Page last updated: 2024-12-10

2',3-dihydroxychalcone

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

Description

2',3-dihydroxychalcone: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5270542
CHEMBL ID3823220
MeSH IDM0287693

Synonyms (18)

Synonym
2',3-dihydroxychalcone
(e)-1-(2-hydroxyphenyl)-3-(3-hydroxyphenyl)prop-2-en-1-one
nsc73257
nsc-73257
36574-83-1
2-propen-1-one, 1-(2-hydroxyphenyl)-3-(3-hydroxyphenyl)-
AKOS022660929
3,2'-dihydroxychalcone
BLEVPIDFNNFTHJ-CMDGGOBGSA-N
chalcone, 2',3-dihydroxy-
(2e)-1-(2-hydroxyphenyl)-3-(3-hydroxyphenyl)-2-propen-1-one #
CHEMBL3823220
(e)-1-(2-hydroxyphenyl)-3-(3-hydroxyphenyl)prop-2-en-1-one (1)
bdbm178001
3,2'-dihydroxychalcone, aldrichcpr
1,3,4,6-tetra-o-acetyl-2-amino-2-desoxy-d-glucopyranosehydrochloride
DTXSID601345756
Z1404733025
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Amine oxidase [flavin-containing] BHomo sapiens (human)IC50 (µMol)1.10000.00001.89149.5700AID1568796
Oligo-1,6-glucosidase IMA1Saccharomyces cerevisiae S288CIC50 (µMol)44.66009.37009.37009.3700AID1801563
Xanthine dehydrogenase/oxidaseBos taurus (cattle)IC50 (µMol)91.80000.00303.10159.8000AID1461517
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
response to xenobiotic stimulusAmine oxidase [flavin-containing] BHomo sapiens (human)
response to toxic substanceAmine oxidase [flavin-containing] BHomo sapiens (human)
response to aluminum ionAmine oxidase [flavin-containing] BHomo sapiens (human)
response to selenium ionAmine oxidase [flavin-containing] BHomo sapiens (human)
negative regulation of serotonin secretionAmine oxidase [flavin-containing] BHomo sapiens (human)
phenylethylamine catabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
substantia nigra developmentAmine oxidase [flavin-containing] BHomo sapiens (human)
response to lipopolysaccharideAmine oxidase [flavin-containing] BHomo sapiens (human)
dopamine catabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
response to ethanolAmine oxidase [flavin-containing] BHomo sapiens (human)
positive regulation of dopamine metabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
hydrogen peroxide biosynthetic processAmine oxidase [flavin-containing] BHomo sapiens (human)
response to corticosteroneAmine oxidase [flavin-containing] BHomo sapiens (human)
xanthine catabolic processXanthine dehydrogenase/oxidaseBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (15)

Processvia Protein(s)Taxonomy
protein bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
primary amine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
electron transfer activityAmine oxidase [flavin-containing] BHomo sapiens (human)
identical protein bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
aliphatic amine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
monoamine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
flavin adenine dinucleotide bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
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 (8)

Processvia Protein(s)Taxonomy
mitochondrionAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrial envelopeAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrial outer membraneAmine oxidase [flavin-containing] BHomo sapiens (human)
dendriteAmine oxidase [flavin-containing] BHomo sapiens (human)
neuronal cell bodyAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrionAmine oxidase [flavin-containing] BHomo sapiens (human)
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 (18)

