Page last updated: 2024-11-07

2'-methoxyflavone

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

Cross-References

ID SourceID
PubMed CID146492
CHEMBL ID147722
CHEBI ID191002
SCHEMBL ID253522

Synonyms (29)

Synonym
BIDD:ER0404
ACON1_000015
OPREA1_144889
MEGXP0_001703
TIMTEC1_004008
19725-47-4
2'-methoxyflavone
NCGC00168873-01
HMS1545G04
CHEMBL147722
BRD-K90855424-001-01-9
BRD-K90855424-001-02-7
CHEBI:191002
2-(2-methoxyphenyl)chromen-4-one
ST056003
4h-1-benzopyran-4-one, 2-(2-methoxyphenyl)-
SCHEMBL253522
bdbm150759
2-(2-methoxyphenyl)-4h-chromen-4-one (3g)
2-(2-methoxyphenyl)-4h-chromen-4-one
AKOS024282390
DTXSID10173390
mfcd00016923
J-012750
FT-0703090
methyl4-(aminocarbonyl)-5-(methylthio)thiophene-2-carboxylate
2-(2-methoxy-phenyl)-chromen-4-one
EN300-189005
Z1833628185
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
etherAn organooxygen compound with formula ROR, where R is not hydrogen.
flavonoidsAny organic molecular entity whose stucture is based on derivatives of a phenyl-substituted 1-phenylpropane possessing a C15 or C16 skeleton, or such a structure which is condensed with a C6-C3 lignan precursors. The term is a 'superclass' comprising all members of the classes of flavonoid, isoflavonoid, neoflavonoid, chalcones, dihydrochalcones, aurones, pterocarpan, coumestans, rotenoid, flavonolignan, homoflavonoid and flavonoid oligomers. Originally restricted to natural products, the term is also applied to synthetic compounds related to them.
[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 (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Poly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)IC50 (µMol)10.00000.00190.62935.0000AID774398
Amine oxidase [flavin-containing] AHomo sapiens (human)Ki2.43500.00192.379710.0000AID1801003
Amine oxidase [flavin-containing] BHomo sapiens (human)Ki2.43500.00061.777110.0000AID1801003
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (36)

Processvia Protein(s)Taxonomy
peptidyl-serine phosphorylationPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
peptidyl-threonine phosphorylationPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
protein polyubiquitinationPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
mitotic spindle organizationPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
protein transportPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
Wnt signaling pathwayPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
regulation of telomere maintenance via telomerasePoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
positive regulation of telomere maintenance via telomerasePoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
positive regulation of transcription by RNA polymerase IIPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
mRNA transportPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
spindle assemblyPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
cell divisionPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
positive regulation of telomerase activityPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
protein localization to chromosome, telomeric regionPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
protein poly-ADP-ribosylationPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
protein auto-ADP-ribosylationPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
positive regulation of canonical Wnt signaling pathwayPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
positive regulation of telomere cappingPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
negative regulation of telomere maintenance via telomere lengtheningPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
negative regulation of telomeric DNA bindingPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
negative regulation of maintenance of mitotic sister chromatid cohesion, telomericPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
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 (12)

Processvia Protein(s)Taxonomy
NAD+ ADP-ribosyltransferase activityPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
protein bindingPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
zinc ion bindingPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
nucleotidyltransferase activityPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
histone bindingPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
NAD+-protein ADP-ribosyltransferase activityPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
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 (17)

Processvia Protein(s)Taxonomy
Golgi membranePoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
pericentriolar materialPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
chromosome, telomeric regionPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
nucleoplasmPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
Golgi apparatusPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
cytosolPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
nuclear bodyPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
nuclear membranePoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
mitotic spindle polePoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
nuclear porePoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
nucleusPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
cytoplasmPoly [ADP-ribose] polymerase tankyrase-1Homo sapiens (human)
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 (22)

