Zhang Lab

University of Michigan

Home Research COVID-19 Services Publications People Teaching Job Opening News Forum Lab Only

Online Services

●I-TASSER ●I-TASSER-MTD ●C-I-TASSER ●CR-I-TASSER ●QUARK ●C-QUARK ●LOMETS ●MUSTER ●CEthreader ●SEGMER ●DeepFold ●DeepFoldRNA ●FoldDesign ●COFACTOR ●COACH ●MetaGO ●TripletGO ●IonCom ●FG-MD ●ModRefiner ●REMO ●DEMO ●DEMO-EM ●DMFold ●SPRING ●COTH ●Threpp ●PEPPI ●BSpred ●ANGLOR ●EDock ●BSP-SLIM ●SAXSTER ●FUpred ●ThreaDom ●ThreaDomEx ●EvoDesign ●BindProf ●BindProfX ●SSIPe ●GPCR-I-TASSER ●MAGELLAN ●ResQ ●STRUM ●DAMpred

●TM-score ●TM-align ●US-align ●MM-align ●RNA-align ●NW-align ●LS-align ●EDTSurf ●MVP ●MVP-Fit ●SPICKER ●HAAD ●PSSpred ●3DRobot ●MR-REX ●I-TASSER-MR ●SVMSEQ ●NeBcon ●ResPRE ●TripletRes ●DeepPotential ●WDL-RF ●ATPbind ●DockRMSD ●DeepMSA ●FASPR ●EM-Refiner ●GPU-I-TASSER

●BioLiP ●E. coli ●GLASS ●GPCR-HGmod ●GPCR-RD ●GPCR-EXP ●Tara-3D ●TM-fold ●DECOYS ●POTENTIAL ●RW/RWplus ●EvoEF ●HPSF ●THE-DB ●ADDRESS ●Alpaca-Antibody ●CASP7 ●CASP8 ●CASP9 ●CASP10 ●CASP11 ●CASP12 ●CASP13 ●CASP14

GLASS

You can:

Go to the GPCR, ligand, or experimental data tables.
Go to the experimental data table for text mining information in PubMed ID column.
Go to the GPCR page and check other ligands which interact with it.
Go to the ligand page and check other GPCRs which it interacts with.
Go back to previous page.

GPCR

Name	G-protein coupled bile acid receptor 1
Species	Homo sapiens (Human)
Gene	GPBAR1
Synonym	G-protein coupled receptor GPCR19 TGR5 BG37 G protein-coupled bile acid receptor 1 membrane-type receptor for bile acids M-BAR hGPCR19 hBG37 GPCR19 GPBAR1 GPBA receptor GPR131 [ Show all ]
Disease	Type 2 diabetes Metabolic disorders
Length	330
Amino acid sequence	MTPNSTGEVPSPIPKGALGLSLALASLIITANLLLALGIAWDRRLRSPPAGCFFLSLLLAGLLTGLALPTLPGLWNQSRRGYWSCLLVYLAPNFSFLSLLANLLLVHGERYMAVLRPLQPPGSIRLALLLTWAGPLLFASLPALGWNHWTPGANCSSQAIFPAPYLYLEVYGLLLPAVGAAAFLSVRVLATAHRQLQDICRLERAVCRDEPSALARALTWRQARAQAGAMLLFGLCWGPYVATLLLSVLAYEQRPPLGPGTLLSLLSLGSASAAAVPVAMGLGDQRYTAPWRAAAQRCLQGLWGRASRDSPGPSIAYHPSSQSSVDLDLN
UniProt	Q8TDU6
Protein Data Bank	N/A
GPCR-HGmod model	Q8TDU6
3D structure model	This predicted structure model is from GPCR-EXP Q8TDU6.
BioLiP	N/A
Therapeutic Target Database	T86273
ChEMBL	CHEMBL5409
IUPHAR	37
DrugBank	BE0005788