Assay IDTitleYearJournalArticle
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.
AID1311694Inhibition of biofilm formation of Streptococcus mutans UA159 after 16 hrs by crystal violet staining based serial dilution method2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Hydroxychalcone inhibitors of Streptococcus mutans glucosyl transferases and biofilms as potential anticaries agents.
AID1568800Inhibition of Cu2+-induced amyloid beta (1 to 42 residues) (unknown origin) aggregation at 25 uM after 24 hrs by thioflavin-T based fluorescence assay relative to control2019European journal of medicinal chemistry, Sep-15, Volume: 178Design, synthesis, in-silico and biological evaluation of novel chalcone-O-carbamate derivatives as multifunctional agents for the treatment of Alzheimer's disease.
AID1568790Inhibition of equine serum BuChE at 25 uM using S-butyrylthiocholine iodide as susbtrate preincubated for 6 mins followed by substrate addition measured up to 3 mins by Ellman's method2019European journal of medicinal chemistry, Sep-15, Volume: 178Design, synthesis, in-silico and biological evaluation of novel chalcone-O-carbamate derivatives as multifunctional agents for the treatment of Alzheimer's disease.
AID1568795Antioxidant activity assessed as trolox equivalents of AAPH radical scavenging activity preincubated for 15 mins followed by AAPH addition and measured every minute for 90 mins by ORAC-FL assay2019European journal of medicinal chemistry, Sep-15, Volume: 178Design, synthesis, in-silico and biological evaluation of novel chalcone-O-carbamate derivatives as multifunctional agents for the treatment of Alzheimer's disease.
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.
AID1592021Inhibition of recombinant human N-terminal His-tagged PDI expressed in Escherichia coli BL21 (DE3) pLysS assessed as reduction in enzyme-mediated bovine insulin aggregation2019Journal of medicinal chemistry, 04-11, Volume: 62, Issue:7
Design, Synthesis, and Biological Evaluation of Novel Allosteric Protein Disulfide Isomerase Inhibitors.
AID1568799Inhibition of self-induced amyloid beta (1 to 42) (unknown origin) aggregation at 25 uM after 24 hrs by thioflavin-T based fluorescence assay relative to control2019European journal of medicinal chemistry, Sep-15, Volume: 178Design, synthesis, in-silico and biological evaluation of novel chalcone-O-carbamate derivatives as multifunctional agents for the treatment of Alzheimer's disease.
AID1698501Inhibition of N-terminal GST-tagged recombinant human full length MNK2 expressed in baculovirus expression system at 10 uM incubated for 1 hr by Kinase Tracer 236 based LanthaScreen Eu kinase binding assay relative to control2020Journal of natural products, 10-23, Volume: 83, Issue:10
Biological Evaluation of Selected Flavonoids as Inhibitors of MNKs Targeting Acute Myeloid Leukemia.
AID1461522Antioxidant activity assessed as DPPH free radical scavenging activity incubated for 30 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.
AID1311693Growth inhibition of Streptococcus mutans UA159 at 200 uM after 24 hrs2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Hydroxychalcone inhibitors of Streptococcus mutans glucosyl transferases and biofilms as potential anticaries agents.
AID1568787Inhibition of electric eel AChE at 25 uM using acetylthiocholine iodide as substrate incubated for 15 mins by Ellman's method relative to control2019European journal of medicinal chemistry, Sep-15, Volume: 178Design, synthesis, in-silico and biological evaluation of novel chalcone-O-carbamate derivatives as multifunctional agents for the treatment of Alzheimer's disease.
AID1568797Inhibition of recombinant human MAO-A expressed in baculovirus infected BTI insect cells at 12.5 uM using kynuramine as substrate measured after 30 mins by fluorescence based assay relative to control2019European journal of medicinal chemistry, Sep-15, Volume: 178Design, synthesis, in-silico and biological evaluation of novel chalcone-O-carbamate derivatives as multifunctional agents for the treatment of Alzheimer's disease.
AID1311692Inhibition of biofilm formation of Streptococcus mutans UA159 at 200 uM after 16 hrs by crystal violet staining2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Hydroxychalcone inhibitors of Streptococcus mutans glucosyl transferases and biofilms as potential anticaries agents.
AID1568801Disaggregation of Cu2+ induced preformed fibrils of amyloid beta (1 to 42) (unknown origin) at 25 uM preincubated with Cu2+ for 24 hrs followed by compound addition and measured after 24 hrs by thioflavin-T based fluorescence assay relative to control2019European journal of medicinal chemistry, Sep-15, Volume: 178Design, synthesis, in-silico and biological evaluation of novel chalcone-O-carbamate derivatives as multifunctional agents for the treatment of Alzheimer's disease.
AID1311695Growth inhibition of Streptococcus mutans UA159 after 16 hrs2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Hydroxychalcone inhibitors of Streptococcus mutans glucosyl transferases and biofilms as potential anticaries agents.
AID1568796Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI insect cells using kynuramine as substrate measured after 30 mins by fluorescence based assay2019European journal of medicinal chemistry, Sep-15, Volume: 178Design, synthesis, in-silico and biological evaluation of novel chalcone-O-carbamate derivatives as multifunctional agents for the treatment of Alzheimer's disease.
AID1801563alpha-Glucosidase Inhibition Assay from Article 10.1111/cbdd.12666: \\Synthesis, In vitro and Docking Studies of New Flavone Ethers as a-Glucosidase Inhibitors.\\2016Chemical biology & drug design, Mar, Volume: 87, Issue:3
Synthesis, In vitro and Docking Studies of New Flavone Ethers as α-Glucosidase Inhibitors.
[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-19900 (0.00)18.7374
1990's1 (14.29)18.2507
2000's0 (0.00)29.6817
2010's5 (71.43)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: 12.24

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 Index12.24 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.24)

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]