Compounds > 5,7-dimethoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
Page last updated: 2024-09-27

5,7-dimethoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

Cross-References

ID SourceID
PubMed CID378567
CHEMBL ID107131
CHEBI ID110206
SCHEMBL ID2879027

Synonyms (65)

Synonym
5,7-dimethoxy-2-phenyl-chroman-4-one
5,7-dimethoxy-2-phenyl-2,3-dihydro-4h-chromen-4-one
1036-72-2
BRD-A90249268-001-03-2
SPECTRUM5_000466
DIVK1C_006969
NCI60_021335
BSPBIO_002034
NSC661206 ,
5,7-dimethoxyflavanon
nsc-661206
SPECTRUM_000324
SPECTRUM4_001873
ACON1_001227
MEGXP0_000558
5,7-dimethoxyflavanone
36052-66-1
NCGC00142553-01
KBIOGR_002369
KBIO2_005940
KBIO1_001913
KBIOSS_000804
KBIO2_003372
KBIO2_000804
KBIO3_001534
SPBIO_001573
SPECTRUM3_000587
SPECTRUM2_001357
SPECPLUS_000873
NCGC00142553-02
NCGC00142553-03
LMPK12140217
pinocembrin 5,7-dimethyl ether
CHEBI:110206
5,7-dimethoxy-2-phenyl-2,3-dihydrochromen-4-one
dimethylpinocembrin
CHEMBL107131 ,
bdbm50338969
5,7-dimethoxy-2-phenylchroman-4-one
flavanone, 5,7-dimethoxy-
nsc 661206
CCG-38839
FT-0619849
SCHEMBL2879027
alpinetin methyl ether
4h-1-benzopyran-4-one, 2,3-dihydro-5,7-dimethoxy-2-phenyl-
IAFBOKYTDSDNHV-UHFFFAOYSA-N
5,7-dimethoxy-2-phenyl-2,3-dihydro-4h-chromen-4-one #
5,7-dimethoxy-2-phenyl-3,4-dihydro-2h-1-benzopyran-4-one
Q27189587
mfcd00143414
sr-05000002541
SR-05000002541-1
1277188-85-8
(2r)-2,3-dihydro-5,7-dimethoxy-2-phenyl-4h-1-benzopyran-4-one
BRD-A90249268-001-04-0
FT-0775382
5,7-dimethoxylflavanone
5,7-dimethoxy-2-phenyl-2,3-dihydro-4h-1-benzopyran-4-one
DTXSID20908493
B0005-053969
CS-0637334
HY-N10879
4h-1-benzopyran-4-one, 2,3-dihydro-5,7-dimethoxy-2-phenyl-, (2s)-
FS-7880

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 (27)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, HADH2 proteinHomo sapiens (human)Potency31.62280.025120.237639.8107AID893
Chain B, HADH2 proteinHomo sapiens (human)Potency31.62280.025120.237639.8107AID893
Chain A, 2-oxoglutarate OxygenaseHomo sapiens (human)Potency31.62280.177814.390939.8107AID2147
Chain A, CruzipainTrypanosoma cruziPotency39.81070.002014.677939.8107AID1476
TDP1 proteinHomo sapiens (human)Potency33.49830.000811.382244.6684AID686978
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency28.18380.011212.4002100.0000AID1030
regulator of G-protein signaling 4Homo sapiens (human)Potency5.32330.531815.435837.6858AID504845
15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1Homo sapiens (human)Potency39.81070.001815.663839.8107AID894
mitogen-activated protein kinase 1Homo sapiens (human)Potency31.62280.039816.784239.8107AID995
cytochrome P450 3A4 isoform 1Homo sapiens (human)Potency12.58930.031610.279239.8107AID884; AID885
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
GABA theta subunitRattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Potency12.58931.000012.224831.6228AID885
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Broad substrate specificity ATP-binding cassette transporter ABCG2Homo sapiens (human)IC50 (µMol)24.50000.00401.966610.0000AID578759; AID578760
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
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 (14)

Processvia Protein(s)Taxonomy
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 (7)

Processvia Protein(s)Taxonomy
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)
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 (12)

