Page last updated: 2024-11-06

1-(3,4-dihydroxyphenyl)-2-(1-imidazolyl)ethanone

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

Cross-References

ID SourceID
PubMed CID52780
CHEMBL ID349641
CHEBI ID92075

Synonyms (20)

Synonym
MLS-0315813.0001
MLS-0315813.0002 ,
MLS-0315813.0003
smr001382684
MLS002460467
CHEMBL349641 ,
1-(3,4-dihydroxyphenyl)-2-imidazol-1-ylethanone
NCGC00247370-01
HMS2218C04
HMS3329J09
1-(3,4-dihydroxyphenyl)-2-(1-imidazolyl)ethanone;hydrochloride
bdbm41887
1-(3,4-dihydroxyphenyl)-2-imidazol-1-yl-ethanone;hydrochloride
1-(3,4-dihydroxyphenyl)-2-imidazol-1-ylethanone;hydrochloride
cid_25067472
1-[3,4-bis(oxidanyl)phenyl]-2-imidazol-1-yl-ethanone;hydrochloride
cid_52780
CHEBI:92075
1-(3,4-dihydroxyphenyl)-2-(1-imidazolyl)ethanone
Q27163870
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
aromatic ketoneA ketone in which the carbonyl group is attached to an aromatic ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (15)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency35.48130.004023.8416100.0000AID485290
Chain A, JmjC domain-containing histone demethylation protein 3AHomo sapiens (human)Potency22.38720.631035.7641100.0000AID504339
bromodomain adjacent to zinc finger domain 2BHomo sapiens (human)Potency56.23410.707936.904389.1251AID504333
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency50.11870.050127.073689.1251AID588590
lethal(3)malignant brain tumor-like protein 1 isoform IHomo sapiens (human)Potency39.81070.075215.225339.8107AID485360
DNA polymerase kappa isoform 1Homo sapiens (human)Potency89.12510.031622.3146100.0000AID588579
Guanine nucleotide-binding protein GHomo sapiens (human)Potency44.66841.995325.532750.1187AID624287
ATP-dependent phosphofructokinaseTrypanosoma brucei brucei TREU927Potency37.93300.060110.745337.9330AID485367
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
alkaline phosphatase, tissue-nonspecific isozyme isoform 1 preproproteinHomo sapiens (human)IC50 (µMol)100.00000.125016.260374.8000AID1056
alkaline phosphatase, germ cell type preproproteinHomo sapiens (human)IC50 (µMol)17.78500.110011.386267.2000AID1017; AID1512
Alkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)IC50 (µMol)100.00000.01502.24078.6000AID459065
Alkaline phosphatase, germ cell typeHomo sapiens (human)IC50 (µMol)1.20000.60000.90001.2000AID459068
Muscarinic acetylcholine receptor M2Rattus norvegicus (Norway rat)IC50 (µMol)30.20000.00053.314249.5000AID1017
Phospholipase A-2-activating proteinHomo sapiens (human)IC50 (µMol)2.10000.01101.53702.5000AID459064
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (43)

Processvia Protein(s)Taxonomy
skeletal system developmentAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
osteoblast differentiationAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
endochondral ossificationAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
developmental process involved in reproductionAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
cellular homeostasisAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
bone mineralizationAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
response to lipopolysaccharideAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
response to insulinAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
response to vitamin DAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
response to vitamin B6Alkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
response to macrophage colony-stimulating factorAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
pyridoxal phosphate metabolic processAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
response to antibioticAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
response to glucocorticoidAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
phosphate ion homeostasisAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
calcium ion homeostasisAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
cellular response to organic cyclic compoundAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
cementum mineralizationAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
positive regulation of cold-induced thermogenesisAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
futile creatine cycleAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
inhibition of non-skeletal tissue mineralizationAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
response to sodium phosphateAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
dephosphorylationAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
dephosphorylationIntestinal-type alkaline phosphataseHomo sapiens (human)
dephosphorylationAlkaline phosphatase, germ cell typeHomo sapiens (human)
negative regulation of inflammatory response to antigenic stimulusGuanine nucleotide-binding protein GHomo sapiens (human)
renal water homeostasisGuanine nucleotide-binding protein GHomo sapiens (human)
G protein-coupled receptor signaling pathwayGuanine nucleotide-binding protein GHomo sapiens (human)
regulation of insulin secretionGuanine nucleotide-binding protein GHomo sapiens (human)
cellular response to glucagon stimulusGuanine nucleotide-binding protein GHomo sapiens (human)
phospholipid metabolic processPhospholipase A-2-activating proteinHomo sapiens (human)
prostaglandin metabolic processPhospholipase A-2-activating proteinHomo sapiens (human)
inflammatory responsePhospholipase A-2-activating proteinHomo sapiens (human)
signal transductionPhospholipase A-2-activating proteinHomo sapiens (human)
nervous system developmentPhospholipase A-2-activating proteinHomo sapiens (human)
macroautophagyPhospholipase A-2-activating proteinHomo sapiens (human)
positive regulation of phospholipase A2 activityPhospholipase A-2-activating proteinHomo sapiens (human)
ubiquitin-dependent protein catabolic process via the multivesicular body sorting pathwayPhospholipase A-2-activating proteinHomo sapiens (human)
cellular response to lipopolysaccharidePhospholipase A-2-activating proteinHomo sapiens (human)
negative regulation of protein K63-linked ubiquitinationPhospholipase A-2-activating proteinHomo sapiens (human)
positive regulation of synaptic vesicle recyclingPhospholipase A-2-activating proteinHomo sapiens (human)
positive regulation of dendrite extensionPhospholipase A-2-activating proteinHomo sapiens (human)
positive regulation of neuron migrationPhospholipase A-2-activating proteinHomo sapiens (human)
proteasome-mediated ubiquitin-dependent protein catabolic processPhospholipase A-2-activating proteinHomo sapiens (human)
ubiquitin recyclingPhospholipase A-2-activating proteinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (18)

