Detailed information for compound 953863

Basic information

Technical information
  • TDR Targets ID: 953863
  • Name: 4-butylbenzene-1,3-diol
  • MW: 166.217 | Formula: C10H14O2
  • H donors: 2 H acceptors: 2 LogP: 3.09 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCc1ccc(cc1O)O
  • InChi: 1S/C10H14O2/c1-2-3-4-8-5-6-9(11)7-10(8)12/h5-7,11-12H,2-4H2,1H3
  • InChiKey: CSHZYWUPJWVTMQ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 18979-61-8
  • 4-06-00-06003 (Beilstein Handbook Reference)
  • 4-Butylresorcin
  • 4-Butylresorcinol
  • BRN 1942645
  • Butylresorcinol
  • Resorcinol, 4-butyl-

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus tyrosinase-related protein 1 Starlite/ChEMBL No references
Agaricus bisporus Tyrosinase Starlite/ChEMBL References
Agaricus bisporus Polyphenol oxidase 1 No 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
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.003 0.032 0.0159
Schistosoma mansoni serine/threonine protein kinase 0.0069 0.1548 0.1331
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription factor 0.0088 0.2163 0.4361
Echinococcus granulosus voltage gated sodium channel Nav1 alpha subunit 0.0146 0.4019 0.859
Onchocerca volvulus 0.0333 1 1
Schistosoma mansoni aldehyde dehydrogenase 0.0059 0.1242 0.1018
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.003 0.032 0.0159
Echinococcus granulosus Basic leucine zipper bZIP transcription factor 0.0088 0.2163 0.4361
Schistosoma mansoni hypothetical protein 0.0166 0.4638 0.4501
Echinococcus granulosus glycine receptor subunit beta 0.003 0.032 0.0159
Schistosoma mansoni jun-related protein 0.0072 0.1636 0.1421
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.003 0.032 0.0072
Echinococcus granulosus protein kinase c epsilon type 0.0098 0.2463 0.5044
Schistosoma mansoni tyrosinase precursor 0.0333 1 1
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.009 0.2233 0.452
Entamoeba histolytica PH domain containing protein kinase, putative 0.0067 0.1494 0.5
Echinococcus multilocularis telomerase reverse transcriptase subunit 0.0038 0.0567 0.0723
Echinococcus multilocularis serine:threonine protein kinase N2 0.0083 0.2011 0.4014
Echinococcus multilocularis sodium channel protein 0.0146 0.4019 0.859
Onchocerca volvulus 0.01 0.253 0.2283
Echinococcus granulosus protein kinase C gamma type 0.0057 0.1174 0.2106
Leishmania major calcium channel protein, putative,ion transporter, putative 0.0146 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.009 0.2233 0.1976
Echinococcus multilocularis glycine receptor subunit alpha 1 0.003 0.032 0.0159
Onchocerca volvulus 0.0333 1 1
Echinococcus multilocularis RNA directed DNA polymerase 0.0038 0.0567 0.0723
Schistosoma mansoni nAChR subunit 0.003 0.032 0.0072
Schistosoma mansoni tyrosinase precursor 0.0333 1 1
Echinococcus granulosus serine:threonine protein kinase N2 0.0067 0.1494 0.2835
Schistosoma mansoni serine/threonine protein kinase 0.0069 0.1548 0.1331
Onchocerca volvulus 0.0069 0.1558 0.128
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0079 0.1882 0.3719
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.009 0.2233 0.452
Echinococcus multilocularis glycine receptor subunit beta 0.003 0.032 0.0159
Echinococcus granulosus nicotinic acetylcholine receptor beta 1 subunit 0.003 0.032 0.0159
Echinococcus multilocularis serine threonine protein kinase 0.0057 0.1174 0.2106
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.01 0.2535 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0059 0.1242 0.5
Schistosoma mansoni nAChR subunit 0.003 0.032 0.0072
Brugia malayi Hypothetical tyrosinase-like protein C02C2.1 in chromosome III 0.0333 1 1
Echinococcus multilocularis nicotinic acetylcholine receptor beta 1 subunit 0.003 0.032 0.0159
Onchocerca volvulus 0.01 0.253 0.2283
Echinococcus granulosus nAChR subunit 0.003 0.032 0.0159
Echinococcus granulosus glycine receptor subunit beta 0.003 0.032 0.0159
Loa Loa (eye worm) AGC/PKC/ALPHA protein kinase 0.0041 0.0656 0.0347
Echinococcus multilocularis acetylcholine receptor subunit beta 1 0.003 0.032 0.0159
Schistosoma mansoni nAChR subunit 0.003 0.032 0.0072
Brugia malayi Hypothetical tyrosinase-like protein C02C2.1 in chromosome III 0.0333 1 1
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.003 0.032 0.0159
Schistosoma mansoni serine/threonine protein kinase 0.0098 0.2463 0.227
Echinococcus multilocularis Protein kinase C, brain isozyme 0.0069 0.1548 0.2958
Echinococcus granulosus glycine receptor subunit alpha 1 0.003 0.032 0.0159
Schistosoma mansoni nAChR subunit 0.003 0.032 0.0072
Schistosoma mansoni nAChR subunit 0.003 0.032 0.0072
