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TCI

CAS 81-25-4

Cholic Acid TCI C0324

Cholic Acid TCI C0324

Chemical Identity

CAS No.
81-25-4
PubChem
CID 221493·SID 125308747
Formula
C24H40O5
Molecular weight
408.58 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ChEBI·ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
SMILES
CC(CCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
InChIKey
BHQCQFFYRZLCQQ-OELDTZBJSA-N
MDL
MDL00003672
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TCI C0324 Cholic Acid (CAS 81-25-4) is a primary bile acid with a facially amphiphilic steroid structure that enables micelle formation and lipid solubilisation. It is widely used as a biological surfactant, as a chiral building block in supramolecular chemistry, and as a starting material for bile acid derivatives. Researchers also apply it as a reference compound in bile acid analysis and lipid metabolism studies. Supplied by Tokyo Chemical Industry in 25 g and 500 g packs for research and experimental use only, it should be stored cool, dry, and tightly closed.

Advantages (TCI brochure)

  • Major bile component, present as glycine and taurine conjugates
  • Amphiphilic conjugates assist digestion and absorption of lipids

TCI brochures (PDF)

From the TCI brochure

  • Used as a surfactant

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  • (2016). Cholic acid. Reactions Weekly doi:10.1007/s40278-016-21621-4
  • Dastidar (2000). Crystal structure of the inclusion complex of cholic acid with 4-aminopyridine: a novel supramolecular architecture of cholic acid. CrystEngComm doi:10.1039/b001347l
  • Lenz (2009). Relation between Cholic Acid Synthesis Rate and Faecal Radioisotope Excretion Following Oral Administration of 14 C-Cholic Acid. Digestion doi:10.1159/000197998

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.