acompound

Showing entry for Lithocholic Acid

General Compound Information
BXGC Id	BXGC0037407
Compound Name	Lithocholic Acid
Structure
Formula	C24H40O3
InchiKey	SMEROWZSTRWXGI-HVATVPOCSA-N
SMILES	O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)C
Inchi	InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1
IUPAC	(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
Molecular Weight	376.3
Pubchem Id	9903
Chembl Id	CHEMBL1478

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

4OA

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
Q06520	BXGT012880	Bile salt sulfotransferase	reviewed	SULT2A1	-	-	-	-	-
P13053	BXGT007878	Vitamin D3 receptor	reviewed	Vdr	-	-	-	-	-
Q9PTN2	BXGT021351	Vitamin D3 receptor A	reviewed	vdra	-	-	-	330	-
Q80J94	BXGT017277	Capsid protein	unreviewed		-	-	-	-	-

Binding DB

50236238

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	BXGT020426	Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1	reviewed		CTDSP1	-	4823	-	-
reviewed	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	-	18	-	-
reviewed	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	-	-	330	-
reviewed	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	-	-	9520	-
reviewed	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	-	-	18870	-
reviewed	BXGT009331	Ephrin type-A receptor 2	reviewed	Kinase	EPHA2	-	50000	-	-
reviewed	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	-	-	-	680
reviewed	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	-	-	-	>50000
reviewed	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	-	13600	-	-
reviewed	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	-	-	-	2140
reviewed	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	-	46700	-	-
reviewed	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	-	-	-	580
reviewed	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	-	-	-	20000
reviewed	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	-	-	-	5600
reviewed	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	-	-	-	6700
reviewed	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	-	-	-	5000
reviewed	BXGT008330	Tyrosine-protein phosphatase non-receptor type 2	reviewed		PTPN2	-	20450	-	-
reviewed	BXGT008369	Tyrosine-protein phosphatase non-receptor type 1	reviewed		PTPN1	-	12740	-	-
reviewed	BXGT009331	Ephrin type-A receptor 2	reviewed	Kinase	EPHA2	-	57544	-	-
reviewed	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	-	-	-	730

