LIPID MAPS

Glycolithocholic acid is a glycine-conjugated form of the secondary bile acid lithocholic acid .¹ It is increased in the liver of mice fed a diet supplemented with ursodeoxycholic acid .² Glycolithocholic acid levels are decreased in the plasma following subcutaneous administration of PEG-obestatin(Cys10, Cys13), a modified peptide hormone, in lean or diet-induced obese mice.³ Serum glycolithocholic acid levels increase with age in children.⁴

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References

1. Lefebvre, P., Cariou, B., Lien, F., et al. Role of bile acids and bile acid receptors in metabolic regulation. Physiol. Rev. 89(1), 147-191 (2009).

2. Semba, R.D., Gonzalez-Freier, M., Moaddel, R., et al. Environmental enteric dysfunction is associated with altered bile acid metabolism. J. Pediatr. Gastenterol. Nutr. 64(4), 536-540 (2017).

3. Cowan, E., Kimar, P., Burch, K.J., et al. Treatment of lean and diet-induced obesity (DIO) mice with a novel stable obestatin analogue alters plasma metabolite levels as detected by untargeted LC-MS metabolomics. Metabolomics 12(124), (2016).

4. Zhang, Y., and Klaassen, C.D. Effects of feeding bile acids and a bile acid sequestrant on hepatic bile acid composition in mice. J. Lipid Res. 51(11), 3230-3242 (2010).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

METABOLITES OF LITHOCHOLIC ACID-24-C-14 IN HUMAN BILE AND FECES.,
J Lab Clin Med, 1964

Pubmed ID: 14179134

String Representations

InChiKey (Click to copy)

XBSQTYHEGZTYJE-OETIFKLTSA-N

InChi (Click to copy)

InChI=1S/C26H43NO4/c1-16(4-9-23(29)27-15-24(30)31)20-7-8-21-19-6-5-17-14-18(28)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22,28H,4-15H2,1-3H3,(H,27,29)(H,30,31)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1

SMILES (Click to copy)

O[C@H]1C[C@@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@@](C)([H])CCC(=O)NCC(=O)O)[C@@]4(C)CC[C@]3([H])[C@@]2(C)CC1