Page last updated: 2024-11-11

4,4'-dihydroxychalcone

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

Description

4,4'-dihydroxychalcone: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5467477
CHEMBL ID145927
SCHEMBL ID773588
MeSH IDM0050613

Synonyms (32)

Synonym
2-propen-1-one, 1,3-bis(4-hydroxyphenyl)-
3600-61-1
4,4'-dihydroxybenzylidene acetophenone
nsc652891
nsc-652891
LMPK12120193
4,4'-dihydroxychalcone
4',4-dihydroxychalcone
CHEMBL145927 ,
(e)-1,3-bis(4-hydroxyphenyl)prop-2-en-1-one
4,4''-dihydroxychalcone
bdbm50068224
1,3-bis(4-hydroxyphenyl)prop-2-en-1-one
(e)-1,3-bis-(4-hydroxy-phenyl)-propenone
4'',4-dihydroxychalcone
cky3j88z94 ,
4,4'-dihydroxychalcone, (e)-
unii-cky3j88z94
2-propen-1-one, 1,3-bis(4-hydroxyphenyl)-, (e)-
1,3-bis(4-hydroxyphenyl)propenone
rvc 588 (chalcone)
2-propen-1-one, 1,3-bis(4-hydroxyphenyl)-, (2e)-
108997-30-4
trans-4,4'-dihydroxychalcone
(e)-1,3-bis(4-hydroxyphenyl)-2-propen-1-one
2-propen-1-one,1,3-bis(4-hydroxyphenyl)-, (2e)-
2-propen-1-one,1,3-bis(4-hydroxyphenyl)-
SCHEMBL773588
(e)-4,4'-dihydroxychalcone
Q27275509
1,3-bis-(4-hydroxy-phenyl)-prop-2-en-1-one
PD181927
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyphenol oxidase 2Agaricus bisporusIC50 (µMol)4.80000.03403.987110.0000AID478539
Polyphenol oxidase 2Agaricus bisporusKi2.90000.00063.28838.8900AID478540
Xanthine dehydrogenase/oxidaseBos taurus (cattle)IC50 (µMol)117.00000.00303.10159.8000AID1461517
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (1)

Processvia Protein(s)Taxonomy
xanthine catabolic processXanthine dehydrogenase/oxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
xanthine dehydrogenase activityXanthine dehydrogenase/oxidaseBos taurus (cattle)
xanthine oxidase activityXanthine dehydrogenase/oxidaseBos taurus (cattle)
iron ion bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
molybdenum ion bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
protein homodimerization activityXanthine dehydrogenase/oxidaseBos taurus (cattle)
molybdopterin cofactor bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
flavin adenine dinucleotide bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
2 iron, 2 sulfur cluster bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
FAD bindingXanthine dehydrogenase/oxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
extracellular spaceXanthine dehydrogenase/oxidaseBos taurus (cattle)
peroxisomeXanthine dehydrogenase/oxidaseBos taurus (cattle)
xanthine dehydrogenase complexXanthine dehydrogenase/oxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (22)

