Compounds > 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone
Page last updated: 2024-11-13

4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone

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Description

4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID21593928
CHEMBL ID225703
CHEBI ID175929
SCHEMBL ID678646
MeSH IDM0479419

Synonyms (16)

Synonym
4'-hydroxy-3',5,6,7,8-pentamethoxyflavone
CHEBI:175929
2-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
CHEMBL225703 ,
4'-demethylnobiletin
bdbm50412271
SCHEMBL678646
NHMZUDOXUOAEOH-UHFFFAOYSA-N
2-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetramethoxy-4h-chromen-4-one
4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone
2-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetramethoxy-4h-1-benzopyran-4-one
DTXSID901150358
HY-142066
CS-0373542
4 inverted exclamation marka-demethylnobiletin
34810-62-3
[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 (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Aldo-keto reductase family 1 member B1Rattus norvegicus (Norway rat)IC50 (µMol)18.62090.00041.877310.0000AID342547
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (55)

Assay IDTitleYearJournalArticle
AID333559Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of 0.1 j/M2 UV light-induced SOS response to alteration in DNA synthesis at 0.6 mM measured by beta-galactosidase activity by2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333557Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of activated MeIQ-induced SOS response to alteration in DNA synthesis at 0.6 mM measured by beta-galactosidase activity by Um2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333541Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of 0.1 j/M2 UV light-induced SOS response to alteration in DNA synthesis at 0.05 mM measured by beta-galactosidase activity b2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333542Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of furyfuramide-induced SOS response to alteration in DNA synthesis at 0.05 mM measured by beta-galactosidase activity by Umu2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333548Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of furyfuramide-induced SOS response to alteration in DNA synthesis at 0.1 mM measured by beta-galactosidase activity by Umu 2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333561Inhibition of activated Trp-P-1-induced SOS response to alteration in DNA synthesis in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene at 0.6 mM2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
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.
AID333533Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of Trp-P-1-induced SOS response to alteration in DNA synthesis measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333552Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of MeIQ-induced SOS response to alteration in DNA synthesis at 0.3 mM measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333530Inhibition of Trp-P-1-induced SOS response to alteration in DNA synthesis in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene at 0.6 mM2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID309066Inhibition of LPS-induced COX2 protein expression in mouse RAW264.7 cells at 5 uM after 24 hrs by Western blotting2007Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18
Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID333531Inhibition of MeIQ-induced SOS response to alteration in DNA synthesis in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene at 0.6 mM2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID309061Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production at 10 uM after 24 hrs2007Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18
Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID333547Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of 0.1 j/M2 UV light-induced SOS response to alteration in DNA synthesis at 0.1 mM measured by beta-galactosidase activity by2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333537Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of activated Trp-P-1-induced SOS response to alteration in DNA synthesis at 0.05 mM measured by beta-galactosidase activity b2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333528Inhibition of activated MeIQ-induced SOS response to alteration in DNA synthesis in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene at 0.6 mM2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID288087Apoptotic activity in HL60 cells after 24 hrs2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines.
AID309064Inhibition of LPS-induced iNOS protein expression in mouse RAW264.7 cells at 5 uM after 24 hrs by Western blotting2007Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18
Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID333543Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of activated Trp-P-1-induced SOS response to alteration in DNA synthesis at 0.1 mM measured by beta-galactosidase activity by2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333546Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of MeIQ-induced SOS response to alteration in DNA synthesis at 0.1 mM measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333544Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of Trp-P-1-induced SOS response to alteration in DNA synthesis at 0.1 mM measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID309067Inhibition of LPS-induced COX2 protein expression in mouse RAW264.7 cells at 20 uM after 24 hrs by Western blotting2007Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18
Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID333550Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of Trp-P-1-induced SOS response to alteration in DNA synthesis at 0.3 mM measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID609402Inhibition of PMA-induced proMMP9 production in human SRA 01/04 cells after 24 hrs by SDS-PAGE analysis2011Bioorganic & medicinal chemistry letters, Aug-01, Volume: 21, Issue:15
Nobiletin metabolites: synthesis and inhibitory activity against matrix metalloproteinase-9 production.
