Page last updated: 2024-12-08

isosakuranetin

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

Description

isosakuranetin: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

4'-methoxy-5,7-dihydroxyflavanone : A dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and a methoxy group at position 4' (the 2S stereoisomer). [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID160481
CHEMBL ID470266
CHEBI ID27552
SCHEMBL ID676015
MeSH IDM0533508

Synonyms (49)

Synonym
ACON1_000171
MEGXP0_001686
4'-methylnaringenin
isosakuranetin
4'-methoxy-5,7-dihydroxyflavonone
C05334
480-43-3
NCGC00163576-01
NCGC00163576-02
LMPK12140355
BRD-K19341706-001-01-7
CHEMBL470266 ,
chebi:27552 ,
isosakutanetin
naringenin 4'-methyl ether
(2s)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
bdbm50325673
naringenin 4''-methyl ether
5,7-dihydroxy-4''-methoxyflavanone
(2s)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4h-chromen-4-one
(2s)-naringenin 4'-methyl ether
(s)-2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4h-1-benzopyran-4-one
4'-methoxy-5,7-dihydroxyflavanone
unii-u02x7tf8ua
einecs 207-551-8
(s)-2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4-benzopyrone
u02x7tf8ua ,
4h-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-, (s)-
S9438
CCG-208396
SCHEMBL676015
(s)-5,7-dihydroxy-2-(4-methoxyphenyl)chroman-4-one
HMUJXQRRKBLVOO-AWEZNQCLSA-N
AC-34925
sr-05000002273
SR-05000002273-2
AKOS032948348
CS-0018682
HY-N2131
Q3459109
A17101
gtpl10299
DTXSID60963980
(2s)-5,7-dihydroxy-4'-methoxyflavanone
A871979
MS-24084
GLXC-14373
(2s)-2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4h-1-benzopyran-4-one
(2s)-5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
"The chirality of flavonoids has been overlooked in the majority of pharmacokinetic studies of homoeriodictyol, isosakuranetin, and taxifolin."( Stereospecific pharmacokinetics of racemic homoeriodictyol, isosakuranetin, and taxifolin in rats and their disposition in fruit.
Andrews, PK; Davies, NM; Ohgami, Y; Remsberg, CM; Takemoto, JK; Vega-Villa, KR; Yáñez, JA, 2011
)
0.82

Bioavailability

ExcerptReferenceRelevance
"Naringenin and its derivatives have been assessed in bone health for their oestrogen-'like' effects but low bioavailability impedes clinical potential."( A naturally occurring naringenin derivative exerts potent bone anabolic effects by mimicking oestrogen action on osteoblasts.
Chattopadhyay, N; Dwivedi, AK; Gupta, V; Khan, K; Khan, MP; Maurya, R; Mishra, JS; Rawat, P; Sanyal, S; Sharan, K; Siddiqui, JA; Swarnkar, G, 2012
)
0.38
" NCG had better oral bioavailability than naringenin."( A naturally occurring naringenin derivative exerts potent bone anabolic effects by mimicking oestrogen action on osteoblasts.
Chattopadhyay, N; Dwivedi, AK; Gupta, V; Khan, K; Khan, MP; Maurya, R; Mishra, JS; Rawat, P; Sanyal, S; Sharan, K; Siddiqui, JA; Swarnkar, G, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
dihydroxyflavanoneAny hydroxyflavanone carrying two hydroxy substituents.
monomethoxyflavanoneAny methoxyflavanone that is flavanone substituted by a methoxy group.
4'-methoxyflavanonesAny methoxyflavanone having a methoxy substituent located at position 4'.
(2S)-flavan-4-oneAny flavanone in which the chiral centre at position 2 has S-configuration.
[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]

Pathways (1)

