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30830 Sigma-Aldrich

Dehydrocholic acid

≥99.0% (T)

Synonym: (5β)-3,7,12-Trioxocholan-24-oic acid, 3,7,12-Trioxo-5β-cholanic acid, 5β-Cholanic acid-3,5,12-trione

  • CAS Number 81-23-2

  • Empirical Formula (Hill Notation) C24H34O5

  • Molecular Weight 402.52

  •  Beilstein/REAXYS Number 3226734

  •  EC Number 201-335-7

  •  MDL number MFCD00066410

  •  PubChem Substance ID 57648489

  •  NACRES NA.77

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Properties

Related Categories Anionic Detergents, Bile Salts, Bile acids and Derivatives, Biochemicals and Reagents, Detergents,
biological source   bovine bile
  synthetic
description   anionic
assay   ≥99.0% (T)
form   powder
optical activity   [α]20/D +26±1°, c = 1% in ethanol
mp   238-240 °C
solubility   ethanol: 10 mg/mL, clear (hot)
functional group   carboxylic acid
SMILES string   [H][C@@]12CC(=O)CC[C@]1(C)[C@@]3([H])CC(=O)[C@]4(C)[C@H](CC[C@@]4([H])[C@]3([H])C(=O)C2)[C@H](C)CCC(O)=O
InChI   1S/C24H34O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-18,22H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16-,17+,18+,22+,23+,24-/m1/s1
InChI key   OHXPGWPVLFPUSM-KLRNGDHRSA-N

Description

Application

Dehydrocholic acid was used to study the interaction of bile salts with copper ions in unbuffered systems.

Biochem/physiol Actions

Dehydrocholic acid is an oxidation product of cholic acid by chromic acid that is not present in physiological conditions. When used in animal experiments, it stimulates bile secretion.

Preparation Note

Dehydrocholic acid yields clear solution in hot ethanol at 10 mg/ml.

Other Notes

In the production of chenodeoxycholic acid by bioconversion

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
RTECS 
FZ2300000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

HPLC Analysis of Bile Acids on Ascentis® Express C18

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Bile Acids on Ascentis® Express C18
Keywords: Chromatography, Clinical, High performance liquid chromatography

Peer-Reviewed Papers
15

References

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