Page last updated: 2024-12-08

4',5-dihydroxy-3',6,7,8-tetramethoxyflavone

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 CID181092
CHEMBL ID74272
SCHEMBL ID10997058
MeSH IDM0571910

Synonyms (25)

Synonym
CHEMBL74272 ,
NSC654971 ,
5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6,7,8-trimethoxy-chromen-4-one
5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7,8-trimethoxy-4h-chromen-4-one
NCI60_019001
nsc-654971
5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7,8-trimethoxychromen-4-one
8-methoxycirsilineol
5,4'-dihidroxy-6,7,8,3'-tetramethoxyflavone
7-methylsudachitin
LMPK12111475
7-o-methylsudachietin
5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7,8-trimethoxy-4h-1-benzopyran-4-one
4',5-dihydroxy-3',6,7,8-tetramethoxy-flavone
16520-78-8
72y87o5h1x ,
bdbm50412268
unii-72y87o5h1x
5,4'-dihydroxy-6,7,8,3'-tetramethoxyflavone
SCHEMBL10997058
DTXSID40937048
Q27266108
XM177967
4h-1-benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7,8-trimethoxy-
AKOS040735618
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Aldo-keto reductase family 1 member B1Rattus norvegicus (Norway rat)IC50 (µMol)45.70880.00041.877310.0000AID342547
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (11)

Assay IDTitleYearJournalArticle
AID635943Ratio of IC50 for PMA-stimulated pro MMP9 production in human SRA 01/04 cells to IC50 for TNFalpha-stimulated pro MMP9 production in human SRA 01/04 cells2011Bioorganic & medicinal chemistry, Dec-01, Volume: 19, Issue:23
B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production.
AID635946Cytotoxicity against human SRA 01/04 cells at 64 uM after 24 hrs by LDH release assay2011Bioorganic & medicinal chemistry, Dec-01, Volume: 19, Issue:23
B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production.
AID144650In vitro cytotoxic potency against NCI-60 human tumor cell line1998Journal of medicinal chemistry, Jun-18, Volume: 41, Issue:13
Structure-activity requirements for flavone cytotoxicity and binding to tubulin.
AID635947Inhibition of PMA-stimulated pro MMP9 production in human SRA 01/04 cells after 24 hrs by SDS-PAGE based gelatin zymography assay2011Bioorganic & medicinal chemistry, Dec-01, Volume: 19, Issue:23
B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production.
AID342547Inhibition of rat lens aldose reductase2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
QSAR prediction of inhibition of aldose reductase for flavonoids.
AID724431Growth inhibition of human SRA 01/04 cells at 32 uM after 4 days by Alamar blue assay2013Bioorganic & medicinal chemistry letters, Jan-01, Volume: 23, Issue:1
Polymethoxyflavones as agents that prevent formation of cataract: nobiletin congeners show potent growth inhibitory effects in human lens epithelial cells.
AID1190339Displacement of [3H]DPDPE from delta opioid receptor in CD1 mouse whole brain minus cerebellum membranes by liquid scintillation counting2015Journal of natural products, Jan-23, Volume: 78, Issue:1
Methoxyflavones from Stachys glutinosa with binding affinity to opioid receptors: in silico, in vitro, and in vivo studies.
AID1190338Displacement of [3H]DAMGO from mu opioid receptor in CD1 mouse whole brain minus cerebellum membranes by liquid scintillation counting2015Journal of natural products, Jan-23, Volume: 78, Issue:1
Methoxyflavones from Stachys glutinosa with binding affinity to opioid receptors: in silico, in vitro, and in vivo studies.
AID379312Antioxidant scavenging activity against 2,2'-azobis-amidinopropane-induced peroxyl radicals assessed as total oxyradical scavenging capacity relative to Trolox2000Journal of natural products, Mar, Volume: 63, Issue:3
Evaluation of the total peroxyl radical-scavenging capacity of flavonoids: structure-activity relationships.
AID635945Inhibition of TNFalpha-stimulated pro MMP9 production in human SRA 01/04 cells after 24 hrs by SDS-PAGE based gelatin zymography assay2011Bioorganic & medicinal chemistry, Dec-01, Volume: 19, Issue:23
B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production.
AID379313Antioxidant scavenging activity against 2,2'-azobis-amidinopropane-induced peroxyl radicals assessed as total oxyradical scavenging capacity2000Journal of natural products, Mar, Volume: 63, Issue:3
Evaluation of the total peroxyl radical-scavenging capacity of flavonoids: structure-activity relationships.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (16.67)18.2507
2000's2 (33.33)29.6817
2010's3 (50.00)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: 12.92

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 Index12.92 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.86 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.92)

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]