Quercetin

Representations & DB's id
ChEBI:	CHEBI:16243
ChEMBL:	CHEMBL50
PubChem:	5280343
IUPAC:	2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one
Standard 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
Standard InChI Key:	REFJWTPEDVJJIY-UHFFFAOYSA-N
SMILES:	Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccc(c(c1)O)O

Molecular propeties
AlogP:	1.99
Hydrogen bonds acceptors:	7
Hydrogen bonds donors:	5
Rotatable bonds:	1
Number of rings:	3
Molecular Weight:	302.04
Topological polar surface area:	127
Number of aromatic rings:	3
Fsp3:	0
Number of carbons:	15

Plant sources

Part of plant	Plant name	Ref.
Leaf	Vitis vinifera
Fruit	Vitis vinifera
Herba	Polygonum aviculare
Herba	Polygonum aviculare
Plant	Brassica juncea
Fructus	Punica granatum
Fructus	Punica granatum
Fructus	Punica granatum
Fructus	Punica granatum
Fructus	Punica granatum
Fructus	Punica granatum
Fructus	Punica granatum
Fructus	Punica granatum
Plant	Panax ginseng
Plant	Panax ginseng
Herba	Hypericum perforatum
Herba	Hypericum perforatum
Herba	Hypericum perforatum
Herba	Hypericum perforatum
Herba	Hypericum perforatum
Inflorescence	Urtica dioica
Plant	Urtica dioica
Plant	Lavandula vera
Plant	Arnica montana
Fructus	Schisandra chinensis
Radix	Arctium lappa
Plant	Rhododendron tomentosum
Flos	Tussilago farfara
Plant	Calendula officinalis
Plant	Vinca minor
Flower	Taraxacum officinale
Flower	Taraxacum officinale
Plant	Alnus incana
Seed	Silybum marianum
Fruit	Silybum marianum
Fructus	Capsicum annuum
Plant	Pelargonium roseum
Plant	Rhodiola rosea
Plant	Rhodiola rosea
Plant	Matricaria matricarioides
Plant	Beta vulgaris
Leaf	Vaccinium vitis-idaea
Shoot	Ononis spinosa
Plant	Thymus vulgaris
Plant	Thymus vulgaris
Fruit	Prunus armeniaca
Plant	Prunus armeniaca
Strobilus	Humulus lupulus
Strobilus	Humulus lupulus
Flower	Crocus sativus
Plant	Eucalyptus maideni
Plant	Eucalyptus maideni
Plant	Eucalyptus australiana

