Molecular structure of 4-Cholesten-3-one, CAS Number: 601-57-0
4-Cholesten-3-one (CAS 601-57-0)
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Alternate Names:
3-Keto-4-cholestene; 3-Oxo-4-cholestene; 4-Cholesten-3-one
Application:
4-Cholesten-3-one is a chiral building block for proteomics research
CAS Number:
601-57-0
Purity:
≥97%
Molecular Weight:
384.65
Molecular Formula:
C27H44O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
4-Cholesten-3-one is a steroid compound that shares a structural resemblance to cholesterol. It has been widely employed as a model system in scientific research to investigate the biosynthesis of cholesterol and plant sterols. In laboratory studies, 4-Cholesten-3-one has been synthesized through the oxidation of cholestenone, facilitated by cytochrome P450 enzymes present in rat liver microsomes. The process involves an intriguing reaction mechanism that incorporates a dinucleotide phosphate intermediate. These investigations contribute to a deeper understanding of the intricate pathways involved in the synthesis of cholesterol and related compounds in living organisms.
4-Cholesten-3-one (CAS 601-57-0) References
- Safety evaluation of phytosterol esters. Part 7. Assessment of mutagenic activity of phytosterols, phytosterol esters and the cholesterol derivative, 4-cholesten-3-one. | Wolfreys, AM. and Hepburn, PA. 2002. Food Chem Toxicol. 40: 461-70. PMID: 11893405
- Effect of 4-cholesten-3-one on lecithin-cholesterol acyltransferase activity and the lipid concentration in the serum of normocholesterolaemic and hypercholesterolaemic rats. | Tallová, J., et al. 1990. Physiol Bohemoslov. 39: 119-23. PMID: 2144351
- A DSC and FTIR spectroscopic study of the effects of the epimeric 4-cholesten-3-ols and 4-cholesten-3-one on the thermotropic phase behaviour and organization of dipalmitoylphosphatidylcholine bilayer membranes: comparison with their 5-cholesten analogues. | Benesch, MG., et al. 2014. Chem Phys Lipids. 177: 71-90. PMID: 24296232
- 4-cholesten-3-one suppresses lung adenocarcinoma metastasis by regulating translocation of HMGB1, HIF1α and Caveolin-1. | Ma, J., et al. 2016. Cell Death Dis. 7: e2372. PMID: 27899819
- Cholesterol-oxidase-magnetic nanobioconjugates for the production of 4-cholesten-3-one and 4-cholesten-3, 7-dione. | Ghosh, S., et al. 2018. Bioresour Technol. 254: 91-96. PMID: 29413944
- Bioprospecting of whole-cell biocatalysts for cholesterol biotransformation. | Giorgi, V., et al. 2019. World J Microbiol Biotechnol. 35: 12. PMID: 30604276
- 4-cholesten-3-one decreases breast cancer cell viability and alters membrane raft-localized EGFR expression by reducing lipogenesis and enhancing LXR-dependent cholesterol transporters. | Elia, J., et al. 2019. Lipids Health Dis. 18: 168. PMID: 31477154
- Enzyme-assisted ReMALDI-MS assay for quantification of cholesterol in food. | Li, B., et al. 2022. Food Chem. 383: 132444. PMID: 35182868
- Biosynthesis of cholestanol: conversion of cholesterol into 4-cholesten-3-one by rat liver microsomes. | Björkhem, I. and Karlmar, KE. 1974. Biochim Biophys Acta. 337: 129-31. PMID: 4373049
- Effect of 4-cholesten-3-one on 3 beta-hydroxysteroid dehydrogenase activity in rat adrenals. | Tallová, J. and Stárka, L. 1984. Endocrinol Exp. 18: 151-5. PMID: 6333334
- 4-Cholesten-3-one-induced lipoid hyperplasia of the adrenal cortex in rats. | Motlík, K. and Stárka, L. 1983. Acta Univ Carol Med (Praha). 29: 103-12. PMID: 6637679
- Transformation of 4-cholesten-3-one and 7 alpha-hydroxy-4-cholesten-3-one into cholestanol and bile acids in cerebrotendinous xanthomatosis. | Salen, G., et al. 1984. Gastroenterology. 87: 276-83. PMID: 6735073
- Effect of 4-cholesten-3-one on steroidogenesis and morphology of rat adrenal cortex. | Stárka, L., et al. 1981. Endocrinol Exp. 15: 191-8. PMID: 6975205
- Synthesis of 3,4-13C2-steroids. | Yuan, SS. 1982. Steroids. 39: 279-89. PMID: 7090025
- Oxidation/isomerization of 5-cholesten-3 beta-ol and 5-cholesten-3-one to 4-cholesten-3-one in pure sterol and mixed phospholipid-containing monolayers by cholesterol oxidase. | Slotte, JP. and Ostman, AL. 1993. Biochim Biophys Acta. 1145: 243-9. PMID: 8431456
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
4-Cholesten-3-one, 1 g | sc-206868 | 1 g | $36.00 | |||
4-Cholesten-3-one, 10 g | sc-206868A | 10 g | $194.00 | |||
4-Cholesten-3-one, 100 g | sc-206868B | 100 g | $1683.00 | |||
4-Cholesten-3-one, 500 g | sc-206868C | 500 g | $8201.00 | |||
4-Cholesten-3-one, 1 kg | sc-206868D | 1 kg | $16320.00 |