Compounds > 4'-amino-6-hydroxyflavone
Page last updated: 2024-09-25

4'-amino-6-hydroxyflavone

Description

4'-amino-6-hydroxyflavone: a p53/56(lyn) inhibitor; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID125519
CHEMBL ID166851
CHEBI ID92085
SCHEMBL ID3644507
MeSH IDM0184737

Synonyms (21)

Synonym
BRD-K04976539-001-01-0
HSCI1_000192
aminogenistein
2-(4-aminophenyl)-6-hydroxychromen-4-one
FT-0661828
SCHEMBL3644507
CHEMBL166851 ,
4''-amino-6-hydroxyflavone
2-(4-aminophenyl)-6-hydroxy-4h-chromen-4-one
bdbm50011418
2-(4-amino-phenyl)-6-hydroxy-chromen-4-one
4h-1-benzopyran-4-one, 2-(4-aminophenyl)-6-hydroxy-
132018-32-7
4'-amino-6-hydroxyflavone
DTXSID90157310
CHEBI:92085
AKOS030239893
J-006104
2-(4-aminophenyl)-6-hydroxy-1-benzopyran-4-one
Q27163879
aninogenistein

Drug Classes (1)

ClassDescription
flavonesA member of the class of flavonoid with a 2-aryl-1-benzopyran-4-one (2-arylchromen-4-one) skeleton and its substituted derivatives.
[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 (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tyrosine-protein kinase LckHomo sapiens (human)IC50 (µMol)1.10000.00021.317310.0000AID213412; AID358174
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (24)

Processvia Protein(s)Taxonomy
protein phosphorylationTyrosine-protein kinase LckHomo sapiens (human)
intracellular zinc ion homeostasisTyrosine-protein kinase LckHomo sapiens (human)
activation of cysteine-type endopeptidase activity involved in apoptotic processTyrosine-protein kinase LckHomo sapiens (human)
response to xenobiotic stimulusTyrosine-protein kinase LckHomo sapiens (human)
peptidyl-tyrosine phosphorylationTyrosine-protein kinase LckHomo sapiens (human)
hemopoiesisTyrosine-protein kinase LckHomo sapiens (human)
platelet activationTyrosine-protein kinase LckHomo sapiens (human)
T cell differentiationTyrosine-protein kinase LckHomo sapiens (human)
T cell costimulationTyrosine-protein kinase LckHomo sapiens (human)
positive regulation of heterotypic cell-cell adhesionTyrosine-protein kinase LckHomo sapiens (human)
intracellular signal transductionTyrosine-protein kinase LckHomo sapiens (human)
peptidyl-tyrosine autophosphorylationTyrosine-protein kinase LckHomo sapiens (human)
Fc-gamma receptor signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
T cell receptor signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
positive regulation of T cell receptor signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
positive regulation of T cell activationTyrosine-protein kinase LckHomo sapiens (human)
leukocyte migrationTyrosine-protein kinase LckHomo sapiens (human)
release of sequestered calcium ion into cytosolTyrosine-protein kinase LckHomo sapiens (human)
regulation of lymphocyte activationTyrosine-protein kinase LckHomo sapiens (human)
positive regulation of leukocyte cell-cell adhesionTyrosine-protein kinase LckHomo sapiens (human)
positive regulation of intrinsic apoptotic signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
innate immune responseTyrosine-protein kinase LckHomo sapiens (human)
cell surface receptor protein tyrosine kinase signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
B cell receptor signaling pathwayTyrosine-protein kinase LckHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (18)

