3'-demethylnobiletin

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

Description

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

Cross-References

ID Source	ID
PubMed CID	183466
CHEMBL ID	225704
CHEBI ID	175928
SCHEMBL ID	1764091
MeSH ID	M0505220

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

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

Class	Description
flavonoids	Any 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.
ether	An 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 ID	Title	Year	Journal	Article
AID309065	Inhibition of LPS-induced iNOS protein expression in mouse RAW264.7 cells at 20 uM after 24 hrs by Western blotting	2007	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18	Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID288086	Antiproliferative activity against HL60 after 24 hrs	2007	Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10	Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines.
AID309061	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production at 10 uM after 24 hrs	2007	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18	Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID609403	Inhibition of TNF-alpha-induced proMMP9 production in human SRA 01/04 cells after 24 hrs by SDS-PAGE analysis	2011	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 21, Issue:15	Nobiletin metabolites: synthesis and inhibitory activity against matrix metalloproteinase-9 production.
AID309064	Inhibition of LPS-induced iNOS protein expression in mouse RAW264.7 cells at 5 uM after 24 hrs by Western blotting	2007	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18	Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID288088	Cytotoxicity against human PMN cells at 100 uM	2007	Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10	Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines.
AID309062	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production at 30 uM after 24 hrs	2007	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18	Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID635947	Inhibition of PMA-stimulated pro MMP9 production in human SRA 01/04 cells after 24 hrs by SDS-PAGE based gelatin zymography assay	2011	Bioorganic & medicinal chemistry, Dec-01, Volume: 19, Issue:23	B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production.
AID309063	Cytotoxicity against mouse RAW264.7 cells at 30 uM by MTT assay	2007	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18	Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID635945	Inhibition of TNFalpha-stimulated pro MMP9 production in human SRA 01/04 cells after 24 hrs by SDS-PAGE based gelatin zymography assay	2011	Bioorganic & medicinal chemistry, Dec-01, Volume: 19, Issue:23	B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production.
AID288087	Apoptotic activity in HL60 cells after 24 hrs	2007	Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10	Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines.
AID309068	Inhibition of LPS-induced iNOS gene expression in mouse RAW264.7 cells at 20 uM after 24 hrs by RT-PCR	2007	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 17, Issue:18	Anti-inflammatory property of the urinary metabolites of nobiletin in mouse.
AID609402	Inhibition of PMA-induced proMMP9 production in human SRA 01/04 cells after 24 hrs by SDS-PAGE analysis	2011	Bioorganic & 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)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	4 (57.14)	29.6817
2010's	3 (42.86)	24.3611
2020's	0 (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: 12.36

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.

Metric	This Compound (vs All)
Research Demand Index	12.36 (24.57)
Research Supply Index	2.08 (2.92)
Research Growth Index	4.44 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (12.36)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	7 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
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.	2.03	1	acetate 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
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.	2.73	3	pentamethoxyflavone	antineoplastic agent; plant metabolite
nobiletin nobiletin : A methoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 8, 3' and 4' respectively.	3.43	7	methoxyflavone	antineoplastic 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'.	2.06	1	dihydroxyflavone; 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.	2.03	1	monohydroxyflavone; 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	2.03	1	ether; 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.	2.03	1	pentamethoxyflavone	plant 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	2.03	1	ether; flavonoids
5-hydroxy-3',4',6,7-tetramethoxyflavone 5-hydroxy-3',4',6,7-tetramethoxyflavone: isolated from Artemisia argyi	2.03	1
4',5-dihydroxy-3',6,7,8-tetramethoxyflavone [no description available]	2.06	1
gardenin a gardenin A: promotes neurite outgrowth; structure in first source	2.03	1
5-demethylnobiletin 5-demethylnobiletin: antineoplastic from Citrus plants; structure in first source	2.45	2	ether; flavonoids
natsudaidain natsudaidain: isolated from Citrus plants; structure in first source	2.03	1	hydroxyflavan
3',4'-didemethylnobiletin 3',4'-didemethylnobiletin: a urinary metabolite derived from nobiletin; has anti-inflammatory and antitumor activities; structure in first source	3.15	5
artemetin [no description available]	2.03	1	ether; flavonoids
4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone: structure in first source	3.43	7	ether; flavonoids

Condition	Relationship Strength	Studies
Cancer of Colon [description not available]	2.11	1
Experimental Neoplasms [description not available]	2.11	1
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.	2.11	1
Colonic Neoplasms Tumors or cancer of the COLON.	2.11	1

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