Page last updated: 2024-12-11

4'-chloroaurone

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

Description

4'-chloroaurone: aurones from marine brown alga Spatoglossum variabile; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5467625
CHEMBL ID596254
SCHEMBL ID19462898
MeSH IDM0381916

Synonyms (10)

Synonym
(2z)-2-[(4-chlorophenyl)methylene]benzofuran-3-one
nsc657004
nsc-657004
4'-chloroaurone
LMPK12130023
4'-chloro-aurone
CHEMBL596254 ,
(2z)-2-[(4-chlorophenyl)methylidene]-1-benzofuran-3-one
bdbm50363411
SCHEMBL19462898
[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)
NeuraminidaseInfluenza A virus (A/Puerto Rico/8/1934(H1N1))IC50 (µMol)45.36000.00050.976710.0000AID1656375
Amine oxidase [flavin-containing] AHomo sapiens (human)IC50 (µMol)0.70900.00002.37899.7700AID642719
Amine oxidase [flavin-containing] BHomo sapiens (human)IC50 (µMol)0.30500.00001.89149.5700AID642718
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (16)

Processvia Protein(s)Taxonomy
viral release from host cellNeuraminidaseInfluenza A virus (A/Puerto Rico/8/1934(H1N1))
biogenic amine metabolic processAmine oxidase [flavin-containing] AHomo sapiens (human)
positive regulation of signal transductionAmine oxidase [flavin-containing] AHomo sapiens (human)
dopamine catabolic processAmine oxidase [flavin-containing] AHomo sapiens (human)
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
exo-alpha-sialidase activityNeuraminidaseInfluenza A virus (A/Puerto Rico/8/1934(H1N1))
peptidase activator activityNeuraminidaseInfluenza A virus (A/Puerto Rico/8/1934(H1N1))
protein bindingAmine oxidase [flavin-containing] AHomo sapiens (human)
primary amine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
aliphatic amine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
monoamine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
flavin adenine dinucleotide bindingAmine oxidase [flavin-containing] AHomo sapiens (human)
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
extracellular regionNeuraminidaseInfluenza A virus (A/Puerto Rico/8/1934(H1N1))
plasma membraneNeuraminidaseInfluenza A virus (A/Puerto Rico/8/1934(H1N1))
mitochondrionAmine oxidase [flavin-containing] AHomo sapiens (human)
mitochondrial outer membraneAmine oxidase [flavin-containing] AHomo sapiens (human)
cytosolAmine oxidase [flavin-containing] AHomo sapiens (human)
mitochondrionAmine oxidase [flavin-containing] AHomo sapiens (human)
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (23)