AID309069Inhibition of LPS-induced COX2 gene expression in mouse RAW264.7 cells at 20 uM after 24 hrs by RT-PCR2007Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18
Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID333545Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of activated MeIQ-induced SOS response to alteration in DNA synthesis at 0.1 mM measured by beta-galactosidase activity by Um2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333534Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of MeIQ-induced SOS response to alteration in DNA synthesis measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333549Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of activated Trp-P-1-induced SOS response to alteration in DNA synthesis at 0.3 mM measured by beta-galactosidase activity by2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333538Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of Trp-P-1-induced SOS response to alteration in DNA synthesis at 0.05 mM measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333554Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of furyfuramide-induced SOS response to alteration in DNA synthesis at 0.3 mM measured by beta-galactosidase activity by Umu 2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333540Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of MeIQ-induced SOS response to alteration in DNA synthesis at 0.05 mM measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333558Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of MeIQ-induced SOS response to alteration in DNA synthesis at 0.6 mM measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333553Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of 0.1 j/M2 UV light-induced SOS response to alteration in DNA synthesis at 0.3 mM measured by beta-galactosidase activity by2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
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.
AID288086Antiproliferative activity against HL60 after 24 hrs2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines.
AID333529Inhibition of MeIQ-induced SOS response to alteration in DNA synthesis in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID309062Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production at 30 uM after 24 hrs2007Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18
Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID309068Inhibition of LPS-induced iNOS gene expression in mouse RAW264.7 cells at 20 uM after 24 hrs by RT-PCR2007Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18
Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID333539Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of activated MeIQ-induced SOS response to alteration in DNA synthesis at 0.05 mM measured by beta-galactosidase activity by U2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333535Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of 0.1 j/M2 UV light-induced SOS response to alteration in DNA synthesis measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333555Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of activated Trp-P-1-induced SOS response to alteration in DNA synthesis at 0.6 mM measured by beta-galactosidase activity by2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333560Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of furyfuramide-induced SOS response to alteration in DNA synthesis at 0.6 mM measured by beta-galactosidase activity by Umu 2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID309063Cytotoxicity against mouse RAW264.7 cells at 30 uM by MTT assay2007Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18
Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID333563Inhibition of activated Trp-P-1-induced SOS response to alteration in DNA synthesis in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333562Inhibition of activated MeIQ-induced SOS response to alteration in DNA synthesis in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333536Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of furyfuramide-induced SOS response to alteration in DNA synthesis measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID288088Cytotoxicity against human PMN cells at 100 uM2007Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10
Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines.
AID333551Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of activated MeIQ-induced SOS response to alteration in DNA synthesis at 0.3 mM measured by beta-galactosidase activity by Um2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID309065Inhibition of LPS-induced iNOS protein expression in mouse RAW264.7 cells at 20 uM after 24 hrs by Western blotting2007Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18
Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID342547Inhibition of rat lens aldose reductase2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
QSAR prediction of inhibition of aldose reductase for flavonoids.
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.
AID333556Antimutagenic activity in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene assessed as suppression of Trp-P-1-induced SOS response to alteration in DNA synthesis at 0.6 mM measured by beta-galactosidase activity by Umu test2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID609403Inhibition of TNF-alpha-induced proMMP9 production in human SRA 01/04 cells after 24 hrs by SDS-PAGE analysis2011Bioorganic & medicinal chemistry letters, Aug-01, Volume: 21, Issue:15
Nobiletin metabolites: synthesis and inhibitory activity against matrix metalloproteinase-9 production.
AID333532Inhibition of furyfuramide-induced SOS response to alteration in DNA synthesis in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene at 0.6 mM2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
AID333527Inhibition of Trp-P-1-induced SOS response to alteration in DNA synthesis in Salmonella Typhimurium TA1535 carrying pSK1002 containing umuC'-lacZ fused gene2004Journal of natural products, Nov, Volume: 67, Issue:11
Biotransformation of nobiletin by Aspergillus niger and the antimutagenic activity of a metabolite, 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's7 (46.67)29.6817
2010's7 (46.67)24.3611
2020's1 (6.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.78