PathwayProteinsCompounds
ponciretin biosynthesis05

Protein Targets (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Ferritin light chainEquus caballus (horse)Potency22.38725.623417.292931.6228AID485281
nuclear receptor ROR-gamma isoform 1Mus musculus (house mouse)Potency12.58930.00798.23321,122.0200AID2546
[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)
Cytochrome P450 1A1Homo sapiens (human)IC50 (µMol)2.19600.00791.24789.9000AID502474
Cytochrome P450 1A2Homo sapiens (human)IC50 (µMol)3.14700.00011.774010.0000AID502473
Cytochrome P450 1B1Homo sapiens (human)IC50 (µMol)1.02400.00130.86969.9000AID502475
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (104)

Processvia Protein(s)Taxonomy
cellular response to organic cyclic compoundCytochrome P450 1A1Homo sapiens (human)
response to hypoxiaCytochrome P450 1A1Homo sapiens (human)
long-chain fatty acid metabolic processCytochrome P450 1A1Homo sapiens (human)
lipid hydroxylationCytochrome P450 1A1Homo sapiens (human)
fatty acid metabolic processCytochrome P450 1A1Homo sapiens (human)
steroid biosynthetic processCytochrome P450 1A1Homo sapiens (human)
porphyrin-containing compound metabolic processCytochrome P450 1A1Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 1A1Homo sapiens (human)
steroid metabolic processCytochrome P450 1A1Homo sapiens (human)
estrogen metabolic processCytochrome P450 1A1Homo sapiens (human)
amine metabolic processCytochrome P450 1A1Homo sapiens (human)
response to nematodeCytochrome P450 1A1Homo sapiens (human)
response to herbicideCytochrome P450 1A1Homo sapiens (human)
ethylene metabolic processCytochrome P450 1A1Homo sapiens (human)
coumarin metabolic processCytochrome P450 1A1Homo sapiens (human)
flavonoid metabolic processCytochrome P450 1A1Homo sapiens (human)
response to iron(III) ionCytochrome P450 1A1Homo sapiens (human)
insecticide metabolic processCytochrome P450 1A1Homo sapiens (human)
dibenzo-p-dioxin catabolic processCytochrome P450 1A1Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 1A1Homo sapiens (human)
response to foodCytochrome P450 1A1Homo sapiens (human)
response to lipopolysaccharideCytochrome P450 1A1Homo sapiens (human)
response to vitamin ACytochrome P450 1A1Homo sapiens (human)
response to immobilization stressCytochrome P450 1A1Homo sapiens (human)
vitamin D metabolic processCytochrome P450 1A1Homo sapiens (human)
retinol metabolic processCytochrome P450 1A1Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 1A1Homo sapiens (human)
9-cis-retinoic acid biosynthetic processCytochrome P450 1A1Homo sapiens (human)
camera-type eye developmentCytochrome P450 1A1Homo sapiens (human)
nitric oxide metabolic processCytochrome P450 1A1Homo sapiens (human)
response to arsenic-containing substanceCytochrome P450 1A1Homo sapiens (human)
digestive tract developmentCytochrome P450 1A1Homo sapiens (human)
tissue remodelingCytochrome P450 1A1Homo sapiens (human)
hydrogen peroxide biosynthetic processCytochrome P450 1A1Homo sapiens (human)
response to hyperoxiaCytochrome P450 1A1Homo sapiens (human)
maternal process involved in parturitionCytochrome P450 1A1Homo sapiens (human)
hepatocyte differentiationCytochrome P450 1A1Homo sapiens (human)
cellular response to copper ionCytochrome P450 1A1Homo sapiens (human)
omega-hydroxylase P450 pathwayCytochrome P450 1A1Homo sapiens (human)
positive regulation of G1/S transition of mitotic cell cycleCytochrome P450 1A1Homo sapiens (human)
response to 3-methylcholanthreneCytochrome P450 1A1Homo sapiens (human)
steroid catabolic processCytochrome P450 1A2Homo sapiens (human)
porphyrin-containing compound metabolic processCytochrome P450 1A2Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 1A2Homo sapiens (human)
cholesterol metabolic processCytochrome P450 1A2Homo sapiens (human)
estrogen metabolic processCytochrome P450 1A2Homo sapiens (human)
toxin biosynthetic processCytochrome P450 1A2Homo sapiens (human)
post-embryonic developmentCytochrome P450 1A2Homo sapiens (human)
alkaloid metabolic processCytochrome P450 1A2Homo sapiens (human)
regulation of gene expressionCytochrome P450 1A2Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 1A2Homo sapiens (human)
dibenzo-p-dioxin metabolic processCytochrome P450 1A2Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 1A2Homo sapiens (human)
lung developmentCytochrome P450 1A2Homo sapiens (human)
methylationCytochrome P450 1A2Homo sapiens (human)
monocarboxylic acid metabolic processCytochrome P450 1A2Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 1A2Homo sapiens (human)
retinol metabolic processCytochrome P450 1A2Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 1A2Homo sapiens (human)
