Compounds > 5-Hydroxy-7-methoxy-6-methylflavone
Page last updated: 2024-09-27

5-Hydroxy-7-methoxy-6-methylflavone

Cross-References

ID SourceID
PubMed CID369599
CHEMBL ID76553
CHEBI ID174688
SCHEMBL ID22068804

Synonyms (19)

Synonym
CHEMBL76553 ,
CHEBI:174688
5-hydroxy-7-methoxy-6-methyl-2-phenylchromen-4-one
5-hydroxy-7-methoxy-6-methylflavone
55969-57-8
NSC641480 ,
5-hydroxy-7-methoxy-6-methyl-2-phenyl-chromen-4-one
5-hydroxy-7-methoxy-6-methyl-2-phenyl-4h-chromen-4-one
NCI60_014034
5-hydroxy-7-methoxy-6-methylflavon
nsc-641480
6-methyltectochrysin
LMPK12110171
5-hydroxy-6-methyl-7-methoxy-flavone
bdbm50338977
DTXSID00327284
5-hydroxy-7-methoxy-6-methyl-2-phenyl-4h-1-benzopyran-4-one
AKOS030553647
SCHEMBL22068804

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]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Broad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)IC50 (µMol)2.90000.00401.966610.0000AID578759; AID578760
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
ATP-dependent translocase ABCB1Homo sapiens (human)Kd1.28820.07305.798110.0000AID615921
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (26)

Processvia Protein(s)Taxonomy
G2/M transition of mitotic cell cycleATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic metabolic processATP-dependent translocase ABCB1Homo sapiens (human)
response to xenobiotic stimulusATP-dependent translocase ABCB1Homo sapiens (human)
phospholipid translocationATP-dependent translocase ABCB1Homo sapiens (human)
terpenoid transportATP-dependent translocase ABCB1Homo sapiens (human)
regulation of response to osmotic stressATP-dependent translocase ABCB1Homo sapiens (human)
transmembrane transportATP-dependent translocase ABCB1Homo sapiens (human)
transepithelial transportATP-dependent translocase ABCB1Homo sapiens (human)
stem cell proliferationATP-dependent translocase ABCB1Homo sapiens (human)
ceramide translocationATP-dependent translocase ABCB1Homo sapiens (human)
export across plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
transport across blood-brain barrierATP-dependent translocase ABCB1Homo sapiens (human)
positive regulation of anion channel activityATP-dependent translocase ABCB1Homo sapiens (human)
carboxylic acid transmembrane transportATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic detoxification by transmembrane export across the plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic transport across blood-brain barrierATP-dependent translocase ABCB1Homo sapiens (human)
regulation of chloride transportATP-dependent translocase ABCB1Homo sapiens (human)
lipid transportBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
organic anion transportBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
urate transportBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
biotin transportBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
sphingolipid biosynthetic processBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
riboflavin transportBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
urate metabolic processBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
transmembrane transportBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
transepithelial transportBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
renal urate salt excretionBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
export across plasma membraneBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
transport across blood-brain barrierBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
cellular detoxificationBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
xenobiotic transport across blood-brain barrierBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (21)

Processvia Protein(s)Taxonomy
protein bindingATP-dependent translocase ABCB1Homo sapiens (human)
ATP bindingATP-dependent translocase ABCB1Homo sapiens (human)
ABC-type xenobiotic transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
efflux transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
ATP hydrolysis activityATP-dependent translocase ABCB1Homo sapiens (human)
transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
ubiquitin protein ligase bindingATP-dependent translocase ABCB1Homo sapiens (human)
ATPase-coupled transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
carboxylic acid transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
phosphatidylcholine floppase activityATP-dependent translocase ABCB1Homo sapiens (human)
phosphatidylethanolamine flippase activityATP-dependent translocase ABCB1Homo sapiens (human)
ceramide floppase activityATP-dependent translocase ABCB1Homo sapiens (human)
floppase activityATP-dependent translocase ABCB1Homo sapiens (human)
protein bindingBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
ATP bindingBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
organic anion transmembrane transporter activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
ABC-type xenobiotic transporter activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
urate transmembrane transporter activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
biotin transmembrane transporter activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
efflux transmembrane transporter activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
ATP hydrolysis activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
riboflavin transmembrane transporter activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
ATPase-coupled transmembrane transporter activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
identical protein bindingBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
protein homodimerization activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
xenobiotic transmembrane transporter activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
sphingolipid transporter activityBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
cytoplasmATP-dependent translocase ABCB1Homo sapiens (human)
plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
cell surfaceATP-dependent translocase ABCB1Homo sapiens (human)
membraneATP-dependent translocase ABCB1Homo sapiens (human)
apical plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
extracellular exosomeATP-dependent translocase ABCB1Homo sapiens (human)
external side of apical plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
nucleoplasmBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
plasma membraneBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
apical plasma membraneBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
brush border membraneBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
mitochondrial membraneBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
membrane raftBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
external side of apical plasma membraneBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
plasma membraneBroad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (14)

Assay IDTitleYearJournalArticle
AID250567Antiproliferative effect against human colonic cell line (HT-29) after 24 hr at a concentration of 50 uM2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Effects of flavonoids on cell proliferation and caspase activation in a human colonic cell line HT29: an SAR study.
