Compound Detail

CHEMBL31574

FISETIN

🧪 Phase II

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🧪 Phase II

O=c1c(O)c(-c2ccc(O)c(O)c2)oc2cc(O)ccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL31574
Name	FISETIN
Phase	Phase II
Structure Type	MOL
InChI Key	XHEFDIBZLJXQHF-UHFFFAOYSA-N

Known Names

5-desoxyquercetin C.i. 75620 C.i. natural brown 1 Fisetin Fisidenolon 1521 NSC-407010 NSC-656275

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

286.2

MW (Da)

2.28

ALogP

HBA

HBD

111.1

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C15H10O6
MW	286.24
Aromatic Rings	3
Heavy Atoms	21
NP-Likeness	1.33

Indications

Breast Neoplasms Carpal Tunnel Syndrome Neoplasms Severe Acute Respiratory Syndrome Severe Acute Respiratory Syndrome Osteoarthritis Osteoarthritis, Knee

Activity Summary

IC50 60 meas. best 7.92

EC50 6 meas. best 5.7

Ki 5 meas. best 6.77

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Acetylcholinesterase CHEMBL220	IC50	7.92	7.92	12.0	1
Unchecked CHEMBL612545	IC50	7.82	5.8944	15.0	9
Casein kinase II CHEMBL2095191	Ki	6.77	6.77	170.0	1
Rattus norvegicus CHEMBL376	IC50	6.7	6.7	200.0	1
Casein kinase II subunit alpha CHEMBL3629	Ki	6.46	6.46	350.0	1
Casein kinase 2 CHEMBL3832943	IC50	6.46	6.46	350.0	1
Casein kinase II CHEMBL2095191	IC50	6.46	6.46	350.0	1
Casein kinase 2 CHEMBL3988629	IC50	6.46	6.46	350.0	1
Glycogen synthase kinase-3 CHEMBL2095188	IC50	6.38	6.38	420.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	6.24	6.24	570.0	1
Cyclin-dependent kinase 1/cyclin B CHEMBL2094127	IC50	6.1	6.1	790.0	1
Cyclin-dependent kinase 6 CHEMBL2508	IC50	6.07	6.07	850.0	2
Ribosomal protein S6 kinase alpha-2 CHEMBL3906	IC50	6.05	6.05	891.0	1
Pyruvate kinase PKM CHEMBL1075189	IC50	6.05	6.05	900.0	2
Polyunsaturated fatty acid lipoxygenase ALOX12 CHEMBL3687	IC50	6.02	6.02	950.0	1
Enoyl-acyl-carrier protein reductase CHEMBL4150	IC50	6.0	6.0	1000.0	2
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL2903	IC50	5.85	5.85	1400.0	1
Arginase CHEMBL3108635	IC50	5.85	5.85	1400.0	1
Arginase-1 CHEMBL3232699	IC50	5.85	5.85	1400.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.74	5.74	1840.0	1
Fatty acid synthase CHEMBL4512	IC50	5.7	5.7	2000.0	1
Oryctolagus cuniculus CHEMBL374	EC50	5.7	5.7	2000.0	1
Histone deacetylase 6 CHEMBL1865	IC50	5.64	5.64	2308.0	1
MCF-10A CHEMBL614321	IC50	5.61	5.61	2440.0	1
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	IC50	5.56	5.56	2780.0	1
HT-22 CHEMBL614316	EC50	5.55	5.535	2800.0	2
Monocyte CHEMBL614076	IC50	5.43	5.43	3700.0	1
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	IC50	5.42	5.42	3790.0	1
3-oxoacyl-acyl-carrier protein reductase CHEMBL4513	IC50	5.39	5.39	4100.0	1
Xanthine dehydrogenase/oxidase CHEMBL1929	IC50	5.36	5.36	4330.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	5.3	5.3	5000.0	1
PWR-1E CHEMBL4296487	IC50	5.27	5.27	5390.0	1
Plasmodium falciparum CHEMBL364	IC50	5.19	5.1233	6500.0	3
Solute carrier organic anion transporter family member 2B1 CHEMBL1743124	IC50	5.17	5.17	6700.0	2
Human immunodeficiency virus type 1 integrase CHEMBL3471	IC50	5.07	4.81	8500.0	2
No relevant target CHEMBL2362975	IC50	5.0	5.0	10100.0	1
Amyloid-beta precursor protein CHEMBL2487	IC50	4.9	4.9	12500.0	1
Lactoylglutathione lyase CHEMBL2424	Ki	4.88	4.88	13182.6	1
BV-2 CHEMBL614781	IC50	4.87	4.6267	13500.0	3
Tyrosine-protein kinase SYK CHEMBL2599	IC50	4.82	4.82	15000.0	1
Tyrosine-protein kinase SYK CHEMBL2599	EC50	4.72	4.72	19000.0	1
Alpha-amylase 1A CHEMBL2478	IC50	4.71	4.71	19600.0	1
CWR22R CHEMBL612657	IC50	4.59	4.59	25900.0	1
Chikungunya virus CHEMBL4296563	IC50	4.53	4.53	29500.0	1
Cruzipain CHEMBL3563	IC50	4.52	4.52	30000.0	1
THP-1 CHEMBL614245	IC50	4.52	4.52	30000.0	1
LNCaP CHEMBL612518	IC50	4.47	4.47	34100.0	2
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.07	4.07	84480.0	1
Cholinesterase CHEMBL1914	Ki	4.05	4.05	90000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Ka	12.15	10^5L/mol	Bacteria
Ka	11.07	10^5L/mol	Bacteria
Ka	7.39	10^5L/mol	Bacteria
Ka	6.95	10^5L/mol	Bacteria