Loa Loa (eye worm) hypothetical protein 0.01 0.253 0.2283
Loa Loa (eye worm) hypothetical protein 0.0038 0.0567 0.0255
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.009 0.2233 0.452
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0059 0.1242 0.5
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.003 0.032 0.0159
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0059 0.1242 0.2262
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0079 0.1882 0.3719
Loa Loa (eye worm) ShTK domain-containing protein 0.0333 1 1
Giardia lamblia CAMP-specific 3,5-cyclic phosphodiesterase 4B 0.009 0.2233 0.5
Loa Loa (eye worm) AGC/PKC/ETA protein kinase 0.0098 0.2463 0.2214
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.003 0.032 0.0159
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.003 0.032 0.0159
Echinococcus granulosus glycine receptor subunit alpha 1 0.003 0.032 0.0159
Brugia malayi hypothetical protein 0.0069 0.1558 0.128
Brugia malayi protein kinase C II. 0.0098 0.2463 0.2214
Schistosoma mansoni hypothetical protein 0.0072 0.1636 0.1421
Schistosoma mansoni aldehyde dehydrogenase 0.0059 0.1242 0.1018
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.01 0.253 0.2339
Echinococcus multilocularis glycine receptor subunit alpha 1 0.003 0.032 0.0159
Loa Loa (eye worm) tyrosinase 1 0.0333 1 1
Echinococcus granulosus sodium channel protein 0.0146 0.4019 0.859
Echinococcus multilocularis neuronal acetylcholine receptor subunit alpha 4 0.003 0.032 0.0159
Echinococcus multilocularis protein kinase c epsilon type 0.0098 0.2463 0.5044
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0059 0.1242 0.2262
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.009 0.2233 0.2034
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.003 0.032 0.0072
Loa Loa (eye worm) cyclic AMP specific phosphodiesterase PDE4D5A 0.0079 0.1882 0.1614
Onchocerca volvulus 0.0333 1 1
Loa Loa (eye worm) hypothetical protein 0.0333 1 1
Loa Loa (eye worm) hypothetical protein 0.0333 1 1
Echinococcus granulosus Protein kinase C brain isozyme 0.0069 0.1548 0.2958
Schistosoma mansoni nAChR subunit (ShAR1-beta2-like) 0.003 0.032 0.0072
Mycobacterium ulcerans aldehyde dehydrogenase 0.0059 0.1242 0.5
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.003 0.032 0.0159
Brugia malayi bZIP transcription factor family protein 0.0088 0.2163 0.1905
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.003 0.032 0.0072
Brugia malayi Hypothetical tyrosinase-like protein F21C3.2 in chromosome I 0.0333 1 1
Brugia malayi Common central domain of tyrosinase family protein 0.0333 1 1
Echinococcus granulosus glycine receptor subunit alpha 1 0.003 0.032 0.0159
Loa Loa (eye worm) ShTK domain-containing protein 0.0333 1 1
Schistosoma mansoni nAChR subunit 0.003 0.032 0.0072
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.01 0.253 0.2339
Loa Loa (eye worm) hypothetical protein 0.0086 0.2081 0.1819
Echinococcus granulosus geminin 0.0166 0.4638 1
Echinococcus granulosus neuronal acetylcholine receptor subunit alpha 4 0.003 0.032 0.0159
Echinococcus granulosus nicotinic acetylcholine receptor subunit type 0.003 0.032 0.0159
Loa Loa (eye worm) hypothetical protein 0.01 0.253 0.2283
Onchocerca volvulus 0.0333 1 1
Echinococcus multilocularis nAChR subunit 0.003 0.032 0.0159
Loa Loa (eye worm) hypothetical protein 0.0086 0.2086 0.1825
Brugia malayi Cation transporter family protein 0.01 0.253 0.2283
Echinococcus granulosus RNA directed DNA polymerase 0.0038 0.0567 0.0723
Schistosoma mansoni nAChR subunit 0.003 0.032 0.0072
Mycobacterium ulcerans aldehyde dehydrogenase 0.0059 0.1242 0.5
Echinococcus granulosus acetylcholine receptor subunit beta 1 0.003 0.032 0.0159
Brugia malayi Probable 3',5'-cyclic phosphodiesterase R153.1, putative 0.0079 0.1882 0.1614
Echinococcus granulosus jun protein 0.0088 0.2163 0.4361
Toxoplasma gondii aldehyde dehydrogenase 0.0059 0.1242 0.4901
Echinococcus multilocularis glycine receptor subunit alpha 1 0.003 0.032 0.0159
Echinococcus multilocularis geminin 0.0166 0.4638 1
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.009 0.2233 0.452
Echinococcus multilocularis jun protein 0.0088 0.2163 0.4361
Brugia malayi Protein kinase c protein 2 0.0053 0.103 0.0734
Brugia malayi Hypothetical tyrosinase-like protein C02C2.1 in chromosome III 0.0333 1 1
Onchocerca volvulus 0.01 0.253 0.2283
Schistosoma mansoni hypothetical protein 0.0166 0.4638 0.4501
Loa Loa (eye worm) hypothetical protein 0.005 0.0941 0.0642
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.003 0.032 0.0159
Echinococcus multilocularis glycine receptor subunit beta 0.003 0.032 0.0159