cellular respirationCytochrome P450 1A2Homo sapiens (human)
aflatoxin metabolic processCytochrome P450 1A2Homo sapiens (human)
hydrogen peroxide biosynthetic processCytochrome P450 1A2Homo sapiens (human)
oxidative demethylationCytochrome P450 1A2Homo sapiens (human)
cellular response to cadmium ionCytochrome P450 1A2Homo sapiens (human)
omega-hydroxylase P450 pathwayCytochrome P450 1A2Homo sapiens (human)
cellular response to organic cyclic compoundCytochrome P450 1B1Homo sapiens (human)
angiogenesisCytochrome P450 1B1Homo sapiens (human)
trabecular meshwork developmentCytochrome P450 1B1Homo sapiens (human)
DNA modificationCytochrome P450 1B1Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 1B1Homo sapiens (human)
nitric oxide biosynthetic processCytochrome P450 1B1Homo sapiens (human)
cell adhesionCytochrome P450 1B1Homo sapiens (human)
response to nutrientCytochrome P450 1B1Homo sapiens (human)
steroid metabolic processCytochrome P450 1B1Homo sapiens (human)
estrogen metabolic processCytochrome P450 1B1Homo sapiens (human)
negative regulation of cell population proliferationCytochrome P450 1B1Homo sapiens (human)
male gonad developmentCytochrome P450 1B1Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to oxidative stressCytochrome P450 1B1Homo sapiens (human)
toxin metabolic processCytochrome P450 1B1Homo sapiens (human)
positive regulation of vascular endothelial growth factor productionCytochrome P450 1B1Homo sapiens (human)
positive regulation of smooth muscle cell migrationCytochrome P450 1B1Homo sapiens (human)
sterol metabolic processCytochrome P450 1B1Homo sapiens (human)
arachidonic acid metabolic processCytochrome P450 1B1Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 1B1Homo sapiens (human)
collagen fibril organizationCytochrome P450 1B1Homo sapiens (human)
adrenal gland developmentCytochrome P450 1B1Homo sapiens (human)
negative regulation of cell migrationCytochrome P450 1B1Homo sapiens (human)
negative regulation of NF-kappaB transcription factor activityCytochrome P450 1B1Homo sapiens (human)
response to follicle-stimulating hormoneCytochrome P450 1B1Homo sapiens (human)
response to estradiolCytochrome P450 1B1Homo sapiens (human)
negative regulation of cell adhesion mediated by integrinCytochrome P450 1B1Homo sapiens (human)
benzene-containing compound metabolic processCytochrome P450 1B1Homo sapiens (human)
retinol metabolic processCytochrome P450 1B1Homo sapiens (human)
retinal metabolic processCytochrome P450 1B1Homo sapiens (human)
positive regulation of apoptotic processCytochrome P450 1B1Homo sapiens (human)
blood vessel endothelial cell migrationCytochrome P450 1B1Homo sapiens (human)
endothelial cell migrationCytochrome P450 1B1Homo sapiens (human)
estrous cycleCytochrome P450 1B1Homo sapiens (human)
positive regulation of translationCytochrome P450 1B1Homo sapiens (human)
positive regulation of angiogenesisCytochrome P450 1B1Homo sapiens (human)
positive regulation of receptor signaling pathway via JAK-STATCytochrome P450 1B1Homo sapiens (human)
membrane lipid catabolic processCytochrome P450 1B1Homo sapiens (human)
response to arsenic-containing substanceCytochrome P450 1B1Homo sapiens (human)
blood vessel morphogenesisCytochrome P450 1B1Homo sapiens (human)
retinal blood vessel morphogenesisCytochrome P450 1B1Homo sapiens (human)
ganglion developmentCytochrome P450 1B1Homo sapiens (human)
cellular response to hydrogen peroxideCytochrome P450 1B1Homo sapiens (human)
cellular response to cAMPCytochrome P450 1B1Homo sapiens (human)
cellular response to tumor necrosis factorCytochrome P450 1B1Homo sapiens (human)
cellular response to luteinizing hormone stimulusCytochrome P450 1B1Homo sapiens (human)
cellular response to cortisol stimulusCytochrome P450 1B1Homo sapiens (human)
cellular response to progesterone stimulusCytochrome P450 1B1Homo sapiens (human)
response to dexamethasoneCytochrome P450 1B1Homo sapiens (human)
endothelial cell-cell adhesionCytochrome P450 1B1Homo sapiens (human)
response to indole-3-methanolCytochrome P450 1B1Homo sapiens (human)
cellular response to toxic substanceCytochrome P450 1B1Homo sapiens (human)
omega-hydroxylase P450 pathwayCytochrome P450 1B1Homo sapiens (human)
response to 3-methylcholanthreneCytochrome P450 1B1Homo sapiens (human)
regulation of reactive oxygen species metabolic processCytochrome P450 1B1Homo sapiens (human)
positive regulation of reactive oxygen species metabolic processCytochrome P450 1B1Homo sapiens (human)
positive regulation of DNA biosynthetic processCytochrome P450 1B1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (24)

