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Compound Detail

CHEMBL138649

6-HYDROXYFLAVONE
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O=c1cc(-c2ccccc2)oc2ccc(O)cc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL138649
Name 6-HYDROXYFLAVONE
Phase Preclinical
Structure Type MOL
InChI Key GPZYYYGYCRFPBU-UHFFFAOYSA-N
6
Targets
10
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

238.2
MW (Da)
3.17
ALogP
3
HBA
1
HBD
50.4
PSA (Ų)
0.71
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H10O3
MW 238.24
Aromatic Rings 3
Heavy Atoms 18
NP-Likeness 0.68

Activity Summary

IC50 8 meas. best 5.91
Ki 2 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL1907607
 Ki 6.4 6.4 400.0 1
Pyruvate kinase PKM
CHEMBL1075189
 IC50 5.91 5.91 1240.0 1
Pyruvate kinase PKM
CHEMBL1075189
 Ki 5.45 5.45 3530.0 1
Calmodulin-1
CHEMBL6093
 IC50 5.29 5.29 5170.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.28 5.28 5300.0 2
Aorta
CHEMBL613606
 IC50 4.68 4.68 20800.0 1
Fatty acid synthase
CHEMBL4512
 IC50 4.52 4.52 30000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; anion channel Ki = 400.0 nM 6.4 In vitro affinity against Benzodiazepine receptor binding to rat cortical membra... 10543878
Pyruvate kinase PKM IC50 = 1240.0 nM 5.91 Inhibition of recombinant PKM2 (unknown origin) Gly128, Lys207, Hie78, Asn75, Il... 34726055
Pyruvate kinase PKM Ki = 3530.0 nM 5.45 Binding affinity to PKM2 (unknown origin) assessed as oxidation of beta-NADH by ... 34726055
Calmodulin-1 IC50 = 5170.0 nM 5.29 Inhibition of human recombinant calmodulin assessed as inhibition of calmodulin-... 21129983
Plasmodium falciparum IC50 = 5300.0 nM 5.28 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum NF54 16722653
Plasmodium falciparum IC50 = 5300.0 nM 5.28 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum NF54 20637612
Aorta IC50 = 20800.0 nM 4.68 Vasorelaxant activity in Wistar rat endothelium-intact thoracic aortic ring asse... 21129983
Fatty acid synthase IC50 = 30000.0 nM 4.52 Inhibition of FabZ 16722653

Literature References

PubMed DOI Target Context # Activities
20346546 10.1016/j.ejmech.2010.02.049 Rattus norvegicus 13
21129983 10.1016/j.bmc.2010.10.063 Aorta 8
24793879 10.1016/j.ejmech.2014.04.054 Lipid bilayer 8
22197671 10.1016/j.bmc.2011.11.068 No relevant target 4
19592245 10.1016/j.bmcl.2009.06.073 Glucocorticoid receptor 4
22197671 10.1016/j.bmc.2011.11.068 NON-PROTEIN TARGET 4
22197671 10.1016/j.bmc.2011.11.068 Brain 4
24793879 10.1016/j.ejmech.2014.04.054 Unchecked 3
21129983 10.1016/j.bmc.2010.10.063 Calmodulin-1 3
34726055 10.1021/acs.jmedchem.1c00981 Pyruvate kinase PKM 2
19592245 10.1016/j.bmcl.2009.06.073 Androgen receptor 2
7769390 10.1021/np50116a009 DNA topoisomerase 2-alpha 2
35576701 10.1016/j.ejmech.2022.114332 Cytochrome P450 2
10543878 10.1021/jm991010h GABA-A receptor; anion channel 2
17869117 10.1016/j.bmc.2007.07.036 Polyunsaturated fatty acid lipoxygenase ALOX15 2
16722653 10.1021/jm0600545 Plasmodium falciparum 2
469554 10.1021/np50001a002 Lewis lung carcinoma cell line 1
469554 10.1021/np50001a002 KB 1
16722653 10.1021/jm0600545 3-oxoacyl-acyl-carrier protein reductase 1
16722653 10.1021/jm0600545 Enoyl-acyl-carrier protein reductase 1

Data from ChEMBL 36 via Core Engine