39)32(40)20-27/h11-13,16-17,20,28-29,39-41H,7,14-15,18-19,21-22H2,1-6,8-10H3
  • InChiKey: VJXOJGNMGGVHLA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-[(3,4-dihydroxyphenyl)methyl]-4-hydroxy-5-(2-isopropenyl-5-methylhex-4-enyl)-8,8-dimethyl-1,7-bis(3-methylbut-2-enyl)bicyclo[3.3.1]non-3-ene-2,9-dione
  • 3-[(3,4-dihydroxyphenyl)methyl]-4-hydroxy-8,8-dimethyl-1,7-bis(3-methylbut-2-enyl)-5-(5-methyl-2-prop-1-en-2-yl-hex-4-enyl)bicyclo[3.3.1]non-3-ene-2,9-dione
  • 4-hydroxy-5-(2-isopropenyl-5-methyl-hex-4-enyl)-8,8-dimethyl-1,7-bis(3-methylbut-2-enyl)-3-protocatechuyl-bicyclo[3.3.1]non-3-ene-2,9-quinone
  • 3-[(3,4-dihydroxyphenyl)methyl]-4-hydroxy-8,8-dimethyl-1,7-bis(3-methylbut-2-enyl)-5-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)bicyclo[3.3.1]non-3-ene-2,9-dione
  • 3-(3,4-dihydroxybenzyl)-4-hydroxy-5-(2-isopropenyl-5-methyl-hex-4-enyl)-8,8-dimethyl-1,7-bis(3-methylbut-2-enyl)bicyclo[3.3.1]non-3-ene-2,9-quinone
  • NSC658581
  • NCI60_020626
  • 3-(3,4-Dihydroxybenzyl)-4-hydroxy-5-(2-isopropenyl-5-methyl-4-hexenyl)-8,8-dimethyl-1,7-bis(3-methyl-2-butenyl)bicyclo[3.3.1]non-3-ene-2,9-dione
  • AIDS-142008
  • AIDS142008