AID615921Binding affinity to ABCB1 nucleotide binding domain 22011European journal of medicinal chemistry, Sep, Volume: 46, Issue:9
Docking and 3D-QSAR (quantitative structure activity relationship) studies of flavones, the potent inhibitors of p-glycoprotein targeting the nucleotide binding domain.
AID144650In vitro cytotoxic potency against NCI-60 human tumor cell line1998Journal of medicinal chemistry, Jun-18, Volume: 41, Issue:13
Structure-activity requirements for flavone cytotoxicity and binding to tubulin.
AID578765Inhibition of P-gp expressed in A2780adr cells at 10 uM by calcein AM accumulation assay relative to verapamil2011Bioorganic & medicinal chemistry, Mar-15, Volume: 19, Issue:6
Structure-activity relationships of flavonoids as inhibitors of breast cancer resistance protein (BCRP).
AID28702Partition coefficient (logP)2001Journal of medicinal chemistry, Mar-01, Volume: 44, Issue:5
C-Isoprenylation of flavonoids enhances binding affinity toward P-glycoprotein and modulation of cancer cell chemoresistance.
AID578844Cytotoxicity against human MCF7 cells assessed as intracellular ATP level at 10 uM after 72 hrs by luminometry2011Bioorganic & medicinal chemistry, Mar-15, Volume: 19, Issue:6
Structure-activity relationships of flavonoids as inhibitors of breast cancer resistance protein (BCRP).
AID578843Cytotoxicity against human A2780 cells assessed as intracellular ATP level at 10 uM after 72 hrs by luminometry2011Bioorganic & medicinal chemistry, Mar-15, Volume: 19, Issue:6
Structure-activity relationships of flavonoids as inhibitors of breast cancer resistance protein (BCRP).
AID578760Inhibition of BCRP expressed in MCF-7 MX cells using Hoechst 33342 staining2011Bioorganic & medicinal chemistry, Mar-15, Volume: 19, Issue:6
Structure-activity relationships of flavonoids as inhibitors of breast cancer resistance protein (BCRP).
AID221166Relative daunomycin accumulation was determined in PgP-positive leukemic K562/R7 cells with daunomycin at a concentration of 10 uM2001Journal of medicinal chemistry, Mar-01, Volume: 44, Issue:5
C-Isoprenylation of flavonoids enhances binding affinity toward P-glycoprotein and modulation of cancer cell chemoresistance.
AID28259Hydrophobicity index was determined in C18 reverse phase silica gel 20 * 20 cm plates in methanol:water (8:2).2001Journal of medicinal chemistry, Mar-01, Volume: 44, Issue:5
C-Isoprenylation of flavonoids enhances binding affinity toward P-glycoprotein and modulation of cancer cell chemoresistance.
AID250527Antiproliferative effect against human colonic cell line (HT-29) after 6 hr at a concentration of 50 uM2005Journal of medicinal chemistry, Apr-21, Volume: 48, Issue:8
Effects of flavonoids on cell proliferation and caspase activation in a human colonic cell line HT29: an SAR study.
AID27150Effect of Chrysin Alkylation on the Binding to PgP Cytosolic Domain.2001Journal of medicinal chemistry, Mar-01, Volume: 44, Issue:5
C-Isoprenylation of flavonoids enhances binding affinity toward P-glycoprotein and modulation of cancer cell chemoresistance.