Assay IDTitleYearJournalArticle
AID480467Cytotoxicity against human NCI-H187 cells after 5 days by Resazurin Microplate Assay2010Bioorganic & medicinal chemistry letters, May-01, Volume: 20, Issue:9
Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora.
AID622584Inhibition of NF-kappaB activation expressed in HCT116 cells assessed as inhibition of TNF-alpha-induced transcriptional activation at 10 uM after 12 hrs by luciferase reporter gene assay relative to control2011Bioorganic & medicinal chemistry letters, Oct-15, Volume: 21, Issue:20
Relationship between the structures of flavonoids and their NF-κB-dependent transcriptional activities.
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).
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).
AID102612The compound was tested for antiproliferative activity against MCF-7 human breast cancer cells2001Bioorganic & medicinal chemistry letters, Dec-17, Volume: 11, Issue:24
Flavonoids: structural requirements for antiproliferative activity on breast cancer cells.
AID480465Cytotoxicity against human KB cells after 3 days by Resazurin Microplate Assay2010Bioorganic & medicinal chemistry letters, May-01, Volume: 20, Issue:9
Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora.
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).
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).
AID353303Increase in EGR1 mRNA expression in human HEK293 cells at 20 ug/mL after 6 to 12 hrs by dual-glo luciferase assay relative to control2009Bioorganic & medicinal chemistry letters, Apr-15, Volume: 19, Issue:8
Relationships between the structures of flavanone derivatives and their effects in enhancing early growth response-1 gene expression.
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).
AID1434690Inhibition of sucrose loaded POPC/POPE/POPS/PtdIns(3,4,5)P3 (59:20:20:1) liposome binding to eGFP-fused PDK1 PH domain (unknown origin) expressed in Escherichia coli BL21 at 20 uM after 10 mins by fluorescence spectrophotometry based pull down assay relat2017Bioorganic & medicinal chemistry letters, 02-01, Volume: 27, Issue:3
Inhibitory potential of flavonoids on PtdIns(3,4,5)P3 binding with the phosphoinositide-dependent kinase 1 pleckstrin homology domain.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[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's2 (28.57)29.6817
2010's5 (71.43)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]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
7,8-dihydroxyflavone[no description available]medium10dihydroxyflavoneantidepressant;
antineoplastic agent;
antioxidant;
plant metabolite;
tropomyosin-related kinase B receptor agonist
7-hydroxyflavanone[no description available]medium20monohydroxyflavanone
2'-hydroxychalcone[no description available]medium10chalcones;
phenols		anti-inflammatory agent
2',6'-dihydroxy-4'-methoxychalcone[no description available]medium10chalcones
flavokawain b[no description available]medium10chalcones;
dimethoxybenzene;
phenols		anti-inflammatory agent;
antileishmanial agent;
antineoplastic agent;
apoptosis inducer;
metabolite
2',4'-dihydroxychalcone[no description available]medium10
7,8-dihydroxyflavanone[no description available]medium10dihydroxyflavanoneantineoplastic agent;
metabolite
taxifolin[no description available]medium103'-hydroxyflavanones;
4'-hydroxyflavanones;
dihydroflavonols;
pentahydroxyflavanone;
secondary alpha-hydroxy ketone
flavanone[no description available]medium10flavanones
pinocembrin[no description available]medium20(2S)-flavan-4-one;
dihydroxyflavanone		antineoplastic agent;
antioxidant;
metabolite;
neuroprotective agent;
vasodilator agent
hesperetin[no description available]medium103'-hydroxyflavanones;
4'-methoxyflavanones;
monomethoxyflavanone;
trihydroxyflavanone		antineoplastic agent;
antioxidant;
plant metabolite
pinostrobin[no description available]medium30monohydroxyflavanone;
monomethoxyflavanone		antidote;
plant metabolite
homoeriodictyol[no description available]medium103'-methoxyflavanones;
4'-hydroxyflavanones;
monomethoxyflavanone;
trihydroxyflavanone		flavouring agent;
metabolite
6-methoxyflavanone[no description available]medium20
4'-methoxyflavanone[no description available]medium104'-methoxyflavanones
4'-hydroxyflavanone[no description available]medium104'-hydroxyflavanones;
monohydroxyflavanone
2'-hydroxyflavanone[no description available]medium10
