Glycochenodeoxycholic acid

Glycochenodeoxycholic acid

File:Glycochenodeoxycholic acid.png
Names
IUPAC name N-(3α,7α-Dihydroxy-5β-cholan-24-oyl)glycine
Systematic IUPAC name {(4R)-4-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11aR)-4,7-Dihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanamido}acetic acid
Identifiers
CAS Number	640-79-9 checkY
3D model (JSmol)	Interactive image
ChemSpider	12027 ☒N
ECHA InfoCard
E number
IUPHAR/BPS	4545
PubChem CID	12544
UNII	451ZNJ667Y checkY
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-/m1/s1 ☒N Key: GHCZAUBVMUEKKP-GYPHWSFCSA-N ☒N
SMILES C[C@H](CCC(=O)NCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
Properties
Chemical formula	C26H43NO5
Molar mass	449.62 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒N verify (what is checkY☒N ?) Infobox references

Glycochenodeoxycholic acid is a bile salt formed in the liver from chenodeoxycholic acid and glycine, usually found as the sodium salt. It acts as a detergent to solubilize fats for absorption.

Positive associations were observed between prediagnostic plasma levels of seven different conjugated bile acid metabolites, including glycochenodeoxycholic acid, and colon cancer risk. These findings support experimental data suggesting that a high bile acid load promotes colon cancer.