Page last updated: 2024-11-11

kaempferol-7-methyl ether

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

Description

rhamnocitrin : A monomethoxyflavone that is the 7-methyl ether derivative of kaempferol. [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]

Cross-References

ID SourceID
PubMed CID5320946
CHEMBL ID442289
CHEBI ID80897
SCHEMBL ID1759429
MeSH IDM0536309

Synonyms (32)

Synonym
rhamnocitrin
unii-bz59zb4hbu
bz59zb4hbu ,
4h-1-benzopyran-4-one, 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-
chebi:80897 ,
CHEMBL442289
C17059
569-92-6
3,4',5-trihydroxy-7-methoxyflavone
7-methylkaempferol
LMPK12112589
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
3,5-dihydroxy-2-(4-hydroxy-phenyl)-7-methoxy-chromen-4-one
AKOS015896728
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-chromen-4-one
SCHEMBL1759429
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-4h-1-benzopyran-4-one
flavone, 3,4',5-trihydroxy-7-methoxy-
bdbm50479043
Q27151395
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-4h-chromen-4-one
HY-N1353
CS-0016761
DTXSID50942365
7-o-methylkaempferol
kaempferol-7-o-methyl ether
C75671
luteolin 7-methylether
3,5,4''-trihydroxy-7-methoxyflavone
3,5,4'-trihydroxy-7-methoxyflavone
AS-76554
B0005-458078

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" Male rats were orally or intravenously administered a 250 mg/kg concentration of a KP extract, and blood samples were obtained at selected times to determine pharmacokinetic parameters of PMF, TMF, and DMF."( Pharmacokinetics, bioavailability, tissue distribution, excretion, and metabolite identification of methoxyflavones in Kaempferia parviflora extract in rats.
Jay, M; Mekjaruskul, C; Sripanidkulchai, B, 2012
)
0.38

Bioavailability

ExcerptReferenceRelevance
" The methoxyflavones showed low oral bioavailability of 1 to 4%."( Pharmacokinetics, bioavailability, tissue distribution, excretion, and metabolite identification of methoxyflavones in Kaempferia parviflora extract in rats.
Jay, M; Mekjaruskul, C; Sripanidkulchai, B, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role 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]

Drug Classes (3)

ClassDescription
trihydroxyflavoneAny hydroxyflavone carrying three hydroxy groups at unspecified positions.
flavonolsAny hydroxyflavone in which is the ring hydrogen at position 3 of the heterocyclic ring is replaced by a hydroxy group.
monomethoxyflavoneAny methoxyflavone with a single methoxy substituent.
[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 (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Neuraminidase Influenza A virus (A/Wilson-Smith/1933(H1N1))IC50 (µMol)65.80000.00000.503510.0000AID366284; AID366285; AID366286
Amine oxidase [flavin-containing] AHomo sapiens (human)IC50 (µMol)0.05100.00002.37899.7700AID1624347
Substance-P receptorCavia porcellus (domestic guinea pig)IC50 (µMol)51.50000.00002.751810.0000AID366285
Substance-K receptorCavia porcellus (domestic guinea pig)IC50 (µMol)51.50000.01500.01500.0150AID366285
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (3)