AID578759Inhibition of BCRP expressed in MDCK cells using Hoechst 33342 staining2011Bioorganic & medicinal chemistry, Mar-15, Volume: 19, Issue:6
Structure-activity relationships of flavonoids as inhibitors of breast cancer resistance protein (BCRP).
AID27159Direct binding to PgP recombinant cytosolic domain was measured by percent maximal quenching of the intrinsic fluorescence.2001Journal of medicinal chemistry, Mar-01, Volume: 44, Issue:5
C-Isoprenylation of flavonoids enhances binding affinity toward P-glycoprotein and modulation of cancer cell chemoresistance.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (20.00)18.2507
2000's2 (40.00)29.6817
2010's2 (40.00)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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
colchicine[no description available]medium10alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
podophyllotoxin[no description available]medium10furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antimitotic;
antineoplastic agent;
keratolytic drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
tangeretin[no description available]medium20pentamethoxyflavoneantineoplastic agent;
plant metabolite
nobiletin[no description available]medium20methoxyflavoneantineoplastic agent;
plant metabolite
4',5,6,7-tetramethoxyflavone[no description available]medium10tetramethoxyflavoneantimutagen;
plant metabolite
quercetin 5,7,3',4'-tetramethyl ether[no description available]medium10flavonols;
tetramethoxyflavone		plant metabolite
5,4'-dihydroxy-3,6,7,8,3'-pentamethoxyflavone[no description available]medium10
5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone[no description available]medium10ether;
flavonoids
3,3',4',5,6,7,8-heptamethoxyflavone[no description available]medium20ether;
flavonoids
sideritoflavone[no description available]medium10ether;
flavonoids
nevadensin[no description available]medium10dihydroxyflavone;
trimethoxyflavone		plant metabolite
4',5-dihydroxy-3',6,7,8-tetramethoxyflavone[no description available]medium10
2-(4-hydroxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one[no description available]medium10monohydroxyflavone;
trimethoxyflavone
4',6-dihydroxy-5,7-dimethoxyflavone[no description available]medium10dihydroxyflavone;
dimethoxyflavone
gardenin a[no description available]medium10
3',4',5'-trimethoxyflavone[no description available]medium10ether;
flavonoids
5-demethylnobiletin[no description available]medium10ether;
flavonoids
5,3'-dihydroxy-3,6,7,8,4'-pentamethoxyflavone[no description available]medium10
eupatilin[no description available]medium10dihydroxyflavone;
trimethoxyflavone		anti-inflammatory agent;
anti-ulcer drug;
antineoplastic agent;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
metabolite
quercetin[no description available]medium407-hydroxyflavonol;
pentahydroxyflavone		antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
ayanin[no description available]medium20dihydroxyflavone;
trimethoxyflavone		plant metabolite
chrysosplenetin b[no description available]medium10dihydroxyflavone;
tetramethoxyflavone		antiviral agent;
plant metabolite
fisetin[no description available]medium103'-hydroxyflavonoid;
7-hydroxyflavonol;
tetrahydroxyflavone		anti-inflammatory agent;
antioxidant;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
metabolite;
plant metabolite
hispidulin[no description available]medium10monomethoxyflavone;
trihydroxyflavone		anti-inflammatory agent;
anticonvulsant;
antineoplastic agent;
antioxidant;
apoptosis inducer;
plant metabolite
myricetin[no description available]medium107-hydroxyflavonol;
hexahydroxyflavone		antineoplastic agent;
antioxidant;
cyclooxygenase 1 inhibitor;
food component;
geroprotector;
hypoglycemic agent;
plant metabolite
rhamnetin[no description available]medium10monomethoxyflavone;
tetrahydroxyflavone		anti-inflammatory agent;
antioxidant;
metabolite
centaureidin[no description available]medium10trihydroxyflavone;
trimethoxyflavone		antineoplastic agent;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
plant metabolite
eupatin[no description available]medium10flavonols;
trihydroxyflavone;
trimethoxyflavone
ombuine[no description available]medium10dimethoxyflavone;
flavonols;
trihydroxyflavone		anti-inflammatory agent;
plant metabolite
5,7-dihydroxy-4',6-dimethoxyflavone[no description available]medium10dihydroxyflavone;
