Compound Detail

CHEMBL150

KAEMPFEROL

Phase I

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Phase I

O=c1c(O)c(-c2ccc(O)cc2)oc2cc(O)cc(O)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL150
Name	KAEMPFEROL
Phase	Phase I
Structure Type	MOL
InChI Key	IYRMWMYZSQPJKC-UHFFFAOYSA-N

Known Names

3'-deoxyquercetin C.i. 75640 Ci 75640 Indigo yellow Kaempferol Kaempherol Kampcetin Nimbecetin NSC-407289 NSC-656277 Pelargidenolon Pelargidenolon 1497 +7 more

Targets

162

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

286.2

MW (Da)

2.28

ALogP

HBA

HBD

111.1

PSA (Å²)

0.55

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	1.55

Indications

Sexual Dysfunction, Physiological

Activity Summary

IC50 133 meas. best 7.55

Ki 18 meas. best 7.6

EC50 9 meas. best 5.52

Kd 2 meas. best 5.17

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Carbonic anhydrase 7 CHEMBL2326	Ki	7.6	7.6	25.0	1
Aryl hydrocarbon receptor CHEMBL3201	IC50	7.55	7.55	28.0	1
Cytochrome P450 1B1 CHEMBL4878	Ki	7.37	7.37	43.0	1
Cytochrome P450 1B1 CHEMBL4878	IC50	7.33	7.33	47.0	1
CDGSH iron-sulfur domain-containing protein 1 CHEMBL1795168	Ki	6.88	6.88	132.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	6.84	6.84	145.9	1
Casein kinase 2 CHEMBL3832943	Ki	6.68	6.68	210.0	1
Entamoeba histolytica CHEMBL612853	IC50	6.64	6.64	230.0	1
Sulfotransferase 1A1 CHEMBL4886	IC50	6.54	6.54	290.0	1
17-beta-hydroxysteroid dehydrogenase type 2 CHEMBL2789	IC50	6.44	6.44	360.0	2
Casein kinase 2 CHEMBL3832943	IC50	6.4	6.4	400.0	1
Casein kinase 2 CHEMBL3988629	IC50	6.4	6.4	400.0	1
Dipeptidyl peptidase 4 CHEMBL284	IC50	6.31	5.745	490.0	2
Cytochrome P450 1A1 CHEMBL2231	IC50	6.2	6.2	632.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	6.14	6.14	716.0	1
Cytochrome P450 1A1 CHEMBL2231	Ki	6.12	6.12	750.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.08	5.07	840.0	2
Tyrosinase CHEMBL1973	IC50	6.0	5.095	1000.0	2
17-beta-hydroxysteroid dehydrogenase type 1 CHEMBL3181	IC50	5.98	5.98	1050.0	1
Xanthine dehydrogenase/oxidase CHEMBL1929	IC50	5.97	5.97	1060.0	1
NADPH oxidase 4 CHEMBL1250375	IC50	5.92	5.92	1200.0	1
Aldo-keto reductase family 1 member B1 CHEMBL2622	IC50	5.88	5.88	1330.0	1
Osteoclast CHEMBL612548	IC50	5.8	5.8	1600.0	1
Unchecked CHEMBL612545	IC50	5.77	4.685	1700.0	14
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	IC50	5.77	5.77	1710.0	1
Histone deacetylase 6 CHEMBL1865	IC50	5.77	5.77	1714.0	1
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL4358	IC50	5.66	5.66	2200.0	1
Myeloperoxidase CHEMBL2439	IC50	5.65	5.65	2240.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	5.63	5.63	2320.0	1
Multidrug resistance-associated protein 1 CHEMBL3004	Ki	5.62	5.62	2400.0	2
Inositol hexakisphosphate kinase 2 CHEMBL4523488	IC50	5.6	5.6	2500.0	1
Monocyte CHEMBL614076	IC50	5.57	5.135	2700.0	2
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	5.57	5.57	2700.0	1
SARS-CoV-2 CHEMBL4303835	EC50	5.52	5.52	3000.0	1
CDGSH iron-sulfur domain-containing protein 1 CHEMBL1795168	IC50	5.51	5.51	3100.0	1
Glycogen synthase kinase-3 CHEMBL2095188	IC50	5.46	5.46	3500.0	1
Short transient receptor potential channel 5 CHEMBL1250411	IC50	5.41	5.41	3900.0	1
Solute carrier family 2, facilitated glucose transporter member 1 CHEMBL2535	IC50	5.4	5.4	4000.0	1
3-oxoacyl-acyl-carrier protein reductase CHEMBL4513	IC50	5.4	5.4	4000.0	1
Inositol polyphosphate multikinase CHEMBL4523401	IC50	5.36	5.36	4400.0	1
No relevant target CHEMBL2362975	IC50	5.33	4.7433	4730.0	3
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	5.33	5.27	4700.0	2
Cytochrome P450 2C9 CHEMBL3397	Ki	5.22	5.22	6000.0	1
ATP-dependent translocase ABCB1 CHEMBL2573	Kd	5.17	5.17	6700.0	1
ATP-dependent translocase ABCB1 CHEMBL4302	Kd	5.17	5.17	6760.8	1
Tyrosine-protein kinase Yes CHEMBL2073	Ki	5.17	5.17	6770.0	1
HepG2 CHEMBL395	EC50	5.11	5.11	7740.0	1
Sialidase CHEMBL5189	IC50	5.1	5.1	8000.0	1
Trypanosoma brucei brucei CHEMBL612851	IC50	5.05	5.05	9000.0	1
BV-2 CHEMBL614781	IC50	5.05	4.45	8860.0	6