Processvia Protein(s)Taxonomy
phosphotyrosine residue bindingTyrosine-protein kinase LckHomo sapiens (human)
protein tyrosine kinase activityTyrosine-protein kinase LckHomo sapiens (human)
non-membrane spanning protein tyrosine kinase activityTyrosine-protein kinase LckHomo sapiens (human)
protein serine/threonine phosphatase activityTyrosine-protein kinase LckHomo sapiens (human)
protein bindingTyrosine-protein kinase LckHomo sapiens (human)
ATP bindingTyrosine-protein kinase LckHomo sapiens (human)
phospholipase activator activityTyrosine-protein kinase LckHomo sapiens (human)
protein kinase bindingTyrosine-protein kinase LckHomo sapiens (human)
protein phosphatase bindingTyrosine-protein kinase LckHomo sapiens (human)
SH2 domain bindingTyrosine-protein kinase LckHomo sapiens (human)
T cell receptor bindingTyrosine-protein kinase LckHomo sapiens (human)
CD4 receptor bindingTyrosine-protein kinase LckHomo sapiens (human)
CD8 receptor bindingTyrosine-protein kinase LckHomo sapiens (human)
identical protein bindingTyrosine-protein kinase LckHomo sapiens (human)
phospholipase bindingTyrosine-protein kinase LckHomo sapiens (human)
phosphatidylinositol 3-kinase bindingTyrosine-protein kinase LckHomo sapiens (human)
ATPase bindingTyrosine-protein kinase LckHomo sapiens (human)
signaling receptor bindingTyrosine-protein kinase LckHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
pericentriolar materialTyrosine-protein kinase LckHomo sapiens (human)
immunological synapseTyrosine-protein kinase LckHomo sapiens (human)
cytosolTyrosine-protein kinase LckHomo sapiens (human)
plasma membraneTyrosine-protein kinase LckHomo sapiens (human)
membrane raftTyrosine-protein kinase LckHomo sapiens (human)
extracellular exosomeTyrosine-protein kinase LckHomo sapiens (human)
plasma membraneTyrosine-protein kinase LckHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID358150Cytotoxicity against human SK-MEL cells after 6 days by MTT assay
AID358148Cytotoxicity against human MCF7 cells after 6 days by MTT assay
AID358149Cytotoxicity against human HT-29 cells after 6 days by MTT assay
AID358151Cytotoxicity against human MALME-3M cells after 6 days by MTT assay
AID358174Inhibition of p56 lck1992Journal of natural products, Nov, Volume: 55, Issue:11
Protein-tyrosine kinase inhibition: mechanism-based discovery of antitumor agents.
AID213412Ability to inhibit protein-tyrosine kinase activity of p56lck (isolated from bovine thymus) in vitro.1991Journal of medicinal chemistry, Feb, Volume: 34, Issue:2
Synthesis and protein-tyrosine kinase inhibitory activities of flavonoid analogues.
AID358147Cytotoxicity against human A549 cells after 6 days by MTT assay
[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's4 (80.00)18.2507
2000's0 (0.00)29.6817
2010's1 (20.00)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%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
4-hydroxybenzoic acid[no description available]medium10monohydroxybenzoic acidalgal metabolite;
plant metabolite
7,8-dihydroxyflavone[no description available]medium10dihydroxyflavoneantidepressant;
antineoplastic agent;
antioxidant;
plant metabolite;
tropomyosin-related kinase B receptor agonist
emodin[no description available]medium10trihydroxyanthraquinoneantineoplastic agent;
laxative;
plant metabolite;
tyrosine kinase inhibitor
lavendustin a[no description available]medium10aromatic amine
lavendustin b[no description available]medium10
adenosine monophosphate[no description available]medium10adenosine 5'-phosphate;
purine ribonucleoside 5'-monophosphate		adenosine A1 receptor agonist;
cofactor;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
EC 3.1.3.11 (fructose-bisphosphatase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical
1-hydroxyanthraquinone[no description available]medium10monohydroxyanthraquinone
physcione[no description available]medium10dihydroxyanthraquinoneanti-inflammatory agent;
antibacterial agent;
antifungal agent;
antineoplastic agent;
apoptosis inducer;
hepatoprotective agent;
metabolite
flavone[no description available]medium10flavonesmetabolite;
nematicide
adenosine 5'-tetraphosphate[no description available]medium10adenosine 5'-phosphate;
purine ribonucleoside 5'-tetraphosphate
diadenosine tetraphosphate[no description available]medium10diadenosyl tetraphosphateEscherichia coli metabolite;
mouse metabolite
staurosporine[no description available]medium10indolocarbazole alkaloid;
organic heterooctacyclic compound		apoptosis inducer;
bacterial metabolite;
EC 2.7.11.13 (protein kinase C) inhibitor;
geroprotector
pinocembrin[no description available]medium10(2S)-flavan-4-one;
dihydroxyflavanone		antineoplastic agent;
