Page last updated: 2024-12-09

2,4,4'-trihydroxydeoxybenzoin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2,4,4'-trihydroxydeoxybenzoin: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID640096
CHEMBL ID193200
SCHEMBL ID312243
MeSH IDM0550320

Synonyms (29)

Synonym
OPREA1_494118
ethanone, 1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)-
inchi=1/c14h12o4/c15-10-3-1-9(2-4-10)7-13(17)12-6-5-11(16)8-14(12)18/h1-6,8,15-16,18h,7h
1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)ethanone
AKOS000273551
2,4,4''-terthydroxydeoxybenzoin
2,4,4''-trihydroxydeoxybenzoin
1-(2,4-dihydroxy-phenyl)-2-(4-hydroxy-phenyl)-ethanone
bdbm50166034
2,4,4'-trihydroxydeoxybenzoin
2,4,4'-terthydroxydeoxybenzoin
CHEMBL193200 ,
17720-60-4
AM62685
1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)ethan-1-one
1-(2,4-dihydroxy-phenyl)2 (4-hydro xy-phenyl)-ethanone
RB3225
1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)-ethanone
KLFCJXAPIFIIFR-UHFFFAOYSA-N
SCHEMBL312243
423150-69-0
CS-0098071
FT-0696422
mfcd00498162
DTXSID00348696
1-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)ethanone, aldrichcpr
AS-54430
1-(2,4-dihydroxy-phenyl)-2-(4-hydroxy-phenyl)ethanone
SY023840
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyphenol oxidase 2Agaricus bisporusIC50 (µMol)162.26000.03403.987110.0000AID427670; AID427671; AID427672
Sex hormone-binding globulinHomo sapiens (human)IC50 (µMol)13.60000.00380.00380.0038AID241522
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Estrogen receptorHomo sapiens (human)EC50 (µMol)2.03000.00000.53054.4000AID747468
Estrogen receptor betaHomo sapiens (human)EC50 (µMol)0.50000.00000.47954.8900AID747467
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (44)

