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SMB00806

Sigma-Aldrich

7-Ketodeoxycholic acid

≥95% (HPLC)

Synonym(s):

3α,12α-Dihydroxy-7-oxo-5β-cholanoic acid, 7-Oxo-3α,12α-dihydroxy-5β-cholanoic acid

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About This Item

Empirical Formula (Hill Notation):
C24H38O5
CAS Number:
911-40-0
Molecular Weight:
406.56
UNSPSC Code:
41141802
NACRES:
NA.28

Assay

≥95% (HPLC)

form

powder

packaging

pkg of 1 g
pkg of 50 mg

color

off-white to beige

mp

193—198 °C

functional group

carboxylic acid
ketone

shipped in

wet ice

storage temp.

−20°C

InChI

1S/C24H38O5/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/h13-18,20,22,25,27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,20+,22+,23+,24-/m1/s1

InChI key

RHCPKKNRWFXMAT-RRWYKFPJSA-N

General description

7-Ketodeoxycholic acid, categorized as a oxo-5beta-cholanic acid, is a bile acid derivative and a metabolite resulting from the degradation of the primary bile acid, cholic acid, by intestinal bacteria. Bile acids, natural steroid amphipathic compounds formed through cholesterol oxidation in the liver, play a crucial role in regulating lipid metabolism. They facilitate the digestion, absorption, and transport of lipids, lipid-soluble vitamins, and related molecules in the gastrointestinal tract. These bile acids also impact various aspects of cholesterol, glucose, and energy balance. However, in specific liver conditions such as intrahepatic cholestasis characterized by reduced bile flow, the accumulation of bile acids at elevated concentrations can lead to severe toxic effects. This makes 7-Ketodeoxycholic acid a compound of interest for biochemical and metabolomics research.

Application

7-Ketodeoxycholic acid finds application in metabolomics, biochemical and microbiome research.

Features and Benefits

  • Can be used in Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Takaaki Goto et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 846(1-2), 69-77 (2006-09-05)
We developed a highly sensitive and quantitative method to detect bile acid 3-sulfates in human urine employing liquid chromatography/electrospray ionization-tandem mass spectrometry. This method allows simultaneous analysis of bile acid 3-sulfates, including nonamidated, glycine-, and taurine-conjugated bile acids, cholic acid

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