Compound Detail

CHEMBL50

QUERCETIN

🧪 Phase III

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🧪 Phase III

O=c1c(O)c(-c2ccc(O)c(O)c2)oc2cc(O)cc(O)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL50
Name	QUERCETIN
Phase	Phase III
Structure Type	MOL
InChI Key	REFJWTPEDVJJIY-UHFFFAOYSA-N

Known Names

3'-hydroxykaempferol C.i. 75670 C.i. natural red 1 Ci-75670 Corvitin Cyanidenolon 1522 Korvitin LDN 0052529 LDN-0052529 Lipoflavon Meletin NSC 57655 +11 more

268

Targets

755

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

302.2

MW (Da)

1.99

ALogP

HBA

HBD

131.4

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C15H10O7
MW	302.24
Aromatic Rings	3
Heavy Atoms	22
NP-Likeness	1.70

Indications

Coronary Disease Aging Carcinoma, Squamous Cell Cystic Fibrosis Diabetes Mellitus, Type 2 Lymphoma, Follicular Macular Degeneration Mouth Neoplasms Neoplasms Obesity Renal Insufficiency, Chronic Triple Negative Breast Neoplasms Alzheimer Disease Fanconi Anemia Gastroesophageal Reflux Hepatitis C, Chronic Idiopathic Pulmonary Fibrosis Inflammation Lichen Planus, Oral Osteoarthritis