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
Others	30 %	Epidermal growth factor receptor erbB1	Q01279
Others	25 %	Epidermal growth factor receptor erbB1	Q01279
IC50	190000 nM	Epidermal growth factor receptor erbB1	P00533
Ki	30000 nM	Adenosine A3 receptor	P0DMS8
IC50	25000 nM	Cyclin-dependent kinase 6	Q00534
Others	0 %	Serine/threonine-protein kinase PIM1	P11309
Others	0 %	Serine/threonine-protein kinase PIM1	P11309
IC50	43 nM	Serine/threonine-protein kinase PIM1	P11309
Kd	25 nM	Serine/threonine-protein kinase PIM1	P11309
Others	39.3 10^6/M	Serine/threonine-protein kinase PIM1	P11309
IC50	790 nM	Arachidonate 5-lipoxygenase	P09917
IC50	28600 nM	Cyclooxygenase-2	P35354
IC50	2200 nM	Aldose reductase	P15121
IC50	3200 nM	Glyoxalase I	Q04760
Others	23 %	Phosphodiesterase 5A	O76074
IC50	21400 nM	Salivary alpha-amylase	P04745
Others	82.1 %	Salivary alpha-amylase	P04745
Others	40 %	Canalicular multispecific organic anion transporter 1	Q92887
Others	11.5 %	DNA topoisomerase II alpha	P11388
Others	2.2	DNA topoisomerase II alpha	P11388
IC50	6.9 ug/ml	DNA topoisomerase II alpha	P11388
Others	60 %	DNA topoisomerase II alpha	P11388
Others	65 %	Estradiol 17-beta-dehydrogenase 1	P14061
Others	6.07 %	Estradiol 17-beta-dehydrogenase 2	P37059
IC50	1540 nM	Estradiol 17-beta-dehydrogenase 2	P37059
IC50	14.8 nM	Aldose reductase	P15121
Others	30.6 %	Cytochrome P450 2C8	P10632
IC50	1.05 ug/ml	Aldose reductase	P15121
EC50	100000 nM	Serotonin 1a (5-HT1a) receptor	P08908
IC50	13000 nM	Prolyl endopeptidase	P48147
Ki	68000 nM	Butyrylcholinesterase	P06276
Ki	38300 nM	Acetylcholinesterase	P22303
Others	1.2	Peroxisome proliferator-activated receptor gamma	P37231
Others	1.3	Peroxisome proliferator-activated receptor gamma	P37231
IC50	10200 nM	Hypoxia-inducible factor 1-alpha inhibitor	Q9NWT6
Ki	7890 nM	Carbonic anhydrase IV	P22748
Ki	8100 nM	Carbonic anhydrase III	P07451
Ki	2540 nM	Carbonic anhydrase II	P00918
Ki	2680 nM	Carbonic anhydrase I	P00915
Ki	6810 nM	Carbonic anhydrase VA	P35218
Ki	11900 nM	Carbonic anhydrase VB	Q9Y2D0
Ki	6170 nM	Carbonic anhydrase VI	P23280
Ki	4840 nM	Carbonic anhydrase VII	P43166
Ki	7000 nM	Carbonic anhydrase IX	Q16790
Ki	9390 nM	Carbonic anhydrase XII	O43570
Ki	5410 nM	Carbonic anhydrase XIV	Q9ULX7
IC50	160000 nM	Sialidase 2	Q9Y3R4
IC50	12 nM	Cytochrome P450 19A1	P11511
IC50	10820 nM	Beta-secretase 1	P56817
Ki	14000 nM	Beta-secretase 1	P56817
Others	27 %	11-beta-hydroxysteroid dehydrogenase 1	P28845
IC50	4097 nM	Cytochrome P450 1A2	P05177
IC50	1191 nM	Cytochrome P450 1A1	P04798
IC50	77 nM	Cytochrome P450 1B1	Q16678
Others	56 %	Serine/threonine-protein kinase Chk1	O14757
Others	83 %	Tyrosine-protein kinase LCK	P06239
Others	30 %	Glycogen synthase kinase-3 beta	P49841
Others	25 %	Ribosomal protein S6 kinase 1	P23443
Others	35 %	Serine/threonine-protein kinase Sgk1	O00141
Others	99 %	Serine/threonine-protein kinase AKT	P31749
Others	81 %	Pyruvate dehydrogenase kinase isoform 1	Q15118
Others	70 %	Protein kinase C alpha	P17252
Others	51 %	MAP kinase-activated protein kinase 5	Q8IW41
Others	37 %	Ribosomal protein S6 kinase alpha 5	O75582
Others	90 %	MAP kinase-activated protein kinase 2	P49137
Others	103 %	MAP kinase p38 delta	O15264
Others	132 %	MAP kinase p38 gamma	P53778
Others	150 %	MAP kinase p38 beta	Q15759
Others	138 %	MAP kinase p38 alpha	Q16539
Others	101 %	c-Jun N-terminal kinase 1	P45983
Others	113 %	MAP kinase ERK2	P28482
Others	9.7	Lymphocyte differentiation antigen CD38	P28907
Potency	14125.4 nM	Prelamin-A/C	P02545
Potency	5623.4 nM	Nuclear factor NF-kappa-B p105 subunit	P19838
Potency	1000 nM	ATP-dependent DNA helicase Q1	P46063
Potency	3162.3 nM	ATP-dependent DNA helicase Q1	P46063