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
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni hypothetical protein 0.0171 0.3484 1
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0065 0.1168 0.3353
Plasmodium vivax ataxin-2 like protein, putative 0.0026 0.0316 0.3676
Echinococcus multilocularis mucolipin 3 0.0132 0.2634 0.756
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0065 0.1168 0.1067
Mycobacterium tuberculosis Probable lipase LipE 0.0039 0.0606 0.0896
Toxoplasma gondii peptidylprolyl isomerase 0.0036 0.0524 0.4228
Trichomonas vaginalis CMGC family protein kinase 0.005 0.0841 1
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0039 0.0606 0.0464
Schistosoma mansoni rotamase 0.0036 0.0543 0.1559
Trichomonas vaginalis penicillin-binding protein, putative 0.0039 0.0606 0.6607
Schistosoma mansoni hypothetical protein 0.0065 0.1168 0.3353
Echinococcus granulosus mitogen activated protein kinase 3 0.005 0.0841 0.2412
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0039 0.0606 0.0896
Mycobacterium ulcerans beta-lactamase 0.0039 0.0606 0.5141
Schistosoma mansoni hypothetical protein 0.0171 0.3484 1
Echinococcus granulosus beta LACTamase domain containing family member 0.0039 0.0606 0.1738
Leishmania major peptidyl-prolyl cis-trans isomerase/rotamase, putative,PPIase, putative 0.0036 0.0524 0.4228
Schistosoma mansoni mucolipin 0.0132 0.2634 0.756
Trypanosoma cruzi mitogen activated protein kinase 2, putative 0.005 0.0841 1
Loa Loa (eye worm) hypothetical protein 0.0205 0.4248 0.4161
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0251 0.5254 1
Echinococcus granulosus geminin 0.0171 0.3484 1
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0039 0.0606 0.0498
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0039 0.0606 0.5141
Schistosoma mansoni hypothetical protein 0.0065 0.1168 0.3353
Leishmania major mitogen activated protein kinase, putative,map kinase, putative 0.005 0.0841 0.7781
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.005 0.0841 0.0703
Schistosoma mansoni aldehyde dehydrogenase 0.0059 0.1038 0.2979
Echinococcus granulosus GPCR family 2 0.0065 0.1168 0.3353
Mycobacterium tuberculosis Conserved protein 0.0039 0.0606 0.0896
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0205 0.4248 0.4182
Onchocerca volvulus 0.0039 0.0606 0.5
Echinococcus granulosus mitogen activated protein kinase 0.005 0.0841 0.2412
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0205 0.4248 0.4161
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0059 0.1038 0.2979
Trypanosoma brucei protein kinase, putative 0.005 0.0841 1
Mycobacterium ulcerans hypothetical protein 0.0039 0.0606 0.5141
Schistosoma mansoni aldehyde dehydrogenase 0.0059 0.1038 0.2979
Loa Loa (eye worm) beta-lactamase 0.0039 0.0606 0.0464
Mycobacterium tuberculosis Conserved protein 0.0039 0.0606 0.0896
Trichomonas vaginalis D-aminoacylase, putative 0.0039 0.0606 0.6607
Loa Loa (eye worm) hypothetical protein 0.0039 0.0606 0.0464
Trypanosoma cruzi hypothetical protein, conserved 0.0039 0.0606 0.6607
Loa Loa (eye worm) hypothetical protein 0.0065 0.1168 0.1036
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0039 0.0606 0.1738
Onchocerca volvulus 0.0039 0.0606 0.5
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0059 0.1038 0.1743
Echinococcus multilocularis expressed protein 0.0036 0.0543 0.1559
Mycobacterium ulcerans esterase/lipase LipP 0.0039 0.0606 0.5141
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0044 0.0719 0.0612
Trichomonas vaginalis rotamase, putative 0.0036 0.0543 0.5706
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0044 0.0719 0.2062
Trypanosoma brucei peptidyl-prolyl cis-trans isomerase/rotamase, putative 0.0036 0.0524 0.5434
Brugia malayi MAP kinase sur-1 0.005 0.0841 0.0736
Trypanosoma cruzi mitogen activated protein kinase 4, putative 0.005 0.0841 1
Trypanosoma brucei mitogen activated protein kinase 4, putative 0.005 0.0841 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0205 0.4248 0.4182
Trichomonas vaginalis rotamase, putative 0.0036 0.0524 0.5434
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase 0.0036 0.0524 0.5434
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0316 0.2429
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0468 1 1
Leishmania major mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440 0.005 0.0841 0.7781
Mycobacterium ulcerans aldehyde dehydrogenase 0.0059 0.1038 1
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0065 0.1168 0.3353
Echinococcus multilocularis GPCR, family 2 0.0065 0.1168 0.3353
Loa Loa (eye worm) hypothetical protein 0.0026 0.0316 0.0171
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0044 0.0719 0.2062
Mycobacterium ulcerans aldehyde dehydrogenase 0.0059 0.1038 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0044 0.0719 0.2062
Brugia malayi exodeoxyribonuclease III family protein 0.0018 0.0148 0.0035
Schistosoma mansoni mucolipin 0.0121 0.2392 0.6866
Schistosoma mansoni serine/threonine protein kinase 0.005 0.0841 0.2412
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0719 0.2062
Trichomonas vaginalis CMGC family protein kinase 0.005 0.0841 1
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0065 0.1168 0.3353
Schistosoma mansoni ap endonuclease 0.0018 0.0148 0.0425
Echinococcus multilocularis beta LACTamase domain containing family member 0.0039 0.0606 0.1738
Loa Loa (eye worm) hypothetical protein 0.0039 0.0606 0.0464
Trichomonas vaginalis esterase, putative 0.0039 0.0606 0.6607
