Page last updated: 2024-12-11

2',5'-dihydroxychalcone

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

Description

2',5'-dihydroxychalcone: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5851813
CHEMBL ID1255773
CHEBI ID168658
MeSH IDM0279633

Synonyms (16)

Synonym
AKOS002384951
(e)-1-(2,5-dihydroxyphenyl)-3-phenylprop-2-en-1-one
CHEBI:168658
2',5'-dihydroxychalcone
CHEMBL1255773 ,
d-601
(2e)-1-(2,5-dihydroxyphenyl)-3-phenylprop-2-en-1-one
2-propen-1-one, 1-(2,5-dihydroxyphenyl)-3-phenyl-
19312-13-1
bdbm50440640
PZVRZRARFZZBCA-SOFGYWHQSA-N
2',5'-dihydroxychalcone, aldrichcpr
2,5-dihydroxyphenyl styryl ketone
1-(2,5-dihydroxyphenyl)-3-phenyl-2-propen-1-one
chalcone, 2',5'-dihydroxy-
Z1404734836
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
chalconesA ketone that is 1,3-diphenylpropenone (benzylideneacetophenone), ArCH=CH(=O)Ar, and its derivatives formed by substitution.
[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 (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Beta-glucuronidaseHomo sapiens (human)IC50 (µMol)2.30000.02003.08337.4000AID1656436
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (6)

