acompound

Showing entry for Silibinin

General Compound Information
BXGC Id	BXGC0001789
Compound Name	Silibinin
Structure
Formula	C25H22O10
InchiKey	SEBFKMXJBCUCAI-UHFFFAOYSA-N
SMILES	COC1=C(O)C=CC(=C1)C1OC2=C(OC1CO)C=CC(=C2)C1OC2=CC(O)=CC(O)=C2C(=O)C1O
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
IUPAC	3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one
Molecular Weight	482.44
Pubchem Id	5213
Chembl Id	CHEMBL1401508

Targets of Information Source

DrugBank

n.a

Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Groups	Target Type
Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Groups	Target Type

PDB

n.a

Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Ki nM	ic50 nM	Kd nM	Ka M-1
Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Ki nM	ic50 nM	Kd nM	Ka M-1

Binding DB

50218276

Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Ki nM	ic50 nM	Kd nM	EC50 nM
Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Ki nM	ic50 nM	Kd nM	EC50 nM
reviewed	BXGT008651	ATP-dependent translocase ABCB1	reviewed		Abcb1a	-	-	6800	-

CHEMBL

CHEMBL1401508

Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	width="10%">Type	Relation	value	Units
Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Type	Relation	value	Units
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Km	'='	63000	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Potency	-	39810	nM
Q16665	BXGT013653	Hypoxia-inducible factor 1-alpha	reviewed	Transcription factor	HIF1A	Potency	'='	12589	nM
Q03181	BXGT012701	Peroxisome proliferator-activated receptor delta	reviewed	Nuclear receptor	PPARD	Potency	-	28183	nM
P11712	BXGT007738	Cytochrome P450 2C9	reviewed	-	CYP2C9	Kinact	'='	0	min-1
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	-	29092	nM
P25094	BXGT009014	Peripheral myelin protein 22	reviewed	-	Pmp22	Potency	-	20314	nM
P08684	BXGT006812	Cytochrome P450 3A4	reviewed	Enzyme	CYP3A4	Ki	'='	132000	nM
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	FC	'='	80	-
P00734	BXGT005630	Prothrombin	reviewed	Enzyme	F2	Kd	'='	18600	nM
P16050	BXGT008184	Arachidonate 15-lipoxygenase	reviewed	Enzyme	ALOX15	Potency	'='	39810	nM
Q9UNQ0	BXGT021792	ATP-binding cassette sub-family G member 2	reviewed	Transporter	ABCG2	Activity	-	-	-
Q9NPD5	BXGT021151	Solute carrier organic anion transporter family member 1B3	reviewed	Transporter	SLCO1B3	Ki	'='	3270	nM
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	-	20596	nM
P02545	BXGT005889	Prelamin-A/C	reviewed	-	LMNA	Potency	'='	17	nM
P22985	BXGT008824	Xanthine dehydrogenase/oxidase	reviewed	-	Xdh	Inhibition	-	-	-
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Activity	'='	160	nM/s
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Activity	'='	150	nM/s
P11712	BXGT007738	Cytochrome P450 2C9	reviewed	-	CYP2C9	Ki	'='	5000	nM
P08238	BXGT006753	Heat shock protein HSP 90-beta	reviewed	Chaperone	HSP90AB1	Inhibition	-	-	-
P07900	BXGT006696	Heat shock protein HSP 90-alpha	reviewed	Chaperone	HSP90AA1	Inhibition	-	-	-
P20815	BXGT008604	Cytochrome P450 3A5	reviewed	Enzyme	CYP3A5	Inhibition	-	-	-
P08684	BXGT006812	Cytochrome P450 3A4	reviewed	Enzyme	CYP3A4	Inhibition	-	-	-
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Kcat	'='	6	/s
Q9Y2D0	BXGT022229	Carbonic anhydrase 5B, mitochondrial	reviewed	-	CA5B	Ki	'='	4560	nM
P08684	BXGT006812	Cytochrome P450 3A4	reviewed	Enzyme	CYP3A4	Potency	'='	10000	nM
P08289	BXGT006760	Alkaline phosphatase, tissue-nonspecific isozyme	reviewed	-	Alpl	Protection	'='	47	%