dimethoxyflavone		plant metabolite
ermanin[no description available]medium20dihydroxyflavone;
dimethoxyflavone		anti-inflammatory agent;
antimycobacterial drug;
antineoplastic agent;
apoptosis inducer;
plant metabolite
5-hydroxy-3,3',4',7-tetramethoxyflavone[no description available]medium203'-methoxyflavones;
monohydroxyflavone;
tetramethoxyflavone		plant metabolite
5,7,3'-trihydroxy-3,4'-dimethoxyflavone[no description available]medium10dimethoxyflavone;
trihydroxyflavone		antineoplastic agent;
metabolite
ternatin (flavonoid)[no description available]medium10ether;
flavonoids
6-prenylchrysin[no description available]medium207-hydroxyflavonol;
dihydroxyflavone
chrysin[no description available]medium407-hydroxyflavonol;
dihydroxyflavone		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
EC 2.7.11.18 (myosin-light-chain kinase) inhibitor;
hepatoprotective agent;
plant metabolite
tectochrysin[no description available]medium20monohydroxyflavone;
monomethoxyflavone		antidiarrhoeal drug;
antineoplastic agent;
plant metabolite
naringenin[no description available]medium10(2S)-flavan-4-one;
naringenin		expectorant;
plant metabolite
kaempferol[no description available]medium307-hydroxyflavonol;
flavonols;
tetrahydroxyflavone		antibacterial agent;
geroprotector;
human blood serum metabolite;
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite
naringenin chalcone[no description available]medium10chalcones;
polyphenol		anti-allergic agent;
anti-inflammatory agent;
metabolite
kaempferide[no description available]medium207-hydroxyflavonol;
monomethoxyflavone;
trihydroxyflavone		antihypertensive agent;
metabolite
desmethylicaritin[no description available]medium10
eupatorin-5-methyl ether[no description available]medium10
licoflavone c[no description available]medium10
verapamil[no description available]medium10aromatic ether;
nitrile;
polyether;
tertiary amino compound
indomethacin[no description available]medium10aromatic ether;
indole-3-acetic acids;
monochlorobenzenes;
N-acylindole		analgesic;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
gout suppressant;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite;
xenobiotic
flavone[no description available]medium20flavonesmetabolite;
nematicide
pinostrobin[no description available]medium10monohydroxyflavanone;
monomethoxyflavanone		antidote;
plant metabolite
5,7-dimethoxyflavone[no description available]medium10dimethoxyflavoneplant metabolite
6-methoxyflavanone[no description available]medium10
sinensetin[no description available]medium10pentamethoxyflavoneplant metabolite
6-methoxyflavone[no description available]medium10ether;
flavonoids
tariquidar[no description available]medium10benzamides
5,7-dimethoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one[no description available]medium10ether;
flavonoids
apigenin[no description available]medium20trihydroxyflavoneantineoplastic agent;
metabolite
apigetrin[no description available]medium10beta-D-glucoside;
dihydroxyflavone;
glycosyloxyflavone;
monosaccharide derivative		antibacterial agent;
metabolite;
non-steroidal anti-inflammatory drug
genistein[no description available]medium207-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
hyperoside[no description available]medium10beta-D-galactoside;
monosaccharide derivative;
quercetin O-glycoside;
tetrahydroxyflavone		hepatoprotective agent;
plant metabolite
morin[no description available]medium107-hydroxyflavonol;
pentahydroxyflavone		angiogenesis modulating agent;
anti-inflammatory agent;
antibacterial agent;
antihypertensive agent;
antineoplastic agent;
antioxidant;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
hepatoprotective agent;
metabolite;
neuroprotective agent
vitexin rhamnoside[no description available]medium10C-glycosyl compound;
disaccharide derivative;
trihydroxyflavone		plant metabolite
5,4'-dihydroxy-3,6,7-trimethoxyflavone[no description available]medium10
vitexin rhamnoside[no description available]medium10flavonoids;
glycoside
ko 143[no description available]medium10beta-carbolines;
tert-butyl ester
3-hydroxyflavone[no description available]medium10flavonols;
monohydroxyflavone
galangin[no description available]medium107-hydroxyflavonol;
trihydroxyflavone		antimicrobial agent;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
plant metabolite
