Compounds > 3,5-dibromo-2-(2,4-dibromophenoxy)phenol
Page last updated: 2024-11-10

3,5-dibromo-2-(2,4-dibromophenoxy)phenol

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Description

3,5-dibromo-2-(2,4-dibromophenoxy)phenol: isolated from the marine sponge Callyspongidae; inhibits contraction of smooth muscle in ileum; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID3086109
CHEMBL ID258224
MeSH IDM0227609

Synonyms (13)

Synonym
bpe-5
CHEMBL258224 ,
3,5-dibromo-2-(2'',4''-dibromophenoxy)phenol
3,5-dibromo-2-(2,4-dibromophenoxy)phenol
bdbm50232491
phenol, 3,5-dibromo-2-(2,4-dibromophenoxy)-
79755-43-4
6-ho-bde-47
sr-1-1
DTXSID60229856
6-hydroxy-2,2,4,4-tetrabromodiphenyl ether
6-hydroxy-2,2',4,4'-tetrabromodiphenylether
PD181120
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)IC50 (µMol)15.00000.04002.099810.0000AID398709
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (25)

Processvia Protein(s)Taxonomy
ossificationPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
negative regulation of adaptive immune responsePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
lipid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
phosphatidylethanolamine biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
inflammatory responsePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
positive regulation of cell-substrate adhesionPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
arachidonic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
lipoxygenase pathwayPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
fatty acid oxidationPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
bone mineralizationPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
positive regulation of actin filament polymerizationPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
response to endoplasmic reticulum stressPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
regulation of peroxisome proliferator activated receptor signaling pathwayPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cellular response to interleukin-13Polyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
wound healingPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
long-chain fatty acid biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
apoptotic cell clearancePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
linoleic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
regulation of inflammatory responsePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
hepoxilin biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascadePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cellular response to calcium ionPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
regulation of engulfment of apoptotic cellPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
lipoxin A4 biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
lipid oxidationPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
arachidonate 12(S)-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
iron ion bindingPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
protein bindingPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
phosphatidylinositol-4,5-bisphosphate bindingPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
linoleate 13S-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
arachidonate 15-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
lipid dropletPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cytosolPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
plasma membranePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cytoplasmic side of plasma membranePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
membranePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
plasma membranePolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
cytosolPolyunsaturated fatty acid lipoxygenase ALOX15Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (35)

