Genistein

Representations & DB's id
ChEBI:	CHEBI:28088
ChEMBL:	CHEMBL44
PubChem:	5280961
IUPAC:	5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
Standard InChI:	InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H
Standard InChI Key:	TZBJGXHYKVUXJN-UHFFFAOYSA-N
SMILES:	Oc1ccc(cc1)c1coc2c(c1=O)c(O)cc(c2)O

Molecular propeties
AlogP:	2.58
Hydrogen bonds acceptors:	5
Hydrogen bonds donors:	3
Rotatable bonds:	1
Number of rings:	3
Molecular Weight:	270.05
Topological polar surface area:	87
Number of aromatic rings:	3
Fsp3:	0
Number of carbons:	15

Plant sources

Part of plant	Plant name	Ref.
Plant	Sanguisorba officinalis
Plant	Convallaria majalis
Plant	Bergenia crassifolia
Plant	Petroselinum crispum
Shoot	Glycyrrhiza glabra
Plant	Glycyrrhiza uralensis

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
Others	63 %	Epidermal growth factor receptor erbB1	P00533
EC50	1.7 nM	Estrogen receptor beta	Q92731
IC50	10 nM	Estrogen receptor beta	Q92731
IC50	395 nM	Estrogen receptor alpha	P03372
Others	105 %	Estrogen receptor beta	Q92731
IC50	10 nM	Estrogen receptor beta	Q92731
IC50	395 nM	Estrogen receptor alpha	P03372
Ki	123000 nM	Cytochrome P450 19A1	P11511
IC50	4660 nM	Estrogen receptor alpha	P03372
IC50	4660 nM	Estrogen receptor alpha	P03372
IC50	98.7 nM	Estrogen receptor beta	Q92731
IC50	98.7 nM	Estrogen receptor beta	Q92731
IC50	9.7 nM	Estrogen receptor beta	Q92731
IC50	395 nM	Estrogen receptor alpha	P03372
IC50	10 nM	Estrogen receptor beta	Q92731
IC50	395 nM	Estrogen receptor alpha	P03372
Others	71 %	Serine/threonine-protein kinase PIM1	P11309
Others	65 %	Serine/threonine-protein kinase PIM1	P11309
IC50	29.4 nM	Estrogen receptor alpha	P03372
IC50	1.3 nM	Estrogen receptor beta	Q92731
EC50	73 nM	Estrogen receptor beta	Q92731
IC50	61 nM	Estrogen receptor beta	Q92731
IC50	1973 nM	Estrogen receptor alpha	P03372
EC50	956 nM	Estrogen receptor beta	Q92731
IC50	70000 nM	Serine/threonine-protein kinase AKT	P31749
IC50	1145 nM	Estrogen receptor alpha	P03372
IC50	25 nM	Estrogen receptor beta	Q92731
IC50	2150 nM	Estrogen receptor alpha	P03372
IC50	45900 nM	Estrogen receptor beta	Q92731
IC50	9.7 nM	Estrogen receptor alpha	P03372
IC50	395 nM	Estrogen receptor beta	Q92731
IC50	9.7 nM	Estrogen receptor beta	Q92731
IC50	395 nM	Estrogen receptor alpha	P03372
EC50	810 nM	Estrogen receptor alpha	P03372
IC50	580 nM	Estrogen receptor alpha	P03372
IC50	6.8 nM	Estrogen receptor beta	Q92731
EC50	28 nM	Estrogen receptor beta	Q92731
IC50	10 nM	Estrogen-related receptor alpha	P11474
IC50	395 nM	Estrogen-related receptor beta	O95718
IC50	31000 nM	LXR-alpha	Q13133
IC50	22000 nM	LXR-beta	P55055
Kd	39810.72 nM	Testis-specific androgen-binding protein	P04278
IC50	18 nM	Estrogen receptor beta	Q92731
IC50	300 nM	Estrogen receptor alpha	P03372
IC50	0.1 ug/ml	Epidermal growth factor receptor erbB1	P00533
IC50	0.7 ug/ml	Epidermal growth factor receptor erbB1	P00533
Others	25.1 %	Salivary alpha-amylase	P04745
Others	101 %	Canalicular multispecific organic anion transporter 1	Q92887
Others	16.2 %	DNA topoisomerase II alpha	P11388
Others	3.1	DNA topoisomerase II alpha	P11388
IC50	30 ug/ml	DNA topoisomerase II alpha	P11388
Others	17 %	Estradiol 17-beta-dehydrogenase 1	P14061
Others	15.7 %	Estradiol 17-beta-dehydrogenase 2	P37059
IC50	2210 nM	Estradiol 17-beta-dehydrogenase 1	P14061
IC50	16500 nM	Estradiol 17-beta-dehydrogenase 2	P37059
Ki	100000 nM	Cytochrome P450 19A1	P11511
IC50	26000 nM	Ornithine decarboxylase	P11926
Others	1400	Androgen Receptor	P10275
Others	23	Androgen Receptor	P10275
Others	10000	Androgen Receptor	P10275
Others	10000	Glucocorticoid receptor	P04150
IC50	1300000 nM	Androgen Receptor	P10275
Others	23	Glucocorticoid receptor	P04150
Others	2	Peroxisome proliferator-activated receptor gamma	P37231
Others	3.4	Peroxisome proliferator-activated receptor gamma	P37231
IC50	380000 nM	Sialidase 2	Q9Y3R4
Others	0 %	3-keto-steroid reductase	P56937
Others	0 %	3-keto-steroid reductase	P56937
Potency	15848.9 nM	Prelamin-A/C	P02545
Potency	15848.9 nM	Prelamin-A/C	P02545
Potency	12589.3 nM	Ras-related protein Rab-9A	P51151
Potency	3981.1 nM	Ras-related protein Rab-9A	P51151
Potency	28183.8 nM	Survival motor neuron protein	Q16637
Potency	22387.2 nM	Survival motor neuron protein	Q16637
Potency	25118.9 nM	Survival motor neuron protein	Q16637
Potency	1000 nM	Thyroid stimulating hormone receptor	P16473
