Glycocholic acid

Glycocholic acid
Names
	IUPAC name N-(3α,7α,12α-Trihydroxy-5β-cholan-24-oyl)glycine
	Systematic IUPAC name {(4R)-4-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11S,11aR)-4,7,11-Trihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanamido}acetic acid
Identifiers
CAS Number	475-31-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17687 ;
ChEMBL	ChEMBL411070 ;
ChemSpider	9734 ;
ECHA InfoCard	100.006.815
IUPHAR/BPS	4544;
PubChem CID	10140;
UNII	G59NX3I3RT ;
CompTox Dashboard (EPA)	DTXSID2047436 ;
	InChI InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 Key: RFDAIACWWDREDC-FRVQLJSFSA-N ; InChI=1/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 Key: RFDAIACWWDREDC-FRVQLJSFBG;
	SMILES C[C@H](CCC(=O)NCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C;
Properties
Chemical formula	C26H43NO6
Molar mass	465.631 g·mol−1
Melting point	130 °C (266 °F; 403 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Glycocholic acid, or cholylglycine, is a crystalline bile acid involved in the emulsification of fats. It occurs as a sodium salt in the bile of mammals. It is a conjugate of cholic acid with glycine. Its anion is called glycocholate.

In a prospective study, positive associations were observed between prediagnostic plasma levels of seven conjugated bile acid metabolites, including glycocholic acid, and colon cancer risk. These findings support experimental data suggesting that high circulating bile acids promote colon cancer risk.