7-hydroxyflavone[no description available]medium10hydroxyflavonoid
dimefline[no description available]low00ether;
flavonoids
hesperetin[no description available]low00ether;
flavonoids
4'-methoxyflavone[no description available]low00ether;
flavonoids
5,7,4'-trimethylapigenin[no description available]low00ether;
flavonoids
5-Methoxyflavone[no description available]low00ether;
flavonoids
cellulose sulfate[no description available]low00ether;
flavonoids
nepitrin[no description available]low00flavonoids;
glycoside
2'-methoxyflavone[no description available]low00ether;
flavonoids
cirsimarin[no description available]low00flavonoids;
glycoside
3'-demethylnobiletin[no description available]low00ether;
flavonoids
7-methoxyflavone[no description available]low00ether;
flavonoids
negletein[no description available]low00ether;
flavonoids
5-hydroxy-6,7-dimethoxyflavone[no description available]low00ether;
flavonoids
zapotin[no description available]low00ether;
flavonoids
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one[no description available]low00ether;
flavonoids
6-methoxy-2-(3-methoxyphenyl)-1-benzopyran-4-one[no description available]low00ether;
flavonoids
3,7-dimethoxyflavone[no description available]low00ether;
flavonoids
6-methoxy-2-(4-methoxyphenyl)-1-benzopyran-4-one[no description available]low00ether;
flavonoids
N-(2-ethylphenyl)-2-[[2-(4-methoxyphenyl)-4-oxo-1-benzopyran-6-yl]oxy]acetamide[no description available]low00ether;
flavonoids
6,3',4'-Trimethoxyflavanone[no description available]low00ether;
flavonoids
demethoxysudachitin[no description available]low00ether;
flavonoids
hidrosmin[no description available]low00flavonoids;
glycoside
2-[[2-(4-methoxyphenyl)-6-methyl-1-benzopyran-4-ylidene]amino]-4-methylpentanoic acid[no description available]low00ether;
flavonoids
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-8-(3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-4H-chromen-4-one[no description available]low00C-glycosyl compound;
flavonoids
2-[[2-(3,4-dimethoxyphenyl)-6-methyl-1-benzopyran-4-ylidene]amino]butanoic acid[no description available]low00ether;
flavonoids
6-(5,6-Dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid[no description available]low00flavonoids;
glucosiduronic acid
alpinetin[no description available]low00ether;
flavonoids
isovitexin[no description available]low00C-glycosyl compound;
flavonoids
7-methoxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one[no description available]low00ether;
flavonoids
rutin[no description available]low00flavonoids;
glycoside
hydroxygenkwanin[no description available]low00ether;
flavonoids
juglanin[no description available]low00flavonoids;
glycoside
kaempferol 3-o-neohesperidoside[no description available]low00flavonoids;
glycoside
Kumatakenin[no description available]low00ether;
flavonoids
apigenin-7-o-beta-d-glucuronide[no description available]low00flavonoids;
glucosiduronic acid
neoisoliquiritin[no description available]low00flavonoids;
glycoside
artemetin[no description available]low00ether;
flavonoids
Diosmetin rutinoside[no description available]low00flavonoids;
glycoside
apigenin-7-o-glucuronide[no description available]low00flavonoids;
glucosiduronic acid
icarrin[no description available]low00flavonoids;
glycoside
epimedin b[no description available]low00flavonoids;
glycoside
epimedin c[no description available]low00flavonoids;
glycoside
hesperidin[no description available]low00flavonoids;
glycoside
1,5-anhydro-1-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-6-yl]hexitol[no description available]low00C-glycosyl compound;
flavonoids
marein[no description available]low00flavonoids;
glycoside
isoliquiritin apioside[no description available]low00flavonoids;
glycoside
2''-galloylhyperin[no description available]low00flavonoids;
glycoside
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]-1-benzopyran-4-one[no description available]low00C-glycosyl compound;
flavonoids
pinostrobin[no description available]low00ether;
flavonoids
7-monohydroxyethylrutoside[no description available]low00flavonoids;
glycoside
sagittatoside b[no description available]low00flavonoids;
glycoside
calycopterin[no description available]low00ether;
flavonoids
Diosmetin 7-O-beta-D-glucopyranoside[no description available]low00flavonoids;
glycoside
5-Hydroxyauranetin[no description available]low00ether;