Assay IDTitleYearJournalArticle
AID398708Inhibition of GMPS in human A3.01 cells at 50 uM1995Journal of natural products, Sep, Volume: 58, Issue:9
Enzyme inhibitors: new and known polybrominated phenols and diphenyl ethers from four Indo-Pacific Dysidea sponges.
AID1324846Antimicrobial activity against Enterococcus faecium ATCC 51299 by CLSI M07-A9 method2016Journal of natural products, 07-22, Volume: 79, Issue:7
Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.
AID1195014Antimicrobial activity against Clostridium difficile ATCC 9689 incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID1195011Antimicrobial activity against Listeria monocytogenes incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID1195015Antimicrobial activity against methicillin-resistant Staphylococcus aureus incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID1195021Antimicrobial activity against Acinetobacter baumannii ATCC 19606 incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID422121Inhibition of Bak binding to Mcl-1 by FRET assay2009Journal of natural products, Mar-27, Volume: 72, Issue:3
NMR strategy for unraveling structures of bioactive sponge-derived oxy-polyhalogenated diphenyl ethers.
AID398711Inhibition of inosine monophosphate dehydrogenase1995Journal of natural products, Sep, Volume: 58, Issue:9
Enzyme inhibitors: new and known polybrominated phenols and diphenyl ethers from four Indo-Pacific Dysidea sponges.
AID328144Cell cycle arrest in human MCF7 cells by accumulation at G1 phase at 10 uM by flow cytometry2008Journal of natural products, Feb, Volume: 71, Issue:2
Bioactive polybrominated diphenyl ethers from the marine sponge Dysidea sp.
AID398707Inhibition of matrix metalloprotease1995Journal of natural products, Sep, Volume: 58, Issue:9
Enzyme inhibitors: new and known polybrominated phenols and diphenyl ethers from four Indo-Pacific Dysidea sponges.
AID1195013Antimicrobial activity against Streptococcus pneumoniae incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID328136Antibacterial activity against Streptomyces 85E assessed as clear zone at 10 ug/disk after 30 hrs by hyphae formation inhibition assay2008Journal of natural products, Feb, Volume: 71, Issue:2
Bioactive polybrominated diphenyl ethers from the marine sponge Dysidea sp.
AID1324848Antimicrobial activity against Pseudomonas aeruginosa ATCC 27853 by CLSI M07-A9 method2016Journal of natural products, 07-22, Volume: 79, Issue:7
Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.
AID1324847Antimicrobial activity against Escherichia coli ATCC 25922 by CLSI M07-A9 method2016Journal of natural products, 07-22, Volume: 79, Issue:7
Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.
AID1324845Antimicrobial activity against Enterococcus faecium ATCC 29212 by CLSI M07-A9 method2016Journal of natural products, 07-22, Volume: 79, Issue:7
Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.
AID1195023Antimicrobial activity against Campylobacter jejuni ATCC 33291 incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID328138Antibacterial activity against Streptomyces 85E assessed as clear zone at 2.5 ug/disk after 30 hrs by hyphae formation inhibition assay2008Journal of natural products, Feb, Volume: 71, Issue:2
Bioactive polybrominated diphenyl ethers from the marine sponge Dysidea sp.
AID1195022Antimicrobial activity against Pseudomonas aeruginosa incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID1195019Antimicrobial activity against Klebsiella pneumoniae ATCC 13883 incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID1324850Cytotoxicity against African green monkey BSC1 cells assessed as decrease in cell viability after 24 hrs by MTT assay2016Journal of natural products, 07-22, Volume: 79, Issue:7
Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.
AID1324843Antimicrobial activity against Staphylococcus aureus ATCC 29213 by CLSI M07-A9 method2016Journal of natural products, 07-22, Volume: 79, Issue:7
Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.
AID1195020Antimicrobial activity against Neisseria gonorrhoeae incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID328135Antibacterial activity against Streptomyces 85E assessed as clear zone at 20 ug/disk after 30 hrs by hyphae formation inhibition assay2008Journal of natural products, Feb, Volume: 71, Issue:2
Bioactive polybrominated diphenyl ethers from the marine sponge Dysidea sp.
AID328143Antiproliferative activity against human MCF7 cells2008Journal of natural products, Feb, Volume: 71, Issue:2
Bioactive polybrominated diphenyl ethers from the marine sponge Dysidea sp.
AID1195012Antimicrobial activity against Bacillus cereus incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID1324849Antimicrobial activity against Candida albicans ATCC 28517 by CLSI M07-A9 method2016Journal of natural products, 07-22, Volume: 79, Issue:7
Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.
AID1195016Antimicrobial activity against Salmonella sp. incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID328137Antibacterial activity against Streptomyces 85E assessed as clear zone at 5 ug/disk after 30 hrs by hyphae formation inhibition assay2008Journal of natural products, Feb, Volume: 71, Issue:2
Bioactive polybrominated diphenyl ethers from the marine sponge Dysidea sp.
AID398709Inhibition of 15-lipoxygenase1995Journal of natural products, Sep, Volume: 58, Issue:9
Enzyme inhibitors: new and known polybrominated phenols and diphenyl ethers from four Indo-Pacific Dysidea sponges.
AID1195010Antimicrobial activity against methicillin-sensitive Staphylococcus aureus incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID1324844Antimicrobial activity against Staphylococcus aureus ATCC 43300 by CLSI M07-A9 method2016Journal of natural products, 07-22, Volume: 79, Issue:7
Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.
AID1195018Antimicrobial activity against Pseudomonas incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID398706Inhibition of tyrosine-protein kinase pp60v-src1995Journal of natural products, Sep, Volume: 58, Issue:9
Enzyme inhibitors: new and known polybrominated phenols and diphenyl ethers from four Indo-Pacific Dysidea sponges.
AID1195017Antimicrobial activity against Escherichia coli O157:H7 incubated at 37 degC for 24 hrs by broth macrodilution method2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
Polybrominated diphenyl ethers with potent and broad spectrum antimicrobial activity from the marine sponge Dysidea.
AID328145Cytotoxicity against human MCF7 cells at >10 uM2008Journal of natural products, Feb, Volume: 71, Issue:2
Bioactive polybrominated diphenyl ethers from the marine sponge Dysidea sp.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (20.00)18.2507
2000's3 (30.00)29.6817
2010's5 (50.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.34

