Compound Detail

CHEMBL276915

7-HYDROXYFLAVONE

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O=c1cc(-c2ccccc2)oc2cc(O)ccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL276915
Name	7-HYDROXYFLAVONE
Phase	Preclinical
Structure Type	MOL
InChI Key	MQGPSCMMNJKMHQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

238.2

MW (Da)

3.17

ALogP

HBA

HBD

50.4

PSA (Å²)

0.71

QED

Ro5 Violations

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	0.74

Activity Summary

IC50 24 meas. best 7.52

Ki 12 meas. best 5.65

Kd 2 meas. best 6.61

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aromatase CHEMBL1978	IC50	7.52	6.64	30.5	3
Monoamine oxidase CHEMBL2095205	IC50	6.92	6.92	120.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	6.62	6.62	240.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	Kd	6.61	6.61	246.0	1
Cytochrome P450 1B1 CHEMBL4878	IC50	6.6	6.6	250.0	1
Unchecked CHEMBL612545	IC50	5.85	5.85	1400.0	1
Pyruvate kinase PKM CHEMBL1075189	IC50	5.67	5.67	2120.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	5.65	5.64	2240.0	2
Adenosine receptor A2a CHEMBL302	Ki	5.57	5.57	2680.0	1
Adenosine receptor A1 CHEMBL318	Ki	5.52	5.52	3030.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.47	5.465	3370.0	2
Pyruvate kinase PKM CHEMBL1075189	Ki	5.45	5.45	3530.0	1
GABA-A receptor; anion channel CHEMBL1907607	Ki	5.38	5.38	4200.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	5.31	5.31	4850.0	2
17-beta-hydroxysteroid dehydrogenase type 1 CHEMBL3181	IC50	5.28	5.28	5250.0	1
Aldo-keto reductase family 1 member B10 CHEMBL5983	IC50	5.08	5.08	8300.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.08	5.075	8400.0	2
Aldo-keto reductase family 1 member B1 CHEMBL1900	IC50	4.91	4.91	12300.0	1
Aldo-keto reductase family 1 member B1 CHEMBL3081	IC50	4.83	4.585	14650.0	2
Fatty acid synthase CHEMBL4512	IC50	4.7	4.7	20000.0	1
Neutrophil CHEMBL613710	IC50	4.48	4.48	33000.0	1
ATP-dependent translocase ABCB1 CHEMBL4302	Kd	4.46	4.46	34673.7	1
Calmodulin-1 CHEMBL6093	IC50	4.43	4.43	37100.0	1
Xanthine dehydrogenase/oxidase CHEMBL1929	IC50	4.42	4.42	38000.0	1
Aorta CHEMBL613606	IC50	4.42	4.42	37800.0	1
Plasmodium falciparum CHEMBL364	IC50	4.18	4.18	65500.0	1
17-beta-hydroxysteroid dehydrogenase type 3 CHEMBL4234	IC50	4.17	4.17	66980.0	1
Acetylcholinesterase CHEMBL4078	IC50	4.07	4.07	85000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aromatase	IC50	=	30.5	nM	7.52	Inhibition of human placental microsome CYP19	20413308
Monoamine oxidase	IC50	=	120.0	nM	6.92	Inhibition of hamster liver mitochondrial monoamine oxidase MAO	11563931
Aromatase	IC50	=	209.89	nM	6.68	Inhibition of human aromatase using ASD as substrate pre-incubated for 5 mins fo...	28622580
Cytochrome P450 1A2	IC50	=	240.0	nM	6.62	Inhibition of human CYP1A2	20832301
Adrenergic receptor alpha-1	Kd	=	246.04	nM	6.61	Antagonist activity at alpha1-adrenoceptor in rat anococcygeal muscle assessed a...	21236664
Cytochrome P450 1B1	IC50	=	250.0	nM	6.6	Inhibition of human CYP1B1 expressed in Escherichia coli DH5alpha coexpressing h...	28458135
Unchecked	IC50	=	1400.0	nM	5.85	Inhibition of beef heart mitochondrial NADH oxidase assessed per mg of protein	2959755
Aromatase	IC50	=	1900.0	nM	5.72	Inhibition of recombinant CYP19A1 (unknown origin) using dibenzylfluorescein as ...	35576701
Pyruvate kinase PKM	IC50	=	2120.0	nM	5.67	Inhibition of recombinant PKM2 (unknown origin) Ile335, Lys367, Lys207, Thr129, ...	34726055
Carbonic anhydrase 2	Ki	=	2240.0	nM	5.65	Inhibition of cytosolic human carbonic anhydrase 2 preincubated for 15 mins by s...	22487176
Carbonic anhydrase 2	Ki	=	2320.0	nM	5.63	Inhibition of cytosolic human carbonic anhydrase 2 preincubated for 12 hrs by st...	22487176
Adenosine receptor A2a	Ki	=	2680.0	nM	5.57	Affinity at Adenosine A2A receptor in rat striatal membranes by [3H]- CGS 21680 ...	8576921
Adenosine receptor A1	Ki	=	3030.0	nM	5.52	Displacement of specific [3H]PIA binding from adenosine A1 receptor in rat brain...	8576921
Carbonic anhydrase 1	Ki	=	3370.0	nM	5.47	Inhibition of cytosolic human carbonic anhydrase 1 preincubated for 15 mins by s...	22487176
Carbonic anhydrase 1	Ki	=	3430.0	nM	5.46	Inhibition of cytosolic human carbonic anhydrase 1 preincubated for 12 hrs by st...	22487176
Pyruvate kinase PKM	Ki	=	3530.0	nM	5.45	Binding affinity to PKM2 (unknown origin) assessed as oxidation of beta-NADH by ...	34726055
GABA-A receptor; anion channel	Ki	=	4200.0	nM	5.38	In vitro affinity against Benzodiazepine receptor binding to rat cortical membra...	10543878
Carbonic anhydrase 9	Ki	=	4850.0	nM	5.31	Inhibition of transmembrane tumor-associated human carbonic anhydrase 9 preincub...	22487176
Carbonic anhydrase 9	Ki	=	4920.0	nM	5.31	Inhibition of transmembrane tumor-associated human carbonic anhydrase 9 preincub...	22487176
17-beta-hydroxysteroid dehydrogenase type 1	IC50	=	5250.0	nM	5.28	Inhibition of human recombinant 17beta-HSD1 expressed in HEK293 cell lysate asse...	18533708