flavonoids
Asebotin[no description available]low00flavonoids;
glycoside
5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl 6-O-(6-deoxyhexopyranosyl)hexopyranoside[no description available]low00flavonoids;
glycoside
sudachitin[no description available]low00ether;
flavonoids
5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl 2-O-hexopyranosylhexopyranoside[no description available]low00flavonoids;
glycoside
3'',4''-Diacetylafzelin[no description available]low00flavonoids;
glycoside
didymin[no description available]low00flavonoids;
glycoside
4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone[no description available]low00ether;
flavonoids
multiflorin a[no description available]low00flavonoids;
glycoside
typhaneoside[no description available]low00flavonoids;
glycoside
acebutolol[no description available]low00aromatic amide;
ethanolamines;
ether;
monocarboxylic acid amide;
propanolamine;
secondary amino compound		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympathomimetic agent
cetirizine[no description available]low00ether;
monocarboxylic acid;
monochlorobenzenes;
piperazines		anti-allergic agent;
environmental contaminant;
H1-receptor antagonist;
xenobiotic
diphenhydramine[no description available]low00ether;
tertiary amino compound		anti-allergic agent;
antidyskinesia agent;
antiemetic;
antiparkinson drug;
antipruritic drug;
antitussive;
H1-receptor antagonist;
local anaesthetic;
muscarinic antagonist;
oneirogen;
sedative
econazole[no description available]low00dichlorobenzene;
ether;
imidazoles;
monochlorobenzenes
enflurane[no description available]low00ether;
organochlorine compound;
organofluorine compound		anaesthetic
eprazinone[no description available]low00aromatic ketone;
ether;
N-alkylpiperazine		mucolytic
ether[no description available]low00ether;
volatile organic compound		inhalation anaesthetic;
non-polar solvent;
refrigerant
vanoxerine[no description available]low00ether;
N-alkylpiperazine;
organofluorine compound;
tertiary amino compound		dopamine uptake inhibitor
gbr 12935[no description available]low00ether;
N-alkylpiperazine;
tertiary amino compound		dopamine uptake inhibitor
isoconazole[no description available]low00dichlorobenzene;
ether;
imidazoles
ketoconazole[no description available]low00dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine
methoxyflurane[no description available]low00ether;
organochlorine compound;
organofluorine compound		hepatotoxic agent;
inhalation anaesthetic;
nephrotoxic agent;
non-narcotic analgesic
metolachlor[no description available]low00aromatic amide;
benzenes;
ether;
organochlorine compound
miconazole[no description available]low00dichlorobenzene;
ether;
imidazoles
orphenadrine[no description available]low00ether;
tertiary amino compound		antidyskinesia agent;
antiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist;
muscle relaxant;
NMDA receptor antagonist;
parasympatholytic
salmeterol xinafoate[no description available]low00ether;
phenols;
primary alcohol;
secondary alcohol;
secondary amino compound
sevoflurane[no description available]low00ether;
organofluorine compound		central nervous system depressant;
inhalation anaesthetic;
platelet aggregation inhibitor
tioconazole[no description available]low00dichlorobenzene;
ether;
imidazoles;
thiophenes
chloromethyl methyl ether[no description available]low00ether
bis(2-chloro-1-methylethyl) ether[no description available]low00ether
vinyl ether[no description available]low00ether
bis(2-chloroethyl)ether[no description available]low00ether
butyl carbitol[no description available]low00ether
dimethyl ether[no description available]low00ether
flurothyl[no description available]low00ether
bis(chloromethyl) ether[no description available]low00ether;
organochlorine compound		alkylating agent;
carcinogenic agent
methoxyacetic acid[no description available]low00ether;
monocarboxylic acid		antineoplastic agent;
apoptosis inducer;
human xenobiotic metabolite;
mutagen
ethyl tert-butyl ether[no description available]low00ether;
volatile organic compound		fuel additive
methyl tert-butyl ether[no description available]low00etherfuel additive;
metabolite;
non-polar solvent
mitomycin a[no description available]low00ether;
mitomycin		alkylating agent;
antimicrobial agent;
antineoplastic agent;
toxin
ethofumesate[no description available]low001-benzofurans;