Potency	8912.5 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	10000 nM	Cytochrome P450 2C19	P33261
Potency	19952.6 nM	Cytochrome P450 2C19	P33261
Potency	501.2 nM	Microtubule-associated protein tau	P10636
Potency	15848.9 nM	Microtubule-associated protein tau	P10636
Potency	22387.2 nM	Microtubule-associated protein tau	P10636
Potency	11220.2 nM	Microtubule-associated protein tau	P10636
Potency	15848.9 nM	Microtubule-associated protein tau	P10636
Potency	39810.7 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	5011.9 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	35481.3 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	16944.1 nM	Peripheral myelin protein 22	Q01453
Potency	25118.9 nM	Pyruvate kinase isozymes M1/M2	P14618
Potency	11220.2 nM	Prelamin-A/C	P02545
Potency	31622.8 nM	Arachidonate 15-lipoxygenase	P16050
Potency	19952.6 nM	Arachidonate 15-lipoxygenase	P16050
Potency	5011.9 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	1995.3 nM	MAP kinase ERK2	P28482
Potency	3162.3 nM	MAP kinase ERK2	P28482
Potency	25118.9 nM	Pyruvate kinase isozymes M1/M2	P14618
Potency	1000 nM	Thyroid stimulating hormone receptor	P16473
Potency	4466.8 nM	Niemann-Pick C1 protein	O15118
Potency	5804.8 nM	Niemann-Pick C1 protein	O15118
Potency	0.2 nM	Bloom syndrome protein	P54132
Potency	11220.2 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	19952.6 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	19952.6 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	25118.9 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	39810.7 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	1584.9 nM	Thrombopoietin	P40225
Potency	10000 nM	Cellular tumor antigen p53	P04637
Potency	7943.3 nM	Cellular tumor antigen p53	P04637
Potency	10000 nM	Cellular tumor antigen p53	P04637
Potency	89125.1 nM	DNA polymerase beta	P06746
Potency	0.2 nM	Bloom syndrome protein	P54132
Potency	7943.3 nM	Cytochrome P450 3A4	P08684
Potency	12589.3 nM	Cytochrome P450 3A4	P08684
Potency	1000 nM	Cytochrome P450 2C9	P11712
Potency	7943.3 nM	Cytochrome P450 3A4	P08684
Potency	1584.9 nM	Thrombopoietin	P40225
Potency	12589.3 nM	Cytochrome P450 3A4	P08684
IC50	340 nM	Aldehyde oxidase	Q06278
Potency	22387.2 nM	Beta-glucocerebrosidase	P04062
Potency	10000 nM	Beta-glucocerebrosidase	P04062
Potency	9196.2 nM	ATPase family AAA domain-containing protein 5	Q96QE3
Potency	22387.2 nM	Beta-glucocerebrosidase	P04062
Potency	15848.9 nM	Beta-glucocerebrosidase	P04062
Potency	2511.9 nM	Cellular tumor antigen p53	P04637
Potency	56234.1 nM	M-phase phosphoprotein 8	Q99549
Potency	16353.5 nM	ATPase family AAA domain-containing protein 5	Q96QE3
Potency	35481.3 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	16353.5 nM	ATPase family AAA domain-containing protein 5	Q96QE3
Potency	12990 nM	ATPase family AAA domain-containing protein 5	Q96QE3
IC50	20000 nM	Aldose reductase	P15121
Potency	14125.4 nM	Aryl hydrocarbon receptor	P35869
Potency	12589.3 nM	Aryl hydrocarbon receptor	P35869
Potency	13333.2 nM	Nuclear factor erythroid 2-related factor 2	Q16236
Potency	9688.5 nM	Nuclear factor erythroid 2-related factor 2	Q16236
Potency	12589.3 nM	Glutaminase kidney isoform, mitochondrial	O94925
Potency	35050.1 nM	Geminin	O75496
Potency	1584.9 nM	Glucagon-like peptide 1 receptor	P43220
Potency	10000 nM	Breast cancer type 1 susceptibility protein	P38398
Potency	25118.9 nM	Glucagon-like peptide 1 receptor	P43220
Others	67.9 %	Solute carrier organic anion transporter family member 2B1	O94956
Others	-5 %	Solute carrier organic anion transporter family member 1B3	Q9NPD5
Others	84.9 %	Solute carrier organic anion transporter family member 1B1	Q9Y6L6
Others	5 %	Acetylcholinesterase	P22303
EC50	19.95 nM	Estrogen receptor beta	Q92731
EC50	501.19 nM	Estrogen receptor alpha	P03372
IC50	100000 nM	Tyrosine-protein kinase SRC	P12931
IC50	58180 nM	Tyrosine-protein kinase FYN	P06241
IC50	67990 nM	Tyrosine-protein kinase BMX	P51813
IC50	25120 nM	Epidermal growth factor receptor erbB1	P00533
IC50	30000 nM	DNA (cytosine-5)-methyltransferase 1	P26358
Others	0.5 nmol/mg.min	UDP-glucuronosyltransferase 1-9	O60656
Others	0.5 nmol/mg.min	UDP-glucuronosyltransferase 1-10	Q9HAW8
IC50	98000 nM	Death-associated protein kinase 1	P53355

Genistein

Representations & DB's id

Molecular propeties

Plant sources

In vitro data