Potency	1122 nM	ATP-dependent DNA helicase Q1	P46063
Potency	1122 nM	ATP-dependent DNA helicase Q1	P46063
Potency	42128.5 nM	Galactokinase	P51570
Potency	7943.3 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	1778.3 nM	ATP-dependent DNA helicase Q1	P46063
Potency	2511.9 nM	ATP-dependent DNA helicase Q1	P46063
Potency	8912.5 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	10000 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	14125.4 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	8912.5 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	22387.2 nM	Histone-lysine N-methyltransferase MLL	Q03164
Potency	35481.3 nM	Survival motor neuron protein	Q16637
Potency	31622.8 nM	Thyroid stimulating hormone receptor	P16473
Potency	10000 nM	Thyroid stimulating hormone receptor	P16473
Potency	39810.7 nM	Thyroid stimulating hormone receptor	P16473
Potency	25118.9 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	28183.8 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	2511.9 nM	Microtubule-associated protein tau	P10636
Potency	15848.9 nM	Cytochrome P450 2C19	P33261
Potency	44668.4 nM	Thyroid hormone receptor beta-1	P10828
Potency	15848.9 nM	Cytochrome P450 2C19	P33261
Potency	8912.5 nM	Microtubule-associated protein tau	P10636
Potency	11220.2 nM	Microtubule-associated protein tau	P10636
Potency	3162.3 nM	Microtubule-associated protein tau	P10636
Potency	7079.5 nM	Microtubule-associated protein tau	P10636
Potency	12589.3 nM	Microtubule-associated protein tau	P10636
Potency	7079.5 nM	Microtubule-associated protein tau	P10636
Potency	35481.3 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	12589.3 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	10000 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	25118.9 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	35481.3 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	39810.7 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	39810.7 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	39810.7 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	47754.8 nM	Peripheral myelin protein 22	Q01453
Potency	794.3 nM	Arachidonate 15-lipoxygenase	P16050
Potency	15848.9 nM	Microtubule-associated protein tau	P10636
Potency	10000 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	1000 nM	Arachidonate 12-lipoxygenase	P18054
Potency	1122 nM	Arachidonate 12-lipoxygenase	P18054
Potency	39810.7 nM	MAP kinase ERK2	P28482
Potency	5623.4 nM	Nuclear factor NF-kappa-B p105 subunit	P19838
Potency	10000 nM	Thyroid stimulating hormone receptor	P16473
Potency	31622.8 nM	Ubiquitin carboxyl-terminal hydrolase 2	O75604
Potency	31622.8 nM	MAP kinase ERK2	P28482
Potency	31622.8 nM	Thyroid stimulating hormone receptor	P16473
Potency	2511.9 nM	Signal transducer and activator of transcription 6	P42226
Potency	19952.6 nM	DNA-(apurinic or apyrimidinic site) lyase	P27695
Potency	631 nM	ATP-dependent DNA helicase Q1	P46063
Potency	28183.8 nM	Bloom syndrome protein	P54132
Potency	8912.5 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	22387.2 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	19952.6 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	158.5 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	125.9 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	1000 nM	Cellular tumor antigen p53	P04637
Potency	1000 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	251.2 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	2511.9 nM	Cellular tumor antigen p53	P04637
Potency	158.5 nM	Neuropeptide S receptor	Q6W5P4
Potency	2511.9 nM	Signal transducer and activator of transcription 6	P42226
