Page last updated: 2024-11-11

4-(2-hydroxyphenyl)but-3-en-2-one

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

Description

4-(2-hydroxyphenyl)but-3-en-2-one: inhibits lipopolysaccharide-induced expression of inducible nitric oxide synthase; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5356585
CHEMBL ID412355
SCHEMBL ID1404928
MeSH IDM0489386

Synonyms (33)

Synonym
CHEMBL412355
HMS2614A14
4-(o-hydroxyphenyl)-3-buten-2-one
smr000324439
MLS000680174 ,
nsc61817
nsc-61817
6051-53-2
(e)-4-(2-hydroxyphenyl)but-3-en-2-one
4-(o-hydroxyphenyl)-3-buten-2-one, sodium salt
AO-840/40184794
4-(2-hydroxyphenyl)-3-buten-2-one
AKOS001326226
4-(2-hydroxyphenyl)but-3-en-2-one
F0400-0013
(e)-4-(2-hydroxy-phenyl)-but-3-en-2-one
(e)-4-(2-hydroxyphenyl)-3-buten-2-one
A833685
NCGC00246603-01
22214-28-4
3-buten-2-one, 4-(o-hydroxyphenyl)-, (e)-
ai3-23864
einecs 227-957-9
nsc 61817
(3e)-4-(2-hydroxyphenyl)but-3-en-2-one
SCHEMBL1404928
4-(2-hydroxy-phenyl)-but-3-en-2-one
OIKUPYQBJLSNAS-VOTSOKGWSA-N
2-hydroxybenzalacetone
3-buten-2-one,4-(2-hydroxyphenyl)-
DTXSID50875902
STL192036
EN300-170135

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" Curcumin has been examined in a number of clinical studies with limited success, mainly owing to limited bioavailability and rapid metabolism."( Activation of anti-oxidant Nrf2 signaling by enone analogues of curcumin.
Deck, LM; Hunsaker, LA; Royer, RE; Vander Jagt, DL; Vander Jagt, TA; Whalen, LJ, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (11)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, JmjC domain-containing histone demethylation protein 3AHomo sapiens (human)Potency0.70790.631035.7641100.0000AID504339
TDP1 proteinHomo sapiens (human)Potency32.64270.000811.382244.6684AID686978
Microtubule-associated protein tauHomo sapiens (human)Potency2.81840.180013.557439.8107AID1468
nuclear factor erythroid 2-related factor 2 isoform 2Homo sapiens (human)Potency3.66260.00419.984825.9290AID504444
urokinase-type plasminogen activator precursorMus musculus (house mouse)Potency5.01190.15855.287912.5893AID540303
plasminogen precursorMus musculus (house mouse)Potency5.01190.15855.287912.5893AID540303
urokinase plasminogen activator surface receptor precursorMus musculus (house mouse)Potency5.01190.15855.287912.5893AID540303
lamin isoform A-delta10Homo sapiens (human)Potency12.58930.891312.067628.1838AID1487
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LMP1 [Human herpesvirus 4]human gammaherpesvirus 4 (Epstein-Barr virus)AC5035.89700.068039.9389277.4300AID504861
Substance-P receptorCavia porcellus (domestic guinea pig)CD5.30000.90004.50009.8000AID144377
Quinone oxidoreductaseMus musculus (house mouse)CD5.30000.20002.74219.8000AID144377
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (19)

Assay IDTitleYearJournalArticle
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
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.
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.
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.
AID1348958Effect on firefly luciferase activity expressed in human HepG2 cells at low concentration after 5 hrs by luminescence assay2018European journal of medicinal chemistry, Jan-01, Volume: 143Activation of anti-oxidant Nrf2 signaling by enone analogues of curcumin.
AID70871Inhibition of UV-induced mutagenesis in Escherichia coli WP2uvrA2002Bioorganic & medicinal chemistry letters, Sep-02, Volume: 12, Issue:17
Quantum chemical- and 3-D-QSAR (CoMFA) studies of benzalacetones and 1,1,1-trifluoro-4-phenyl-3-buten-2-ones.
AID144377Ability to induce NAD(P)H quinone reductase activity in cultured Hepa 1c1c7 murine hepatoma cells.1998Journal of medicinal chemistry, Dec-17, Volume: 41, Issue:26
Chemoprotective properties of phenylpropenoids, bis(benzylidene)cycloalkanones, and related Michael reaction acceptors: correlation of potencies as phase 2 enzyme inducers and radical scavengers.
AID249545Inhibitory concentration against peroxidation of rabbits red blood cell (RBC) membrane ghost induced by BuOOH (tert-butyl hydroperoxide)2005Bioorganic & medicinal chemistry letters, Jun-02, Volume: 15, Issue:11
Quantitative structure-activity relationship studies for antioxidant hydroxybenzalacetones by quantum chemical- and 3-D-QSAR(CoMFA) analyses.
AID249543Inhibitory concentration against peroxidation of rabbits red blood cell (RBC) membrane ghost induced by gamma-ray irradiation2005Bioorganic & medicinal chemistry letters, Jun-02, Volume: 15, Issue:11
Quantitative structure-activity relationship studies for antioxidant hydroxybenzalacetones by quantum chemical- and 3-D-QSAR(CoMFA) analyses.
AID550138Induction of ROS generation in human SW620 cells at 20 uM after 2 hrs relative to control2011Bioorganic & medicinal chemistry letters, Jan-15, Volume: 21, Issue:2
2-Hydroxycurcuminoid induces apoptosis of human tumor cells through the reactive oxygen species-mitochondria pathway.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (8.33)18.2507
2000's4 (33.33)29.6817
2010's6 (50.00)24.3611
2020's1 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.57

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 Index12.57 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index5.14 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.57)

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%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]