Processvia Protein(s)Taxonomy
monooxygenase activityCytochrome P450 1A1Homo sapiens (human)
iron ion bindingCytochrome P450 1A1Homo sapiens (human)
protein bindingCytochrome P450 1A1Homo sapiens (human)
arachidonic acid monooxygenase activityCytochrome P450 1A1Homo sapiens (human)
oxidoreductase activityCytochrome P450 1A1Homo sapiens (human)
oxidoreductase activity, acting on diphenols and related substances as donorsCytochrome P450 1A1Homo sapiens (human)
flavonoid 3'-monooxygenase activityCytochrome P450 1A1Homo sapiens (human)
oxygen bindingCytochrome P450 1A1Homo sapiens (human)
enzyme bindingCytochrome P450 1A1Homo sapiens (human)
heme bindingCytochrome P450 1A1Homo sapiens (human)
Hsp70 protein bindingCytochrome P450 1A1Homo sapiens (human)
demethylase activityCytochrome P450 1A1Homo sapiens (human)
Hsp90 protein bindingCytochrome P450 1A1Homo sapiens (human)
aromatase activityCytochrome P450 1A1Homo sapiens (human)
vitamin D 24-hydroxylase activityCytochrome P450 1A1Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 1A1Homo sapiens (human)
estrogen 2-hydroxylase activityCytochrome P450 1A1Homo sapiens (human)
long-chain fatty acid omega-hydroxylase activityCytochrome P450 1A1Homo sapiens (human)
hydroperoxy icosatetraenoate dehydratase activityCytochrome P450 1A1Homo sapiens (human)
long-chain fatty acid omega-1 hydroxylase activityCytochrome P450 1A1Homo sapiens (human)
monooxygenase activityCytochrome P450 1A2Homo sapiens (human)
iron ion bindingCytochrome P450 1A2Homo sapiens (human)
protein bindingCytochrome P450 1A2Homo sapiens (human)
electron transfer activityCytochrome P450 1A2Homo sapiens (human)
oxidoreductase activityCytochrome P450 1A2Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenCytochrome P450 1A2Homo sapiens (human)
enzyme bindingCytochrome P450 1A2Homo sapiens (human)
heme bindingCytochrome P450 1A2Homo sapiens (human)
demethylase activityCytochrome P450 1A2Homo sapiens (human)
caffeine oxidase activityCytochrome P450 1A2Homo sapiens (human)
aromatase activityCytochrome P450 1A2Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 1A2Homo sapiens (human)
estrogen 2-hydroxylase activityCytochrome P450 1A2Homo sapiens (human)
hydroperoxy icosatetraenoate dehydratase activityCytochrome P450 1A2Homo sapiens (human)
monooxygenase activityCytochrome P450 1B1Homo sapiens (human)
iron ion bindingCytochrome P450 1B1Homo sapiens (human)
protein bindingCytochrome P450 1B1Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenCytochrome P450 1B1Homo sapiens (human)
heme bindingCytochrome P450 1B1Homo sapiens (human)
aromatase activityCytochrome P450 1B1Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 1B1Homo sapiens (human)
hydroperoxy icosatetraenoate dehydratase activityCytochrome P450 1B1Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, NAD(P)H as one donor, and incorporation of one atom of oxygenCytochrome P450 1B1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
mitochondrial inner membraneCytochrome P450 1A1Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 1A1Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 1A1Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 1A2Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 1A2Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 1A2Homo sapiens (human)
mitochondrionCytochrome P450 1B1Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 1B1Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 1B1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (28)

