Chemistry:Glycochenodeoxycholic acid

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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
3D model (JSmol)
ChemSpider
UNII
Properties
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).
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Infobox references

Glycochenodeoxycholic acid is a bile salt formed in the liver from chenodeoxycholic acid and glycine, usually found as the sodium salt.[1][2] 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.[3] These findings support experimental data suggesting that a high bile acid load promotes colon cancer.[3][4]

References

  1. "DrugBank 3.0: a comprehensive resource for omics research on drugs". Nucleic Acids Res. 39 (Database issue): D1035–41. 2011. doi:10.1093/nar/gkq1126. PMID 21059682. 
  2. Wishart DS; Knox C; Guo AC; Cheng D; Shrivastava S; Tzur D; Gautam B; Hassanali M (2008). "DrugBank: a knowledgebase for drugs, drug actions and drug targets". Nucleic Acids Research 36 (Database issue): D901–6. doi:10.1093/nar/gkm958. PMID 18048412. 
  3. 3.0 3.1 "Prediagnostic Plasma Bile Acid Levels and Colon Cancer Risk: A Prospective Study". J Natl Cancer Inst 112 (5): 516–524. May 2020. doi:10.1093/jnci/djz166. PMID 31435679. 
  4. "Bile acids as carcinogens in the colon and at other sites in the gastrointestinal system". Exp Biol Med (Maywood) 248 (1): 79–89. January 2023. doi:10.1177/15353702221131858. PMID 36408538.