Page last updated: 2024-11-05

quercetin pentaacetate

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Description

Quercetin pentaacetate is a synthetic derivative of the natural flavonoid quercetin. It is prepared by acetylation of quercetin with acetic anhydride. Quercetin pentaacetate has been studied for its potential therapeutic effects, including anti-inflammatory, antioxidant, and anticancer activities. The compound exhibits enhanced lipophilicity compared to quercetin, which may improve its bioavailability and cellular uptake. It is investigated for its potential to modulate signaling pathways involved in inflammation and cancer cell proliferation. The acetylation of quercetin may also alter its pharmacological properties, making it a promising candidate for drug development.'

quercetin pentaacetate: inhibits PGE2 production and COX-2 protein expression; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID14005
CHEMBL ID19074
SCHEMBL ID4064499
MeSH IDM0400343

Synonyms (36)

Synonym
unii-g0b9kj0vki
g0b9kj0vki ,
5-18-05-00510 (beilstein handbook reference)
nsc-718503
nsc718503
quercetin acetate
3,3',4',5,7-pentahydroxyflavone pentaacetate
pentaacetylquercetin
quercetin pentaacetate
flavone, 3,3',4',5,7-pentahydroxy-, pentaacetate
nsc 115919
brn 0380215
4h-1-benzopyran-4-one, 3,5,7-tris(acetyloxy)-2-(3,4-bis(acetyloxy)phenyl)-
3,3',4',5,7-pentaacetoxyflavone
nsc-115919
nsc115919
4h-1-benzopyran-4-one,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-
1064-06-8
AKOS000365733
[2-acetyloxy-4-(3,5,7-triacetyloxy-4-oxochromen-2-yl)phenyl] acetate
CHEMBL19074
3,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-5-yl acetate
bdbm50404746
SCHEMBL4064499
DTXSID30147593
3,5,7-tris(acetyloxy)-2-(3,4-bis(acetyloxy)phenyl)-4h-1-benzopyran-4-one
2-[3,4-bis(acetyloxy)phenyl]-4-oxo-4h-chromene-3,5,7-triyl triacetate
STL513054
HY-124512
Q63409134
quercetinpentaacetate
CS-0086730
3,5,7-triacetoxy-2-(3,4-diacetoxyphenyl)-4h-1-benzopyran-4-one
[5,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-3-yl] acetate
[5,7-diacetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-3-yl]acetate
E87525
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Arginase Leishmania amazonensisIC50 (µMol)120.80001.60002.28004.0000AID1066694
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (42)

