A metabolite of glycolithocholic acid
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Glycolithocholic Acid 3-sulfate (sodium salt)

Item No. 35298

Technical Information
Formal Name
N-[(3α,5β)-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine, disodium salt
CAS Number
64936-82-9
Synonyms
  • GLCA 3-sulfate
  • Lithocholylglycine 3-sulfate
  • 3-Sulfoglycolithocholic Acid
  • Sulfolithocholylglycine
Molecular Formula
C26H41NO7S • 2Na
Formula Weight
Purity
≥95%
A solid
Methanol: Slightly solubleWater: Slightly soluble
SMILES
C[C@@]12[C@](CC[C@]2([H])[C@@H](CCC(NCC([O-])=O)=O)C)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4([C@](C[C@@H](CC4)OS(=O)([O-])=O)([H])CC3)C.[Na+].[Na+]
InChi Code
InChI=1S/C26H43NO7S.2Na/c1-16(4-9-23(28)27-15-24(29)30)20-7-8-21-19-6-5-17-14-18(34-35(31,32)33)10-12-25(17,2)22(19)11-13-26(20,21)3;;/h16-22H,4-15H2,1-3H3,(H,27,28)(H,29,30)(H,31,32,33);;/q;2*+1/p-2/t16-,17-,18-,19+,20-,21+,22+,25+,26-;;/m1../s1
InChi Key
FXMCQRUEVPOMSC-DJOVSRRHSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Glycolithocholic acid 3-sulfate is a metabolite of glycolithocholic acid (Item Nos. 21723 | 20273).1 It is formed from glycolithocholic acid by hepatocytes.2 Glycolithocholic acid 3-sulfate (240 µmol/kg) induces cholestasis and increases biliary cholesterol secretion in rats.3 Serum glycolithocholic acid 3-sulfate levels are increased in patients with cirrhosis, hepatitis, or cholestasis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Palmer, R.H. The formation of bile acid sulfates: A new pathway of bile acid metabolism in humans. Proc. Natl. Acad. Sci. USA 58(3), 1047-1050 (1967).

    2. Kirkpatrick, R.B., and Belsaas, R.A. Formation and secretion of glycolithocholate-3-sulfate in primary hepatocyte cultures. J. Lipid Res. 26(12), 1431-1437 (1985).

    3. Yousef, I.M., Tuchweber, B., Vonk, R.J., et alLithocholate cholestasis–sulfated glycolithocholate-induced intrahepatic cholestasis in rats. Gastroenterology 80(2), 233-241 (1981).

    4. Demers, L.M., and Hepner, G.W. Levels of immunoreactive glycine-conjugated bile acids in health and hepatobiliary disease. Am. J. Clin. Pathol. 66(5), 831-839 (1976).