Processvia Protein(s)Taxonomy
biogenic amine metabolic processAmine oxidase [flavin-containing] AHomo sapiens (human)
positive regulation of signal transductionAmine oxidase [flavin-containing] AHomo sapiens (human)
dopamine catabolic processAmine oxidase [flavin-containing] AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Processvia Protein(s)Taxonomy
protein bindingAmine oxidase [flavin-containing] AHomo sapiens (human)
primary amine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
aliphatic amine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
monoamine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
flavin adenine dinucleotide bindingAmine oxidase [flavin-containing] AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
mitochondrionAmine oxidase [flavin-containing] AHomo sapiens (human)
mitochondrial outer membraneAmine oxidase [flavin-containing] AHomo sapiens (human)
cytosolAmine oxidase [flavin-containing] AHomo sapiens (human)
mitochondrionAmine oxidase [flavin-containing] AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID355135Antimicrobial activity against Porphyromonas gingivalis ATCC 33277 by disk diffusion method1996Journal of natural products, Oct, Volume: 59, Issue:10
Compounds from Syzygium aromaticum possessing growth inhibitory activity against oral pathogens.
AID376069Antibacterial activity against Porphyromonas gingivalis after 48 hrs by microtiter plate method1999Journal of natural products, Oct, Volume: 62, Issue:10
Activity of triterpenoid glycosides from the root bark of Mussaenda macrophylla against two oral pathogens.
AID366284Inhibition of Influenza A Jinan/15/90 H3N2 virus neuraminidase activity by MUN-ANA substrate based fluorimetric assay2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Structure-activity relationship of flavonoids as influenza virus neuraminidase inhibitors and their in vitro anti-viral activities.
AID481717Inhibition of Influenza A PR/8/34 H1N1 virus neuraminidase activity by MUN-ANA substrate based fluorimetric assay2010European journal of medicinal chemistry, May, Volume: 45, Issue:5
QSAR study of flavonoids and biflavonoids as influenza H1N1 virus neuraminidase inhibitors.
AID379443Antiinflammatory activity against Swiss mouse assessed as inhibition of TPA-induced edema at 0.5 mg/ear applied simultaneously with TPA measured after 4 hrs1999Journal of natural products, Apr, Volume: 62, Issue:4
A glycosyl analogue of diacylglycerol and other antiinflammatory constituents from Inula viscosa.
AID366286Inhibition of Influenza A Jiangsu/10/2003 virus neuraminidase activity by MUN-ANA substrate based fluorimetric assay2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Structure-activity relationship of flavonoids as influenza virus neuraminidase inhibitors and their in vitro anti-viral activities.
AID426928Antiviral activity against HSV1 infected in african green monkey Vero cells assessed as total inhibitory concentration after 3 days by plaque reduction assay2009Journal of natural products, Jun, Volume: 72, Issue:6
7-O-methylkaempferol and -quercetin glycosides from the whole plant of Nervilia fordii.
AID355138Antimicrobial activity against Actinomyces viscosus W1053 by disk diffusion method1996Journal of natural products, Oct, Volume: 59, Issue:10
Compounds from Syzygium aromaticum possessing growth inhibitory activity against oral pathogens.
AID355136Antimicrobial activity against Prevotella intermedia by disk diffusion method1996Journal of natural products, Oct, Volume: 59, Issue:10
Compounds from Syzygium aromaticum possessing growth inhibitory activity against oral pathogens.
AID379444Antiinflammatory activity against Swiss mouse assessed as inhibition of arachidonic acid-induced edema at 0.5 mg/ear applied 30 mins before arachidonic acid challenge measured after 1 hr1999Journal of natural products, Apr, Volume: 62, Issue:4
A glycosyl analogue of diacylglycerol and other antiinflammatory constituents from Inula viscosa.
AID1624347Inhibition of human MAO-A using kynuramine as substrate after 30 mins by spectrophotometric analysis2019Bioorganic & medicinal chemistry letters, 03-15, Volume: 29, Issue:6
Osthenol, a prenylated coumarin, as a monoamine oxidase A inhibitor with high selectivity.
AID355137Antimicrobial activity against Streptococcus mutans Ingbritt by disk diffusion method1996Journal of natural products, Oct, Volume: 59, Issue:10
Compounds from Syzygium aromaticum possessing growth inhibitory activity against oral pathogens.
AID1223537Drug metabolism in Wistar rat urine/feces treated with 750 mg/kg, po of 3,5,7,4'-tetramethoxyflavone by LC-MS and LC-MS/MS analysis2012Drug metabolism and disposition: the biological fate of chemicals, Dec, Volume: 40, Issue:12
Pharmacokinetics, bioavailability, tissue distribution, excretion, and metabolite identification of methoxyflavones in Kaempferia parviflora extract in rats.
AID1624355Selectivity index, ratio of IC50 for human recombinant MAO-B to IC50 for human recombinant MAO-A2019Bioorganic & medicinal chemistry letters, 03-15, Volume: 29, Issue:6
Osthenol, a prenylated coumarin, as a monoamine oxidase A inhibitor with high selectivity.
AID1700233Inhibition of alpha-glucosidase (unknown origin) using p-nitrophenyl-alpha-D-glucopyranoside as substrate2020Bioorganic & medicinal chemistry letters, 12-15, Volume: 30, Issue:24
Potential α-glucosidase inhibitor from Hylotelephium erythrostictum.
AID366285Inhibition of Influenza A PR/8/34 H1N1 virus neuraminidase activity by MUN-ANA substrate based fluorimetric assay2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Structure-activity relationship of flavonoids as influenza virus neuraminidase inhibitors and their in vitro anti-viral activities.
AID426927Cytotoxicity against african green monkey Vero cells after 3 days by MTT assay2009Journal of natural products, Jun, Volume: 72, Issue:6
7-O-methylkaempferol and -quercetin glycosides from the whole plant of Nervilia fordii.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (33.33)18.2507
2000's2 (22.22)29.6817
2010's3 (33.33)24.3611
2020's1 (11.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.21

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 Index12.21 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.21)

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]