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Kcat/Km	'='	0	/uM/s
P15917	BXGT008169	Lethal factor	reviewed	-	lef	Potency	'='	31622	nM
O42275	BXGT004559	Acetylcholinesterase	reviewed	-	ache	Inhibition	'='	5	%
P27695	BXGT009199	DNA-(apurinic or apyrimidinic site) lyase	reviewed	-	APEX1	Potency	-	1258	nM
Q16790	BXGT013670	Carbonic anhydrase 9	reviewed	-	CA9	Ki	'='	10150	nM
P10636	BXGT007596	Microtubule-associated protein tau	reviewed	-	MAPT	Potency	'='	22387	nM
O94956	BXGT005343	Solute carrier organic anion transporter family member 2B1	reviewed	Transporter	SLCO2B1	Inhibition	-	-	-
P25409	BXGT009043	Alanine aminotransferase 1	reviewed	-	Gpt	Protection	'='	47	%
P10253	BXGT007550	Lysosomal alpha-glucosidase	reviewed	Enzyme	GAA	Potency	'='	35481	nM
P22985	BXGT008824	Xanthine dehydrogenase/oxidase	reviewed	-	Xdh	IC50	'='	80300	nM
P00734	BXGT005630	Prothrombin	reviewed	Enzyme	F2	Inhibition	-	-	-
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Km	'='	126000	nM
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Kcat/Km	'='	0	/uM/s
P21447	BXGT008651	ATP-dependent translocase ABCB1	reviewed	-	Abcb1a	Kd	'='	6800	nM
P84022	BXGT012027	Mothers against decapentaplegic homolog 3	reviewed	Transcription factor	SMAD3	Potency	-	5623	nM
P25779	BXGT009067	Cruzipain	reviewed	-		Potency	'='	25118	nM
P19793	BXGT008515	Retinoic acid receptor RXR-alpha	reviewed	Nuclear receptor	RXRA	Potency	-	31622	nM
P37231	BXGT009972	Peroxisome proliferator-activated receptor gamma	reviewed	Nuclear receptor	PPARG	Potency	-	50118	nM
P00734	BXGT005630	Prothrombin	reviewed	Enzyme	F2	Ka	'='	5	10'4/M
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	-	12995	nM
Q99714	BXGT019954	3-hydroxyacyl-CoA dehydrogenase type-2	reviewed	Enzyme	HSD17B10	Potency	'='	31622	nM
P08183	BXGT006741	ATP-dependent translocase ABCB1	reviewed	Transporter	ABCB1	Activity	-	-	-
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Activity	'='	140	nM/s
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Activity	'='	120	nM/s
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Inhibition	'='	50	%
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Km	'='	2800	nM
P00915	BXGT005689	Carbonic anhydrase 1	reviewed	-	CA1	Ki	'='	1490	nM
P43166	BXGT010364	Carbonic anhydrase 7	reviewed	-	CA7	Ki	'='	4710	nM
P08684	BXGT006812	Cytochrome P450 3A4	reviewed	Enzyme	CYP3A4	Potency	'='	12589	nM
P16050	BXGT008184	Arachidonate 15-lipoxygenase	reviewed	Enzyme	ALOX15	Potency	'='	25118	nM
Q9NPD5	BXGT021151	Solute carrier organic anion transporter family member 1B3	reviewed	Transporter	SLCO1B3	IC50	'='	2700	nM
O42713	BXGT004563	Polyphenol oxidase 2	reviewed	-	PPO2	Inhibition	'='	10	%
P04062	BXGT006140	Lysosomal acid glucosylceramidase	reviewed	-	GBA	Potency	-	25118	nM
O42713	BXGT004563	Polyphenol oxidase 2	reviewed	-	PPO2	Inhibition	'='	8	%
O42713	BXGT004563	Polyphenol oxidase 2	reviewed	-	PPO2	Inhibition	'='	24	%
P07451	BXGT006627	Carbonic anhydrase 3	reviewed	-	CA3	Ki	'='	6430	nM
P35218	BXGT009796	Carbonic anhydrase 5A, mitochondrial	reviewed	-	CA5A	Ki	'='	4080	nM
P04637	BXGT006243	Cellular tumor antigen p53	reviewed	Transcription factor	TP53	Potency	'='	15848	nM
O43570	BXGT004601	Carbonic anhydrase 12	reviewed	-	CA12	Ki	'='	9050	nM
Q99N23	BXGT019994	Carbonic anhydrase 15	reviewed	-	Ca15	Ki	'='	650	nM
P25779	BXGT009067	Cruzipain	reviewed	-		Potency	'='	31622	nM
Q63844	BXGT016080	Mitogen-activated protein kinase 3	reviewed	-	Mapk3	Inhibition	-	-	-
P63085	BXGT011493	Mitogen-activated protein kinase 1	reviewed	-	Mapk1	Inhibition	-	-	-