Potency	28183.8 nM	Bloom syndrome protein	P54132
Potency	35481.3 nM	Bloom syndrome protein	P54132
Potency	28183.8 nM	Bloom syndrome protein	P54132
Potency	39810.7 nM	Cytochrome P450 2D6	P10635
Potency	6309.6 nM	Cytochrome P450 3A4	P08684
Potency	31622.8 nM	Cytochrome P450 2D6	P10635
Potency	7943.3 nM	Cytochrome P450 2C9	P11712
Potency	199.5 nM	DNA polymerase beta	P06746
Potency	18492.7 nM	Ubiquitin carboxyl-terminal hydrolase 2	O75604
Potency	7943.3 nM	Cytochrome P450 2C9	P11712
Potency	19952.6 nM	Cytochrome P450 2C9	P11712
Potency	6309.6 nM	Cytochrome P450 3A4	P08684
IC50	12970 nM	Calmodulin	P62158
Others	2.82	Calmodulin	P62158
Potency	28183.8 nM	Beta-glucocerebrosidase	P04062
Potency	14125.4 nM	Beta-glucocerebrosidase	P04062
Potency	31622.8 nM	Beta-glucocerebrosidase	P04062
Potency	17782.8 nM	Beta-glucocerebrosidase	P04062
Potency	4466.8 nM	Dopamine D1 receptor	P21728
Potency	39810.7 nM	M-phase phosphoprotein 8	Q99549
Potency	4109.2 nM	Dopamine D1 receptor	P21728
Potency	28183.8 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	12589.3 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	44668.4 nM	Chromobox protein homolog 1	P83916
Potency	12589.3 nM	Arachidonate 15-lipoxygenase, type II	O15296
Potency	15848.9 nM	Arachidonate 15-lipoxygenase, type II	O15296
Potency	2685.5 nM	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Q13526
Potency	20587.8 nM	ATPase family AAA domain-containing protein 5	Q96QE3
Potency	2377.8 nM	Flap endonuclease 1	P39748
IC50	37900 nM	Lymphocyte differentiation antigen CD38	P28907
Others	78 pm/min/mg	UDP-glucuronosyltransferase 1-1	P22309
Others	570 pm/min/mg	UDP-glucuronosyltransferase 1-1	P22309
Others	97 pm/min/mg	UDP-glucuronosyltransferase 1-10	Q9HAW8
Others	550 pm/min/mg	UDP-glucuronosyltransferase 1-3	P35503
Others	0 pm/min/mg	UDP-glucuronosyltransferase 1A4	P22310
Others	0 pm/min/mg	UDP-glucuronosyltransferase 1-6	P19224
Others	548 pm/min/mg	UDP-glucuronosyltransferase 1-8	Q9HAW9
Others	1800 pm/min/mg	UDP-glucuronosyltransferase 1-9	O60656
Others	5 pm/min/mg	UDP-glucuronosyltransferase 2B15	P54855
IC50	2200 nM	Aldose reductase	P15121
Others	76.81 %	Estrogen receptor alpha	P03372
Others	70 %	Estrogen receptor alpha	P03372
EC50	8020 nM	G-protein coupled receptor 35	Q9HC97
EC50	5930 nM	G-protein coupled receptor 35	Q9HC97
IC50	15400 nM	G-protein coupled receptor 35	Q9HC97
Others	2.3	G-protein coupled receptor 35	Q9HC97
Others	1.3	ATP-binding cassette sub-family G member 2	Q9UNQ0
Others	4.7	ATP-binding cassette sub-family G member 2	Q9UNQ0
Others	1.1	Multidrug resistance-associated protein 1	P33527
IC50	6680 nM	Matrix metalloproteinase-2	P08253
IC50	5570 nM	Matrix metalloproteinase 3	P08254
IC50	1610 nM	Matrix metalloproteinase 9	P14780
IC50	10230 nM	Matrix metalloproteinase 12	P39900
IC50	8460 nM	Matrix metalloproteinase 13	P45452
Others	30 %	Matrix metalloproteinase-2	P08253
Others	30 %	Matrix metalloproteinase 3	P08254
Others	30 %	Matrix metalloproteinase 9	P14780
Others	30 %	Matrix metalloproteinase 12	P39900
Others	30 %	Matrix metalloproteinase 13	P45452
IC50	3000 nM	CaM kinase II beta	Q13554
Others	72.6 %	Solute carrier organic anion transporter family member 2B1	O94956
Others	21.6 %	Solute carrier organic anion transporter family member 1B3	Q9NPD5
Others	77 %	Solute carrier organic anion transporter family member 1B1	Q9Y6L6
EC50	35000 nM	Tyrosine-protein kinase SYK	P43405
IC50	25000 nM	Cyclin-dependent kinase 6	Q00534
IC50	2000 nM	Glycogen synthase kinase-3 beta	P49841
IC50	5400 nM	Beta-secretase 1	P56817
IC50	420760 nM	Butyrylcholinesterase	P06276
IC50	353860 nM	Acetylcholinesterase	P22303
IC50	15200 nM	Vasopressin V2 receptor	P30518
IC50	15848.93 nM	Vasopressin V2 receptor	P30518