Assay IDTitleYearJournalArticle
AID642719Inhibition of human recombinant MAOA using kynuramine as substrate by fluorimetry2012Bioorganic & medicinal chemistry letters, Feb-01, Volume: 22, Issue:3
A scaffold hopping approach to identify novel monoamine oxidase B inhibitors.
AID452852Antioxidant activity assessed as hydroxyl radical scavenging activity at 100 uM2009Bioorganic & medicinal chemistry, Dec-01, Volume: 17, Issue:23
Natural and synthetic 2'-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity.
AID452848Antioxidant activity assessed as DPPH radical scavenging activity at 50 uM after 60 mins2009Bioorganic & medicinal chemistry, Dec-01, Volume: 17, Issue:23
Natural and synthetic 2'-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity.
AID452851Antioxidant activity assessed as superoxide anion radical scavenging activity at 10 uM2009Bioorganic & medicinal chemistry, Dec-01, Volume: 17, Issue:23
Natural and synthetic 2'-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity.
AID1656374Selectivity index, ratio of CC50 for dog MDCK cells to EC50 for Influenza A virus (H1N1) infected in dog MDCK cells2020Bioorganic & medicinal chemistry, 01-01, Volume: 28, Issue:1
Design, synthesis and biological evaluation of substituted flavones and aurones as potential anti-influenza agents.
AID1173703Inhibition of HDAC in human HeLa cell extract at 100 uM after 15 mins by fluorescence assay2014Bioorganic & medicinal chemistry letters, Dec-01, Volume: 24, Issue:23
Aurones as histone deacetylase inhibitors: identification of key features.
AID1499293Inhibition of TNF-alpha-induced adhesion of BCECF-labeled human U937 cells to human HT-29 cells at 10 uM preincubated for 1 hr followed by TNF-alpha challenge measured after 3 hrs by fluorescence microscopic method relative to control2017European journal of medicinal chemistry, Sep-08, Volume: 137Discovery and structure-activity relationship studies of 2-benzylidene-2,3-dihydro-1H-inden-1-one and benzofuran-3(2H)-one derivatives as a novel class of potential therapeutics for inflammatory bowel disease.
AID1656375Inhibition of Influenza A virus (H1N1) neuraminidase2020Bioorganic & medicinal chemistry, 01-01, Volume: 28, Issue:1
Design, synthesis and biological evaluation of substituted flavones and aurones as potential anti-influenza agents.
AID1656372Cytotoxicity against dog MDCK cells assessed as reduction in cell viability by MTT assay2020Bioorganic & medicinal chemistry, 01-01, Volume: 28, Issue:1
Design, synthesis and biological evaluation of substituted flavones and aurones as potential anti-influenza agents.
AID452853Antioxidant activity assessed as hydrogen peroxide scavenging activity by peroxyoxalate chemiluminescent method2009Bioorganic & medicinal chemistry, Dec-01, Volume: 17, Issue:23
Natural and synthetic 2'-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity.
AID452850Antioxidant activity assessed as DPPH radical scavenging activity at 100 uM after 60 mins2009Bioorganic & medicinal chemistry, Dec-01, Volume: 17, Issue:23
Natural and synthetic 2'-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity.
AID1173711Cytotoxicity against human HepG2 cells assessed as cell viability at 15 uM after 72 hrs by Celltitre-glo assay2014Bioorganic & medicinal chemistry letters, Dec-01, Volume: 24, Issue:23
Aurones as histone deacetylase inhibitors: identification of key features.
AID1173713Inhibition of RAR-beta (unknown origin) assessed as change in DNA methylation2014Bioorganic & medicinal chemistry letters, Dec-01, Volume: 24, Issue:23
Aurones as histone deacetylase inhibitors: identification of key features.
AID452847Antioxidant activity assessed as DPPH radical scavenging activity at 50 uM after 20 mins2009Bioorganic & medicinal chemistry, Dec-01, Volume: 17, Issue:23
Natural and synthetic 2'-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity.
AID1499297Potency index, ratio of test compound activity to 5-ASA activity for inhibition of TNF-alpha-induced adhesion of BCECF-labeled human U937 cells to human HT-29 cells at 10 uM2017European journal of medicinal chemistry, Sep-08, Volume: 137Discovery and structure-activity relationship studies of 2-benzylidene-2,3-dihydro-1H-inden-1-one and benzofuran-3(2H)-one derivatives as a novel class of potential therapeutics for inflammatory bowel disease.
AID642718Inhibition of human recombinant MAOB using kynuramine as substrate by fluorimetry2012Bioorganic & medicinal chemistry letters, Feb-01, Volume: 22, Issue:3
A scaffold hopping approach to identify novel monoamine oxidase B inhibitors.
AID1173712Modulation of sirtuin 2 (unknown origin) by thermal shift assay2014Bioorganic & medicinal chemistry letters, Dec-01, Volume: 24, Issue:23
Aurones as histone deacetylase inhibitors: identification of key features.
AID1173710Cytotoxicity against human MCF7 cells assessed as cell viability at 15 uM after 72 hrs by Celltitre-glo assay2014Bioorganic & medicinal chemistry letters, Dec-01, Volume: 24, Issue:23
Aurones as histone deacetylase inhibitors: identification of key features.
AID452856Inhibition of soybean 5-lipoxygenase at 100 uM by UV-absorbance based enzyme assay2009Bioorganic & medicinal chemistry, Dec-01, Volume: 17, Issue:23
Natural and synthetic 2'-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity.
AID1656373Antiviral activity against Influenza A virus (H1N1) infected in dog MDCK cells assessed as reduction in log2HA titer incubated for 3 to 4 days by CPE assay2020Bioorganic & medicinal chemistry, 01-01, Volume: 28, Issue:1
Design, synthesis and biological evaluation of substituted flavones and aurones as potential anti-influenza agents.
AID452849Antioxidant activity assessed as DPPH radical scavenging activity at 100 uM after 20 mins2009Bioorganic & medicinal chemistry, Dec-01, Volume: 17, Issue:23
Natural and synthetic 2'-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity.
AID452854Antioxidant activity assessed as inhibition of AAPH-induced lipid peroxidation at 10 uM by uV spectrophotometry2009Bioorganic & medicinal chemistry, Dec-01, Volume: 17, Issue:23
Natural and synthetic 2'-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity.
AID1653377Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability2019European journal of medicinal chemistry, Mar-15, Volume: 166Aurone: A biologically attractive scaffold as anticancer agent.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (25.00)29.6817
2010's5 (62.50)24.3611
2020's1 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.72

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 Index12.72 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.72)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (12.50%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (87.50%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]