QUERCETIN

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Synonyms
UNII 9IKM0I5T1E
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key REFJWTPEDVJJIY-UHFFFAOYSA-N
Smiles OC1=C(Oc2cc(O)cc(O)c2C1=O)c3ccc(O)c(O)c3
InChI
InChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H10O7
Molecular Weight 302.24
AlogP 1.63
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 1.0
Polar Surface Area 127.45
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 22.0
Assay Description Organism Bioactivity Reference
Antifungal activity against Diplodia seriata BoF98-1 assessed as growth inhibition measured after 1 to 10 days Diplodia seriata 24.0 %
Antifungal activity against Diplodia seriata BoF99-1 assessed as growth inhibition measured after 1 to 10 days Diplodia seriata 24.0 %
Antifungal activity against Diplodia seriata LAT28 assessed as growth inhibition measured after 1 to 10 days Diplodia seriata 24.0 %
Antifungal activity against Lasiodiplodia theobromae CBS116460 assessed as growth inhibition measured after 1 to 10 days Lasiodiplodia theobromae 24.0 %
Antifungal activity against Diplodia seriata PLU03 assessed as growth inhibition measured after 1 to 10 days Diplodia seriata 24.0 %
Antifungal activity against Diplodia mutila BRA08 assessed as growth inhibition measured after 1 to 10 days Diplodia mutila 24.0 %
Antifungal activity against Neofusicoccum luteum CBS110299 assessed as growth inhibition measured after 1 to 10 days Neofusicoccum luteum 14.0 %
Antifungal activity against Neofusicoccum parvum PER20 assessed as growth inhibition measured after 1 to 10 days Neofusicoccum parvum 14.0 %
Antifungal activity against Neofusicoccum parvum Bp0014 assessed as growth inhibition measured after 1 to 10 days Neofusicoccum parvum 14.0 %
Antifungal activity against Botryosphaeria dothidea OGE14 assessed as growth inhibition measured after 1 to 10 days relative to control Botryosphaeria dothidea 14.0 %
Induction of Eutypa lata BX1-10 growth at 500 uM Eutypa lata None
Antifungal activity against Togninia minima SO21 assessed as susceptibility at 500 uM measured after 1 to 10 days Togninia minima None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under dark conditions measured 72 hr post dose by stereoscopic microscopy Heterodera zeae 70.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under dark conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 70.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under light conditions measured 72 hr post dose by stereoscopic microscopy Heterodera zeae 70.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under light conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 50.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under dark conditions measured 72 hr post dose by stereoscopic microscopy Heterodera zeae 40.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under dark conditions measured 72 hr post dose by stereoscopic microscopy Heterodera zeae 50.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under dark conditions measured 72 hr post dose by stereoscopic microscopy Heterodera zeae 70.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under dark conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 50.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under light conditions measured 72 hr post dose by stereoscopic microscopy Heterodera zeae 80.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under light conditions measured 72 hr post dose by stereoscopic microscopy Heterodera zeae 70.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under light conditions measured 72 hr post dose by stereoscopic microscopy Heterodera zeae 80.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under light conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 50.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 2% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 5% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 2% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 5% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under dark conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 40.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under dark conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 50.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under dark conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 40.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under dark conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 40.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under dark conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 40.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under dark conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 50.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under light conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 50.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under light conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 50.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under light conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 40.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under light conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 40.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under light conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 50.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under light conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 50.0 %