Activity Summary

IC50 627 meas. best 9.96

EC50 68 meas. best 7.52

Ki 50 meas. best 9.74

Kd 10 meas. best 7.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
No relevant target CHEMBL2362975	IC50	9.96	5.6221	0.1	33
Unchecked CHEMBL612545	Ki	9.74	6.205	0.2	4
Amine oxidase [flavin-containing] A CHEMBL3254	IC50	8.0	8.0	10.0	1
Aromatase CHEMBL1978	IC50	7.92	7.92	12.0	1
Aldo-keto reductase family 1 member B1 CHEMBL1900	IC50	7.83	6.046	14.8	5
Unchecked CHEMBL612545	IC50	7.82	5.3669	15.0	93
Enoyl-acyl-carrier protein reductase CHEMBL4150	Ki	7.66	6.65	22.0	3
Cytochrome P450 1B1 CHEMBL4878	Ki	7.64	7.64	23.0	2
Serine/threonine-protein kinase pim-1 CHEMBL2147	Kd	7.6	7.6	25.0	1
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	EC50	7.52	6.88	30.0	3
Prothrombin CHEMBL204	Kd	7.41	7.41	38.7	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	7.37	6.3975	43.0	4
5'-nucleotidase CHEMBL1075214	Ki	7.34	7.34	45.3	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	7.22	5.0178	60.0	27
Cytochrome P450 1B1 CHEMBL4878	IC50	7.11	6.308	77.0	5
Influenza A virus CHEMBL613740	EC50	7.07	5.8967	84.5	3
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	6.92	5.87	120.0	2
No relevant target CHEMBL2362975	EC50	6.77	5.2757	170.0	7
Matrix metalloproteinase-9 CHEMBL321	IC50	6.76	6.275	173.8	2
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL312	IC50	6.7	6.24	200.0	6
Xanthine dehydrogenase/oxidase CHEMBL1929	Ki	6.55	6.55	280.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.55	6.165	280.0	2
Unchecked CHEMBL612545	Kd	6.55	5.685	280.0	2
Sulfotransferase 1A1 CHEMBL4886	IC50	6.54	6.54	290.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	6.52	6.52	300.0	1
Xanthine dehydrogenase/oxidase CHEMBL1929	IC50	6.4	5.636	400.0	5
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL4358	IC50	6.37	5.4	430.0	2
Polyunsaturated fatty acid lipoxygenase ALOX12 CHEMBL3687	IC50	6.36	6.36	440.0	1
Cyclin-dependent kinase 1 CHEMBL308	IC50	6.35	6.35	450.0	1
Tyrosine-protein kinase Yes CHEMBL2073	Ki	6.33	6.33	472.0	1
Casein kinase II CHEMBL2095191	IC50	6.26	5.9233	550.0	3
Casein kinase 2 CHEMBL3832943	IC50	6.26	6.26	550.0	1
Casein kinase 2 CHEMBL3988629	IC50	6.26	6.26	550.0	1
Beta-secretase 1 CHEMBL4822	IC50	6.26	5.388	550.0	5
Hepatocyte growth factor receptor CHEMBL3717	IC50	6.24	6.24	580.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.23	6.23	590.0	1
Human immunodeficiency virus type 1 integrase CHEMBL3471	IC50	6.22	5.205	600.0	4
Cytochrome P450 1A1 CHEMBL2231	Ki	6.18	6.18	660.0	1
NADPH oxidase 4 CHEMBL1250375	IC50	6.17	6.17	680.0	1
Inositol hexakisphosphate kinase 2 CHEMBL4523488	IC50	6.16	6.16	700.0	1
Neutrophil CHEMBL613710	IC50	6.16	5.4011	700.0	9
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	6.1	5.44	790.0	6
Histone deacetylase 6 CHEMBL1865	IC50	6.09	6.09	816.6	1
Amyloid-beta precursor protein CHEMBL2487	IC50	6.09	5.4075	820.0	4
Epidermal growth factor receptor CHEMBL203	IC50	6.05	5.44	900.0	2
Aurora kinase B CHEMBL2185	IC50	6.04	6.04	910.0	1
Tyrosine-protein kinase receptor UFO CHEMBL4895	IC50	6.02	6.02	960.0	1
Aldo-keto reductase family 1 member B1 CHEMBL2622	IC50	6.0	5.2863	1000.0	8
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.0	4.9371	1000.0	7
Cytochrome P450 1B1 CHEMBL4878	EC50	5.96	5.96	1100.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	285.6	-	Chlorocebus sabaeus
CL	11.0	mL.min-1.kg-1	Homo sapiens
CL	-	mL.min-1.kg-1	Homo sapiens
CL	11.0	mL.min-1.kg-1	Homo sapiens
CL	4620.0	mL.min-1.g-1	Homo sapiens
CL	5133.0	mL.min-1.g-1	Homo sapiens
CL	-	-	Homo sapiens
Cmax	8000.0	nM	Mus musculus
Cmax	27000.0	nM	Mus musculus
Fu	0.009	-	Homo sapiens
Fu	0.9	-	Homo sapiens
Fu	-	-	Homo sapiens
Ka	1.28	10'5/M	Homo sapiens
Ka	2.59	10'7/M	Homo sapiens
MRT	0.2	hr	Homo sapiens
T1/2	0.6	hr	Homo sapiens
T1/2	7.0	hr	-
T1/2	10.0	hr	-
T1/2	0.5	hr	-
T1/2	0.5	hr	-
T1/2	10.0	hr	-
T1/2	4.883	hr	Homo sapiens
T1/2	0.1167	hr	Mus musculus
T1/2	1.0	hr	Mus musculus
T1/2	0.1167	hr	Mus musculus
T1/2	1.0	hr	Mus musculus
Tmax	0.25	hr	Mus musculus
Tmax	0.08333	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
No relevant target	IC50	=	0.11	nM	9.96	Antioxidant activity assessed as DPPH radical scavenging activity incubated at r...	25278230
Unchecked	Ki	=	0.18	nM	9.74	Inhibition of Escherichia coli DNA gyraseB assessed as inhibition of pBR322 supe...	20655215
Amine oxidase [flavin-containing] A	IC50	=	10.0	nM	8.0	Inhibition of bovine MAO-A by fluorimetric method	16792415
Aromatase	IC50	=	12.0	nM	7.92	Inhibition of human placental microsome CYP19	20413308
Aldo-keto reductase family 1 member B1	IC50	=	14.8	nM	7.83	Inhibition of cataracted human eye lens aldose reductase	18976928
Unchecked	IC50	=	15.0	nM	7.82	Inhibition of Saccharomyces cerevisiae alpha-Glucosidase using p-nitrophenyl-alp...	26706176
Enoyl-acyl-carrier protein reductase	Ki	=	22.0	nM	7.66	Inhibition of Plasmodium falciparum ENR in presence of triclosan	17263522
Cytochrome P450 1B1	Ki	=	23.0	nM	7.64	Inhibition of CYP1B1 EROD activity assessed as inhibition of deethylation of 7-e...	21482471
Cytochrome P450 1B1	Ki	=	23.0	nM	7.64	Inhibition of CYP1B1 (unknown origin)	28458135
Serine/threonine-protein kinase pim-1	Kd	=	25.0	nM	7.6	Binding affinity to non phosphorylated PIM1	16302800
Broad substrate specificity ATP-binding cassette transporter ABCG2	EC50	=	30.0	nM	7.52	Activation of recombinant human ABCG2 ATPase activity expressed in baculovirus i...	29547272
Prothrombin	Kd	=	38.7	nM	7.41	Inhibition of human thrombin assessed as equilibrium dissociation constant at 50...	24610996
Serine/threonine-protein kinase pim-1	IC50	=	43.0	nM	7.37	Inhibitory activity against PIM1	16302800
5'-nucleotidase	Ki	=	45.3	nM	7.34	Inhibition of rat ecto-5'-nucleotidase expressed in Sf9 cells by capillary elect...	20146483
NON-PROTEIN TARGET	IC50	=	60.0	nM	7.22	Antioxidant activity assessed as scavenging of glucose oxidase-generated H2O2 an...	23151013
Cytochrome P450 1B1	IC50	=	77.0	nM	7.11	Inhibition of CYP1B1 (unknown origin)	28259840
Cytochrome P450 1B1	IC50	=	77.0	nM	7.11	Inhibition of human CYP1B1 by EROD assay	20696580
Influenza A virus	EC50	=	84.46	nM	7.07	Antiviral activity against Influenza A virus (H1N1) infected in dog MDCK cells a...	31744778
Unchecked	IC50	=	120.0	nM	6.92	Cytotoxicity against human HEK cells assessed as inhibition of cell viability in...	33355454
Proto-oncogene tyrosine-protein kinase Src	IC50	=	120.0	nM	6.92	Inhibition of SRC (unknown origin)	24328302