antioxidant;
metabolite;
neuroprotective agent;
vasodilator agent
(hydroxy-2-naphthalenylmethyl)phosphonic acid[no description available]medium10
5'-(sulfonylbenzoyl)adenosine[no description available]medium10
4',6-dihydroxyflavone[no description available]medium10dihydroxyflavone
4'-hydroxyflavone[no description available]medium20
3',4',5'-trimethoxyflavone[no description available]medium20ether;
flavonoids
naringenin[no description available]medium10(2S)-flavan-4-one;
naringenin		expectorant;
plant metabolite
taxifolin[no description available]medium10taxifolinmetabolite
ferulic acid[no description available]medium10ferulic acidsanti-inflammatory agent;
antioxidant;
apoptosis inhibitor;
cardioprotective agent;
MALDI matrix material;
plant metabolite
trans-4-coumaric acid[no description available]medium104-coumaric acidfood component;
mouse metabolite;
plant metabolite
ag-213[no description available]medium10
3,3',4,5'-tetrahydroxystilbene[no description available]medium10catechols;
polyphenol;
resorcinols;
stilbenol		antineoplastic agent;
apoptosis inducer;
geroprotector;
hypoglycemic agent;
plant metabolite;
protein kinase inhibitor;
tyrosine kinase inhibitor
7,8,3'-trihydroxyflavone[no description available]medium20
(2S)-7-hydroxyflavanone[no description available]medium107-hydroxyflavanone
caffeic acid[no description available]medium10caffeic acidgeroprotector;
mouse metabolite
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
biochanin a[no description available]medium104'-methoxyisoflavones;
7-hydroxyisoflavones		antineoplastic agent;
EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
acacetin[no description available]medium10dihydroxyflavone;
monomethoxyflavone		anticonvulsant;
plant metabolite
apigenin[no description available]medium10trihydroxyflavoneantineoplastic agent;
metabolite
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
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]medium507-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
genistin[no description available]medium107-hydroxyisoflavones 7-O-beta-D-glucoside
chrysin[no description available]medium107-hydroxyflavonol;
dihydroxyflavone		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
EC 2.7.11.18 (myosin-light-chain kinase) inhibitor;
hepatoprotective 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
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
daidzein[no description available]medium107-hydroxyisoflavonesantineoplastic agent;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
phytoestrogen;
plant metabolite
orobol[no description available]medium107-hydroxyisoflavonesanti-inflammatory agent;
fungal metabolite;
plant metabolite;
radical scavenger
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
7-hydroxyflavone[no description available]medium10hydroxyflavonoid
syringetin[no description available]medium103',5'-dimethoxyflavone;
3'-methoxyflavones;
7-hydroxyflavonol;
dimethoxyflavone;
tetrahydroxyflavone		metabolite;
platelet aggregation inhibitor
4',7-dihydroxyflavone[no description available]medium10dihydroxyflavonemetabolite
fustin[no description available]medium10
erbstatin[no description available]medium10
ag 538[no description available]medium10
ag 99[no description available]medium10
tyrphostin ag 555[no description available]medium10
tyrphostin ag-494[no description available]medium10
ag-490[no description available]medium10catechols;
enamide;
monocarboxylic acid amide;
nitrile;
secondary carboxamide		anti-inflammatory agent;
antioxidant;
apoptosis inducer;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
geroprotector;
STAT3 inhibitor
alpha-cyano-4-hydroxycinnamic acid[no description available]medium10monohydroxycinnamic acid;
nitrile;
phenols		MALDI matrix material
ag 30[no description available]medium10
ag 112[no description available]medium10
ag 183[no description available]medium10
methyl 2,5-dihydroxycinnamate[no description available]medium10cinnamate ester;
hydroquinones;
methyl ester		EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor;
geroprotector;
human urinary metabolite;
plant metabolite
psi-tectorigenin[no description available]medium10
st 638[no description available]medium10
herbimycin[no description available]medium10
st 271[no description available]medium10
1,2-dihydroxy-4-(nitroethenyl)benzene[no description available]medium10
diguanosine tetraphosphate[no description available]medium10guanosine 5'-phosphate;
purine ribonucleoside 5'-tetraphosphate		Escherichia coli metabolite;
mouse metabolite
calpeptin[no description available]medium10amino acid amide
fibrinogen[no description available]medium10iditolfungal metabolite