Stimulation of fruit-infesting behavior of Cydia pomonella (codling moth) neonates infested in apple fruit plugs assessed as feeding deterrence index at 30 mg/mL Cydia pomonella None
Inhibition of fruit-infesting behavior of Cydia pomonella (codling moth) neonates infested in apple fruit plugs assessed as feeding deterrence index at 30 mg/mL Cydia pomonella None
Inhibition of fruit-infesting behavior of Cydia pomonella (codling moth) neonates infested in apple fruit plugs assessed as feeding deterrence index at 0.1 mg/mL Cydia pomonella None
Inhibition of fruit-infesting behavior of Cydia pomonella (codling moth) neonates infested in apple fruit plugs assessed as feeding deterrence index at 1 mg/mL Cydia pomonella None
Inhibition of fruit-infesting behavior of Cydia pomonella (codling moth) neonates infested in apple fruit plugs assessed as feeding deterrence index at 10 mg/mL Cydia pomonella None
Phytotoxic activity against Trifolium repens assessed as inhibition of hypocotyl growth at 22 +/-2 degC after 72 hr Trifolium repens 396500000.0 nM
Phytotoxic activity against Sinapis alba assessed as inhibition of hypocotyl growth at 22 +/-2 degC after 72 hr Sinapis alba 12813000.0 nM
Phytotoxic activity against Lolium perenne (perennial ryegrass) assessed as inhibition of hypocotyl growth at 22 +/-2 degC after 72 hr Lolium perenne 183000.0 nM
Phytotoxic activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition of hypocotyl growth at 22 +/-2 degC after 72 hr Echinochloa crus-galli 156000000.0 nM
Phytotoxic activity against Trifolium repens assessed as inhibition of root growth at 22 +/-2 degC after 72 hr Trifolium repens 364000000.0 nM
Phytotoxic activity against Sinapis alba assessed as inhibition of root growth at 22 +/-2 degC after 72 hr Sinapis alba 7050000.0 nM
Phytotoxic activity against Lolium perenne (perennial ryegrass) assessed as inhibition of root growth at 22 +/-2 degC after 72 hr Lolium perenne 273000.0 nM
Phytotoxic activity against Echinochloa crus-galli (barnyard grass) assessed as inhibition of root growth at 22 +/-2 degC after 72 hr Echinochloa crus-galli 171500000.0 nM
Antioxidant activity assessed as DPPH scavenging activity after 30 min by spectrophotometry None 21460.0 nM
Anti-inflammatory activity in Mus musculus (mouse) RAW264.7 cells assessed as inhibition of IFN-gamma/LPS-induced nitric oxide production after 17 to 20 hr by Griess assay Mus musculus None
Inhibition of baker's yeast alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside as substrate by spectrophotometry Saccharomyces cerevisiae 0.845
Inhibition of Homo sapiens (human) cyclin-dependent kinase 6 Homo sapiens 25000.0 nM
Antioxidant activity in plasma assessed as ABTS radical scavenging activity relative to trolox None 6.0
Plasma concentration in Homo sapiens (human) Homo sapiens 4.0 umol
Antioxidant activity in Homo sapiens (human) erythrocytes assessed as protection against t-BHP-induced oxidative stress at 0.1 to 100 uM Homo sapiens None
Antioxidant activity in Homo sapiens (human) erythrocytes assessed as protection against t-BHP-induced oxidative stress measured up to 180 min Homo sapiens None
Antioxidant activity assessed as ferric ion reducing activity measured as trolox equivalents by FRAP assay None None
Phytotoxicity in Solanum lycopersicum (tomato) assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Solanum lycopersicum None
Phytotoxicity in Solanum lycopersicum (tomato) assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Solanum lycopersicum None
Phytotoxicity in Solanum lycopersicum (tomato) assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Solanum lycopersicum None
Phytotoxicity in Triticum aestivum (wheat) assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Triticum aestivum None
Phytotoxicity in Triticum aestivum (wheat) assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Triticum aestivum None
Phytotoxicity in Triticum aestivum (wheat) assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Triticum aestivum None
Phytotoxicity in Bassia scoparia assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Bassia scoparia None
Phytotoxicity in Linaria genistifolia subsp. dalmatica assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Linaria genistifolia subsp. dalmatica None
Phytotoxicity in Linaria genistifolia subsp. dalmatica assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Linaria genistifolia subsp. dalmatica None
Phytotoxicity in Linaria genistifolia subsp. dalmatica assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Linaria genistifolia subsp. dalmatica None
Phytotoxicity in Arabidopsis thaliana assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Arabidopsis thaliana None
Phytotoxicity in Arabidopsis thaliana assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Arabidopsis thaliana None
Phytotoxicity in Centaurea diffusa assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Centaurea diffusa None
Phytotoxicity in Arabidopsis thaliana assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Arabidopsis thaliana None
Phytotoxicity in Centaurea diffusa assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Centaurea diffusa None
Phytotoxicity in Centaurea diffusa assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Centaurea diffusa None
Phytotoxicity in Bassia scoparia assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Bassia scoparia None