Assay IDTitleYearJournalArticle
AID1801003Fluorimetric Assay from Article 10.1016/j.bioorg.2014.11.008: \\Monoamine oxidase inhibitory activity of 2-aryl-4H-chromen-4-ones.\\2015Bioorganic chemistry, Feb, Volume: 58Monoamine oxidase inhibitory activity of 2-aryl-4H-chromen-4-ones.
AID1860353Inhibition of CYP450 in human liver microsomes assessed as inhibition of 20-HETE formation at 10 uM in presence of arachidonic acid and NADPH by multi-enzyme assay based LC-MS/MS analysis relative to control
AID1299193Cytotoxicity against CHO cells assessed as decrease in cell proliferation after 48 hrs by MTS assay2016Bioorganic & medicinal chemistry, 06-15, Volume: 24, Issue:12
Synthesis and bioevaluation of substituted chalcones, coumaranones and other flavonoids as anti-HIV agents.
AID751250Activation of MAPK signaling pathway in mock-transfected HEK293T cells at 10 uM after 20 to 24 hrs by luciferase-based Elk1 reporter gene assay relative to control2013Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12
Development of flavonoid-based inverse agonists of the key signaling receptor US28 of human cytomegalovirus.
AID349305Binding affinity to GABAA receptor2008European journal of medicinal chemistry, Aug, Volume: 43, Issue:8
QSAR modeling of the interaction of flavonoids with GABA(A) receptor.
AID1299192Cytotoxicity against human TZM-bl cells assessed as inhibition of cell viability at 10 uM by CytoTox Glo assay relative to control2016Bioorganic & medicinal chemistry, 06-15, Volume: 24, Issue:12
Synthesis and bioevaluation of substituted chalcones, coumaranones and other flavonoids as anti-HIV agents.
AID1299191Antiviral activity against HIV1 infected in human TZM-bl cells assessed as inhibition of viral infection at 10 uM preincubated with cells for 5 mins followed by viral infection measured after 24 hrs by Bright Glo luciferase reporter gene assay relative to2016Bioorganic & medicinal chemistry, 06-15, Volume: 24, Issue:12
Synthesis and bioevaluation of substituted chalcones, coumaranones and other flavonoids as anti-HIV agents.
AID1860354Inhibition of CYP450 in human liver microsomes assessed as inhibition of EpETrE formation at 10 uM in presence of arachidonic acid and NADPH by multi-enzyme assay based LC-MS/MS analysis relative to control
AID515157Antimutagenic activity in Salmonella Typhimurium TA98 assessed as inhibition of 3-nitrofluoranthene-induced mutation by Ames test2010European journal of medicinal chemistry, Oct, Volume: 45, Issue:10
Multivariate QSAR study on the antimutagenic activity of flavonoids against 3-NFA on Salmonella typhimurium TA98.
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.
AID751251Inverse agonist activity at human cytomegalovirus US28 receptor transfected in HEK293T cells assessed as activation of MAPK signaling pathway at 10 uM after 20 to 24 hrs by luciferase-based Elk1 reporter gene assay relative to control2013Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12
Development of flavonoid-based inverse agonists of the key signaling receptor US28 of human cytomegalovirus.
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.
AID180900The dose required to produce a 50% gastroprotection level relative to control1995Journal of medicinal chemistry, Dec-08, Volume: 38, Issue:25
Synthesis and biological evaluation of substituted flavones as gastroprotective agents.
AID1860355Selectivity index, log ratio of Inhibition of CYP450 in human liver microsomes assessed as inhibition of EpETrE formation in presence of arachidonic acid to Inhibition of CYP450 in human liver microsomes assessed as inhibition of 20-HETE formation in pres
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.
AID751249Cytotoxicity against CHO cells after 48 hrs by MTS assay2013Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12
Development of flavonoid-based inverse agonists of the key signaling receptor US28 of human cytomegalovirus.
AID774398Inhibition of human TNKS1 (1030 to 1317) using NAD+ as substrate by fluorescence assay2013Journal of medicinal chemistry, Oct-24, Volume: 56, Issue:20
Discovery of tankyrase inhibiting flavones with increased potency and isoenzyme selectivity.
AID188853Percent protection from gastric damage in rats relative to vehicle control following intraperitoneal administration of 20 mg/Kg1995Journal of medicinal chemistry, Dec-08, Volume: 38, Issue:25
Synthesis and biological evaluation of substituted flavones as gastroprotective agents.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (7.69)18.2507
2000's1 (7.69)29.6817
2010's8 (61.54)24.3611
2020's3 (23.08)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.39

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 Index12.39 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index5.03 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.39)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]