CAS 601-53-6

Coprostanone

Description:

Coprostanone, with the CAS number 601-53-6, is a steroid ketone that is derived from the metabolism of cholesterol. It is primarily recognized as a marker for fecal contamination in environmental studies, particularly in water quality assessments. The compound has a molecular formula of C27H46O and features a characteristic ketone functional group, which contributes to its chemical reactivity and properties. Coprostanone is typically a colorless to pale yellow liquid with a distinct odor. It is soluble in organic solvents but has limited solubility in water, which influences its behavior in environmental contexts. The substance is of interest in both analytical chemistry and environmental science due to its role as a biomarker for human and animal waste. Its presence in water bodies can indicate pollution levels and help in assessing the impact of waste management practices. Safety data indicates that while coprostanone is not classified as highly toxic, appropriate handling and disposal measures should be observed to minimize environmental impact.

Formula: C₂₇H₄₆O

InChI: InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,22-25H,6-17H2,1-5H3/t19-,20-,22+,23-,24+,25+,26+,27-/m1/s1

InChI key: InChIKey=PESKGJQREUXSRR-JDIFZLMISA-N

SMILES: C[C@@]12[C@]([C@]3([C@@]([C@]4(C)[C@](CC3)(CC(=O)CC4)[H])(CC1)[H])[H])(CC[C@@]2([C@@H](CCCC(C)C)C)[H])[H]

Synonyms:

• (5β)-Cholestan-3-one
• (5β,17β)-17-Octylandrostan-3-one
• 3-Coprostanone
• 5-Beta-Cholestan-3-One
• 5β-Cholestanone
• 5β-Coprostan-3-one
• Cholestan-3-one, (5β)-
• Coprostan-3-One
• Coprostanone
• NSC 119031
• β-Cholestanone

5β-Cholestan-3-one

Controlled Product

CAS: 601-53-6

Applications 5β-Cholestan-3-one is a metabolite of cholesterol and is used to asses the biosynthesis of cholesterol.
References Lian, Y.T., et. al.: J. Agr. Food Chem., 63, 2963 (2015); Radtke, J., et. al.: Nutr. Metab., 11, 11 (2014); Wang, .X., et. al.: J. Funct. Food, 12, 199 (2015)

Formula: C₂₇H₄₆O

Color and Shape: Neat

Molecular weight: 386.65

Ref: TR-C431730

5-b-Cholestan-3-one

Controlled Product

CAS: 601-53-6

5-b-Cholestan-3-one is a sterol that belongs to the class of bile acids. It is present in human feces and can be isolated from wastewater treatment plants. 5-b-Cholestan-3-one has been found to inhibit the production of coprostanol, which is a fecal sample that contains cholesterol and fatty acids. This sterol also has an inhibitory effect on HIV infection, as it inhibits the binding of virus particles to CD4+ cells. 5-b-Cholestan-3-one also has antioxidant properties, which may be due to its ability to scavenge reactive oxygen species such as superoxide radicals or hydrogen peroxide. 5-b-Cholestan 3one is a neutral substance that does not react with other substances at room temperature.

Formula: C₂₇H₄₆O

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 386.65 g/mol

Ref: 3D-FC59744

Coprostanone

CAS: 601-53-6

Coprostanone (5β-cholestan-3-one) is an active metabolite of hydroxycholesterol and cholesterol. It induces apoptosis in primary gallbladder epithelial cells in dogs. Coprostanone holds potential for research into colon cancer or adenomatous polyps.

Formula: C₂₇H₄₆O

Color and Shape: Solid

Molecular weight: 386.654

Ref: TM-T206196