Page last updated: 2024-12-11

3',4'-didemethylnobiletin

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

Description

3',4'-didemethylnobiletin: a urinary metabolite derived from nobiletin; has anti-inflammatory and antitumor activities; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5318041
CHEMBL ID438292
SCHEMBL ID1764426
MeSH IDM0528914

Synonyms (12)

Synonym
3',4'-didemethylnobiletin
sideritiflavone 5-methyl ether
CHEMBL438292 ,
2-(3,4-dihydroxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
80140-31-4
bdbm50412303
3',4'-dihydroxy-5,6,7,8-tetramethoxyflavone
ZDLYNMZEAFURQY-UHFFFAOYSA-N
SCHEMBL1764426
DTXSID60415732
3',4'-dihydroxy-5,6,7,8-tetramethoxy flavone
2-(3,4-dihydroxyphenyl)-5,6,7,8-tetramethoxy-4h-chromen-4-one
[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)0.03240.00041.877310.0000AID342547
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (20)

Assay IDTitleYearJournalArticle
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.
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.
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.
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.
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.
AID342547Inhibition of rat lens aldose reductase2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
QSAR prediction of inhibition of aldose reductase for flavonoids.
AID356483Cytotoxicity against rat RBL2H3 cells at 500 uM by optical microscope2003Journal of natural products, Sep, Volume: 66, Issue:9
Tricin from a malagasy connaraceous plant with potent antihistaminic activity.
AID356482Antihistaminic activity in rat RBL2H3 cells assessed as inhibition of DNP-BSA-induced beta-hexosaminidase release preincubated for 10 mins before DNP-BSA challenge2003Journal of natural products, Sep, Volume: 66, Issue:9
Tricin from a malagasy connaraceous plant with potent antihistaminic activity.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (41.67)29.6817
2010's6 (50.00)24.3611
2020's1 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]