Ligand

Name	cholic acid
Molecular formula	C24H40O5
IUPAC name	(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-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	408.579
Hydrogen bond acceptor	5
Hydrogen bond donor	4
XlogP	3.6
Synonyms	MFCD00003672 PubChem16772 ST24026431 Cholbam 3a,7a,12a-Trihydroxy-5b-cholanoic acid Cholic acid, British Pharmacopoeia (BP) Reference Standard 3alpha, 7alpha, 12alpha-trihydroxy-5beta-cholanoic acid Colalin 3\|A,7\|A,12\|A-Trihydroxy-5\|A-cholanic acid; Cholanic acid EC 201-337-8 5a-Cholate kolbam 5beta-Cholanic acid-3alpha,7alpha,12alpha-triol 5beta-Cholic acid (3alpha,5beta,7alpha,8x,12alpha)-3,7,12-trihydroxycholan-24-oic acid 882740-42-3 116-68-7 BDBM21680 3,7,12-trihydroxy-(3alpha,5alpha,7alpha,12alpha)-cholan-24-oate C24H40O5 3-.alpha.,7-.alpha.,12-.alpha.-Trihydroxycholansaeure Cholalin 3a,7a,12a-trihydroxy-5a-cholan-24-oate MolPort-003-892-613 SMR000112165 UNII-JIY1ILR284 component BHQCQFFYRZLCQQ-OELDTZBJSA-N 3a,7a,12a-Trihydroxy-5b-cholan-24-oate Cholic acid (8CI) 3a,7a,12a-Trihydroxy-beta-cholanate Cholic acid, United States Pharmacopeia (USP) Reference Standard 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate D0OR2L 5.beta.-Cholan-24-oic acid, 3.alpha.,7.alpha.,12.alpha.-trihydroxy- GTPL609 5b-Cholate 7060-EP2289883A1 (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid AB1003389 17.beta.-(1-Methyl-3-carboxypropyl)etiocholane-3.alpha.,7.alpha.,12.alpha.-triol BIDD:PXR0196 3,7,12-Trihydroxy-cholan-24-oic acid, (3.alpha.,5.beta.,7.alpha.,12.alpha.)- CHEBI:16359 3-alpha,7-alpha,12-alpha-Trihydroxycholansaeure [German] Cholan-24-oic acid, 3,7,12-trihydroxy-, (3a,5b,7a,12a)- LMST04010001 NSC6135 SR-01000765698-4 Cholan-24-oic acid,7,12-trihydroxy-, (3.alpha.,5.beta.,7.alpha.,12.alpha.)- 3a,7a,12a-Trihydroxy-5b-cholanic acid Cholic acid, 500 mug/mL in methanol, certified reference material 3a,7a,12a-Trihydroxycholanic acid Cholsaeure 3alpha,7alpha,12alpha-Trihydroxy-beta-cholanic acid DB02659 5a-Allocholate HY-N0324 5beta-Cholanic acid, 3alpha,7alpha,12alpha-trihydroxy- (7CI) (3.alpha.,5.beta.,7.alpha.,12.alpha.)-3,7,12-Trihydroxycholan-24-oic acid sodium salt 732303-80-9 (R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid AKOS005622502 198976-EP2280282A1 BRN 2822009 3-&alpha,7-&alpha,12-&alpha-trihydroxy-5-&beta-cholanate Cholalate 3a,7a,12a-trihydroxy-(5a)-cholan-24-oate MLS001066422 SC-46787 STK801993 3a,7a,12a-trihydroxy-5a-cholan-24-oic acid Cholbam (TN) 3a,7a,12a-Trihydroxy-b-cholanate Cholic acid, European Pharmacopoeia (EP) Reference Standard 3alpha,7alpha,12alpha-Trihydroxy-5 beta-cholan-24-ic acid Colalin (VAN) 4-((1S,2S,7S,11S,16S,5R,9R,10R,14R,15R)-5,9,16-trihydroxy-2,15-dimethyltetracy clo[8.7.0.0<2,7>.0<11,15>]heptadec-14-yl)pentanoic acid EINECS 201-337-8 5a-cholic acid (3alpha,5beta,7alpha,8xi,12alpha)-3,7,12-trihydroxycholan-24-oic acid 889875-66-5 134353-30-3 BHQCQFFYRZLCQQ-OELDTZBJSA-N 3,7,12-trihydroxy-(3alpha,5alpha,7alpha,12alpha)-cholan-24-oic acid CCRIS 1626 3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta-cholan-24-oic acid Cholan-24-oic acid, 3,7,12-trihydroxy-, (3-alpha,5-beta,7-alpha,12-alpha)- N1680 Spectrum5_002005 ZINC6858022 3a,7a,12a-Trihydroxy-5b-cholan-24-oic acid Cholic acid (USAN) 3a,7a,12a-Trihydroxy-beta-cholanic acid Cholic acid, Vetec(TM) reagent grade, 98% 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid D10699 5.beta.