Assay IDTitleYearJournalArticle
AID1286193Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Cytotoxic Evaluation against Breast Cancer Cells of Isoliquiritigenin Analogues from Spatholobus suberectus and Their Synthetic Derivatives.
AID1062644Inhibition of Wnt3A/beta-catenin signaling in HEK293 cells at 5 uM after 24 hrs by firefly/renilla dual luciferase reporter gene assay relative to vehicle-treated control2014European journal of medicinal chemistry, Jan, Volume: 71Functionalized curcumin analogs as potent modulators of the Wnt/β-catenin signaling pathway.
AID1062645Inhibition of Wnt3A/beta-catenin signaling in HEK293 cells at 1 uM after 24 hrs by firefly/renilla dual luciferase reporter gene assay relative to vehicle-treated control2014European journal of medicinal chemistry, Jan, Volume: 71Functionalized curcumin analogs as potent modulators of the Wnt/β-catenin signaling pathway.
AID478718Inhibition of alpha-MSH-induced melanin production in mouse B16 cells assessed as reduction pigmentation at 20 uM after 48 hrs2010European journal of medicinal chemistry, May, Volume: 45, Issue:5
Evaluation of anti-pigmentary effect of synthetic sulfonylamino chalcone.
AID1062642Inhibition of Wnt3A/beta-catenin signaling in HEK293 cells at 20 uM after 24 hrs by firefly/renilla dual luciferase reporter gene assay relative to vehicle-treated control2014European journal of medicinal chemistry, Jan, Volume: 71Functionalized curcumin analogs as potent modulators of the Wnt/β-catenin signaling pathway.
AID257315Inhibitory activity against baker's yeast alpha glucosidase at 200 uM2005Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24
Sulfonamide chalcone as a new class of alpha-glucosidase inhibitors.
AID478539Inhibition of monophenolase activity of mushroom tyrosinase using as L-tyrosine substrate by spectrophotometric analysis2010European journal of medicinal chemistry, May, Volume: 45, Issue:5
Evaluation of anti-pigmentary effect of synthetic sulfonylamino chalcone.
AID313634Blockade of human K+ channel in HEK293 cells assessed as inhibition of outward delayed rectifying K+ current at 10 uM2008Bioorganic & medicinal chemistry letters, Jan-01, Volume: 18, Issue:1
Sulfonate chalcone as new class voltage-dependent K+ channel blocker.
AID478540Competitive inhibition of monophenolase activity of mushroom tyrosinase using as L-tyrosine substrate by Lineweaver-Burke plot analysis2010European journal of medicinal chemistry, May, Volume: 45, Issue:5
Evaluation of anti-pigmentary effect of synthetic sulfonylamino chalcone.
AID1461517Inhibition of bovine milk xanthine oxidase pre-incubated for 30 mins followed by xanthine addition and measured every 30 secs for 5 mins by spectrophotometry2017Bioorganic & medicinal chemistry letters, 08-01, Volume: 27, Issue:15
Synthesis and evaluation of hydroxychalcones as multifunctional non-purine xanthine oxidase inhibitors for the treatment of hyperuricemia.
AID257316Inhibitory activity against Bacillus licheniformis alpha amylase at 200 uM2005Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24
Sulfonamide chalcone as a new class of alpha-glucosidase inhibitors.
AID1062643Inhibition of Wnt3A/beta-catenin signaling in HEK293 cells at 10 uM after 24 hrs by firefly/renilla dual luciferase reporter gene assay relative to vehicle-treated control2014European journal of medicinal chemistry, Jan, Volume: 71Functionalized curcumin analogs as potent modulators of the Wnt/β-catenin signaling pathway.
AID478541Inhibition of alpha-MSH-induced melanin production in mouse B16 cells after 48 hrs2010European journal of medicinal chemistry, May, Volume: 45, Issue:5
Evaluation of anti-pigmentary effect of synthetic sulfonylamino chalcone.
AID1461521Antioxidant activity assessed as DPPH free radical scavenging activity incubated for 30 mins at 2000 uM2017Bioorganic & medicinal chemistry letters, 08-01, Volume: 27, Issue:15
Synthesis and evaluation of hydroxychalcones as multifunctional non-purine xanthine oxidase inhibitors for the treatment of hyperuricemia.
AID1286194Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by MTT assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Cytotoxic Evaluation against Breast Cancer Cells of Isoliquiritigenin Analogues from Spatholobus suberectus and Their Synthetic Derivatives.
AID313629Blockade of human K+ channel in HEK293 cells assessed as inhibition of outward delayed rectifying K+ current2008Bioorganic & medicinal chemistry letters, Jan-01, Volume: 18, Issue:1
Sulfonate chalcone as new class voltage-dependent K+ channel blocker.
AID90472Inhibitory activity against phytohemagglutininin A-induced proliferation of human lymphocytes1998Journal of medicinal chemistry, Nov-19, Volume: 41, Issue:24
Antileishmanial chalcones: statistical design, synthesis, and three-dimensional quantitative structure-activity relationship analysis.
AID1461520Antioxidant activity assessed as ABTS free radical scavenging activity by measuring trolox equivalents after 6 mins2017Bioorganic & medicinal chemistry letters, 08-01, Volume: 27, Issue:15
Synthesis and evaluation of hydroxychalcones as multifunctional non-purine xanthine oxidase inhibitors for the treatment of hyperuricemia.
AID257317Inhibitory activity against barley beta amylase at 200 uM2005Bioorganic & medicinal chemistry letters, Dec-15, Volume: 15, Issue:24
Sulfonamide chalcone as a new class of alpha-glucosidase inhibitors.
AID358852Antiproliferative activity against mouse Colon 26-L5 cells by MTT assay2001Journal of natural products, Mar, Volume: 64, Issue:3
Six new diarylheptanoids from the seeds of Alpinia blepharocalyx.
AID358853Antiproliferative activity against human HT1080 cells by MTT assay2001Journal of natural products, Mar, Volume: 64, Issue:3
Six new diarylheptanoids from the seeds of Alpinia blepharocalyx.
AID100427Tested in vitro for anti-leishmanial activity against Leishmania donovani1998Journal of medicinal chemistry, Nov-19, Volume: 41, Issue:24
Antileishmanial chalcones: statistical design, synthesis, and three-dimensional quantitative structure-activity relationship analysis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (18.18)18.2507
2000's5 (45.45)29.6817
2010's4 (36.36)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: 12.22

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 Index12.22 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.70 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.22)

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%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]