O94925	BXGT005342	Glutaminase kidney isoform, mitochondrial	reviewed	Enzyme	GLS	Potency	-	35481	nM
P16473	BXGT008234	Thyrotropin receptor	reviewed	G-protein coupled receptor	TSHR	Potency	'='	2511	nM
Q9Y6L6	BXGT022334	Solute carrier organic anion transporter family member 1B1	reviewed	Transporter	SLCO1B1	Inhibition	-	-	-
O94956	BXGT005343	Solute carrier organic anion transporter family member 2B1	reviewed	Transporter	SLCO2B1	IC50	'='	4500	nM
Q9Y6L6	BXGT022334	Solute carrier organic anion transporter family member 1B1	reviewed	Transporter	SLCO1B1	Inhibition	'='	54	%
P22748	BXGT008802	Carbonic anhydrase 4	reviewed	-	CA4	Ki	'='	8960	nM
Q9ULX7	BXGT021769	Carbonic anhydrase 14	reviewed	-	CA14	Ki	'='	11640	nM
Q9NPD5	BXGT021151	Solute carrier organic anion transporter family member 1B3	reviewed	Transporter	SLCO1B3	Inhibition	'='	46	%
Q9NPD5	BXGT021151	Solute carrier organic anion transporter family member 1B3	reviewed	Transporter	SLCO1B3	IC50	'='	4265	nM
P37231	BXGT009972	Peroxisome proliferator-activated receptor gamma	reviewed	Nuclear receptor	PPARG	Activity	-	-	-
Q03181	BXGT012701	Peroxisome proliferator-activated receptor delta	reviewed	Nuclear receptor	PPARD	Potency	-	39810	nM
P03372	BXGT006059	Estrogen receptor	reviewed	Nuclear receptor	ESR1	Potency	-	39810	nM
O75496	BXGT005132	Geminin	reviewed	-	GMNN	Potency	-	206	nM
O42713	BXGT004563	Polyphenol oxidase 2	reviewed	-	PPO2	Inhibition	'='	15	%
P15428	BXGT008121	15-hydroxyprostaglandin dehydrogenase [NAD(+)]	reviewed	-	HPGD	Potency	'='	15848	nM
P00918	BXGT005690	Carbonic anhydrase 2	reviewed	-	CA2	Ki	'='	2510	nM
Q8N1Q1	BXGT018499	Carbonic anhydrase 13	reviewed	-	CA13	Ki	'='	4820	nM
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	'='	1995	nM
O42275	BXGT004559	Acetylcholinesterase	reviewed	-	ache	Inhibition	'='	-11	%
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Kcat	'='	5	/s
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Kcat/Km	'='	0	/uM/s
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Kcat/Km	'='	0	/uM/s
O42713	BXGT004563	Polyphenol oxidase 2	reviewed	-	PPO2	Inhibition	'='	27	%
P11500	BXGT007715	Heat shock protein HSP 90 (Fragments)	reviewed	-		Inhibition	-	-	-
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Inhibition	'='	20	%
Q9Y6L6	BXGT022334	Solute carrier organic anion transporter family member 1B1	reviewed	Transporter	SLCO1B1	IC50	'='	9700	nM
Q16236	BXGT013624	Nuclear factor erythroid 2-related factor 2	reviewed	Enzyme	NFE2L2	Potency	-	74978	nM
P00749	BXGT005641	Urokinase-type plasminogen activator	reviewed	Enzyme	PLAU	IC50	'='	21000	nM
Q03431	BXGT012714	Parathyroid hormone/parathyroid hormone-related peptide receptor	reviewed	G-protein coupled receptor	PTH1R	Potency	-	50118	nM
P04062	BXGT006140	Lysosomal acid glucosylceramidase	reviewed	-	GBA	Potency	-	28183	nM
P23280	BXGT008844	Carbonic anhydrase 6	reviewed	-	CA6	Ki	'='	9700	nM
Q9Y6L6	BXGT022334	Solute carrier organic anion transporter family member 1B1	reviewed	Transporter	SLCO1B1	Ki	'='	3370	nM
P00734	BXGT005630	Prothrombin	reviewed	Enzyme	F2	IC50	'='	20900	nM
P25779	BXGT009067	Cruzipain	reviewed	-		Potency	'='	28183	nM
P33527	BXGT009728	Multidrug resistance-associated protein 1	reviewed	Transporter	ABCC1	Activity	'='	305	%
O42713	BXGT004563	Polyphenol oxidase 2	reviewed	-	PPO2	Inhibition	-	-	-
P08684	BXGT006812	Cytochrome P450 3A4	reviewed	Enzyme	CYP3A4	Ki	'='	32000	nM
P08684	BXGT006812	Cytochrome P450 3A4	reviewed	Enzyme	CYP3A4	Kinact	'='	0	min-1
P00734	BXGT005630	Prothrombin	reviewed	Enzyme	F2	Inhibition	'='	43	%