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 Index11.78 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index4.56 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.78)

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%
Other15 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
tetradecanoylphorbol acetate
Tetradecanoylphorbol Acetate: A phorbol ester found in CROTON OIL with very effective tumor promoting activity. It stimulates the synthesis of both DNA and RNA.. phorbol ester : Esters of phorbol, originally found in croton oil (from Croton tiglium, of the family Euphorbiaceae). A number of phorbol esters possess activity as tumour promoters and activate the mechanisms associated with cell growth. Some of these are used in experiments as activators of protein kinase C.. phorbol 13-acetate 12-myristate : A phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted into the corresponding acetate and myristate esters. It is a major active constituent of the seed oil of Croton tiglium. It has been used as a tumour promoting agent for skin carcinogenesis in rodents and is associated with increased cell proliferation of malignant cells. However its function is controversial since a decrease in cell proliferation has also been observed in several cancer cell types.		2.4720acetate ester;
diester;
phorbol ester;
tertiary alpha-hydroxy ketone;
tetradecanoate ester		antineoplastic agent;
apoptosis inducer;
carcinogenic agent;
mitogen;
plant metabolite;
protein kinase C agonist;
reactive oxygen species generator
pedalitin
pedalitin: has antioxidant activity; isolated from Rabdosia japonica; structure in first source. pedalitin : A tetrahydroxy-monohydroxy-flavone, with the four hydroxy groups at C-3',-4',-5 and 6, and the methoxy group at C-7. It has been isolated from a number of plant species, including Eremosparton songoricum, Rabdosia japonica and Ruellia tuberosa.		2.0410monomethoxyflavone;
tetrahydroxyflavone		EC 1.17.3.2 (xanthine oxidase) inhibitor;
metabolite
atorvastatin
[no description available]		2.1710aromatic amide;
dihydroxy monocarboxylic acid;
monofluorobenzenes;
pyrroles;
statin (synthetic)		environmental contaminant;
xenobiotic
tangeretin
tangeretin: structure given in first source; from citrus plants; inhibits invasion of MO4 mouse cells into embryonic chick heart in vitro. tangeretin : A pentamethoxyflavone flavone with methoxy groups at positions 4', 5, 6 , 7 and 8.. pentamethoxyflavone : A methoxyflavone that is flavone substituted by a five methoxy groups.		2.9740pentamethoxyflavoneantineoplastic agent;
plant metabolite
nobiletin
nobiletin : A methoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 8, 3' and 4' respectively.		9.01130methoxyflavoneantineoplastic agent;
plant metabolite
xanthomicrol
xanthomicrol: structure in first source. xanthomicrol : A trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 7 and 8 and hydroxy groups at positions 5 and 4'.		2.7530dihydroxyflavone;
trimethoxyflavone		antineoplastic agent;
plant metabolite
gardenin b
gardenin B: has antineoplastic activity; structure in first source. gardenin B : A tetramethoxyflavone that is tangeretin in which the methoxy group at position 5 has been replaced by a hydroxy group.		2.0310monohydroxyflavone;
tetramethoxyflavone		plant metabolite
5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone
5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone: has antineoplastic activity; structure in first source		2.0310ether;
flavonoids
sinensetin
sinensetin: isolated from citrus fruit; exhibit antiadhesive action on platelets. sinensetin : A pentamethoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 3' and 4' respectively.		2.0310pentamethoxyflavoneplant metabolite
3,3',4',5,6,7,8-heptamethoxyflavone
3,3',4',5,6,7,8-heptamethoxyflavone: has anti-inflammatory activity; isolated from citrus fruit; exhibit antiadhesive action on platelets		2.0310ether;
flavonoids
5-hydroxy-3',4',6,7-tetramethoxyflavone
5-hydroxy-3',4',6,7-tetramethoxyflavone: isolated from Artemisia argyi		2.0310
sideritoflavone
sideritoflavone: methoxyflavone from Stachys glutinosa with binding affinity to opioid receptors; structure in first source		2.0410ether;
flavonoids
cirsiliol
cirsiliol: potent inhibitor of arachidonate lipooxygenase. cirsiliol : A dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5, 3' and 4' respectively.		2.0410dimethoxyflavone;
trihydroxyflavone		plant metabolite
nevadensin
nevadensin: from Lysionotus pauceflora Maxim; RN & N1 from 9th CI. nevadensin : A trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 8 and 4' and hydroxy groups at positions 5 and 7 respectively.		2.0410dihydroxyflavone;
trimethoxyflavone		plant metabolite
cirsilineol
cirsilineol: isolated from Thymus carnosus Boiss.. cirsilineol : A trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 7 and 3' and hydroxy groups at positions 5 and 4' respectively.		2.0410dihydroxyflavone;
trimethoxyflavone		antineoplastic agent;
plant metabolite
4',5-dihydroxy-3',6,7,8-tetramethoxyflavone
[no description available]		2.7530
4',6-dihydroxyflavone
4',6-dihydroxyflavone : A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 4' and 6.		2.0410dihydroxyflavone
3'-demethylnobiletin
3'-demethylnobiletin: structure in first source		3.4370ether;
flavonoids
cirsimaritin
cirsimaritin: has antagonist or partial agonist activity on benzodiazepine receptors. cirsimaritin : A dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5 and 4' respectively.		2.0410dihydroxyflavone;