Processvia Protein(s)Taxonomy
alkaline phosphatase activityAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
inorganic diphosphate phosphatase activityAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
calcium ion bindingAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
pyrophosphatase activityAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
ATP hydrolysis activityAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
pyridoxal phosphatase activityAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
ADP phosphatase activityAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
phosphoamidase activityAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
phosphoethanolamine phosphatase activityAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
magnesium ion bindingIntestinal-type alkaline phosphataseHomo sapiens (human)
protease bindingIntestinal-type alkaline phosphataseHomo sapiens (human)
alkaline phosphatase activityIntestinal-type alkaline phosphataseHomo sapiens (human)
protein bindingIntestinal-type alkaline phosphataseHomo sapiens (human)
zinc ion bindingIntestinal-type alkaline phosphataseHomo sapiens (human)
alkaline phosphatase activityAlkaline phosphatase, germ cell typeHomo sapiens (human)
metal ion bindingAlkaline phosphatase, germ cell typeHomo sapiens (human)
G protein activityGuanine nucleotide-binding protein GHomo sapiens (human)
adenylate cyclase activator activityGuanine nucleotide-binding protein GHomo sapiens (human)
protein bindingPhospholipase A-2-activating proteinHomo sapiens (human)
phospholipase A2 activator activityPhospholipase A-2-activating proteinHomo sapiens (human)
ubiquitin bindingPhospholipase A-2-activating proteinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
mitochondrial intermembrane spaceAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
plasma membraneAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
mitochondrial membraneAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
extracellular regionAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
plasma membraneAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
membraneAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
extracellular matrixAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
extracellular exosomeAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
side of membraneAlkaline phosphatase, tissue-nonspecific isozymeHomo sapiens (human)
extracellular regionIntestinal-type alkaline phosphataseHomo sapiens (human)
plasma membraneIntestinal-type alkaline phosphataseHomo sapiens (human)
side of membraneIntestinal-type alkaline phosphataseHomo sapiens (human)
plasma membraneIntestinal-type alkaline phosphataseHomo sapiens (human)
extracellular regionAlkaline phosphatase, germ cell typeHomo sapiens (human)
plasma membraneAlkaline phosphatase, germ cell typeHomo sapiens (human)
side of membraneAlkaline phosphatase, germ cell typeHomo sapiens (human)
plasma membraneAlkaline phosphatase, germ cell typeHomo sapiens (human)
plasma membraneGuanine nucleotide-binding protein GHomo sapiens (human)
nucleusPhospholipase A-2-activating proteinHomo sapiens (human)
cytoplasmPhospholipase A-2-activating proteinHomo sapiens (human)
synapsePhospholipase A-2-activating proteinHomo sapiens (human)
extracellular exosomePhospholipase A-2-activating proteinHomo sapiens (human)
cytoplasmPhospholipase A-2-activating proteinHomo sapiens (human)
nucleusPhospholipase A-2-activating proteinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (23)

Assay IDTitleYearJournalArticle
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID459066Inhibition of IAP by analogous luminescence assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Design and synthesis of selective inhibitors of placental alkaline phosphatase.
AID113962Anticonvulsant activity by the maximal electroshock test in mice by intraperitoneal administration1981Journal of medicinal chemistry, Jun, Volume: 24, Issue:6
Synthesis and anticonvulsant activity of N-(benzoylalkyl)imidazoles and N-(omega-phenyl-omega-hydroxyalkyl)imidazoles.
AID459068Inhibition of GCAP by analogous luminescence assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Design and synthesis of selective inhibitors of placental alkaline phosphatase.
AID459070Selectivity ratio of IC50 for GCAP to IC50 for PLAP2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Design and synthesis of selective inhibitors of placental alkaline phosphatase.
AID117081Lethal dose in mice determined after intraperitoneal administration.1981Journal of medicinal chemistry, Jun, Volume: 24, Issue:6
Synthesis and anticonvulsant activity of N-(benzoylalkyl)imidazoles and N-(omega-phenyl-omega-hydroxyalkyl)imidazoles.
AID459071Selectivity ratio of IC50 for TNAP to IC50 for PLAP2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Design and synthesis of selective inhibitors of placental alkaline phosphatase.
AID113963Anticonvulsant activity was evaluated by the maximal electroshock test in mice, administered orally1981Journal of medicinal chemistry, Jun, Volume: 24, Issue:6
Synthesis and anticonvulsant activity of N-(benzoylalkyl)imidazoles and N-(omega-phenyl-omega-hydroxyalkyl)imidazoles.
AID459069Selectivity ratio of IC50 for IAP to IC50 for PLAP2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Design and synthesis of selective inhibitors of placental alkaline phosphatase.
AID459065Inhibition of TNAP by analogous luminescence assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Design and synthesis of selective inhibitors of placental alkaline phosphatase.
AID459064Inhibition of PLAP by analogous luminescence assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Design and synthesis of selective inhibitors of placental alkaline phosphatase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (14.29)18.7374
1990's0 (0.00)18.2507
2000's1 (14.29)29.6817
2010's4 (57.14)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.06

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 Index12.06 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.14 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.06)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]