Mycobacterium ulcerans aldehyde dehydrogenase 0.0059 0.1038 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0719 0.2062
Leishmania major hypothetical protein, conserved 0.0026 0.0316 0.189
Brugia malayi beta-lactamase 0.0039 0.0606 0.0498
Brugia malayi hypothetical protein 0.0026 0.0316 0.0206
Loa Loa (eye worm) hypothetical protein 0.0039 0.0606 0.0464
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0018 0.0148 0.0425
Schistosoma mansoni hypothetical protein 0.0065 0.1168 0.3353
Trichomonas vaginalis CMGC family protein kinase 0.005 0.0841 1
Echinococcus multilocularis mitogen activated protein kinase 3 0.005 0.0841 0.2412
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0044 0.0719 0.0579
Echinococcus multilocularis geminin 0.0171 0.3484 1
Mycobacterium tuberculosis Probable hydrolase 0.0039 0.0606 0.0896
Loa Loa (eye worm) hypothetical protein 0.0039 0.0606 0.0464
Loa Loa (eye worm) mucolipin 1 0.0132 0.2634 0.2523
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0316 1
Giardia lamblia Kinase, CMGC MAPK 0.005 0.0841 1
Brugia malayi Coelomocyte uptake defective protein 5 0.0132 0.2634 0.255
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, putative 0.0036 0.0524 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0039 0.0606 0.6607
Trichomonas vaginalis CMGC family protein kinase 0.005 0.0841 1
Loa Loa (eye worm) latrophilin receptor protein 2 0.0065 0.1168 0.1036
Brugia malayi beta-lactamase family protein 0.0039 0.0606 0.0498
Treponema pallidum exodeoxyribonuclease (exoA) 0.0018 0.0148 0.5
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.005 0.0841 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0719 0.2062
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase 0.0036 0.0524 0.5434
Toxoplasma gondii LsmAD domain-containing protein 0.0026 0.0316 0.189
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0044 0.0719 0.2062
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0316 1
Mycobacterium leprae Probable lipase LipE 0.0039 0.0606 0.5
Loa Loa (eye worm) hypothetical protein 0.0039 0.0606 0.0464
Mycobacterium tuberculosis Probable lipase LipD 0.0039 0.0606 0.0896
Toxoplasma gondii aldehyde dehydrogenase 0.0059 0.1038 1
Trypanosoma cruzi hypothetical protein, conserved 0.0039 0.0606 0.6607
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.005 0.0841 1
Schistosoma mansoni ap endonuclease 0.0018 0.0148 0.0425
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0316 0.2429
Mycobacterium leprae conserved hypothetical protein 0.0039 0.0606 0.5
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0039 0.0606 0.0896
Schistosoma mansoni hypothetical protein 0.014 0.2822 0.8101
Mycobacterium tuberculosis Probable esterase LipL 0.0039 0.0606 0.0896
Loa Loa (eye worm) hypothetical protein 0.0039 0.0606 0.0464
Toxoplasma gondii CMGC kinase, MAPK family (ERK) MAPK-1 0.005 0.0841 0.7781
Schistosoma mansoni hypothetical protein 0.0065 0.1168 0.3353
Toxoplasma gondii ABC1 family protein 0.0039 0.0606 0.5141
Trypanosoma brucei hypothetical protein, conserved 0.0039 0.0606 0.6607
Trichomonas vaginalis conserved hypothetical protein 0.0036 0.0543 0.5706
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0065 0.1168 0.3353
Mycobacterium tuberculosis Conserved protein 0.0039 0.0606 0.0896
Echinococcus granulosus mucolipin 3 0.0132 0.2634 0.756
Brugia malayi Pin1-type peptidyl-prolyl cis-trans isomerase, BmPin1 0.0036 0.0543 0.0435
Loa Loa (eye worm) hypothetical protein 0.014 0.2822 0.2715
Onchocerca volvulus 0.0039 0.0606 0.5
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0059 0.1038 0.2979
Mycobacterium ulcerans lipase LipD 0.0039 0.0606 0.5141
Brugia malayi beta-lactamase family protein 0.0039 0.0606 0.0498
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0039 0.0606 0.1738
Trypanosoma brucei PAB1-binding protein , putative 0.0026 0.0316 0.2429
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0059 0.1038 1
Echinococcus granulosus expressed protein 0.0036 0.0543 0.1559
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0018 0.0148 0.0425
Brugia malayi Latrophilin receptor protein 2 0.0065 0.1168 0.1067
Leishmania major hypothetical protein, conserved 0.0039 0.0606 0.5141
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0018 0.0148 0.5
Echinococcus multilocularis mitogen activated protein kinase 0.005 0.0841 0.2412
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0039 0.0606 0.0896
Plasmodium vivax hypothetical protein, conserved 0.0039 0.0606 1
Trichomonas vaginalis D-aminoacylase, putative 0.0039 0.0606 0.6607
Trichomonas vaginalis D-aminoacylase, putative 0.0039 0.0606 0.6607
Loa Loa (eye worm) Pin1-type peptidyl-prolyl cis-trans isomerase 0.0036 0.0543 0.0401
Brugia malayi latrophilin 2 splice variant baaae 0.014 0.2822 0.274

Activities

Activity type Activity value Assay description Source Reference
GI50 (functional) -4.238 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MALME-3M Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MDA-N Breast cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the UO-31 Renal cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SK-MEL-5 Melanoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SF-539 Central Nervous System cell line. (Class of assay: confirmatory) ChEMBL. No reference
GI50 (functional) -4 PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the DU-145 Prostate cell line. (Class of assay: confirmatory) ChEMBL. No reference

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

Bibliographic References

1 literature reference was collected for this gene.

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