P33527	BXGT009728	Multidrug resistance-associated protein 1	reviewed	Transporter	ABCC1	Activity	'='	329	%
P81908	BXGT011959	Cholinesterase	reviewed	-	BCHE	Inhibition	'='	3	%
P81908	BXGT011959	Cholinesterase	reviewed	-	BCHE	Inhibition	'='	-15	%
P81908	BXGT011959	Cholinesterase	reviewed	-	BCHE	Inhibition	'='	-7	%
Q9UIF8	BXGT021718	Bromodomain adjacent to zinc finger domain protein 2B	reviewed	-	BAZ2B	Potency	-	89125	nM
O42275	BXGT004559	Acetylcholinesterase	reviewed	-	ache	Inhibition	'='	7	%
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Potency	-	89125	nM
P00352	BXGT005510	Retinal dehydrogenase 1	reviewed	Enzyme	ALDH1A1	Potency	'='	14125	nM
P10828	BXGT007624	Thyroid hormone receptor beta	reviewed	Nuclear receptor	THRB	Potency	-	125892	nM
Q9UNA4	BXGT021785	DNA polymerase iota	reviewed	-	POLI	Potency	-	15848	nM
O75496	BXGT005132	Geminin	reviewed	-	GMNN	Potency	-	25929	nM
P10275	BXGT007552	Androgen receptor	reviewed	Nuclear receptor	AR	Potency	-	15848	nM
P63092	BXGT011495	Guanine nucleotide-binding protein G(s) subunit alpha isoforms short	reviewed	-	GNAS	Potency	-	35481	nM
P11712	BXGT007738	Cytochrome P450 2C9	reviewed	-	CYP2C9	Inhibition	-	-	-
P10145	BXGT007542	Interleukin-8	reviewed	Signaling	CXCL8	Potency	-	66824	nM
Q9R1A7	BXGT021413	Nuclear receptor subfamily 1 group I member 2	reviewed	-	Nr1i2	Potency	-	70794	nM
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Kcat	'='	13	/s
Q96KQ7	BXGT019687	Histone-lysine N-methyltransferase EHMT2	reviewed	Epigenetic regulator	EHMT2	Potency	-	50118	nM
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	-	16788	nM
Q92887	BXGT019389	Canalicular multispecific organic anion transporter 1	reviewed	Transporter	ABCC2	Activity	'='	14	%
Q9Y6L6	BXGT022334	Solute carrier organic anion transporter family member 1B1	reviewed	Transporter	SLCO1B1	IC50	'='	6165	nM
P00734	BXGT005630	Prothrombin	reviewed	Enzyme	F2	IC50	'='	25000	nM
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Kcat	'='	4	/s
P80457	BXGT011911	Xanthine dehydrogenase/oxidase	reviewed	-	XDH	Km	'='	30000	nM
Q9NPD5	BXGT021151	Solute carrier organic anion transporter family member 1B3	reviewed	Transporter	SLCO1B3	Inhibition	-	-	-
P51449	BXGT010846	Nuclear receptor ROR-gamma	reviewed	Nuclear receptor	RORC	Potency	-	18833	nM
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	-	33498	nM
P47989	BXGT010602	Xanthine dehydrogenase/oxidase	reviewed	Enzyme	XDH	Activity	'='	42	%
P00734	BXGT005630	Prothrombin	reviewed	Enzyme	F2	RU	'='	1424	-
P35030	BXGT009784	Trypsin-3	reviewed	Enzyme	PRSS3	IC50	'='	3700	nM
P07478	BXGT006630	Trypsin-2	reviewed	Enzyme	PRSS2	IC50	'='	3700	nM
P07477	BXGT006629	Trypsin-1	reviewed	Enzyme	PRSS1	IC50	'='	3700	nM
P17405	BXGT008304	Sphingomyelin phosphodiesterase	reviewed	Enzyme	SMPD1	Potency	-	100000	nM
P08684	BXGT006812	Cytochrome P450 3A4	reviewed	Enzyme	CYP3A4	Kinact	'='	0	min-1

Foods containing the compound

Foods

BXGF Id	Food Name	Scientific Name	Food Group
BXGF Id	Food Name	Scientific Name	Food Group
BXGF00813	Coffee and coffee products		Coffee and coffee products
BXGF00824	Green vegetables		Vegetables
BXGF02567	Lycium chinense	Lycium chinense	Medicinal Plant
BXGF03247	Anastatica hierochuntica	Anastatica hierochuntica	Medicinal Plant
BXGF05504	Silybum marianum	Silybum marianum	Medicinal Plant

The compound-realted diseases

Diseases

BXGD Id	Disease Name	CUI Disease Id	Disease Class Name	Number of targets^{?Number of targets related to compound connecting disease, higher numbers indicate the compound is more associated with the disease}