sakuranetin[no description available]medium20
naringenin[no description available]medium20(2S)-flavan-4-one;
naringenin		expectorant;
plant metabolite
eriodictyol[no description available]medium103'-hydroxyflavanones;
tetrahydroxyflavanone
6-hydroxyflavanone[no description available]medium10monohydroxyflavanonefungal xenobiotic metabolite
6,3',4'-Trimethoxyflavanone[no description available]medium10ether;
flavonoids
3-hydroxyflavanone[no description available]medium103'-hydroxyflavanones;
monohydroxyflavanone		metabolite
alpinetin[no description available]medium20ether;
flavonoids
dihydrorobinetin[no description available]medium10
ellipticine[no description available]medium10indole alkaloid;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound;
polycyclic heteroarene		antineoplastic agent;
plant metabolite
5,7,4'-trimethylapigenin[no description available]medium20ether;
flavonoids
5,7-dimethoxyflavone[no description available]medium30dimethoxyflavoneplant metabolite
2',6'-dihydroxy-4'-methoxydihydrochalcone[no description available]medium10dihydrochalcones;
monomethoxybenzene;
polyphenol		antiplasmodial drug;
radical scavenger
tectochrysin[no description available]medium10monohydroxyflavone;
monomethoxyflavone		antidiarrhoeal drug;
antineoplastic agent;
plant metabolite
3,7-dimethylgalangin[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]medium30flavonesmetabolite;
nematicide
tangeretin[no description available]medium10pentamethoxyflavoneantineoplastic agent;
plant metabolite
nobiletin[no description available]medium10methoxyflavoneantineoplastic agent;
plant metabolite
sinensetin[no description available]medium10pentamethoxyflavoneplant metabolite
6-methoxyflavone[no description available]medium10ether;
flavonoids
tariquidar[no description available]medium10benzamides
3,3',4',5,6,7,8-heptamethoxyflavone[no description available]medium10ether;
flavonoids
5-Hydroxy-7-methoxy-6-methylflavone[no description available]medium10ether;
flavonoids
quercetin[no description available]medium207-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
apigenin[no description available]medium20trihydroxyflavoneantineoplastic agent;
metabolite
ayanin[no description available]medium10dihydroxyflavone;
trimethoxyflavone		plant metabolite
apigetrin[no description available]medium10beta-D-glucoside;
dihydroxyflavone;
glycosyloxyflavone;
monosaccharide derivative		antibacterial agent;
metabolite;
non-steroidal anti-inflammatory drug
kaempferol[no description available]medium107-hydroxyflavonol;
flavonols;
tetrahydroxyflavone		antibacterial agent;
geroprotector;
human blood serum metabolite;
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite
genistein[no description available]medium107-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
chrysin[no description available]medium207-hydroxyflavonol;
dihydroxyflavone		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
EC 2.7.11.18 (myosin-light-chain kinase) inhibitor;
hepatoprotective agent;
plant metabolite
hyperoside[no description available]medium10beta-D-galactoside;
monosaccharide derivative;
quercetin O-glycoside;
tetrahydroxyflavone		hepatoprotective agent;
plant metabolite
morin[no description available]medium207-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
5-hydroxy-3,3',4',7-tetramethoxyflavone[no description available]medium103'-methoxyflavones;
monohydroxyflavone;
tetramethoxyflavone		plant metabolite
vitexin rhamnoside[no description available]medium10flavonoids;
glycoside
ko 143[no description available]medium10beta-carbolines;
tert-butyl ester
beta-naphthoflavone[no description available]medium10extended flavonoid;
naphtho-gamma-pyrone;
organic heterotricyclic compound		aryl hydrocarbon receptor agonist
alpha-naphthoflavone[no description available]medium10extended flavonoid;
naphtho-gamma-pyrone;
organic heterotricyclic compound		aryl hydrocarbon receptor agonist;
aryl hydrocarbon receptor antagonist;
EC 1.14.14.14 (aromatase) inhibitor
5-hydroxyflavone[no description available]medium10flavones
3-methylflavone-8-carboxylic acid[no description available]medium10flavones;
oxo monocarboxylic acid		EC 3.1.4.* (phosphoric diester hydrolase) inhibitor
5-Methoxyflavone[no description available]medium10ether;
flavonoids
5,7,3',4'-tetramethylluteolin[no description available]medium10
7-methoxyisoflavone[no description available]medium107-methoxyisoflavones
gossypin[no description available]medium107-hydroxyflavonol;