Assay IDTitleYearJournalArticle
AID402478Inhibition of recombinant human TNF-alpha-induced cytotoxicity of mouse L929 cells assessed as survivality at 250 uM after 15 mins by [methyl-3H]thymidine incorporation assay1997Journal of natural products, Aug, Volume: 60, Issue:8
Flavonoids as inhibitors or enhancers of the cytotoxicity of tumor necrosis factor-alpha in L-929 tumor cells.
AID614385Cytotoxicity against human HCT116 cells assessed as cell viability under normoxic condition at 50 uM after 7 days by clonogenic assay2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID334446Chemopreventive activity in Syrian hamster embryo cells assessed as inhibition of metabolism of [3H]benzo(a)pyrene to water-soluble metabolites after 24 hrs at 5 ug/ml relative to control1992Journal of natural products, Mar, Volume: 55, Issue:3
Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
AID614431Inhibition of HIF1alpha expression in human HCT116 cells under hypoxic condition at 30 uM after 4 hrs by immunoblotting2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID334444Chemopreventive activity in Syrian hamster embryo cells assessed as inhibition of metabolism of [3H]benzo(a)pyrene to water-soluble metabolites after 24 hrs at 20 ug/ml relative to control1992Journal of natural products, Mar, Volume: 55, Issue:3
Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
AID614384Cytotoxicity against human HCT116 cells assessed as cell viability under hypoxic condition at 50 uM after 7 days by clonogenic assay2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID614437Induction of HIF1-dependent VEGFA mRNA expression in human HCT116 cells under normoxic condition at 30 uM after 24 hrs by RT-PCR analysis2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID614434Induction of HIF1-dependent VEGFA mRNA expression in human HCT116 cells under hypoxic condition at 30 uM after 24 hrs by RT-PCR analysis2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID697852Inhibition of electric eel AChE at 2 mg/ml by Ellman's method2012Bioorganic & medicinal chemistry, Nov-15, Volume: 20, Issue:22
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.
AID697853Inhibition of horse BChE at 2 mg/ml by Ellman's method2012Bioorganic & medicinal chemistry, Nov-15, Volume: 20, Issue:22
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.
AID333447Antifungal activity against Cladosporium sphaerospermum assessed as minimum concentration required to inhibit growth after 72 hrs by TLC2004Journal of natural products, Nov, Volume: 67, Issue:11
Benzoic acid derivatives from Piper species and their fungitoxic activity against Cladosporium cladosporioides and C. sphaerospermum.
AID333446Antifungal activity against Cladosporium cladosporioides assessed as minimum concentration required to inhibit growth after 72 hrs by TLC2004Journal of natural products, Nov, Volume: 67, Issue:11
Benzoic acid derivatives from Piper species and their fungitoxic activity against Cladosporium cladosporioides and C. sphaerospermum.
AID614432Induction of HIF1-dependent GLUT1 mRNA expression in human HCT116 cells under hypoxic condition at 30 uM after 24 hrs by RT-PCR analysis2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID402477Inhibition of recombinant human TNF-alpha-induced cytotoxicity of mouse L929 cells assessed as survivality at 250 uM preincubated for 15 mins before TNFalpha addition measured after 24 hrs by crystal violet staining1997Journal of natural products, Aug, Volume: 60, Issue:8
