Page last updated: 2024-09-26

3'-demethylnobiletin

Description

3'-demethylnobiletin: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID183466
CHEMBL ID225704
CHEBI ID175928
SCHEMBL ID1764091
MeSH IDM0505220

Synonyms (21)

Synonym
2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
112448-39-2
CHEBI:175928
3'-hydroxy-4',5,6,7,8-pentamethoxyflavone
CHEMBL225704
3'-demethylnobiletin
LMPK12111478
3'-hydroxy-5,6,7,8,4'-pentamethoxyflavone
96e9t839ap ,
4h-1-benzopyran-4-one, 2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetramethoxy-
unii-96e9t839ap
SCHEMBL1764091
DTXSID80150057
AKOS030530144
F21505
2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetramethoxy-4h-1-benzopyran-4-one
HY-N4127
CS-0032152
FT-0775330
PD125556
FS-8083

Drug Classes (2)

ClassDescription
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.
etherAn organooxygen compound with formula ROR, where R is not hydrogen.
[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]

Bioassays (13)

Assay IDTitleYearJournalArticle
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's4 (57.14)29.6817
2010's3 (42.86)24.3611
2020's0 (0.00)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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]