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1000 nM Inhibition Assay BINDINGDB. No reference
IC50 (binding) = 3000 nM BindingDB_Patents: Inhibition Assay. The activity of the inhibitors is measured using a lysate of B16F1 cells (murine melanoma line). In the presence of the L-tyrosine substrate, the tyrosinase present in these cells catalyses the hydroxylation of L-tyrosine to give L-DOPA and then the oxidation of the L-DOPA to give dopaquinone. In the presence of MBTH (3-methyl-2-benzothiazolinone hydrazone), the dopaquinone is trapped so as to form a pink complex which absorbs at 520 nm.The B16F1 cells are cultured in DMEM medium+10% foetal calf serum+10-9 M alpha -MSH for 4 days at 37 C. under 7% CO2. They are treated with trypsin, washed in PBS, counted and pelleted. The pellet is taken up at 107 cells/ml in lysis buffer (10 mM sodium phosphate, pH 6.8-1% Igepal) and the suspension is treated with ultrasound for 10 seconds. After centrifugation for 30 minutes at 4000 rpm, the supernatant obtained constitutes the cell lysate used as tyrosinase source in the enzymatic assay. The assays are carried out in duplicate in 384-well plates. ChEMBL. No reference
IC50 (binding) = 3000 nM BindingDB_Patents: Inhibition Assay. The activity of the inhibitors is measured using a lysate of B16F1 cells (murine melanoma line). In the presence of the L-tyrosine substrate, the tyrosinase present in these cells catalyses the hydroxylation of L-tyrosine to give L-DOPA and then the oxidation of the L-DOPA to give dopaquinone. In the presence of MBTH (3-methyl-2-benzothiazolinone hydrazone), the dopaquinone is trapped so as to form a pink complex which absorbs at 520 nm.The B16F1 cells are cultured in DMEM medium+10% foetal calf serum+10-9 M alpha -MSH for 4 days at 37 C. under 7% CO2. They are treated with trypsin, washed in PBS, counted and pelleted. The pellet is taken up at 107 cells/ml in lysis buffer (10 mM sodium phosphate, pH 6.8-1% Igepal) and the suspension is treated with ultrasound for 10 seconds. After centrifugation for 30 minutes at 4000 rpm, the supernatant obtained constitutes the cell lysate used as tyrosinase source in the enzymatic assay. The assays are carried out in duplicate in 384-well plates. ChEMBL. No reference
IC50 (binding) = 0.15 uM Inhibition of mushroom tyrosinase activity after 20 mins ChEMBL. 19181523
IC50 (functional) = 20 uM Antimelanogenic activity in mouse B16 cells assessed as inhibition of melanogenesis ChEMBL. 22300660

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

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.