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Acetylcholinesterase	IC50	=	12.0	nM	7.92	Inhibition of AChE (unknown origin)	-
Unchecked	IC50	=	15.0	nM	7.82	Inhibition of beef heart mitochondrial NADH oxidase assessed per mg of protein	2959755
Unchecked	IC50	=	45.0	nM	7.35	Inhibition of beef heart mitochondrial succinoxidase assessed per mg of protein	2959755
Casein kinase II	Ki	=	170.0	nM	6.77	Inhibition of CK2 (unknown origin)	27017545
Rattus norvegicus	IC50	=	200.0	nM	6.7	Inhibitory effect on the oxidative degradation of membrane lipids (lipid peroxid...	11020290
Casein kinase II subunit alpha	Ki	=	350.0	nM	6.46	Inhibition of CK2alpha (unknown origin)	31400711
Unchecked	IC50	=	350.0	nM	6.46	Inhibition of CK2	16441060
Casein kinase II	IC50	=	350.0	nM	6.46	Inhibition of CK2 (unknown origin)	24011954
Casein kinase 2	IC50	=	350.0	nM	6.46	Inhibition of human recombinant CK2 expressed in Escherichia coli using RRRADDSD...	30733087
Casein kinase 2	IC50	=	350.0	nM	6.46	Inhibition of rat liver CK2 phosphorylation using RRRADDSDDDDD as substrate in p...	36745746
Glycogen synthase kinase-3	IC50	=	420.0	nM	6.38	Inhibition of glycogen synthase kinase 3	15689157
Unchecked	IC50	=	480.0	nM	6.32	Inhibition of rat liver mitochondrial ATPase assessed per mg of protein	2959755
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	570.0	nM	6.24	Inhibition of Cyclin-dependent kinase 5-p25nck5a	15689157
Cyclin-dependent kinase 1/cyclin B	IC50	=	790.0	nM	6.1	Inhibition of cyclin-dependent kinase 1/cyclinB	15689157
Cyclin-dependent kinase 6	IC50	=	850.0	nM	6.07	Inhibition of Homo sapiens (human) cyclin-dependent kinase 6	-
Cyclin-dependent kinase 6	IC50	=	850.0	nM	6.07	Inhibition of human cyclin-dependent kinase 6 complex with a virus-encoded cycli...	15689157
Pyruvate kinase PKM	IC50	=	900.0	nM	6.05	Inhibition of recombinant PKM2 (unknown origin) Gly128, Asp177, Asp178, Ser362, ...	34726055
Pyruvate kinase PKM	IC50	=	900.0	nM	6.05	Inhibition of PKM2 (unknown origin)	34355179
Ribosomal protein S6 kinase alpha-2	IC50	=	891.0	nM	6.05	Inhibition of RSK3 (unknown origin)	36898330
Polyunsaturated fatty acid lipoxygenase ALOX12	IC50	=	950.0	nM	6.02	Inhibition of 12-hLO	17869117

Literature References

PubMed	DOI	Target Context	# Activities
35101651	10.1016/j.ejmech.2022.114108	Escherichia coli	67
35101651	10.1016/j.ejmech.2022.114108	Unchecked	21
26517554	10.1021/acs.jnatprod.5b00075	ADMET	10
24727463	10.1016/j.ejmech.2014.04.002	Unchecked	9
2959755	10.1021/np50051a014	Unchecked	7
31427220	10.1016/j.bmcl.2019.07.048	Nakaseomyces glabratus	6
22789812	10.1016/j.ejmech.2012.06.031	CWR22R	5
19537799	10.1021/jm900227u	HT-22	5
38373879	10.1021/acs.jnatprod.3c00759	HaCaT	5
31427220	10.1016/j.bmcl.2019.07.048	Candida albicans	4
35101651	10.1016/j.ejmech.2022.114108	Mus musculus	4
37252098	10.1039/d3md00078h	Solute carrier organic anion transporter family member 2B1	4
21493073	10.1016/j.bmc.2011.03.040	3T3-L1	4
-	10.1016/S0960-894X(01)80881-7	Escherichia coli	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	4
33530021	10.1016/j.bmc.2021.116043	Cytochrome c	4
16441060	10.1021/np050229y	Unchecked	3
28049590	10.1016/j.bmcl.2016.12.051	[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	3
34628233	10.1016/j.bmc.2021.116456	J774.A1	3
19537799	10.1021/jm900227u	Unchecked	3

Data from ChEMBL 36 via Core Engine