glycosyloxyflavone;
monosaccharide derivative;
pentahydroxyflavone		neuroprotective agent;
plant metabolite
prunetin[no description available]medium107-methoxyisoflavones;
hydroxyisoflavone		anti-inflammatory agent;
EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor;
EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor;
metabolite
isorhamnetin 3-o-glucoside[no description available]medium10beta-D-glucoside;
glycosyloxyflavone;
monomethoxyflavone;
monosaccharide derivative;
trihydroxyflavone		metabolite
Isoliquiritigenin 4,4'-dimethyl ether[no description available]medium10chalcones
naringenin[no description available]medium104'-hydroxyflavanones;
trihydroxyflavanone
eriodictyol[no description available]medium10flavanones
4',5,6,7-tetramethoxyflavone[no description available]medium10tetramethoxyflavoneantimutagen;
plant metabolite
pinocembrin[no description available]medium10
luteolin[no description available]medium103'-hydroxyflavonoid;
tetrahydroxyflavone		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
c-Jun N-terminal kinase inhibitor;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
immunomodulator;
nephroprotective agent;
plant metabolite;
radical scavenger;
vascular endothelial growth factor receptor antagonist
gossypetin[no description available]medium107-hydroxyflavonol;
hexahydroxyflavone		plant metabolite
datiscetin[no description available]medium107-hydroxyflavonol;
tetrahydroxyflavone
diosmetin[no description available]medium103'-hydroxyflavonoid;
monomethoxyflavone;
trihydroxyflavone		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
bone density conservation agent;
cardioprotective agent;
plant metabolite;
tropomyosin-related kinase B receptor agonist;
vasodilator agent
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
galangin[no description available]medium107-hydroxyflavonol;
trihydroxyflavone		antimicrobial agent;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
plant metabolite
genkwanin[no description available]medium10dihydroxyflavone;
monomethoxyflavone		metabolite
myricetin[no description available]medium107-hydroxyflavonol;
hexahydroxyflavone		antineoplastic agent;
antioxidant;
cyclooxygenase 1 inhibitor;
food component;
geroprotector;
hypoglycemic agent;
plant metabolite
norwogonin[no description available]medium10trihydroxyflavoneantioxidant;
metabolite
scutellarein[no description available]medium10tetrahydroxyflavonemetabolite
tricetin[no description available]medium10pentahydroxyflavoneantineoplastic agent;
metabolite
syringetin[no description available]medium103',5'-dimethoxyflavone;
3'-methoxyflavones;
7-hydroxyflavonol;
dimethoxyflavone;
tetrahydroxyflavone		metabolite;
platelet aggregation inhibitor
4',7-dihydroxyflavone[no description available]medium10dihydroxyflavonemetabolite
3',4',5'-O-trimethyltricetin[no description available]medium103',5'-dimethoxyflavone;
dihydroxyflavone;
trimethoxyflavone
dimefline[no description available]low00ether;
flavonoids
hesperetin[no description available]low00ether;
flavonoids
4'-methoxyflavone[no description available]low00ether;
flavonoids
cellulose sulfate[no description available]low00ether;
flavonoids
nepitrin[no description available]low00flavonoids;
glycoside
5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone[no description available]low00ether;
flavonoids
2'-methoxyflavone[no description available]low00ether;
flavonoids
sideritoflavone[no description available]low00ether;
flavonoids
cirsimarin[no description available]low00flavonoids;
glycoside
3'-demethylnobiletin[no description available]low00ether;
flavonoids
3',4',5'-trimethoxyflavone[no description available]low00ether;
flavonoids
5-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
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
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
ternatin (flavonoid)[no description available]low00ether;
flavonoids
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
Anemia, Fanconi0low10
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
Fanconi Anemia0low10
Fanconi Hypoplastic Anemia0low10
Fanconi Pancytopenia0low10
Fanconi Panmyelopathy0low10
Fanconi's Anemia0low10
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
Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora.
Bioorganic & medicinal chemistry letters, May-01, Volume: 20, Issue: 9		2010
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]