Processvia Protein(s)Taxonomy
positive regulation of transcription by RNA polymerase IIEstrogen receptorHomo sapiens (human)
negative regulation of transcription by RNA polymerase IIEstrogen receptorHomo sapiens (human)
antral ovarian follicle growthEstrogen receptorHomo sapiens (human)
epithelial cell developmentEstrogen receptorHomo sapiens (human)
chromatin remodelingEstrogen receptorHomo sapiens (human)
regulation of DNA-templated transcriptionEstrogen receptorHomo sapiens (human)
signal transductionEstrogen receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayEstrogen receptorHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationEstrogen receptorHomo sapiens (human)
androgen metabolic processEstrogen receptorHomo sapiens (human)
male gonad developmentEstrogen receptorHomo sapiens (human)
negative regulation of gene expressionEstrogen receptorHomo sapiens (human)
positive regulation of phospholipase C activityEstrogen receptorHomo sapiens (human)
intracellular steroid hormone receptor signaling pathwayEstrogen receptorHomo sapiens (human)
intracellular estrogen receptor signaling pathwayEstrogen receptorHomo sapiens (human)
response to estradiolEstrogen receptorHomo sapiens (human)
regulation of toll-like receptor signaling pathwayEstrogen receptorHomo sapiens (human)
negative regulation of smooth muscle cell apoptotic processEstrogen receptorHomo sapiens (human)
negative regulation of canonical NF-kappaB signal transductionEstrogen receptorHomo sapiens (human)
negative regulation of DNA-binding transcription factor activityEstrogen receptorHomo sapiens (human)
response to estrogenEstrogen receptorHomo sapiens (human)
positive regulation of DNA-templated transcriptionEstrogen receptorHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIEstrogen receptorHomo sapiens (human)
fibroblast proliferationEstrogen receptorHomo sapiens (human)
positive regulation of fibroblast proliferationEstrogen receptorHomo sapiens (human)
stem cell differentiationEstrogen receptorHomo sapiens (human)
regulation of inflammatory responseEstrogen receptorHomo sapiens (human)
positive regulation of DNA-binding transcription factor activityEstrogen receptorHomo sapiens (human)
RNA polymerase II preinitiation complex assemblyEstrogen receptorHomo sapiens (human)
uterus developmentEstrogen receptorHomo sapiens (human)
vagina developmentEstrogen receptorHomo sapiens (human)
prostate epithelial cord elongationEstrogen receptorHomo sapiens (human)
prostate epithelial cord arborization involved in prostate glandular acinus morphogenesisEstrogen receptorHomo sapiens (human)
regulation of branching involved in prostate gland morphogenesisEstrogen receptorHomo sapiens (human)
mammary gland branching involved in pregnancyEstrogen receptorHomo sapiens (human)
mammary gland alveolus developmentEstrogen receptorHomo sapiens (human)
epithelial cell proliferation involved in mammary gland duct elongationEstrogen receptorHomo sapiens (human)
protein localization to chromatinEstrogen receptorHomo sapiens (human)
cellular response to estradiol stimulusEstrogen receptorHomo sapiens (human)
negative regulation of miRNA transcriptionEstrogen receptorHomo sapiens (human)
regulation of epithelial cell apoptotic processEstrogen receptorHomo sapiens (human)
regulation of transcription by RNA polymerase IIEstrogen receptorHomo sapiens (human)
cellular response to estrogen stimulusEstrogen receptorHomo sapiens (human)
negative regulation of transcription by RNA polymerase IIEstrogen receptor betaHomo sapiens (human)
regulation of DNA-templated transcriptionEstrogen receptor betaHomo sapiens (human)
signal transductionEstrogen receptor betaHomo sapiens (human)
cell-cell signalingEstrogen receptor betaHomo sapiens (human)
negative regulation of cell growthEstrogen receptor betaHomo sapiens (human)
intracellular estrogen receptor signaling pathwayEstrogen receptor betaHomo sapiens (human)
positive regulation of DNA-templated transcriptionEstrogen receptor betaHomo sapiens (human)
positive regulation of DNA-binding transcription factor activityEstrogen receptor betaHomo sapiens (human)
cellular response to estradiol stimulusEstrogen receptor betaHomo sapiens (human)
regulation of transcription by RNA polymerase IIEstrogen receptor betaHomo sapiens (human)
cellular response to estrogen stimulusEstrogen receptor betaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (30)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingEstrogen receptorHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificEstrogen receptorHomo sapiens (human)
TFIIB-class transcription factor bindingEstrogen receptorHomo sapiens (human)
transcription coregulator bindingEstrogen receptorHomo sapiens (human)
transcription corepressor bindingEstrogen receptorHomo sapiens (human)
transcription coactivator bindingEstrogen receptorHomo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificEstrogen receptorHomo sapiens (human)
chromatin bindingEstrogen receptorHomo sapiens (human)
DNA-binding transcription factor activityEstrogen receptorHomo sapiens (human)
nuclear receptor activityEstrogen receptorHomo sapiens (human)
steroid bindingEstrogen receptorHomo sapiens (human)
protein bindingEstrogen receptorHomo sapiens (human)
calmodulin bindingEstrogen receptorHomo sapiens (human)
beta-catenin bindingEstrogen receptorHomo sapiens (human)
zinc ion bindingEstrogen receptorHomo sapiens (human)
TBP-class protein bindingEstrogen receptorHomo sapiens (human)
enzyme bindingEstrogen receptorHomo sapiens (human)
protein kinase bindingEstrogen receptorHomo sapiens (human)
nitric-oxide synthase regulator activityEstrogen receptorHomo sapiens (human)
nuclear estrogen receptor activityEstrogen receptorHomo sapiens (human)
nuclear estrogen receptor bindingEstrogen receptorHomo sapiens (human)
estrogen response element bindingEstrogen receptorHomo sapiens (human)
identical protein bindingEstrogen receptorHomo sapiens (human)
ATPase bindingEstrogen receptorHomo sapiens (human)
14-3-3 protein bindingEstrogen receptorHomo sapiens (human)
sequence-specific double-stranded DNA bindingEstrogen receptorHomo sapiens (human)
androgen bindingSex hormone-binding globulinHomo sapiens (human)
protein bindingSex hormone-binding globulinHomo sapiens (human)
steroid bindingSex hormone-binding globulinHomo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingEstrogen receptor betaHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificEstrogen receptor betaHomo sapiens (human)
DNA bindingEstrogen receptor betaHomo sapiens (human)
nuclear steroid receptor activityEstrogen receptor betaHomo sapiens (human)
nuclear receptor activityEstrogen receptor betaHomo sapiens (human)
steroid bindingEstrogen receptor betaHomo sapiens (human)
protein bindingEstrogen receptor betaHomo sapiens (human)
zinc ion bindingEstrogen receptor betaHomo sapiens (human)
enzyme bindingEstrogen receptor betaHomo sapiens (human)
nuclear estrogen receptor activityEstrogen receptor betaHomo sapiens (human)
estrogen response element bindingEstrogen receptor betaHomo sapiens (human)
receptor antagonist activityEstrogen receptor betaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (15)

