Compounds > (2S)-7-hydroxyflavanone
Page last updated: 2024-09-28

(2S)-7-hydroxyflavanone

Cross-References

ID SourceID
PubMed CID688857
CHEMBL ID402744
CHEBI ID41888
SCHEMBL ID1072683

Synonyms (24)

Synonym
BIDD:ER0186
DB04274
(2s)-7-hydroxyflavanone
(-)-7-hydroxyflavanone
7-hydroxy-2-phenyl-chroman-4-one
5,4'-dideoxyflavanone
(2s)-7-hydroxy-2-phenyl-2,3-dihydro-4h-chromen-4-one
CHEBI:41888 ,
CHEMBL402744 ,
(2s)-7-hydroxy-2-phenyl-2,3-dihydrochromen-4-one
2545-13-3
SCHEMBL1072683
J641.665I ,
4h-1-benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-phenyl-, (2s)-
7-hydroxyflavanone, (s)-
(s)-7-hydroxy-2-phenylchroman-4-one
MF98742K2H ,
4h-1-benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-phenyl-, (s)-
flavanone, 7-hydroxy-, (-)-
unii-mf98742k2h
DTXSID90350985
Q27095092
(s)-7-hydroxyflavanone
bdbm50535254

Drug Classes (1)

ClassDescription
7-hydroxyflavanoneA monohydroxyflavanone that is flavanone substituted by a hydroxy group at position 7.
[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)
Proteasome subunit beta type-5Homo sapiens (human)IC50 (µMol)5.21000.00050.939410.0000AID1633148
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (3)

