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CAS 81-24-3

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Taurocholic acid

Description:
Taurocholic acid is a bile acid that plays a crucial role in the digestion and absorption of fats in the small intestine. It is a conjugated bile acid formed from cholic acid and taurine, which enhances its solubility and functionality. This amphipathic molecule possesses both hydrophilic and hydrophobic properties, allowing it to emulsify dietary fats and facilitate their breakdown by lipases. Taurocholic acid is typically found in the bile of mammals and is involved in the enterohepatic circulation, where it is reabsorbed in the intestine and returned to the liver. Its structure includes a steroid nucleus with hydroxyl groups and a sulfonic acid group from the taurine moiety. In addition to its digestive functions, taurocholic acid has been studied for its potential roles in signaling pathways and its effects on gut microbiota. It is also used in various biochemical and pharmaceutical applications, including studies on liver function and bile acid metabolism. Overall, taurocholic acid is essential for lipid digestion and has implications in both health and disease.
Formula:C26H45NO7S
InChI:InChI=1S/C26H45NO7S/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1
InChI key:InChIKey=WBWWGRHZICKQGZ-HZAMXZRMSA-N
SMILES:O[C@H]1[C@]2([C@]3([C@@](C)([C@@]([C@@H](CCC(NCCS(=O)(=O)O)=O)C)(CC3)[H])[C@@H](O)C[C@@]2([C@]4(C)[C@](C1)(C[C@H](O)CC4)[H])[H])[H])[H]
Synonyms:
  • 2-[[(3Α,5Β,7Α,12Α)-3,7,12-Trihydroxy-24-Oxocholan-24-Yl]Amino]Ethanesulphonic Acid
  • 2-[[(3α,5β,7α,12α)-3,7,12-Trihydroxy-24-oxocholan-24-yl]amino]ethanesulfonic acid
  • 2-[[(3α,5β,7α,12α)-3,7,12-Trihydroxy-24-oxocholan-24-yl]amino]ethansulfonsaure
  • 3α,7α,12α-Trihydroxy-5β-cholanic acid-24-taurine
  • Acide 2-[[(3Α,5Β,7Α,12Α)-3,7,12-Trihydroxy-24-Oxocholane-24-Yl]Amino]Ethanesulfonique
  • Acide 2-[[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]ethanesulfonique
  • Acido 2-[[(3Α,5Β,7Α,12Α)-3,7,12-Trihidroxi-24-Oxocolan-24-Il]Amino]Etanosulfonico
  • Cholaic acid
  • Cholane, ethanesulfonic acid deriv.
  • Cholic acid taurine conjugate
  • See more synonyms
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