Literature References

PubMed	DOI	Target Context	# Activities
20346546	10.1016/j.ejmech.2010.02.049	Rattus norvegicus	13
24793879	10.1016/j.ejmech.2014.04.054	Lipid bilayer	10
17624791	10.1016/j.bmc.2007.06.046	Unchecked	7
21129983	10.1016/j.bmc.2010.10.063	Aorta	6
26529431	10.1021/acs.jnatprod.5b00616	Aldo-keto reductase family 1 member B10	5
22197671	10.1016/j.bmc.2011.11.068	Brain	4
2959755	10.1021/np50051a014	Unchecked	4
22197671	10.1016/j.bmc.2011.11.068	NON-PROTEIN TARGET	4
21493073	10.1016/j.bmc.2011.03.040	3T3-L1	4
21129983	10.1016/j.bmc.2010.10.063	Calmodulin-1	3
23871908	10.1016/j.ejmech.2013.06.019	Neutrophil	3
24793879	10.1016/j.ejmech.2014.04.054	Unchecked	3
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 9	2
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 2	2
18533708	10.1021/jm800054h	17-beta-hydroxysteroid dehydrogenase type 1	2
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 12	2
1378087	10.1021/np50080a005	Unchecked	2
10543878	10.1021/jm991010h	GABA-A receptor; anion channel	2
16797984	10.1016/j.bmcl.2006.06.029	17-beta-hydroxysteroid dehydrogenase type 3	2
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 1	2

Data from ChEMBL 36 via Core Engine