Phytotoxicity in Bassia scoparia assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Bassia scoparia None
Phytotoxicity in Centaurea maculosa assessed as inhibition of seed germination at 250 ug/mL measured on day 14 relative to untreated control Centaurea maculosa None
Phytotoxicity in Centaurea maculosa assessed as inhibition of root differentiation at 250 ug/mL measured on day 14 relative to untreated control Centaurea maculosa None
Phytotoxicity in Centaurea maculosa assessed as inhibition of shoot differentiation at 250 ug/mL measured on day 14 relative to untreated control Centaurea maculosa None
Antibacterial activity against Ralstonia solanacearum grown on potato semi-synthetic agar medium at 5 umol/disk by paper disk method Ralstonia solanacearum None
Antibacterial activity against Ralstonia solanacearum grown on potato semi-synthetic agar medium at 0.5 umol/disk by paper disk method Ralstonia solanacearum None
Antioxidant activity assessed as DPPH free radical scavenging activity at 5 to 100 uM after 30 min by spectrophotometric analysis None None
Antifeedant activity against Spodoptera litura in compound treated cork borer from fresh sweet potato leaves by Choice Leaf-Disk Bioassay Spodoptera litura None
Antifeedant activity against third-instar Xanthogaleruca luteola assessed per cm2 leaf disk after 24 hr by leaf-disk choice test Xanthogaleruca luteola 178.52 ug
Antifeedant activity against third-instar Epilachna paenulata measured assessed per cm2 leaf disk after 24 hr by leaf disk choice test Epilachna 9.26 ug
Antifeedant activity against third-instar Spodoptera litura assessed per cm2 leaf disk Spodoptera litura None
Antifungal activity against Rhizopus oryzae MTCC 262 assessed as growth inhibition after 48 hr by broth dilution method Rhizopus oryzae None
Antifungal activity against Aspergillus niger ATCC 16404 assessed as growth inhibition after 48 hr by broth dilution method Aspergillus niger None
Antifungal activity against Candida albicans ATCC 10231 assessed as growth inhibition after 48 hr by broth dilution method Candida albicans 100.0 ug.mL-1
Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 assessed as growth inhibition after 24 hr by broth dilution method Pseudomonas aeruginosa None
Antibacterial activity against Escherichia coli ATCC 25922 assessed as growth inhibition after 24 hr by broth dilution method Escherichia coli 100.0 ug.mL-1
Antibacterial activity against Staphylococcus aureus ATCC 25923 assessed as growth inhibition after 24 hr by broth dilution method Staphylococcus aureus 100.0 ug.mL-1
Inhibition of xanthine oxidase assessed as conversion of xanthine to uric acid incubated for 3 min None 10000.0 nM
Antioxidant activity assessed as DPPH radical scavenging activity at 3.6 mM after 20 min None 78.05 %
Antioxidant activity assessed as DPPH radical scavenging activity at 3.6 mM after 10 min None 76.01 %
Antioxidant activity assessed as DPPH radical scavenging activity at 1.8 mM after 20 min None 58.36 %
Antioxidant activity assessed as DPPH radical scavenging activity at 0.9 mM after 20 min None 45.18 %
Antioxidant activity assessed as DPPH radical scavenging activity at 1.8 mM after 10 min None 46.68 %
Antioxidant activity assessed as DPPH radical scavenging activity at 0.9 mM after 10 min None 40.43 %
Non-competitive inhibition of trypsin (unknown origin) using BApNA as substrate by Lineweaver-Burk/Dixon plot analysis Homo sapiens 13100.0 nM
Inhibition of trypsin (unknown origin) using BApNA as substrate incubated for 15 min prior to substrate addition measured after 30 min by UV/VIS spectrophotometric analysis Homo sapiens 19000.0 nM
Binding affinity to Helicobacter pylori Ddl by surface plasmon resonance biosensor technology Helicobacter pylori 12900.0 nM
Antibacterial activity against Escherichia coli 25922 assessed as growth inhibition Escherichia coli 300.0 ug.mL-1
Antibacterial activity against Helicobacter pylori 43504 assessed as growth inhibition Helicobacter pylori 100.0 ug.mL-1
Antibacterial activity against Escherichia coli JM019 assessed as growth inhibition Escherichia coli 300.0 ug.mL-1
Antibacterial activity against Helicobacter pylori SS1 assessed as growth inhibition Helicobacter pylori SS1 200.0 ug.mL-1
Competitive inhibition of Helicobacter pylori Ddl using ATP as substrate Helicobacter pylori 4300.0 nM Competitive inhibition of Helicobacter pylori Ddl using ATP as substrate Helicobacter pylori 48500.0 nM
Competitive inhibition of Escherichia coli DdlB using ATP as substrate Escherichia coli 19900.0 nM
Antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 measured every 24 hr by BACTEC 460 radiometric assay Mycobacterium tuberculosis H37Rv 50.0 ug.mL-1 Antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 measured every 24 hr by BACTEC 460 radiometric assay Mycobacterium tuberculosis H37Rv 3.91
Inhibition of NADPH oxidase in Homo sapiens (human) HUVEC cells Homo sapiens 100000.0 nM
Inhibition of Homo sapiens (human) recombinant GSK3beta after 30 min by Kinase-Glo assay Homo sapiens 2000.0 nM
Inhibition of BACE1 (unknown origin) Homo sapiens 5400.0 nM
Inhibition of BuChE (unknown origin) Homo sapiens 420760.0 nM
Inhibition of AChE (unknown origin) Homo sapiens 353860.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL50
FDA SRS 9IKM0I5T1E
PDB QUE
PubChem 5280343
SureChEMBL SCHEMBL19723
ZINC ZINC03869685
CONTENTS