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.34 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.34)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
histamine
[no description available]		1.9810aralkylamino compound;
imidazoles		human metabolite;
mouse metabolite;
neurotransmitter
2,4,6-tribromophenol
[no description available]		2.110bromophenolenvironmental contaminant;
fungicide;
marine metabolite
ciprofloxacin
Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.		2.1110aminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion		antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic
oxacillin
Oxacillin: An antibiotic similar to FLUCLOXACILLIN used in resistant staphylococci infections.. oxacillin : A penicillin antibiotic carrying a 5-methyl-3-phenylisoxazole-4-carboxamide group at position 6beta.		2.1310penicillinantibacterial agent;
antibacterial drug
tetrabromobisphenol a
tetrabromobisphenol A: a brominated flame retardant. 3,3',5,5'-tetrabromobisphenol A : A bromobisphenol that is 4,4'-methanediyldiphenol in which the methylene hydrogens are replaced by two methyl groups and the phenyl rings are substituted by bromo groups at positions 2, 2', 6 and 6'. It is a brominated flame retardant.		2.110brominated flame retardant;
bromobisphenol
vancomycin
Vancomycin: Antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to RISTOCETIN that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear.. vancomycin : A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile.		2.1310glycopeptideantibacterial drug;
antimicrobial agent;
bacterial metabolite
gentamicin c1a
[no description available]		2.1310gentamycin C
2,2',4,4'-tetrabromodiphenyl ether
[no description available]		2.0710aromatic ether;
organobromine compound
imipenem, anhydrous
Imipenem: Semisynthetic thienamycin that has a wide spectrum of antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, including many multiresistant strains. It is stable to beta-lactamases. Clinical studies have demonstrated high efficacy in the treatment of infections of various body systems. Its effectiveness is enhanced when it is administered in combination with CILASTATIN, a renal dipeptidase inhibitor.. imipenem : A broad-spectrum, intravenous beta-lactam antibiotic of the carbapenem subgroup.		2.1110beta-lactam antibiotic allergen;
carbapenems;
zwitterion		antibacterial drug
cefoxitin
Cefoxitin: A semisynthetic cephamycin antibiotic resistant to beta-lactamase.. cefoxitin : A semisynthetic cephamycin antibiotic which, in addition to the methoxy group at the 7alpha position, has 2-thienylacetamido and carbamoyloxymethyl side-groups. It is resistant to beta-lactamase.		2.1110beta-lactam antibiotic allergen;
cephalosporin;
cephamycin;
semisynthetic derivative		antibacterial drug
amphotericin b
Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.		2.1310antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
barium
Barium: An element of the alkaline earth group of metals. It has an atomic symbol Ba, atomic number 56, and atomic weight 138. All of its acid-soluble salts are poisonous.		1.9810alkaline earth metal atom;
elemental barium
tribromodiphenyl ether 28
4-bromophenyl 2,4-dibromophenyl ether : A polybromodiphenyl ether that is diphenyl ether in which the hydrogens at the 2, 4, and 4' positions have been replaced by bromines.		2.0710polybromodiphenyl ether
4,6-dibromo-2-(2',4'-dibromo)phenoxyanisole
4,6-dibromo-2-(2',4'-dibromo)phenoxyanisole: a brominated compound, detected in the blubber of dolphins and other marine mammals from Queensland (northeast Australia)		2.1310
ConditionIndicatedRelationship StrengthStudiesTrials
Muscle Contraction
A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.		01.9810