Assay IDTitleYearJournalArticle
AID404069In vivo antitumor activity against mouse L1210 cells
AID430320Ratio of compound IC50 to pentostam IC50 for BALB/c mouse J774.2 cells2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID220006Relative inhibition of cAMP and cGMP hydrolysis by particulate phosphodiesterase1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Pentasubstituted quercetin analogues as selective inhibitors of particulate 3':5'-cyclic-AMP phosphodiesterase from rat brain.
AID195382Effect of compound on AFB1-induced micronuclei formation in rat bone marrow cells (Activity: Micronucleated cells/1000 cells)2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate.
AID430323Antileishmanial activity against intracellular Leishmania braziliensis amastigotes after 72 hrs by Giemsa staining2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID430322Antileishmanial activity against intracellular Leishmania peruviana amastigotes after 72 hrs by Giemsa staining2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID430312Antileishmanial activity against Leishmania peruviana infected in BALB/c mouse J774.2 cells assessed as decrease in parasite infection rate measured on day 10 relative to control2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID220001Inhibition of rat brain cytosolic cAMP phosphodiesterase1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Pentasubstituted quercetin analogues as selective inhibitors of particulate 3':5'-cyclic-AMP phosphodiesterase from rat brain.
AID430317Inhibition of succinate catabolite excretion in Leishmania peruviana promastigotes at IC25 after 96 hrs by NMR spectroscopy2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID339129Inhibition of collagen-induced platelet aggregation in rabbit platelet-rich plasma at 100 ug/mL after 3 mins by turbidimetric method1993Journal of natural products, Jun, Volume: 56, Issue:6
Antiplatelet effects and vasorelaxing action of some constituents of Formosan plants.
AID195229Influence (5 uM) on transacetylase catalyzed time dependent activation of NADPH cytochrome C reductase at pre-incubation time being 10 mins2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate.
AID339130Inhibition of platelet activity factor-induced platelet aggregation in rabbit platelet-rich plasma at 100 ug/mL after 3 mins by turbidimetric method1993Journal of natural products, Jun, Volume: 56, Issue:6
Antiplatelet effects and vasorelaxing action of some constituents of Formosan plants.
AID220160Inhibition of rat brain cytosolic cGMP phosphodiesterase (Inactive)1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Pentasubstituted quercetin analogues as selective inhibitors of particulate 3':5'-cyclic-AMP phosphodiesterase from rat brain.
AID430311Cytotoxicity against BALB/c mouse J774.2 cells after 72 hrs by trypan blue assay2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID1066694Inhibition of Leishmania amazonensis recombinant arginase expressed in Escherichia coli Rosetta (DE3) pLysS using L-arginine as substrate incubated for 10 mins prior to substrate addition measured after 10 mins by colorimetry2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Isolation of arginase inhibitors from the bioactivity-guided fractionation of Byrsonima coccolobifolia leaves and stems.
AID195231Influence (5 uM) on transacetylase catalyzed time dependent activation of NADPH cytochrome C reductase at pre-incubation time being 30 mins2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate.
AID430217Antileishmanial activity against extracellular Leishmania peruviana promastigotes after 72 hrs2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID430324Increase in L-alanine catabolite excretion in Leishmania peruviana promastigotes at IC25 after 96 hrs by NMR spectroscopy2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID430314Antileishmanial activity against Leishmania peruviana in BALB/c mouse J774.2 cells assessed as reduction of morphological conversion to parasite amastigote number per cell measured on day 10 by Giemsa staining relative to control2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID219998Inhibition of rat brain cytosolic cAMP phosphodiesterase1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Pentasubstituted quercetin analogues as selective inhibitors of particulate 3':5'-cyclic-AMP phosphodiesterase from rat brain.
AID338974Inhibition of cow milk xanthine oxidase at 50 ug/mL
AID430316Inhibition of acetate catabolite excretion in Leishmania peruviana promastigotes at IC25 after 96 hrs by NMR spectroscopy2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID195230Influence (5 uM) on transacetylase catalyzed time dependent activation of NADPH cytochrome C reductase at pre-incubation time being 20 mins2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate.
AID456183Inhibition of reduced carboxymethylated kappa-casein fibril formation at 50 ug/mL measured every 5 mins after 1000 mins by thioflavin T staining-based binding assay2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carboxymethylated-kappa-casein: a convenient tool for the identification of polyphenolic inhibitors of amyloid fibril formation.
AID220162Inhibition of rat brain particulate cGMP phosphodiesterase1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Pentasubstituted quercetin analogues as selective inhibitors of particulate 3':5'-cyclic-AMP phosphodiesterase from rat brain.
AID430334Antileishmanial activity against Leishmania peruviana assessed as abundance of morphologically altered glycosomes at IC25 after 96 hrs by transmission electron microscopy2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID195232Influence (5 uM) on transacetylase catalyzed time dependent activation of NADPH cytochrome C reductase at pre-incubation time being 5 mins2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate.
AID456187Inhibition of reduced carboxymethylated kappa-casein fibril formation measured every 5 mins after 1000 mins by thioflavin T staining-based binding assay2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carboxymethylated-kappa-casein: a convenient tool for the identification of polyphenolic inhibitors of amyloid fibril formation.
AID310887Permeability from apical to basolateral side of dog MDCK2 cell monolayer assessed as intact drug level in basolateral compartment after 6 hrs2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Ester-based precursors to increase the bioavailability of quercetin.
AID430333Antileishmanial activity against Leishmania peruviana assessed as disruption of parasite cytoplasm at IC25 after 96 hrs by transmission electron microscopy2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID195383Effect of compound on AFB1-induced micronuclei formation in rat bone marrow cells in the presence of AFB1 (Activity: Micronucleated cells/1000 cells)2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate.
AID430326Effect on glycerol catabolite excretion in Leishmania peruviana promastigotes at IC25 after 96 hrs by NMR spectroscopy2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID33222The compound was evaluated for in Vitro binding of AFB1 to DNA in rat liver microsomes; Pre-incubation time being 20 mins2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate.
AID456191Inhibition of reduced carboxymethylated kappa-casein fibril formation assessed as formation of shorter and stunted fibrils at 1 uM by transmission electron microscopy2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carboxymethylated-kappa-casein: a convenient tool for the identification of polyphenolic inhibitors of amyloid fibril formation.
AID33221The compound was evaluated for in Vitro binding of AFB1 to DNA in rat liver microsomes; Pre-incubation time being 10 mins2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate.
AID430218Antileishmanial activity against extracellular Leishmania braziliensis promastigotes after 72 hrs2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID430318Antileishmanial activity against Leishmania peruviana assessed as induction of death of parasite with distortion of parasite body at IC25 after 96 hrs by transmission electron microscopy2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID339128Inhibition of arachidonic acid-induced platelet aggregation in rabbit platelet-rich plasma at 100 ug/mL after 3 mins by turbidimetric method1993Journal of natural products, Jun, Volume: 56, Issue:6
Antiplatelet effects and vasorelaxing action of some constituents of Formosan plants.
AID33223The compound was evaluated for in Vitro binding of AFB1 to DNA in rat liver microsomes; Pre-incubation time being 30 mins2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate.
AID430325Effect on pyruvate catabolite excretion in Leishmania peruviana promastigotes at IC25 after 96 hrs by NMR spectroscopy2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
AID310884Solubility in Hanks balanced salt solution at 1 mg after 24 hrs2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Ester-based precursors to increase the bioavailability of quercetin.
AID430321Ratio of compound IC50 to glucatim IC50 for BALB/c mouse J774.2 cells2009Journal of natural products, Jun, Volume: 72, Issue:6
Antileishmaniasis activity of flavonoids from Consolida oliveriana.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (11.11)18.7374
1990's1 (11.11)18.2507
2000's4 (44.44)29.6817
2010's2 (22.22)24.3611
2020's1 (11.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 17.63

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 Index17.63 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.93 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.63)

All Compounds (24.57)

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%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]