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	269.0	mL.min-1.g-1	Homo sapiens
Ka	1.43	10'5/M	Homo sapiens
T1/2	0.02	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Carbonic anhydrase 7	Ki	=	25.0	nM	7.6	Inhibition of human recombinant carbonic anhydrase 7 preincubated for 15 mins at...	26498393
Aryl hydrocarbon receptor	IC50	=	28.0	nM	7.55	Inhibition of aryl hydrocarbon receptor	17544277
Cytochrome P450 1B1	Ki	=	43.0	nM	7.37	Inhibition of CYP1B1 EROD activity assessed as inhibition of deethylation of 7-e...	21482471
Cytochrome P450 1B1	IC50	=	47.0	nM	7.33	Inhibition of human CYP1B1 by EROD assay	20696580
CDGSH iron-sulfur domain-containing protein 1	Ki	=	132.0	nM	6.88	Displacement of [3H]rosiglitazone from recombinant human C-terminal His-tagged M...	27687671
Carbonic anhydrase 12	Ki	=	145.9	nM	6.84	Inhibition of human recombinant carbonic anhydrase 12 preincubated for 15 mins a...	26498393
Casein kinase 2	Ki	=	210.0	nM	6.68	Binding affinity to CK2 (unknown origin)	36745746
Entamoeba histolytica	IC50	=	230.0	nM	6.64	Antimicrobial activity against Entamoeba histolytica HM1:MMS assessed as reducti...	33231455
Sulfotransferase 1A1	IC50	=	290.0	nM	6.54	Inhibition of rat liver SULT1A1-mediated oestradiol sulfonation incubated for 20...	33257172
17-beta-hydroxysteroid dehydrogenase type 2	IC50	=	360.0	nM	6.44	Inhibition of human recombinant 17beta-HSD2 expressed in HEK293 cell lysate asse...	18533708
17-beta-hydroxysteroid dehydrogenase type 2	IC50	=	360.0	nM	6.44	Inhibition of human 17beta-HSD2 expressed in HEK293 cell lysates incubated for 1...	28319389
Casein kinase 2	IC50	=	400.0	nM	6.4	Inhibition of human recombinant CK2 expressed in Escherichia coli using RRRADDSD...	30733087
Casein kinase 2	IC50	=	400.0	nM	6.4	Inhibition of rat liver CK2 phosphorylation using RRRADDSDDDDD as substrate in p...	36745746
Dipeptidyl peptidase 4	IC50	=	490.0	nM	6.31	Inhibition of DPP4 (unknown origin) using Gly-Pro-AMC as substrate preincubated ...	29609120
Cytochrome P450 1A1	IC50	=	632.0	nM	6.2	Inhibition of human CYP1A1 by EROD assay	20696580
Cytochrome P450 1A2	IC50	=	716.0	nM	6.14	Inhibition of human CYP1A2 by EROD assay	20696580
Cytochrome P450 1A1	Ki	=	750.0	nM	6.12	Inhibition of CYP1A1 EROD activity assessed as inhibition of deethylation of 7-e...	21482471
NON-PROTEIN TARGET	IC50	=	840.0	nM	6.08	Antioxidant activity assessed as superoxide-scavenging activity by nitrite metho...	9461655
Tyrosinase	IC50	=	1000.0	nM	6.0	Inhibition of tyrosinase (unknown origin) using L-tyrosine as substrate assessed...	26841168
17-beta-hydroxysteroid dehydrogenase type 1	IC50	=	1050.0	nM	5.98	Inhibition of human recombinant 17beta-HSD1 expressed in HEK293 cell lysate asse...	18533708

Literature References

PubMed	DOI	Target Context	# Activities
33231455	10.1021/acs.jnatprod.0c00892	Entamoeba histolytica	25
26719209	10.1016/j.bmc.2015.12.021	No relevant target	13
26974372	10.1016/j.ejmech.2016.02.045	MCF7	12
17400451	10.1016/j.bmcl.2007.03.051	Mus musculus	11
26517554	10.1021/acs.jnatprod.5b00075	ADMET	10
33979163	10.1021/acs.jnatprod.1c00014	MCF7	10
37683361	10.1016/j.ejmech.2023.115791	BV-2	9
28479197	10.1016/j.bmcl.2017.04.076	Thoracic aorta	9
21493073	10.1016/j.bmc.2011.03.040	3T3-L1	8
19931462	10.1016/j.bmc.2009.10.063	Unchecked	7
32453565	10.1021/acs.jnatprod.0c00274	Rattus norvegicus	6
21824690	10.1016/j.ejmech.2011.07.031	HepG2	6
19615910	10.1016/j.bmc.2009.06.057	Tyrosinase	6
19615910	10.1016/j.bmc.2009.06.057	NON-PROTEIN TARGET	6
31427220	10.1016/j.bmcl.2019.07.048	Nakaseomyces glabratus	6
26517554	10.1021/acs.jnatprod.5b00075	Unchecked	6
1338212	10.1021/np50090a003	Human alphaherpesvirus 1	6
26719209	10.1016/j.bmc.2015.12.021	Amyloid-beta precursor protein	6
20189399	10.1016/j.bmc.2010.01.046	Tyrosinase	6
21905729	10.1021/jf202386c	Cydia pomonella	6

Data from ChEMBL 36 via Core Engine