Chemistry:Taurocholic acid

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Taurocholic acid
Taurocholic acid
Names
IUPAC name
2-(3α,7α,12α-Trihydroxy-5β-cholan-24-amido)ethane-1-sulfonic acid
Systematic IUPAC name
2-{(4R)-4-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11S,11aR)-4,7,11-Trihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanamido}ethane-1-sulfonic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
Properties
C26H45NO7S
Molar mass 515.7058 g/mol
Melting point 125.0 °C (257.0 °F; 398.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Taurocholic acid, known also as cholaic acid, cholyltaurine, or acidum cholatauricum, is a deliquescent yellowish crystalline bile acid involved in the emulsification of fats. It occurs as a sodium salt in the bile of mammals. It is a conjugate of cholic acid with taurine. In medical use, it is administered as a cholagogue and choleretic.[1]

Hydrolysis of taurocholic acid yields taurine.

For commercial use, taurocholic acid is manufactured from cattle bile, a byproduct of the meat-processing industry.[2]

This acid is also one of the many molecules in the body that has cholesterol as its precursor.[citation needed]

Toxicity

The median lethal dose of taurocholic acid in newborn rats is 380 mg/kg.[citation needed]

See also

References

  1. Anwer, M. Sawkat (2004). "Cellular regulation of hepatic bile acid transport in health and cholestasis". Hepatology 39 (3): 581–590. doi:10.1002/hep.20090. PMID 14999673. 
  2. Taurocholic acid, sodium salt at GlycoFineChem.com