IC50	37800 nM	Vasopressin V2 receptor	P30518
IC50	39810.72 nM	Vasopressin V2 receptor	P30518
IC50	7000 nM	Vasopressin V2 receptor	P30518
IC50	6309.57 nM	Vasopressin V2 receptor	P30518
IC50	32000 nM	Interleukin-8 receptor A	P25024
IC50	100000 nM	Interleukin-8 receptor A	P25024
IC50	4500 nM	Interleukin-8 receptor A	P25024
IC50	5011.87 nM	Interleukin-8 receptor A	P25024
IC50	100000 nM	C-C chemokine receptor type 4	P51679
IC50	31622.78 nM	C-C chemokine receptor type 4	P51679
IC50	100000 nM	C-C chemokine receptor type 4	P51679
IC50	31622.78 nM	C-C chemokine receptor type 4	P51679
IC50	10200 nM	C-C chemokine receptor type 4	P51679
IC50	10000 nM	C-C chemokine receptor type 4	P51679
IC50	590 nM	Tyrosine-protein kinase receptor FLT3	P36888
IC50	12100 nM	Urokinase-type plasminogen activator	P00749
IC50	30000 nM	Thrombin	P00734
Kd	38.7 nM	Thrombin	P00734
Others	4 %	Thrombin	P00734
IC50	1500 nM	Thrombin	P00734
IC50	280 nM	Vascular endothelial growth factor receptor 2	P35968
IC50	120 nM	Tyrosine-protein kinase SRC	P12931
IC50	5800 nM	Protein kinase N1	Q16512
IC50	5750 nM	Serine/threonine-protein kinase PLK1	P53350
IC50	500 nM	Serine/threonine-protein kinase PIM1	P11309
IC50	4230 nM	Serine/threonine-protein kinase NEK6	Q9HC98
IC50	5730 nM	Serine/threonine-protein kinase NEK2	P51955
IC50	580 nM	Hepatocyte growth factor receptor	P08581
IC50	10000 nM	Dual specificity mitogen-activated protein kinase kinase 1	Q02750
IC50	300 nM	Insulin-like growth factor I receptor	P08069
IC50	1200 nM	Focal adhesion kinase 1	Q05397
IC50	960 nM	Tyrosine-protein kinase receptor UFO	P30530
IC50	910 nM	Serine/threonine-protein kinase Aurora-B	Q96GD4
IC50	5090 nM	NUAK family SNF1-like kinase 1	O60285
IC50	3320 nM	ALK tyrosine kinase receptor	Q9UM73
IC50	5390 nM	Serine/threonine-protein kinase AKT	P31749
IC50	4000 nM	Arachidonate 5-lipoxygenase	P09917
Others	4.1	ATP-binding cassette sub-family G member 2	Q9UNQ0
IC50	32730 nM	Dipeptidyl peptidase IV	P27487
Others	96 %	Cytochrome P450 19A1	P11511
Others	40 %	Epoxide hydratase	P34913
IC50	33540 nM	Epoxide hydratase	P34913
Ki	280 nM	Xanthine dehydrogenase	P47989
IC50	4800 nM	Liver glycogen phosphorylase	P06737
IC50	13790 nM	PI3-kinase p110-gamma subunit	P48736
IC50	2900 nM	Aldose reductase	P15121
Others	44 %	DNA-3-methyladenine glycosylase	P29372
IC50	18800 nM	Cytochrome P450 2D6	P10635
IC50	10500 nM	Cytochrome P450 2C19	P33261
IC50	10200 nM	Cytochrome P450 2C9	P11712
IC50	2110 nM	Cytochrome P450 3A4	P08684
Others	44.7 %	Cytochrome P450 2J2	P51589
Others	29.8 %	Cytochrome P450 2J2	P51589
IC50	1550 nM	Cytochrome P450 1A2	P05177
IC50	1390 nM	Cytochrome P450 2C8	P10632
IC50	6500 nM	Beta-secretase 1	P56817
Others	30.2 %	Plasminogen	P00747
Others	50 %	Xanthine dehydrogenase	P47989
IC50	50000 nM	Heat shock factor protein 1	Q00613
Others	71 %	Heat shock factor protein 1	Q00613
Others	35 %	Heat shock factor protein 1	Q00613
Others	30 %	Heat shock factor protein 1	Q00613
Others	15 %	Heat shock factor protein 1	Q00613
Others	30 %	Heat shock factor protein 1	Q00613
Others	61 %	Heat shock factor protein 1	Q00613
Others	43 %	Heat shock factor protein 1	Q00613
Others	90 %	Heat shock factor protein 1	Q00613
Others	30 %	Heat shock factor protein 1	Q00613
IC50	8900 nM	Death-associated protein kinase 1	P53355
IC50	12000 nM	Cytochrome P450 19A1	P11511
Others	18 %	Aldo-keto reductase family 1 member B10	O60218
Others	23 %	Aldo-keto reductase family 1 member B10	O60218
IC50	15300 nM	Beta amyloid A4 protein	P05067
Others	95 %	Cytochrome P450 2C8	P10632
IC50	3500 nM	Xanthine dehydrogenase	P47989

Quercetin

Representations & DB's id

Molecular propeties

Plant sources

In vitro data