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Merck

SMB00806

7-Ketodeoxycholic acid

greener alternative

≥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:
Molecular Weight:
406.56
UNSPSC Code:
41141802
NACRES:
NA.28

Product Name

7-Ketodeoxycholic acid, ≥95% (HPLC)

SMILES string

O[C@@H]1[C@]2([C@H]([C@H]3[C@@H]([C@@]4([C@@H](C[C@@H](CC4)O)CC3=O)C)C1)CC[C@@H]2[C@@H](CCC(=O)O)C)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

assay

≥95% (HPLC)

form

powder

packaging

pkg of 1 g
pkg of 50 mg

Quality Level

greener alternative product score

old score: 45
new score: 28
Find out more about DOZN™ Scoring

greener alternative product characteristics

Atom Economy
Design for Energy Efficiency
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

color

off-white to beige

mp

193—198 °C

functional group

carboxylic acid
ketone

greener alternative category

shipped in

wet ice

storage temp.

−20°C

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

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.
We are committed to bringing you Greener Alternative Products that adhere to one of the four categories of Greener Alternatives. This product belongs to the category of Re-engineered Products, demonstrating key improvements in Green Chemistry Principles such as "Atom Economy", "Design for Energy Efficiency", and "Inherently Safer Chemistry for Accident Prevention". Click here to view its DOZN scorecard.

Other Notes

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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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