ether;
methanesulfonate ester
enilconazole[no description available]low00dichlorobenzene;
ether;
imidazoles
sufentanil[no description available]low00anilide;
ether;
piperidines;
thiophenes		anaesthesia adjuvant;
intravenous anaesthetic;
mu-opioid receptor agonist;
opioid analgesic
metalaxyl[no description available]low00alanine derivative;
aromatic amide;
carboxamide;
ether;
methyl ester
fenticonazole[no description available]low00aryl sulfide;
dichlorobenzene;
ether;
imidazoles
oxadixyl[no description available]low00anilide fungicide;
aromatic amide;
carbohydrazide;
ether;
oxazolidinone		agrochemical
adefovir[no description available]low006-aminopurines;
ether;
phosphonic acids		antiviral drug;
DNA synthesis inhibitor;
drug metabolite;
HIV-1 reverse transcriptase inhibitor;
nephrotoxic agent
adefovir dipivoxil[no description available]low006-aminopurines;
carbonate ester;
ether;
organic phosphonate		antiviral drug;
DNA synthesis inhibitor;
HIV-1 reverse transcriptase inhibitor;
nephrotoxic agent;
prodrug
sertaconazole[no description available]low001-benzothiophenes;
dichlorobenzene;
ether;
imidazoles
tetraconazole[no description available]low00dichlorobenzene;
ether;
organofluorine compound;
triazoles
raptors[no description available]low00ether;
imidazolines;
imidazolone;
pyridinemonocarboxylic acid
dimethenamid[no description available]low00aromatic amide;
ether;
organochlorine compound;
thiophenes
2'-o-methyladenosine[no description available]low00adenosines;
ether		fungal metabolite
1-(2-(3-(4-methoxyphenyl)propoxy)-4-methoxyphenylethyl)-1h-imidazole[no description available]low00ether;
imidazoles;
monomethoxybenzene		TRP channel blocker
o-methyl threonine[no description available]low00ether;
L-threonine derivative;
non-proteinogenic L-alpha-amino acid		antibacterial agent;
bleaching agent
mycophenolate mofetil[no description available]low00carboxylic ester;
ether;
gamma-lactone;
phenols;
tertiary amino compound		anticoronaviral agent;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
immunosuppressive agent;
prodrug
soraphen a[no description available]low00cyclic hemiketal;
ether;
macrolide;
olefinic compound		bacterial metabolite;
EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor;
teratogenic agent
l 683590[no description available]low00ether;
lactol;
macrolide;
secondary alcohol		antifungal agent;
bacterial metabolite;
immunosuppressive agent
acetylspiramycin[no description available]low00acetate ester;
aldehyde;
disaccharide derivative;
ether;
macrolide;
tertiary amino compound		antibacterial drug;
antimicrobial agent;
bacterial metabolite
sirolimus[no description available]low00antibiotic antifungal drug;
cyclic acetal;
cyclic ketone;
ether;
macrolide lactam;
organic heterotricyclic compound;
secondary alcohol		antibacterial drug;
anticoronaviral agent;
antineoplastic agent;
bacterial metabolite;
geroprotector;
immunosuppressive agent;
mTOR inhibitor
oripavine[no description available]low00ether;
morphinane alkaloid;
organic heteropentacyclic compound;
organic hydroxy compound;
tertiary amino compound		bacterial xenobiotic metabolite;
opioid analgesic
bongkrekic acid[no description available]low00ether;
olefinic compound;
tricarboxylic acid		apoptosis inhibitor;
ATP/ADP translocase inhibitor;
bacterial metabolite;
EC 2.5.1.18 (glutathione transferase) inhibitor;
toxin
demycarosylturimycin h[no description available]low00aldehyde;
disaccharide derivative;
ether;
macrolide;
tertiary amino compound		antibacterial drug;
antimicrobial agent;
bacterial metabolite
everolimus[no description available]low00cyclic acetal;
cyclic ketone;
ether;
macrolide lactam;
primary alcohol;
secondary alcohol		anticoronaviral agent;
antineoplastic agent;
geroprotector;
immunosuppressive agent;
mTOR inhibitor
l 744832[no description available]low00benzenes;
ether;
isopropyl ester;
secondary carboxamide;
sulfone;
thiol		antineoplastic agent;
EC 2.5.1.58 (protein farnesyltransferase) inhibitor;
geroprotector
gs-7340[no description available]low006-aminopurines;
ether;
isopropyl ester;
L-alanine derivative;
phosphoramidate ester		antiviral drug;
HIV-1 reverse transcriptase inhibitor;
prodrug
estin[no description available]low001-benzofurans;
ether;
methyl ester;
organochlorine compound;
oxaspiro compound;
phenols		Aspergillus metabolite;
Penicillium metabolite