CHEMBL

CHEMBL1478

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
Q9UBT6	BXGT021664	DNA polymerase kappa	reviewed	-	POLK	Potency	-	39810	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	EC50	'='	2140	nM
P29317	BXGT009331	Ephrin type-A receptor 2	reviewed	Kinase	EPHA2	IC50	'='	57543	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Inhibition	'='	82	%
O75469	BXGT005128	Nuclear receptor subfamily 1 group I member 2	reviewed	Nuclear receptor	NR1I2	max activation	'='	19	%
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Efficacy	'='	30	%
Q8TDU6	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	Activity	-	-	-
P06133	BXGT006414	UDP-glucuronosyltransferase 2B4	reviewed	-	UGT2B4	Activity	'='	0	pm/min/mg
P10636	BXGT007596	Microtubule-associated protein tau	reviewed	-	MAPT	Potency	'='	14125	nM
Q99714	BXGT019954	3-hydroxyacyl-CoA dehydrogenase type-2	reviewed	Enzyme	HSD17B10	Potency	'='	39810	nM
Q8TDU6	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	EC50	'='	580	nM
Q9HAW8	BXGT020509	UDP-glucuronosyltransferase 1-10	reviewed	-	UGT1A10	Activity	'='	0	pm/min/mg
P19838	BXGT008526	Nuclear factor NF-kappa-B p105 subunit	reviewed	Transcription factor	NFKB1	Potency	-	50118	nM
Q03181	BXGT012701	Peroxisome proliferator-activated receptor delta	reviewed	Nuclear receptor	PPARD	Potency	-	39810	nM
Q8TDU6	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	Efficacy	'='	101	%
Q14973	BXGT013515	Sodium/bile acid cotransporter	reviewed	Transporter	SLC10A1	Activity	'='	63	%
Q12809	BXGT013267	Potassium voltage-gated channel subfamily H member 2	reviewed	Ion channel	KCNH2	Potency	-	50118	nM
P37231	BXGT009972	Peroxisome proliferator-activated receptor gamma	reviewed	Nuclear receptor	PPARG	Potency	-	17782	nM
P38398	BXGT010037	Breast cancer type 1 susceptibility protein	reviewed	Enzyme	BRCA1	Potency	'='	39810	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Potency	-	44668	nM
P19793	BXGT008515	Retinoic acid receptor RXR-alpha	reviewed	Nuclear receptor	RXRA	Potency	-	28183	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	IC50	-	-	-
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	'='	44668	nM
O75164	BXGT005104	Lysine-specific demethylase 4A	reviewed	-	KDM4A	Potency	-	79432	nM
O08705	BXGT004035	Sodium/bile acid cotransporter	reviewed	-	Slc10a1	Activity	-	-	-
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Fold change	'='	26	-
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Activity	-	-	-
Q9F4F7	BXGT020344	4'-phosphopantetheinyl transferase ffp	reviewed	-	ffp	Potency	'='	28183	nM
Q16665	BXGT013653	Hypoxia-inducible factor 1-alpha	reviewed	Transcription factor	HIF1A	Potency	'='	50118	nM
O97447	BXGT005436	Putative fructose-1,6-bisphosphate aldolase	unreviewed	-	ald	Potency	'='	15811	nM
P37840	BXGT010015	Alpha-synuclein	reviewed	Transporter	SNCA	Potency	-	5011	nM
P10828	BXGT007624	Thyroid hormone receptor beta	reviewed	Nuclear receptor	THRB	Potency	-	50118	nM
P10828	BXGT007624	Thyroid hormone receptor beta	reviewed	Nuclear receptor	THRB	Potency	-	22387	nM
Q16236	BXGT013624	Nuclear factor erythroid 2-related factor 2	reviewed	Enzyme	NFE2L2	Potency	-	68589	nM
P37231	BXGT009972	Peroxisome proliferator-activated receptor gamma	reviewed	Nuclear receptor	PPARG	Potency	-	39810	nM
P37231	BXGT009972	Peroxisome proliferator-activated receptor gamma	reviewed	Nuclear receptor	PPARG	Potency	-	44668	nM
P03372	BXGT006059	Estrogen receptor	reviewed	Nuclear receptor	ESR1	Potency	-	35481	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Potency	-	22387	nM
Q8TDU6	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	EC50	'='	5000	nM
Q9UNA4	BXGT021785	DNA polymerase iota	reviewed	-	POLI	Potency	-	794	nM
P03372	BXGT006059	Estrogen receptor	reviewed	Nuclear receptor	ESR1	Potency	-	25118	nM
P04150	BXGT006154	Glucocorticoid receptor	reviewed	Nuclear receptor	NR3C1	Potency	-	44668	nM
Q8TDU6	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	Efficacy	'='	100	%
Q03181	BXGT012701	Peroxisome proliferator-activated receptor delta	reviewed	Nuclear receptor	PPARD	Potency	-	35481	nM
O75795	BXGT005152	UDP-glucuronosyltransferase 2B17	reviewed	-	UGT2B17	Activity	'='	0	pm/min/mg
P04150	BXGT006154	Glucocorticoid receptor	reviewed	Nuclear receptor	NR3C1	Potency	-	39810	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Fold change	'='	2	-
O75469	BXGT005128	Nuclear receptor subfamily 1 group I member 2	reviewed	Nuclear receptor	NR1I2	Activity	-	-	-
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	IC50	'='	46700	nM
P39748	BXGT010134	Flap endonuclease 1	reviewed	Enzyme	FEN1	Potency	-	28183	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Potency	-	44668	nM
P08684	BXGT006812	Cytochrome P450 3A4	reviewed	Enzyme	CYP3A4	Potency	'='	31622	nM
P54132	BXGT011032	Bloom syndrome protein	reviewed	-	BLM	Potency	'='	39810	nM
P19793	BXGT008515	Retinoic acid receptor RXR-alpha	reviewed	Nuclear receptor	RXRA	Potency	-	44668	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Activity	-	-	-
O15439	BXGT004169	Multidrug resistance-associated protein 4	reviewed	Transporter	ABCC4	Activity	'='	68	%
P04637	BXGT006243	Cellular tumor antigen p53	reviewed	Transcription factor	TP53	Potency	-	35481	nM