Processvia Protein(s)Taxonomy
proteolysisProteasome subunit beta type-5Homo sapiens (human)
response to oxidative stressProteasome subunit beta type-5Homo sapiens (human)
proteasome-mediated ubiquitin-dependent protein catabolic processProteasome subunit beta type-5Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
threonine-type endopeptidase activityProteasome subunit beta type-5Homo sapiens (human)
protein bindingProteasome subunit beta type-5Homo sapiens (human)
peptidase activityProteasome subunit beta type-5Homo sapiens (human)
endopeptidase activityProteasome subunit beta type-5Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Processvia Protein(s)Taxonomy
nucleusProteasome subunit beta type-5Homo sapiens (human)
cytoplasmProteasome subunit beta type-5Homo sapiens (human)
proteasome complexProteasome subunit beta type-5Homo sapiens (human)
nucleusProteasome subunit beta type-5Homo sapiens (human)
nucleoplasmProteasome subunit beta type-5Homo sapiens (human)
centrosomeProteasome subunit beta type-5Homo sapiens (human)
cytosolProteasome subunit beta type-5Homo sapiens (human)
extracellular exosomeProteasome subunit beta type-5Homo sapiens (human)
proteasome core complexProteasome subunit beta type-5Homo sapiens (human)
proteasome core complex, beta-subunit complexProteasome subunit beta type-5Homo sapiens (human)
cytosolProteasome subunit beta type-5Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID404184Cytotoxicity against human HT1080 cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry, May-15, Volume: 16, Issue:10
Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship.
AID404180Cytotoxicity against mouse B16-BL6 cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry, May-15, Volume: 16, Issue:10
Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship.
AID404181Cytotoxicity against mouse LLC cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry, May-15, Volume: 16, Issue:10
Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship.
AID502768Cytotoxicity against human MCF7 cells after 72 hrs by MTS reduction assay2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Cytotoxic flavonoids from the leaves of Cryptocarya chinensis.
AID404183Cytotoxicity against human HeLa cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry, May-15, Volume: 16, Issue:10
Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship.
AID358173Inhibition of p40 tyrosine kinase1992Journal of natural products, Nov, Volume: 55, Issue:11
Protein-tyrosine kinase inhibition: mechanism-based discovery of antitumor agents.
AID404182Cytotoxicity against human A549 cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry, May-15, Volume: 16, Issue:10
Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship.
AID313354Cytotoxicity against human PANC1 cells in nutrient deprived medium after 24 hrs2008Bioorganic & medicinal chemistry, Jan-01, Volume: 16, Issue:1
Constituents of Brazilian red propolis and their preferential cytotoxic activity against human pancreatic PANC-1 cancer cell line in nutrient-deprived condition.
AID502769Cytotoxicity against human NCI-H460 cells after 72 hrs by MTS reduction assay2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Cytotoxic flavonoids from the leaves of Cryptocarya chinensis.
AID404179Cytotoxicity against mouse colon 26-L5 cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry, May-15, Volume: 16, Issue:10
Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship.
AID502770Cytotoxicity against human SF268 cells after 72 hrs by MTS reduction assay2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Cytotoxic flavonoids from the leaves of Cryptocarya chinensis.
AID1633148Inhibition of chymotrypsin-like activity of purified human erythrocyte 20S proteasome assessed as decrease in AMC hydrolysis using Suc-LLVY-AMC as substrate preincubated for 10 mins and measured by fluorescence based method2019European journal of medicinal chemistry, Apr-01, Volume: 167Another look at phenolic compounds in cancer therapy the effect of polyphenols on ubiquitin-proteasome system.
[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%
Reviews2 (40.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other3 (60.00%)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]medium20trihydroxyanthraquinoneantineoplastic 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
4'-amino-6-hydroxyflavone[no description available]medium10flavones
(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]medium10
3',4',5'-trimethoxyflavone[no description available]medium10ether;
flavonoids
naringenin[no description available]medium40(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]medium10
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]medium304'-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]medium20trihydroxyflavoneantineoplastic agent;
metabolite
luteolin[no description available]medium203'-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]medium207-hydroxyflavonol;
flavonols;
tetrahydroxyflavone		antibacterial agent;
geroprotector;
human blood serum metabolite;
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite
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
genistin[no description available]medium107-hydroxyisoflavones 7-O-beta-D-glucoside
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
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]medium207-hydroxyflavonol;
hexahydroxyflavone		antineoplastic agent;
antioxidant;
cyclooxygenase 1 inhibitor;
food component;
geroprotector;
hypoglycemic agent;
plant metabolite
daidzein[no description available]medium407-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
fluorouracil[no description available]medium20nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
paclitaxel[no description available]medium10taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
arctigenin[no description available]medium10lignan
medicarpin, (6as-cis)-isomer[no description available]medium20medicarpin
(+)-Eudesmin[no description available]medium20lignan
liquiritigenin[no description available]medium304',7-dihydroxyflavanonehormone agonist;
plant metabolite
mucronulatol[no description available]medium20hydroxyisoflavans;
methoxyisoflavan		antineoplastic agent;
plant metabolite
syringaresinol[no description available]medium20syringaresinolantineoplastic agent
isoliquiritigenin[no description available]medium30chalconesantineoplastic agent;
biological pigment;
EC 1.14.18.1 (tyrosinase) inhibitor;
GABA modulator;
geroprotector;
metabolite;
NMDA receptor antagonist
formononetin[no description available]medium304'-methoxyisoflavones;
7-hydroxyisoflavones		phytoestrogen;
plant metabolite
7,3'-dihydroxy-4'-methoxyisoflavone[no description available]medium204'-methoxyisoflavones;
7-hydroxyisoflavones		antioxidant;
metabolite
2'-hydroxyformononetin[no description available]medium204'-methoxyisoflavones;
7-hydroxyisoflavones		anti-inflammatory agent
4'-methoxy-3',5,7-trihydroxyisoflavone[no description available]medium204'-methoxyisoflavones;
7-hydroxyisoflavones
3-deoxysappanchalcone[no description available]medium20chalcones;
monomethoxybenzene;
phenols		metabolite
2',4'-dihydroxychalcone[no description available]medium20
(-)-pinoresinol[no description available]medium20pinoresinolplant metabolite
vanillin[no description available]medium10benzaldehydes;
monomethoxybenzene;
phenols		anti-inflammatory agent;
anticonvulsant;
antioxidant;
flavouring agent;
plant metabolite
pinostrobin[no description available]medium10monohydroxyflavanone;
monomethoxyflavanone		antidote;
plant metabolite
dactinomycin[no description available]medium10actinomycinmutagen
5-hydroxy-6,7-dimethoxyflavone[no description available]medium10ether;
flavonoids
squalene[no description available]medium10triterpenehuman metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
tocopherylquinone[no description available]medium10
3,7-dimethylgalangin[no description available]medium10
beta-sitosterone[no description available]medium10
gallic acid[no description available]medium10trihydroxybenzoic acidantineoplastic agent;
antioxidant;
apoptosis inducer;
astringent;
cyclooxygenase 2 inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
geroprotector;
human xenobiotic metabolite;
plant metabolite
epigallocatechin gallate[no description available]medium10flavans;
gallate ester;
polyphenol		antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite
gallocatechol[no description available]medium10catechin;
flavan-3,3',4',5,5',7-hexol		antioxidant;
food component;
plant metabolite
epicatechin gallate[no description available]medium10catechin;
gallate ester;
polyphenol		EC 3.2.1.1 (alpha-amylase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite
(-)-gallocatechin gallate[no description available]medium10catechin;
gallate ester;
polyphenol		antineoplastic agent;
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor;
human xenobiotic metabolite;
plant metabolite
medicarpin[no description available]medium10medicarpinplant metabolite
eriodictyol[no description available]medium103'-hydroxyflavanones;
tetrahydroxyflavanone
curcumin[no description available]medium10aromatic ether;
beta-diketone;
diarylheptanoid;
enone;
polyphenol		anti-inflammatory agent;
antifungal agent;
antineoplastic agent;
biological pigment;
contraceptive drug;
dye;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
flavouring agent;
food colouring;
geroprotector;
hepatoprotective agent;
immunomodulator;
iron chelator;
ligand;
lipoxygenase inhibitor;
metabolite;
neuroprotective agent;
nutraceutical;
radical scavenger
broussonin b[no description available]medium10
(-)-catechin-3-O-gallate[no description available]medium10flavans;
gallate ester;
polyphenol		metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Benign Neoplasms0low20
Cancer0low20
Cancer of Pancreas0low10
Cancer of the Pancreas0low10
Malignancy0low20
Malignant Neoplasms0low20
Necrosis0low10
Neoplasia0low20
Neoplasm0low20
Neoplasms0low20
Neoplasms, Benign0low20
Neoplasms, Pancreatic0low10
Pancreas Cancer0low10
Pancreas Neoplasms0low10
Pancreatic Cancer0low10
Pancreatic Neoplasms0low10
Sensitivity and Specificity0low10
Tumors0low20