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Taurolithocholic acid

From Wikipedia, the free encyclopedia
Taurolithocholic acid
Names
IUPAC name
2-(3α-Hydroxy-5β-cholan-24-amido)ethane-1-sulfonic acid
Systematic IUPAC name
2-{(4R)-4-[(1R,3aS,3bR,5aR,7R,9aS,9bS,11aR)-7-Hydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanamido}ethane-1-sulfonic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C26H45NO5S/c1-17(4-9-24(29)27-14-15-33(30,31)32)21-7-8-22-20-6-5-18-16-19(28)10-12-25(18,2)23(20)11-13-26(21,22)3/h17-23,28H,4-16H2,1-3H3,(H,27,29)(H,30,31,32)/t17-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1 ☒N
    Key: QBYUNVOYXHFVKC-GBURMNQMSA-N ☒N
  • InChI=1/C26H45NO5S/c1-17(4-9-24(29)27-14-15-33(30,31)32)21-7-8-22-20-6-5-18-16-19(28)10-12-25(18,2)23(20)11-13-26(21,22)3/h17-23,28H,4-16H2,1-3H3,(H,27,29)(H,30,31,32)/t17-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1
    Key: QBYUNVOYXHFVKC-GBURMNQMBI
  • C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C
Properties
C26H45NO5S
Molar mass 483.70 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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Taurolithocholic acid is a bile acid.

More than 50 types of secondary bile acids produced by microbes from the primary bile acids (cholic acid and chenodeoxycholic acid in humans) can be found in human feces.[1] This includes the secondary bile acid taurolithocholic acid.[1]

See also

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References

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  1. ^ a b Kouhzad M, Götz F, Navidifar T, Taki E, Ghamari M, Mohammadzadeh R, Seyedolmohadesin M, Bostanghadiri N (2025). "Carcinogenic and anticancer activities of microbiota-derived secondary bile acids". Front Oncol. 15: 1514872. doi:10.3389/fonc.2025.1514872. PMC 11813773. PMID 39944822.