Chrysin

Representations & DB's id
ChEBI:	CHEBI:75095
ChEMBL:	CHEMBL117
PubChem:	5281607
IUPAC:	5,7-dihydroxy-2-phenylchromen-4-one
Standard InChI:	InChI=1S/C15H10O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-8,16-17H
Standard InChI Key:	RTIXKCRFFJGDFG-UHFFFAOYSA-N
SMILES:	Oc1cc(O)c2c(c1)oc(cc2=O)c1ccccc1

Molecular propeties
AlogP:	2.87
Hydrogen bonds acceptors:	4
Hydrogen bonds donors:	2
Rotatable bonds:	1
Number of rings:	3
Molecular Weight:	254.06
Topological polar surface area:	66.8
Number of aromatic rings:	3
Fsp3:	0
Number of carbons:	15

Plant sources

Part of plant	Plant name	Ref.
Plant	Gratiola officinalis
Herba	Hypericum perforatum
Plant	Prunus persica
Plant	Cotinus coggygria
Plant	Anacyclus pyrethrum

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
IC50	6000 nM	Cyclin-dependent kinase 6	Q00534
Ki	2600 nM	Cytochrome P450 19A1	P11511
Others	16 %	Serine/threonine-protein kinase PIM1	P11309
Others	32 %	Serine/threonine-protein kinase PIM1	P11309
Others	15 %	Selectin E	P16581
Others	-5.3 %	P-selectin	P16109
Others	4.3 %	Leukocyte adhesion molecule-1	P14151
IC50	8500 nM	Aldose reductase	P15121
Others	110 %	Canalicular multispecific organic anion transporter 1	Q92887
Others	16.3 %	Carbonyl reductase [NADPH] 1	P16152
IC50	670 nM	Carbonyl reductase [NADPH] 1	P16152
Ki	110 nM	Carbonyl reductase [NADPH] 1	P16152
Others	34 %	Estradiol 17-beta-dehydrogenase 1	P14061
Others	32.8 %	Estradiol 17-beta-dehydrogenase 2	P37059
Others	1.3	Peroxisome proliferator-activated receptor gamma	P37231
Others	4	Peroxisome proliferator-activated receptor gamma	P37231
Others	3.4	Peroxisome proliferator-activated receptor alpha	Q07869
Others	5.3	Peroxisome proliferator-activated receptor alpha	Q07869
IC50	890000 nM	Sialidase 2	Q9Y3R4
Others	18.57 %	Anandamide amidohydrolase	O00519
Others	6.8 %	3-keto-steroid reductase	P56937
Others	5.1 %	3-keto-steroid reductase	P56937
IC50	1 nM	Cytochrome P450 19A1	P11511
IC50	153 nM	Cytochrome P450 1A1	P04798
IC50	84 nM	Cytochrome P450 1A2	P05177
IC50	24 nM	Cytochrome P450 1B1	Q16678
IC50	50000 nM	Cytochrome P450 2D6	P10635
IC50	5225 nM	Cytochrome P450 2C9	P11712
IC50	54 nM	Cytochrome P450 1A2	P05177
IC50	50000 nM	Cytochrome P450 3A4	P08684
Potency	31622.8 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	28183.8 nM	Survival motor neuron protein	Q16637
Potency	14125.4 nM	Survival motor neuron protein	Q16637
Potency	3981.1 nM	Survival motor neuron protein	Q16637
Potency	794.3 nM	Cytochrome P450 2C19	P33261
Potency	11220.2 nM	Microtubule-associated protein tau	P10636
Potency	5623.4 nM	Microtubule-associated protein tau	P10636
Potency	17782.8 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	6309.6 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	8912.5 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	15848.9 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	1584.9 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	35481.3 nM	Microtubule-associated protein tau	P10636
Potency	35481.3 nM	Microtubule-associated protein tau	P10636