dimethoxyflavone
gardenin a
gardenin A: promotes neurite outgrowth; structure in first source		2.0310
5-demethylnobiletin
5-demethylnobiletin: antineoplastic from Citrus plants; structure in first source		2.7530ether;
flavonoids
demethoxysudachitin
demethoxysudachitin: from Lysionotus denticutosus & pauciflorus var. Catifolius		2.0410ether;
flavonoids
natsudaidain
natsudaidain: isolated from Citrus plants; structure in first source		2.0310hydroxyflavan
dexmedetomidine
chrysoplenol D: potentiates the activity of berberine, artemisinin, and norfloxacine against S. aureus; isolated from Artemisa annua; structure in first source. 3',4',5-trihydroxy-3,6,7-trimethoxyflavone : A trimethoxyflavone that is the 3,6,7-trimethyl ether derivative of quercetagetin.		2.0410trihydroxyflavone;
trimethoxyflavone		antineoplastic agent;
metabolite
furylfuramide
Furylfuramide: Used formerly as antimicrobial food additive. It causes mutations in many cell cultures and may be carcinogenic.. (Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide : A member of the class of acrylamides that is acrylamide which is substituted at positions 2 and 3 by 2-furyl and 5-nitro-2-furyl groups, respectively (the trans isomer). Formerly used as a food preservative, it was withdrawn from the market following suspicions of carcenogenicity.		2.0210acrylamides;
C-nitro compound;
nitrofuran antibiotic;
primary carboxamide
axillarin
axillarin: isolated from Pulicaria crispa or Filifdium sibiricum; structure given in first source. axillarin : A dimethoxyflavone that is the 3,6-dimethyl ether derivative of quercetagetin.		2.0410dimethoxyflavone;
tetrahydroxyflavone		plant metabolite
6-hydroxyluteolin
6-hydroxyluteolin: isolated from Thymus carnosus Boiss.. 6-hydroxyluteolin : A pentahydroxyflavone that is luteolin with an additional hydroxy group at position 6.		2.0410pentahydroxyflavone
3',4'-didemethylnobiletin
3',4'-didemethylnobiletin: a urinary metabolite derived from nobiletin; has anti-inflammatory and antitumor activities; structure in first source		3.4470
artemetin
[no description available]		2.0310ether;
flavonoids
dizocilpine maleate
Dizocilpine Maleate: A potent noncompetitive antagonist of the NMDA receptor (RECEPTORS, N-METHYL-D-ASPARTATE) used mainly as a research tool. The drug has been considered for the wide variety of neurodegenerative conditions or disorders in which NMDA receptors may play an important role. Its use has been primarily limited to animal and tissue experiments because of its psychotropic effects.. dizocilpine maleate : A maleate salt obtained by reaction of dizocilpine with one equivalent of maleic acid.		2.4920maleate salt;
tetracyclic antidepressant		anaesthetic;
anticonvulsant;
neuroprotective agent;
nicotinic antagonist;
NMDA receptor antagonist
sudachitin
sudachitin: antimicrobial from the peels of Citrus sudachi; structure in first source		2.0410ether;
flavonoids
ConditionIndicatedRelationship StrengthStudiesTrials
Cataract, Membranous
[description not available]		02.0810
Cataract
Partial or complete opacity on or in the lens or capsule of one or both eyes, impairing vision or causing blindness. The many kinds of cataract are classified by their morphology (size, shape, location) or etiology (cause and time of occurrence). (Dorland, 27th ed)		02.0810
Bone Loss, Osteoclastic
[description not available]		02.610
Age-Related Osteoporosis
[description not available]		02.610
Osteoporosis
Reduction of bone mass without alteration in the composition of bone, leading to fractures. Primary osteoporosis can be of two major types: postmenopausal osteoporosis (OSTEOPOROSIS, POSTMENOPAUSAL) and age-related or senile osteoporosis.		02.610
Amentia
[description not available]		02.1510
Age-Related Memory Disorders
[description not available]		02.4920
Dementia
An acquired organic mental disorder with loss of intellectual abilities of sufficient severity to interfere with social or occupational functioning. The dysfunction is multifaceted and involves memory, behavior, personality, judgment, attention, spatial relations, language, abstract thought, and other executive functions. The intellectual decline is usually progressive, and initially spares the level of consciousness.		02.1510
Memory Disorders
Disturbances in registering an impression, in the retention of an acquired impression, or in the recall of an impression. Memory impairments are associated with DEMENTIA; CRANIOCEREBRAL TRAUMA; ENCEPHALITIS; ALCOHOLISM (see also ALCOHOL AMNESTIC DISORDER); SCHIZOPHRENIA; and other conditions.		02.4920
Cancer of Colon
[description not available]		02.5420
Colonic Neoplasms
Tumors or cancer of the COLON.		02.5420
Experimental Neoplasms
[description not available]		02.1110
Colitis
Inflammation of the COLON section of the large intestine (INTESTINE, LARGE), usually with symptoms such as DIARRHEA (often with blood and mucus), ABDOMINAL PAIN, and FEVER.		02.1110
Contact Dermatitis
[description not available]		02.1110
Anasarca
[description not available]		02.1110
Dermatitis
Any inflammation of the skin.		02.1110
Dermatitis, Contact
A type of acute or chronic skin reaction in which sensitivity is manifested by reactivity to materials or substances coming in contact with the skin. It may involve allergic or non-allergic mechanisms.		02.1110
Edema
Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.		02.1110