Compound Detail

CHEMBL242341

FORMONONETIN

🧪 Phase II

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🧪 Phase II

COc1ccc(-c2coc3cc(O)ccc3c2=O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL242341
Name	FORMONONETIN
Phase	Phase II
Structure Type	MOL
InChI Key	HKQYGTCOTHHOMP-UHFFFAOYSA-N

Known Names

7-hydroxy-4'-methoxyisoflavone Biochanin b Flavosil Formononetin Formononetol Myconate Mycotech Neochanin NSC-93360

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

268.3

MW (Da)

3.17

ALogP

HBA

HBD

59.7

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C16H12O4
MW	268.27
Aromatic Rings	3
Heavy Atoms	20
NP-Likeness	0.67

Indications

Osteoporosis

Activity Summary

IC50 30 meas. best 6.54

Ki 4 meas. best 8.0

Kd 2 meas. best 5.26

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Apoptosis regulator Bcl-2 CHEMBL4860	Ki	8.0	8.0	10.0	1
Histone deacetylase 6 CHEMBL1865	IC50	6.54	6.385	287.9	2
Unchecked CHEMBL612545	IC50	6.47	5.67	340.0	2
Neuraminidase CHEMBL6135	IC50	5.86	5.495	1370.0	4
SGC-7901 CHEMBL614909	IC50	5.66	5.66	2170.0	1
Cytochrome P450 1B1 CHEMBL4878	Ki	5.43	5.43	3700.0	1
Interleukin-2 CHEMBL5880	Kd	5.26	5.26	5470.0	1
Unchecked CHEMBL612545	Kd	5.11	5.11	7750.0	1
HeLa CHEMBL399	IC50	5.07	5.07	8510.0	1
Amine oxidase [flavin-containing] B CHEMBL3050	IC50	4.96	4.96	11000.0	1
BV-2 CHEMBL614781	IC50	4.88	4.88	13190.0	1
Amine oxidase [flavin-containing] A CHEMBL3681	IC50	4.67	4.67	21200.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	4.59	4.59	25800.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	4.51	4.51	31200.0	1
Influenza A virus CHEMBL613740	IC50	4.42	4.395	38200.0	2
U-937 CHEMBL612794	IC50	4.36	4.3367	44000.0	3
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.25	4.165	56100.0	2
PC-3 CHEMBL390	IC50	4.24	4.24	57010.0	1
HepG2 CHEMBL395	IC50	4.22	4.22	60500.0	1
HCT-116 CHEMBL394	IC50	4.21	4.21	60970.0	1
Sortase A CHEMBL5362	IC50	4.13	4.13	74900.0	1
Trypanosoma brucei brucei CHEMBL612851	IC50	4.04	4.04	90200.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Ka	0.16	10^4L/mol	Sus scrofa
Ka	0.22	10^4L/mol	Sus scrofa
Ka	0.27	10^4L/mol	Sus scrofa

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Apoptosis regulator Bcl-2	Ki	=	10.0	nM	8.0	Binding affinity to BCL2 (unknown origin) assessed as inhibition constant	38295689
Histone deacetylase 6	IC50	=	287.9	nM	6.54	Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi...	-
Unchecked	IC50	=	340.0	nM	6.47	Inhibition of Clostridium perfringens neuraminidase by chemiluminescence based a...	24313801
Histone deacetylase 6	IC50	=	590.7	nM	6.23	Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi...	-
Neuraminidase	IC50	=	1370.0	nM	5.86	Inhibition of Influenza A virus (A/Puerto Rico/8/1934(H1N1)) neuraminidase by ch...	24313801
SGC-7901	IC50	=	2170.0	nM	5.66	Cytotoxicity against human SGC7901 cells after 72 hrs by MTT assay	22633834
Neuraminidase	IC50	=	3040.0	nM	5.52	Inhibition of Influenza A virus J/8178/09 neuraminidase by chemiluminescence bas...	24313801
Cytochrome P450 1B1	Ki	=	3700.0	nM	5.43	Inhibition of CYP1B1 in human liver microsomes coexpressing recombinant human cy...	28458135
Neuraminidase	IC50	=	5040.0	nM	5.3	Inhibition of Influenza A virus (A/Hong Kong/1/1968(H3N2)) neuraminidase by chem...	24313801
Neuraminidase	IC50	=	5040.0	nM	5.3	Inhibition of oseltamivir-resistant Influenza A virus H1N1 B/55/08 neuraminidase...	24313801
Interleukin-2	Kd	=	5470.0	nM	5.26	Binding affinity to IL-2 (unknown origin)	24974349
Unchecked	Kd	=	7750.0	nM	5.11	Binding affinity to Bcl-xL (unknown origin)	24974349
HeLa	IC50	=	8510.0	nM	5.07	Cytotoxicity against human HeLa cells after 72 hrs by MTT assay	22633834
Amine oxidase [flavin-containing] B	IC50	=	11000.0	nM	4.96	Inhibition of mouse MAO-B preincubated for 15 mins followed by addition of kynur...	27575476
BV-2	IC50	=	13190.0	nM	4.88	Antineuroinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-...	28911817
Unchecked	IC50	=	13600.0	nM	4.87	Inhibition of Clostridium perfringens neuraminidase by fluorescence based assay	24313801
Amine oxidase [flavin-containing] A	IC50	=	21200.0	nM	4.67	Inhibition of mouse MAO-A preincubated for 15 mins followed by addition of kynur...	27575476
Amine oxidase [flavin-containing] B	IC50	=	25800.0	nM	4.59	Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI inse...	27575476
Amine oxidase [flavin-containing] A	IC50	=	31200.0	nM	4.51	Inhibition of recombinant human MAO-A expressed in baculovirus infected BTI inse...	27575476
Influenza A virus	IC50	=	38200.0	nM	4.42	Antiviral activity against Influenza A virus J/8178/09 infected in MDCK cells as...	24313801

Literature References

PubMed	DOI	Target Context	# Activities
25262940	10.1016/j.bmc.2014.08.037	3T3-L1	18
33646787	10.1021/acs.jnatprod.0c01387	Unchecked	18
25397676	10.1021/np500417d	Unchecked	16
25397676	10.1021/np500417d	Tumor necrosis factor ligand superfamily member 11	7
2853205	10.1021/np50060a038	Unchecked	6
11076565	10.1021/np000010d	Giardia intestinalis	6
24313801	10.1021/np400817j	Neuraminidase	5
11076565	10.1021/np000010d	Mus musculus	5
-	10.6019/CHEMBL4808148	Histone deacetylase 6	5
30199256	10.1021/acs.jnatprod.8b00131	Progesterone receptor	5
2853205	10.1021/np50060a038	Raji	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
19928832	10.1021/np900676y	MCF7	4
19928832	10.1021/np900676y	T47D	4
2853205	10.1021/np50060a038	HeLa	3
18640042	10.1016/j.bmc.2008.06.049	Neuraminidase	3
18440233	10.1016/j.bmc.2008.04.016	NON-PROTEIN TARGET	3
17158054	10.1016/j.bmc.2006.09.024	U-937	3
26248805	10.1016/j.bmcl.2015.07.076	No relevant target	3
25262940	10.1016/j.bmc.2014.08.037	ADMET	3

Data from ChEMBL 36 via Core Engine