Potency	15848.9 nM	Microtubule-associated protein tau	P10636
Potency	6309.6 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	31622.8 nM	MAP kinase ERK2	P28482
Potency	17782.8 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	3981.1 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	25118.9 nM	Cellular tumor antigen p53	P04637
Potency	25118.9 nM	Cellular tumor antigen p53	P04637
Potency	31622.8 nM	Cellular tumor antigen p53	P04637
Potency	10000 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	2511.9 nM	Cytochrome P450 3A4	P08684
Potency	7943.3 nM	Cytochrome P450 3A4	P08684
Potency	3162.3 nM	Cytochrome P450 3A4	P08684
Potency	12589.3 nM	Cytochrome P450 2D6	P10635
Potency	5011.9 nM	Cytochrome P450 2C9	P11712
Potency	2511.9 nM	Cytochrome P450 3A4	P08684
Potency	7943.3 nM	Cytochrome P450 3A4	P08684
Potency	3162.3 nM	Cytochrome P450 3A4	P08684
IC50	33430 nM	Calmodulin	P62158
Others	1.03	Calmodulin	P62158
Others	15.9 %	Cytochrome P450 1A1	P04798
Others	170 pm/min/mg	UDP-glucuronosyltransferase 1-1	P22309
Others	76 pm/min/mg	UDP-glucuronosyltransferase 1-10	Q9HAW8
Others	0 pm/min/mg	UDP-glucuronosyltransferase 1A4	P22310
Others	724 pm/min/mg	UDP-glucuronosyltransferase 1-8	Q9HAW9
Others	37 pm/min/mg	UDP-glucuronosyltransferase 2B15	P54855
Ki	5490 nM	Carbonic anhydrase I	P00915
Ki	5420 nM	Carbonic anhydrase I	P00915
Ki	4380 nM	Carbonic anhydrase II	P00918
Ki	4310 nM	Carbonic anhydrase II	P00918
Ki	2650 nM	Carbonic anhydrase IX	Q16790
Ki	2710 nM	Carbonic anhydrase IX	Q16790
Ki	8960 nM	Carbonic anhydrase XII	O43570
Ki	9070 nM	Carbonic anhydrase XII	O43570
Potency	29092.9 nM	Geminin	O75496
Potency	39810.7 nM	Aryl hydrocarbon receptor	P35869
Potency	10870.7 nM	Nuclear factor erythroid 2-related factor 2	Q16236
Potency	3981.1 nM	Ataxin-2	Q99700
Potency	11220.2 nM	Breast cancer type 1 susceptibility protein	P38398
Potency	11220.2 nM	Guanine nucleotide-binding protein G(s), subunit alpha	P63092
Potency	14125.4 nM	Nuclear factor erythroid 2-related factor 2	Q16236
IC50	6000 nM	Cyclin-dependent kinase 6	Q00534
Others	4.5	Peroxisome proliferator-activated receptor delta	Q03181
Others	2.5	Peroxisome proliferator-activated receptor delta	Q03181
IC50	10000 nM	Tyrosine-protein kinase receptor FLT3	P36888
IC50	25000 nM	Cytochrome P450 2B6	P20813
IC50	25000 nM	Cytochrome P450 2A6	P11509
IC50	570 nM	Cytochrome P450 1A2	P05177
IC50	1290 nM	Cytochrome P450 1A1	P04798
IC50	25500 nM	Cyclooxygenase-2	P35354
Others	50 %	Arachidonate 5-lipoxygenase	P09917
IC50	800 nM	Cytochrome P450 19A1	P11511
IC50	300000 nM	Death-associated protein kinase 1	P53355
IC50	500 nM	Cytochrome P450 19A1	P11511
Ki	10000 nM	Carbonic anhydrase II	P00918
Ki	10000 nM	Carbonic anhydrase I	P00915
Ki	537.75 nM	Carbonic anhydrase IV	P22748
Ki	171.41 nM	Carbonic anhydrase VII	P43166
Ki	34.7 nM	Carbonic anhydrase XII	O43570
Others	96.7 %	Isocitrate dehydrogenase [NADP] cytoplasmic	O75874
Others	97.6 %	Isocitrate dehydrogenase [NADP] cytoplasmic	O75874

Chrysin

Representations & DB's id

Molecular propeties

Plant sources

In vitro data