B2RX12	BXGT002004	Canalicular multispecific organic anion transporter 2	reviewed	-	Abcc3	Activity	-	-	-
Q9Y6L6	BXGT022334	Solute carrier organic anion transporter family member 1B1	reviewed	Transporter	SLCO1B1	Inhibition	'='	6	%
Q8TDU6	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	EC50	'='	680	nM
P17706	BXGT008330	Tyrosine-protein phosphatase non-receptor type 2	reviewed	-	PTPN2	IC50	'='	20450	nM
P51449	BXGT010846	Nuclear receptor ROR-gamma	reviewed	Nuclear receptor	RORC	Potency	-	74978	nM
Q8TDU6	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	EC50	'='	5600	nM
O15296	BXGT004148	Arachidonate 15-lipoxygenase B	reviewed	Enzyme	ALOX15B	Potency	-	22387	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Kd	'='	330	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Kd	'='	18870	nM
Q9EP96	BXGT020287	Solute carrier organic anion transporter family member 1A4	reviewed	-	Slco1a4	Activity	-	-	-
Q16236	BXGT013624	Nuclear factor erythroid 2-related factor 2	reviewed	Enzyme	NFE2L2	Potency	-	19331	nM
Q11201	BXGT013217	CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 1	reviewed	-	ST3GAL1	IC50	'='	21000	nM
Q92830	BXGT019379	Histone acetyltransferase KAT2A	reviewed	-	KAT2A	Potency	-	25118	nM
P28482	BXGT009263	Mitogen-activated protein kinase 1	reviewed	Kinase	MAPK1	Potency	'='	39810	nM
P16473	BXGT008234	Thyrotropin receptor	reviewed	G-protein coupled receptor	TSHR	Potency	'='	39810	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Potency	-	39810	nM
O75496	BXGT005132	Geminin	reviewed	-	GMNN	Potency	-	10322	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Inhibition	-	-	-
Q9GZU7	BXGT020426	Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1	reviewed	-	CTDSP1	IC50	'='	4823	nM
P70172	BXGT011659	Ileal sodium/bile acid cotransporter	reviewed	-	Slc10a2	Activity	-	-	-
Q9HAW9	BXGT020510	UDP-glucuronosyltransferase 1-8	reviewed	-	UGT1A8	Activity	'='	11	pm/min/mg
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	IC50	-	-	-
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Potency	-	39810	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Activity	'='	48	%
Q8TDU6	BXGT018814	G-protein coupled bile acid receptor 1	reviewed	G-protein coupled receptor	GPBAR1	EC50	'='	730	nM
O15151	BXGT004132	Protein Mdm4	reviewed	Nucleic acid binding	MDM4	Kd	'='	15000	nM
P04637	BXGT006243	Cellular tumor antigen p53	reviewed	Transcription factor	TP53	Kd	'='	15000	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Potency	-	12589	nM
P03070	BXGT006016	Large T antigen	reviewed	-		IC50	-	26100	nM
P54855	BXGT011088	UDP-glucuronosyltransferase 2B15	reviewed	-	UGT2B15	Activity	'='	0	pm/min/mg
Q03181	BXGT012701	Peroxisome proliferator-activated receptor delta	reviewed	Nuclear receptor	PPARD	Potency	-	44668	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Activity	'='	6	%
P53350	BXGT010984	Serine/threonine-protein kinase PLK1	reviewed	Kinase	PLK1	Potency	-	21192	nM
P18031	BXGT008369	Tyrosine-protein phosphatase non-receptor type 1	reviewed	-	PTPN1	IC50	'='	12740	nM
P10145	BXGT007542	Interleukin-8	reviewed	Signaling	CXCL8	Potency	-	74978	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	EC50	'>'	50000	nM
O75469	BXGT005128	Nuclear receptor subfamily 1 group I member 2	reviewed	Nuclear receptor	NR1I2	EC50	-	-	-
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Kd	'='	9520	nM
P04637	BXGT006243	Cellular tumor antigen p53	reviewed	Transcription factor	TP53	Potency	-	31622	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Potency	-	10000	nM
Q16236	BXGT013624	Nuclear factor erythroid 2-related factor 2	reviewed	Enzyme	NFE2L2	Potency	-	26603	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Potency	-	17782	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Efficacy	'='	39	%
O95398	BXGT005378	Rap guanine nucleotide exchange factor 3	reviewed	Enzyme modulator	RAPGEF3	Potency	-	50118	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	EC50	'='	20000	nM
P55210	BXGT011110	Caspase-7	reviewed	Enzyme	CASP7	Potency	'='	12589	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	EC50	'='	6700	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	IC50	'='	13600	nM
Q9NPD5	BXGT021151	Solute carrier organic anion transporter family member 1B3	reviewed	Transporter	SLCO1B3	Inhibition	'='	60	%
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	IC50	'='	18	nM
P29317	BXGT009331	Ephrin type-A receptor 2	reviewed	Kinase	EPHA2	IC50	'='	50000	nM
Q9PTN2	BXGT021351	Vitamin D3 receptor A	reviewed	-	vdra	Activity	-	-	-
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	Inhibition	'='	16	%
P27695	BXGT009199	DNA-(apurinic or apyrimidinic site) lyase	reviewed	-	APEX1	Potency	-	39810	nM
Q03145	BXGT012696	Ephrin type-A receptor 2	reviewed	-	Epha2	IC50	'='	79000	nM
P11473	BXGT007709	Vitamin D3 receptor	reviewed	Nuclear receptor	VDR	Potency	-	22387	nM
Q03145	BXGT012696	Ephrin type-A receptor 2	reviewed	-	Epha2	IC50	'='	57000	nM
Q96RI1	BXGT019727	Bile acid receptor	reviewed	Nuclear receptor	NR1H4	EC50	'>'	100000	nM

Foods containing the compound

Foods

BXGF Id	Food Name	Scientific Name	Food Group
BXGF Id	Food Name	Scientific Name	Food Group
BXGF02791	Cephalotaxus fortunei	Cephalotaxus fortunei	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}