Processvia Protein(s)Taxonomy
nucleusEstrogen receptorHomo sapiens (human)
nucleoplasmEstrogen receptorHomo sapiens (human)
transcription regulator complexEstrogen receptorHomo sapiens (human)
cytoplasmEstrogen receptorHomo sapiens (human)
Golgi apparatusEstrogen receptorHomo sapiens (human)
cytosolEstrogen receptorHomo sapiens (human)
plasma membraneEstrogen receptorHomo sapiens (human)
membraneEstrogen receptorHomo sapiens (human)
chromatinEstrogen receptorHomo sapiens (human)
euchromatinEstrogen receptorHomo sapiens (human)
protein-containing complexEstrogen receptorHomo sapiens (human)
nucleusEstrogen receptorHomo sapiens (human)
extracellular regionSex hormone-binding globulinHomo sapiens (human)
extracellular exosomeSex hormone-binding globulinHomo sapiens (human)
nucleusEstrogen receptor betaHomo sapiens (human)
nucleoplasmEstrogen receptor betaHomo sapiens (human)
mitochondrionEstrogen receptor betaHomo sapiens (human)
intracellular membrane-bounded organelleEstrogen receptor betaHomo sapiens (human)
chromatinEstrogen receptor betaHomo sapiens (human)
nucleusEstrogen receptor betaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID715002Inhibition of mushroom tyrosinase using L-DOPA as substrate at 100 ug/ml after 10 mins2012Bioorganic & medicinal chemistry letters, Sep-01, Volume: 22, Issue:17
Design, synthesis and molecular simulation studies of dihydrostilbene derivatives as potent tyrosinase inhibitors.
AID241522Inhibitory concentration against [3H]-DHT binding to human sex hormone-binding globulin (SHBG)2005Journal of medicinal chemistry, May-05, Volume: 48, Issue:9
Successful in silico discovery of novel nonsteroidal ligands for human sex hormone binding globulin.
AID427661Antioxidant activity assessed as inhibition of FeCl2-induced lipid peroxidation by thiocyanate method2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.
AID295603Inhibition of Helicobacter pylori ATCC 43504 urease at 400 ug/mL after 3 hrs pre-incubation2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Polyphenols based on isoflavones as inhibitors of Helicobacter pylori urease.
AID243453In vitro inhibition of [3H]DHT binding to human sex hormone-binding globulin (SHBG)2005Journal of medicinal chemistry, May-05, Volume: 48, Issue:9
Successful in silico discovery of novel nonsteroidal ligands for human sex hormone binding globulin.
AID427670Inhibition of mushroom tyrosinase activity after 30 mins by spectrophotometry2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.
AID747467Agonist activity at human estrogen receptor-beta by yeast two-hybrid assay in presence of SRC12013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Discovery of natural estrogen receptor modulators with structure-based virtual screening.
AID427666Antioxidant activity assessed as superoxide anion radical scavenging activity by spectrophotometry2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.
AID427663Antioxidant activity assessed as potassium ferric cyanide ion reducing power after 10 mins by Oyaizu method2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.
AID747468Agonist activity at human estrogen receptor-alpha by yeast two-hybrid assay in presence of SRC12013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Discovery of natural estrogen receptor modulators with structure-based virtual screening.
AID427671Inhibition of mushroom tyrosinase activity after 90 mins by spectrophotometry2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.
AID239833Relative binding affinity towards human sex hormone-binding globulin (SHBG) compared to estradiol2005Journal of medicinal chemistry, May-05, Volume: 48, Issue:9
Successful in silico discovery of novel nonsteroidal ligands for human sex hormone binding globulin.
AID238101Association rate constant for human sex hormone-binding globulin (SHBG)2005Journal of medicinal chemistry, May-05, Volume: 48, Issue:9
Successful in silico discovery of novel nonsteroidal ligands for human sex hormone binding globulin.
AID427665Antioxidant activity assessed as DPPH radical scavenging activity incubated at 40 degC in dark after 30 mins2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.
AID427662Antioxidant activity assessed as ferrous ion chelating effect after 10 mins2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.
AID427664Antioxidant activity assessed as ABTS radical scavenging activity2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.
AID239836Relative binding affinity for human sex hormone-binding globulin (SHBG) compared to testosterone 2005Journal of medicinal chemistry, May-05, Volume: 48, Issue:9
Successful in silico discovery of novel nonsteroidal ligands for human sex hormone binding globulin.
AID427672Inhibition of mushroom tyrosinase activity after 150 mins by spectrophotometry2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (50.00)29.6817
2010's3 (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: 12.43

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 Index12.43 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.43)

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]