selexipag[no description available]low00aromatic amine;
ether;
monocarboxylic acid amide;
N-sulfonylcarboxamide;
pyrazines;
tertiary amino compound		orphan drug;
platelet aggregation inhibitor;
prodrug;
prostacyclin receptor agonist;
vasodilator agent
mre 269[no description available]low00aromatic amine;
ether;
monocarboxylic acid;
pyrazines;
sulfonamide;
tertiary amino compound		drug metabolite;
orphan drug;
platelet aggregation inhibitor;
prostacyclin receptor agonist;
vasodilator agent
vilanterol[no description available]low00benzyl alcohols;
dichlorobenzene;
ether;
phenols;
secondary amino compound		beta-adrenergic agonist;
bronchodilator agent
rolapitant[no description available]low00azaspiro compound;
ether;
organofluorine compound;
piperidines;
pyrrolidin-2-ones		antiemetic;
neurokinin-1 receptor antagonist
iejimalide b[no description available]low00ether;
formamides;
macrolide		antineoplastic agent;
marine metabolite
migrastatin[no description available]low00ether;
macrolide antibiotic;
piperidones;
secondary alcohol		antineoplastic agent;
metabolite
episilvestrol[no description available]low00dioxanes;
ether;
methyl ester;
organic heterotricyclic compound		antineoplastic agent;
metabolite
tembotrione[no description available]low00aromatic ketone;
beta-triketone;
cyclic ketone;
ether;
monochlorobenzenes;
organofluorine compound;
sulfone		agrochemical;
carotenoid biosynthesis inhibitor;
EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor;
herbicide
silvestrol[no description available]low00dioxanes;
ether;
methyl ester;
organic heterotricyclic compound		antineoplastic agent;
metabolite
cytotrienin a[no description available]low00cyclopropanecarboxylate ester;
ether;
hydroquinones;
lactam;
macrocycle;
secondary alcohol		antibacterial agent;
antimicrobial agent;
antineoplastic agent;
apoptosis inducer;
metabolite
nodularin[no description available]low00ether
debromoaplysiatoxin[no description available]low00aplysiatoxins;
cyclic hemiketal;
ether;
organic heterotricyclic compound;
phenols;
secondary alcohol;
spiroketal		algal metabolite;
carcinogenic agent;
cyanotoxin;
marine metabolite;
protein kinase C agonist
aplysiatoxin[no description available]low00aplysiatoxins;
bromophenol;
cyclic hemiketal;
ether;
organic heterotricyclic compound;
secondary alcohol;
spiroketal		algal metabolite;
carcinogenic agent;
cyanotoxin;
marine metabolite;
protein kinase C agonist
novobiocin[no description available]low00carbamate ester;
ether;
hexoside;
hydroxycoumarin;
monocarboxylic acid amide;
monosaccharide derivative;
phenols		antibacterial agent;
antimicrobial agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
Escherichia coli metabolite;
hepatoprotective agent
gs-5816[no description available]low00carbamate ester;
ether;
imidazoles;
L-valine derivative;
N-acylpyrrolidine;
organic heteropentacyclic compound;
ring assembly		antiviral drug;
hepatitis C virus nonstructural protein 5A inhibitor
althiomycin[no description available]low001,3-thiazoles;
aldoxime;
ether;
gamma-lactam;
pentapeptide;
peptide antibiotic;
primary alcohol;
pyrroline;
secondary carboxamide;
tertiary carboxamide		antibacterial agent;
bacterial metabolite;
protein synthesis inhibitor
marineosin a[no description available]low00azaspiro compound;
ether;
macrocycle;
oxaspiro compound;
pyrroles		antineoplastic agent;
metabolite
marineosin b[no description available]low00azaspiro compound;
ether;
macrocycle;
oxaspiro compound;
pyrroles		antineoplastic agent;
metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Breast Cancer0low10
Breast Carcinoma0low10
Breast Neoplasms0low10
Breast Tumors0low10
Cancer of Breast0low10
Cancer of Colon0low10
Cancer of the Breast0low10
Cancer of the Colon0low10
Colon Cancer0low10
Colon Neoplasms0low10
Colonic Cancer0low10
Colonic Neoplasms0low10
Human Mammary Carcinoma0low10
Malignant Neoplasm of Breast0low10
Malignant Tumor of Breast0low10
Mammary Cancer0low10
Mammary Carcinoma, Human0low10
Mammary Neoplasm, Human0low10
Mammary Neoplasms, Human0low10
Neoplasms, Breast0low10
Neoplasms, Colonic0low10
Tumors, Breast0low10

Research Highlights

Safety/Toxicity (1)

ArticleYear
Structure-activity requirements for flavone cytotoxicity and binding to tubulin.
Journal of medicinal chemistry, Jun-18, Volume: 41, Issue: 13		1998
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]