-Cholan-24-oic acid,7.alpha.,12.alpha.-trihydroxy- HMS2268L18 5b-Cholic acid 7060-EP2315303A1 (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-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 AC1L5ACI 17b-[1-Methyl-3-carboxypropyl]etiocholane-3a,7a,12a-triol bmse000650 3,7,12-Trihydroxycholan-24-oic acid, (3alpha,5beta,7alpha,12alpha)- 3.alpha.,12.alpha.-Trihydroxy-5.beta.-cholanic acid Cholan-24-oic acid, 3,7,12-trihydroxy-, (3alpha,5beta,7alpha,12alpha)- MCULE-7032345049 OrphacolReg ST024722 cholate 3a,7a,12a-Trihydroxy-5b-cholanoate Cholic acid, 5beta- 3alpha, 7alpha, 12alpha-trihydroxy-5beta-cholanic acid Cholsaeure [German] 3alpha,7alpha,12alpha-Trihydroxycholanic acid DTXSID6040660 5a-Allocholic acid K446 5beta-Cholanic acid-3alpha,7alpha,12alpha-triol (3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxycholan-24-oic acid 81-25-4 10321-98-9 BBL029799 C00695 3-.alpha.,7-.alpha.,12-.alpha.-Trihydroxy-5-.beta.-cholan-24-oic acid Cholalic acid 3a,7a,12a-trihydroxy-(5a)-cholan-24-oic acid MLS002207051 SCHEMBL27461 UNII-G1JO7801AE 3a,7a,12a-Trihydroxy-5A-cholanic acid 3a,7a,12a-Trihydroxy-b-cholanic acid Cholic acid, from ox or sheep bile, >=98% 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oic acid CS-6608 4-10-00-02072 (Beilstein Handbook Reference) G1JO7801AE 5b-Cholanic acid-3a,7a,12a-triol 7060-EP2289879A1 (4R)-4-((3R,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid 904791-60-2 17-beta-(1-Methyl-3-carboxypropyl)etiocholane-3alpha,7alpha,12alpha-triol BIC0608 3,7,12-Trihydroxy-cholan-24-oic acid (3-alpha,5-beta,7-alpha,12-alpha) CHD 3-alpha,7-alpha,12-alpha-Trihydroxycholansaeure Cholan-24-oic acid, 3,7,12-trihydroxy-, (3-alpha,5-beta,7-alpha,12-alpha)- (9CI) NSC-6135 SR-01000765698 Cholan-24-oic acid, 3,7,12-trihydroxy-, (3alpha,5beta,7alpha,12alpha)- (9CI) 3a,7a,12a-Trihydroxy-5b-cholanate Cholic acid [USAN] 3a,7a,12a-Trihydroxycholanate cholicacid 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanoic acid 5.beta.-Cholic acid HSDB 982 5beta-Cholan-24-oic acid, 3alpha,7alpha,12alpha-trihydroxy- 728917-96-2 (R)-4-((3R,5S,7R,8R,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid AK-77688 17beta-[1-Methyl-3-carboxypropyl]etiocholane-3alpha,7alpha,12alpha-triol BP-30084 3,7,12-Trihydroxycholanic acid CHEMBL205596 3.alpha.,7.alpha.,12.alpha.-Trihydroxy-5.beta.-cholanic acid [ Show all ]
Inchi Key	BHQCQFFYRZLCQQ-OELDTZBJSA-N
Inchi ID	InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
PubChem CID	221493
ChEMBL	CHEMBL205596
IUPHAR	609
BindingDB	21680
DrugBank	DB02659
Structure SDF download
Lipinski's druglikeness	This ligand satisfies Lipinski's rule of five.

Experimental Data

Parameter	Value	Reference	Database source
	N/A	N/A	DrugBank
EC50	10000.0 nM	PMID12419312	IUPHAR
EC50	13600.0 nM	PMID17685603, PMID20014870, PMID24900463, PMID18307294	BindingDB,ChEMBL
EC50	19830.0 nM	PMID24900622	BindingDB,ChEMBL
Efficacy	101.0 %	PMID17685603, PMID20014870, PMID24900463, PMID18307294	ChEMBL
IC50	6000.0 nM	PMID20801037	BindingDB,ChEMBL

zhanglabzhanggroup.org | (734) 647-1549 | 100 Washtenaw Avenue, Ann Arbor, MI 48109-2218