Glycochenodeoxycholic acid

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 NumberY

3D model (JSmol)

ChemSpiderN

IUPHAR/BPS

PubChem CID

UNIIY

CompTox Dashboard (EPA)

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/s1NKey: GHCZAUBVMUEKKP-GYPHWSFCSA-NN

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 formulaC26H43NO5

Molar mass449.62 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 YN ?) Infobox references

Glycochenodeoxycholic acid, also abbreviated as GDCA, 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.[citation needed]

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.