Flavonoids as inhibitors or enhancers of the cytotoxicity of tumor necrosis factor-alpha in L-929 tumor cells.
AID614438Antiangiogenic activity in 3-day-old embryonated chicken eggs at 300 ng/CAM measured on 7th embryonic day by CAM assay2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID614383Cytotoxicity against human HCT116 cells assessed as cell viability under normoxic condition at 50 uM after 24 hrs by MTT assay2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID385354Cytotoxicity against rat H4IIE cells after 24 hrs by MTT assay2008Journal of natural products, Apr, Volume: 71, Issue:4
Prenylated flavonoid derivatives from the bark of Erythrina addisoniae.
AID614435Induction of HIF1-dependent GLUT1 mRNA expression in human HCT116 cells under normoxic condition at 30 uM after 24 hrs by RT-PCR analysis2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID614436Induction of HIF1-dependent HK2 mRNA expression in human HCT116 cells under normoxic condition at 30 uM after 24 hrs by RT-PCR analysis2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID614433Induction of HIF1-dependent HK2 mRNA expression in human HCT116 cells under hypoxic condition at 30 uM after 24 hrs by RT-PCR analysis2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID502473Inhibition of human CYP1A2 by EROD assay2010Bioorganic & medicinal chemistry, Sep-01, Volume: 18, Issue:17
Selective inhibition of methoxyflavonoids on human CYP1B1 activity.
AID614382Cytotoxicity against human HCT116 cells assessed as cell viability under hypoxic condition at 50 uM after 24 hrs by MTT assay2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID502475Inhibition of human CYP1B1 by EROD assay2010Bioorganic & medicinal chemistry, Sep-01, Volume: 18, Issue:17
Selective inhibition of methoxyflavonoids on human CYP1B1 activity.
AID614388Modulation of HIF1 expressed in HEK293 cells assessed as luciferase activity under hypoxic condition after 24 hrs by luminometer analysis2011Bioorganic & medicinal chemistry, Sep-15, Volume: 19, Issue:18
Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis.
AID338974Inhibition of cow milk xanthine oxidase at 50 ug/mL
AID400607Inhibition of procoagulant activity in monocyte from human blood assessed as counteraction of IL1-induced tissue factor expression at 10 uM after 18 hrs measured as microunits of tissue factor/10'5 cells1996Journal of natural products, Mar, Volume: 59, Issue:3
Ability of different flavonoids to inhibit the procoagulant activity of adherent human monocytes.
AID502474Inhibition of human CYP1A1 by EROD assay2010Bioorganic & medicinal chemistry, Sep-01, Volume: 18, Issue:17
Selective inhibition of methoxyflavonoids on human CYP1B1 activity.
AID334445Chemopreventive activity in Syrian hamster embryo cells assessed as inhibition of metabolism of [3H]benzo(a)pyrene to water-soluble metabolites after 24 hrs at 10 ug/ml relative to control1992Journal of natural products, Mar, Volume: 55, Issue:3
Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (27)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (11.11)18.2507
2000's3 (11.11)29.6817
2010's17 (62.96)24.3611
2020's4 (14.81)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.97

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.97 (24.57)
Research Supply Index3.37 (2.92)
Research Growth Index5.15 (4.65)
Search Engine Demand Index34.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.97)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (3.57%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other27 (96.43%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]