nitrites[no description available]medium10monovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species		human metabolite
nitrates[no description available]medium10monovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species
s-nitroglutathione[no description available]medium10
tetradecanoylphorbol acetate[no description available]medium10acetate ester;
diester;
phorbol ester;
tertiary alpha-hydroxy ketone;
tetradecanoate ester		antineoplastic agent;
apoptosis inducer;
carcinogenic agent;
mitogen;
plant metabolite;
protein kinase C agonist;
reactive oxygen species generator
serine[no description available]medium10L-alpha-amino acid;
proteinogenic amino acid;
serine family amino acid;
serine zwitterion;
serine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
thapsigargin[no description available]medium10butyrate ester;
organic heterotricyclic compound;
sesquiterpene lactone		calcium channel blocker;
EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor
flavoxate[no description available]low00carboxylic ester;
flavones;
piperidines;
tertiary amino compound		antispasmodic drug;
muscarinic antagonist;
parasympatholytic
5-hydroxyflavone[no description available]low00flavones
flavodic acid[no description available]low00flavones
3-methylflavone-8-carboxylic acid[no description available]low00flavones;
oxo monocarboxylic acid		EC 3.1.4.* (phosphoric diester hydrolase) inhibitor
2'-hydroxyflavone[no description available]low00flavones
2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-1-benzopyran-4-one[no description available]low00flavones
2-[(4-oxo-2-phenyl-1-benzopyran-3-yl)oxy]acetic acid[no description available]low00flavones
cochliophilin a[no description available]low00flavones
2-[[5-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-oxo-2-phenyl-1-benzopyran-7-yl]oxy]acetic acid tert-butyl ester[no description available]low00flavones;
tert-butyl ester
Isolicoflavonol[no description available]low00flavones
Licoflavone A[no description available]low00flavones
5,7,2'-trihydroxyflavone[no description available]low00flavones
3',4',7-trihydroxyflavone[no description available]low00flavones
morusinol[no description available]low00flavones
Norartocarpetin[no description available]low00flavones
Licoflavone B[no description available]low00flavones
ConditionIndicatedRelationship StrengthStudiesTrials
African Lymphoma0low10
B-Cell Chronic Lymphocytic Leukemia0low10
B-Cell Leukemia, Chronic0low10
B-Cell Lymphoma0low10
B-Cell Malignancy, Low-Grade0low10
B-Lymphocytic Leukemia, Chronic0low10
Burkitt Cell Leukemia0low10
Burkitt Leukemia0low10
Burkitt Lymphoma0low10
Burkitt Tumor0low10
Burkitt's Leukemia0low10
Burkitt's Lymphoma0low10
Burkitt's Tumor0low10
Chronic Lymphocytic Leukemia0low10
Diffuse Well-Differentiated Lymphocytic Lymphoma0low10
Disrupted In B-Cell Malignancy0low10
Granuloma, Hodgkin0low10
Granuloma, Hodgkin's0low10
Granuloma, Hodgkins0low10
Granuloma, Malignant0low10
Hodgkin Disease0low10
Hodgkin Lymphoma0low10
Hodgkin Lymphoma, Adult0low10
Hodgkin's Disease0low10
Hodgkin's Lymphoma0low10
Hodgkins Disease0low10
Leukemia, B Cell, Chronic0low10
Leukemia, B-Cell, Chronic0low10
Leukemia, Chronic Lymphatic0low10
Leukemia, Chronic Lymphocytic0low10
Leukemia, Chronic Lymphocytic, B-Cell0low10
Leukemia, Lymphoblastic, Burkitt-Type0low10
Leukemia, Lymphoblastic, Chronic0low10
Leukemia, Lymphocytic, Chronic0low10
Leukemia, Lymphocytic, Chronic, B Cell0low10
Leukemia, Lymphocytic, Chronic, B-Cell0low10
Leukemia, Lymphocytic, L30low10
Lymphoblastic Leukemia, Chronic0low10
Lymphocyte Depletion Hodgkin's Lymphoma0low10
Lymphocyte-Rich Classical Hodgkin's Lymphoma0low10
Lymphocytic Leukemia, Chronic0low10
Lymphocytic Leukemia, Chronic, B Cell0low10
Lymphocytic Leukemia, Chronic, B-Cell0low10
Lymphocytic Leukemia, L30low10
Lymphocytic Lymphoma0low10
Lymphocytic Lymphoma, Diffuse, Well Differentiated0low10
Lymphocytic Lymphoma, Diffuse, Well-Differentiated0low10
Lymphocytic Lymphoma, Well Differentiated0low10
Lymphocytic Lymphoma, Well-Differentiated0low10
Lymphogranuloma, Malignant0low10
Lymphoma, B-Cell0low10
Lymphoma, Burkitt0low10
Lymphoma, Lymphocytic0low10
Lymphoma, Lymphocytic, Diffuse, Well Differentiated0low10
Lymphoma, Lymphocytic, Diffuse, Well-Differentiated0low10
Lymphoma, Lymphocytic, Well Differentiated0low10
Lymphoma, Lymphocytic, Well-Differentiated0low10
Lymphoma, Lymphoplasmacytoid, CLL0low10
Lymphoma, Small Lymphocytic0low10
Lymphoma, Small Lymphocytic, Plasmacytoid0low10
Lymphoma, Small-Cell0low10
Lymphoplasmacytoid Lymphoma, CLL0low10
Mixed Cellularity Hodgkin's Lymphoma0low10
Nodular Lymphocyte-Predominant Hodgkin's Lymphoma0low10
Nodular Sclerosing Hodgkin's Lymphoma0low10
Small-Cell Lymphoma0low10