Silibinin

Representations & DB's id
ChEBI:	None
ChEMBL:	CHEMBL1401508
PubChem:	5213
IUPAC:	3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
Standard InChI:	InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3
Standard InChI Key:	SEBFKMXJBCUCAI-UHFFFAOYSA-N
SMILES:	OCC1Oc2ccc(cc2OC1c1ccc(c(c1)OC)O)C1Oc2cc(O)cc(c2C(=O)C1O)O

Molecular propeties
AlogP:	2.36
Hydrogen bonds acceptors:	10
Hydrogen bonds donors:	5
Rotatable bonds:	4
Number of rings:	5
Molecular Weight:	482.12
Topological polar surface area:	155
Number of aromatic rings:	3
Fsp3:	0.24
Number of carbons:	25

Plant sources

Part of plant	Plant name	Ref.
Plant	Silybum marianum

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
Others	14 %	Canalicular multispecific organic anion transporter 1	Q92887
Ki	1490 nM	Carbonic anhydrase I	P00915
Ki	2510 nM	Carbonic anhydrase II	P00918
Ki	6430 nM	Carbonic anhydrase III	P07451
Ki	8960 nM	Carbonic anhydrase IV	P22748
Ki	4080 nM	Carbonic anhydrase VA	P35218
Ki	4560 nM	Carbonic anhydrase VB	Q9Y2D0
Ki	9700 nM	Carbonic anhydrase VI	P23280
Ki	4710 nM	Carbonic anhydrase VII	P43166
Ki	10150 nM	Carbonic anhydrase IX	Q16790
Ki	9050 nM	Carbonic anhydrase XII	O43570
Ki	4820 nM	Carbonic anhydrase XIII	Q8N1Q1
Ki	11640 nM	Carbonic anhydrase XIV	Q9ULX7
Potency	17.8 nM	Prelamin-A/C	P02545
Potency	31622.8 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	1995.3 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	2511.9 nM	Thyroid stimulating hormone receptor	P16473
Potency	22387.2 nM	Microtubule-associated protein tau	P10636
Potency	12589.3 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	14125.4 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	39810.7 nM	Arachidonate 15-lipoxygenase	P16050
Potency	25118.9 nM	Arachidonate 15-lipoxygenase	P16050
Potency	12589.3 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	2511.9 nM	Thyroid stimulating hormone receptor	P16473
Potency	15848.9 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	31622.8 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	15848.9 nM	Cellular tumor antigen p53	P04637
Potency	35481.3 nM	Lysosomal alpha-glucosidase	P10253
Potency	10000 nM	Cytochrome P450 3A4	P08684
Potency	12589.3 nM	Cytochrome P450 3A4	P08684
Potency	10000 nM	Cytochrome P450 3A4	P08684
Potency	12589.3 nM	Cytochrome P450 3A4	P08684
Potency	25118.9 nM	Beta-glucocerebrosidase	P04062
Potency	28183.8 nM	Beta-glucocerebrosidase	P04062
Potency	50118.7 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	89125.1 nM	Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8
Ki	5000 nM	Cytochrome P450 2C9	P11712
Ki	32000 nM	Cytochrome P450 3A4	P08684
Ki	132000 nM	Cytochrome P450 3A4	P08684
Potency	25929 nM	Geminin	O75496
Potency	74978 nM	Nuclear factor erythroid 2-related factor 2	Q16236
Potency	35481.3 nM	Glutaminase kidney isoform, mitochondrial	O94925
Potency	206 nM	Geminin	O75496
Potency	66824.2 nM	Interleukin-8	P10145
Potency	18833.6 nM	Nuclear receptor ROR-gamma	P51449
IC50	21000 nM	Urokinase-type plasminogen activator	P00749
IC50	20900 nM	Thrombin	P00734
Kd	18600 nM	Thrombin	P00734
Others	43 %	Thrombin	P00734
IC50	25000 nM	Thrombin	P00734
Others	42.4 %	Xanthine dehydrogenase	P47989
IC50	9700 nM	Solute carrier organic anion transporter family member 1B1	Q9Y6L6
IC50	2700 nM	Solute carrier organic anion transporter family member 1B3	Q9NPD5
IC50	4500 nM	Solute carrier organic anion transporter family member 2B1	O94956

Silibinin

Representations & DB's id

Molecular propeties

Plant sources

In vitro data