Processvia Protein(s)Taxonomy
carbohydrate metabolic processBeta-glucuronidaseHomo sapiens (human)
glycosaminoglycan catabolic processBeta-glucuronidaseHomo sapiens (human)
heparan sulfate proteoglycan catabolic processBeta-glucuronidaseHomo sapiens (human)
chondroitin sulfate catabolic processBeta-glucuronidaseHomo sapiens (human)
hyaluronan catabolic processBeta-glucuronidaseHomo sapiens (human)
glucuronoside catabolic processBeta-glucuronidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
beta-glucuronidase activityBeta-glucuronidaseHomo sapiens (human)
signaling receptor bindingBeta-glucuronidaseHomo sapiens (human)
protein domain specific bindingBeta-glucuronidaseHomo sapiens (human)
carbohydrate bindingBeta-glucuronidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
extracellular regionBeta-glucuronidaseHomo sapiens (human)
extracellular spaceBeta-glucuronidaseHomo sapiens (human)
membraneBeta-glucuronidaseHomo sapiens (human)
azurophil granule lumenBeta-glucuronidaseHomo sapiens (human)
lysosomal lumenBeta-glucuronidaseHomo sapiens (human)
intracellular membrane-bounded organelleBeta-glucuronidaseHomo sapiens (human)
extracellular exosomeBeta-glucuronidaseHomo sapiens (human)
ficolin-1-rich granule lumenBeta-glucuronidaseHomo sapiens (human)
extracellular spaceBeta-glucuronidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID659239Increase in GCL holoenzyme formation in human MCF7 cells expressing antioxidant response element at 20 uM after 6 hrs by native-PAGE immunoblotting technique2012Journal of medicinal chemistry, Feb-09, Volume: 55, Issue:3
A synthetic chalcone as a potent inducer of glutathione biosynthesis.
AID1186725Cytotoxicity against human HL60 cells by MTT assay2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Cytotoxic activity of substituted chalcones in terms of molecular electronic properties.
AID659248Cytotoxicity against human MCF7 cells expressing antioxidant response element assessed as LDH release after 48 hrs2012Journal of medicinal chemistry, Feb-09, Volume: 55, Issue:3
A synthetic chalcone as a potent inducer of glutathione biosynthesis.
AID517464Phototoxicity against human HT-29 cells irradiated with 2 Gy/min2010Bioorganic & medicinal chemistry letters, Oct-15, Volume: 20, Issue:20
Radiosensitization of cancer cells by hydroxychalcones.
AID517466Phototoxicity against human HT-29 cells assessed as polyploidy formation at 10 uM irradiated with 4 Gy/min2010Bioorganic & medicinal chemistry letters, Oct-15, Volume: 20, Issue:20
Radiosensitization of cancer cells by hydroxychalcones.
AID517463Induction of Hsf1 DNA binding affinity in human HT-29 cells at 8 uM after 2 hrs2010Bioorganic & medicinal chemistry letters, Oct-15, Volume: 20, Issue:20
Radiosensitization of cancer cells by hydroxychalcones.
AID517465Phototoxicity against human HT-29 cells at 10 uM irradiated with 4 Gy/min2010Bioorganic & medicinal chemistry letters, Oct-15, Volume: 20, Issue:20
Radiosensitization of cancer cells by hydroxychalcones.
AID659250Increase in GCL holoenzyme formation in human MCF7 cells expressing antioxidant response element at 20 uM after 24 hrs by native-PAGE immunoblotting technique2012Journal of medicinal chemistry, Feb-09, Volume: 55, Issue:3
A synthetic chalcone as a potent inducer of glutathione biosynthesis.
AID517468Cytotoxicity against human HT-29 cells assessed as plating efficiency at 25 uM2010Bioorganic & medicinal chemistry letters, Oct-15, Volume: 20, Issue:20
Radiosensitization of cancer cells by hydroxychalcones.
AID1186726Cytotoxicity against human NALM6 cells by MTT assay2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Cytotoxic activity of substituted chalcones in terms of molecular electronic properties.
AID1656436Inhibition of beta-glucuronidase (unknown origin)2020European journal of medicinal chemistry, Feb-01, Volume: 187Therapeutic significance of β-glucuronidase activity and its inhibitors: A review.
AID659236Increase in intracellular GSH level in human MCF7 cells expressing antioxidant response element at 10 uM after 24 hrs by HPLC analysis relative to control2012Journal of medicinal chemistry, Feb-09, Volume: 55, Issue:3
A synthetic chalcone as a potent inducer of glutathione biosynthesis.
AID659235Increase in intracellular GSH level in human MCF7 cells expressing antioxidant response element at 10 uM after 6 hrs by HPLC analysis relative to control2012Journal of medicinal chemistry, Feb-09, Volume: 55, Issue:3
A synthetic chalcone as a potent inducer of glutathione biosynthesis.
AID659237Increase in intracellular GSH level in human MCF7 cells expressing antioxidant response element at 10 uM after 24 hrs by HPLC analysis in presence of GCL inhibitor buthionine sulfoximine2012Journal of medicinal chemistry, Feb-09, Volume: 55, Issue:3
A synthetic chalcone as a potent inducer of glutathione biosynthesis.
AID1186727Cytotoxicity against human WM115 cells by MTT assay2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Cytotoxic activity of substituted chalcones in terms of molecular electronic properties.
AID659241Increase in GCLM level in human MCF7 cells expressing antioxidant response element at 20 uM after 6 hrs by SDS-PAGE immunoblotting technique2012Journal of medicinal chemistry, Feb-09, Volume: 55, Issue:3
A synthetic chalcone as a potent inducer of glutathione biosynthesis.
AID659240Increase in GCLC level in human MCF7 cells expressing antioxidant response element at 20 uM after 6 hrs by SDS-PAGE immunoblotting technique2012Journal of medicinal chemistry, Feb-09, Volume: 55, Issue:3
A synthetic chalcone as a potent inducer of glutathione biosynthesis.
AID517467Cell cycle arrest in photoirradiated human HT-29 cells assessed as accumulation at subG0 phase after 48 hrs2010Bioorganic & medicinal chemistry letters, Oct-15, Volume: 20, Issue:20
Radiosensitization of cancer cells by hydroxychalcones.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (22.22)18.2507
2000's3 (33.33)29.6817
2010's3 (33.33)24.3611
2020's1 (11.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.31

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 Index12.31 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.61 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.31)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (11.11%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (88.89%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]