Literature References

PubMed	DOI	Target Context	# Activities
21780738	10.1021/jf201611b	Heterodera zeae	36
26267658	10.1021/acs.jnatprod.5b00471	Staphylococcus aureus	27
19899776	10.1021/np900259y	Mus musculus	26
24610996	10.1007/s00044-013-0829-4	Prothrombin	21
19388706	10.1021/np8007123	Xanthine dehydrogenase/oxidase	20
17997321	10.1016/j.bmc.2007.10.072	BGC-823	14
3069957	10.1021/np50060a006	Salmonella typhimurium	14
20346546	10.1016/j.ejmech.2010.02.049	Rattus norvegicus	13
16792415	10.1021/np060015w	Mus musculus	12
21275387	10.1021/np1003017	NON-PROTEIN TARGET	12
21275387	10.1021/np1003017	Mus musculus	12
21090565	10.1021/jm101252m	MCF7	11
26517554	10.1021/acs.jnatprod.5b00075	ADMET	10
26164188	10.1016/j.bmcl.2015.06.052	Heat shock factor protein 1	10
8350094	10.1021/np50096a018	Aorta	9
25139569	10.1016/j.bmcl.2014.08.006	NON-PROTEIN TARGET	9
30624931	10.1021/acs.jmedchem.8b01593	Inositol hexakisphosphate kinase 2	9
25987378	10.1016/j.bmcl.2015.04.052	Molecular identity unknown	9
23437772	10.1021/jm301749y	Vasopressin V2 receptor	8
25397870	10.1021/np500231g	Danio rerio	8

Data from ChEMBL 36 via Core Engine