Molecular structure of 3β-Hydroxy-5-cholestenoic Acid, CAS Number: 6561-58-6
3β-Hydroxy-5-cholestenoic Acid (CAS 6561-58-6)
See product citations (3)
Alternate Names:
Cholesterol-26-carboxylic Acid
Application:
3β-Hydroxy-5-cholestenoic Acid is A metabolite of Cholesterol
CAS Number:
6561-58-6
Molecular Weight:
416.64
Molecular Formula:
C27H44O3
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
3-Hydroxy-5-cholestenoic acid (3-HCA) is a fatty acid that plays a role as a major constituent of bile acids. 3β-Hydroxy-5-cholestenoic acid is an oxysterol. It is formed by oxidizing cholesterol and participates in various biological processes, including lipid metabolism, the formation of cell membranes, and steroidogenesis. Beyond their role in cholesterol metabolism, oxysterols serve as signaling molecules that can influence gene expression, cell proliferation, apoptosis, and other cellular processes. Additionally, 3β-Hydroxy-5-cholestenoic Acid exhibits notable anti-inflammatory and anti-oxidative properties.
3β-Hydroxy-5-cholestenoic Acid (CAS 6561-58-6) References
- On the origin of the cholestenoic acids in human circulation. | Meaney, S., et al. 2003. Steroids. 68: 595-601. PMID: 12957664
- Significance of plasma 7alpha-hydroxy-4-cholesten-3-one and 27-hydroxycholesterol concentrations as markers for hepatic bile acid synthesis in cholesterol-fed rabbits. | Honda, A., et al. 2004. Metabolism. 53: 42-8. PMID: 14681840
- Regulation of sterol 27-hydroxylase in human monocyte-derived macrophages: up-regulation by transforming growth factor beta1. | Hansson, M., et al. 2005. Biochim Biophys Acta. 1687: 44-51. PMID: 15708352
- Neonatal cholestasis with increased 3β-monohydroxy-Δ⁵ bile acids in serum and urine: not necessarily primary oxysterol 7α hydroxylase deficiency. | Kimura, A., et al. 2012. Clin Chim Acta. 413: 1700-4. PMID: 22652365
- Cholestenoic acid, an endogenous cholesterol metabolite, is a potent γ-secretase modulator. | Jung, JI., et al. 2015. Mol Neurodegener. 10: 29. PMID: 26169917
- Profiling of carboxyl-containing metabolites in smokers and non-smokers by stable isotope labeling combined with LC-MS/MS. | He, Y., et al. 2019. Anal Biochem. 569: 1-9. PMID: 30543805
- Insights into estrogen receptor alpha modulation by cholestenoic acids. | Dansey, MV., et al. 2022. J Steroid Biochem Mol Biol. 217: 106046. PMID: 34920079
- Synthesis of potential C27-intermediates in bile acid biosynthesis and their deuterium-labeled analogs. | Shoda, J., et al. 1993. Steroids. 58: 119-25. PMID: 8475516
- Metabolism of 27-, 25- and 24-hydroxycholesterol in rat glial cells and neurons. | Zhang, J., et al. 1997. Biochem J. 322 (Pt 1): 175-84. PMID: 9078259
- Elimination of cholesterol in macrophages and endothelial cells by the sterol 27-hydroxylase mechanism. Comparison with high density lipoprotein-mediated reverse cholesterol transport. | Babiker, A., et al. 1997. J Biol Chem. 272: 26253-61. PMID: 9334194
- Sterol 27-hydroxylase- and apoAI/phospholipid-mediated efflux of cholesterol from cholesterol-laden macrophages: evidence for an inverse relation between the two mechanisms. | Westman, J., et al. 1998. Arterioscler Thromb Vasc Biol. 18: 554-61. PMID: 9555860
- Activities of recombinant human cytochrome P450c27 (CYP27) which produce intermediates of alternative bile acid biosynthetic pathways. | Pikuleva, IA., et al. 1998. J Biol Chem. 273: 18153-60. PMID: 9660774
Inhibitor of:
3β-HSD.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
3β-Hydroxy-5-cholestenoic Acid, 1 mg | sc-209761 | 1 mg | $506.00 |