83-45-4
Chemical Structure
Sitostanol
Synonym(s): Stigmastanol; 24α-Ethyl cholestanol
- CAS No.: 83-45-4
- Formula:C29H52O
- Molecular Weight:416.72
IUPAC Name: (3S,5S,8R,9S,10S,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKey: LGJMUZUPVCAVPU-HRJGVYIJSA-N
SMILES: CC[C@H](CC[C@@H](C)[C@]1([H])[C@]2(C)[C@](CC1)([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC2)C(C)C
Biological Activity: Stigmastanol is a 6-amino derivative. Stigmastanol can be isolated from Hypericum riparium. Stigmastanol increases the secretion of IL-2 and IL-10. Stigmastanol reduces the maximum mitochondrial respiration of cells. Stigmastanol has beneficial effects on the weakened immune function of asthma[1][2][3][4].
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Sitostanol | 99.0% | Stigmastanol is a 6-amino derivative. Stigmastanol can be isolated from Hypericum riparium. Stigmastanol increases the secretion of IL-2 and IL-10. Stigmastanol reduces the maximum mitochondrial respiration of cells. Stigmastanol has beneficial effects on the weakened immune function of asthma. | ||||||||||||||||||||
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Sitostanol (Standard) | ≥98% | Stigmastanol (Standard) is the analytical standard of Stigmastanol. This product is intended for research and analytical applications. Stigmastanol is a 6-amino derivative. Stigmastanol can be isolated from Hypericum riparium. Stigmastanol increases the secretion of IL-2 and IL-10. Stigmastanol reduces the maximum mitochondrial respiration of cells. Stigmastanol has beneficial effects on the weakened immune function of asthma. | ||||||||||||||||||||
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5α-Cholestan-3β-ol | 99.92% | 5α-Cholestan-3β-ol is a derivitized steroid compound. | ||||||||||||||||||||
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Campestanol | 99.0% | Campestanol is a phytosterol that can be found in plant food. Campestanol lowers serum cholesterol and low-density lipoprotein. Campestanol can be used for the research of metabolic disorders. | ||||||||||||||||||||
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Coprostanol (Standard) | ≥98% | Coprostanol (5β-Cholestan-3β-ol) (Standard) is the analytical standard of Coprostanol. This product is used for research and analytical applications. Coprostanol is a fecal sterol formed by the reduction of cholesterol by microorganisms in the human and higher animal intestines. Coprostanol can be used as an indicator sterol for fecal contamination. Coprostanol has been recognized as a good indicator of water resource pollution caused by sewage discharge. Coprostanol can serve as a potential biological indicator for cerebral chondrodystrophy (CTX). | ||||||||||||||||||||
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Allolithocholic acid | 99.69% | Allolithocholic acid is an orally active metabolite of Lithocholic acid (HY-B0172). Allolithocholic acid is a dual GPBAR1 agonist (EC50 = 2.7 μM) and RORγt inverse agonist (IC50 = 3.4 μM). Allolithocholic acid modulates immune and metabolic pathways, regulates immune cell polarization, prevents M1 macrophage and Th17 CD4 cell polarization. Allolithocholic acid improves insulin sensitivity, reduces liver lipid accumulation, reverses liver immunological, inflammatory and metabolic signaling dysregulation, restores bile acid homeostasis, adipose tissue histopathology/function, and intestinal microbiota composition, modulates intestinal immunity. Allolithocholic acid can be used for the researches of cancer, inflammayion, immunology and metabolic disease. | ||||||||||||||||||||
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Stigmastan-3β-ol | 99.70% | Stigmastan-3β-ol is a sterol that can be isolated from Tinospora sinensis and Ginkgo biloba L.. Stigmastan-3β-ol has antimicrobial activity. | ||||||||||||||||||||
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Lithocholic acid | 99.96% | Lithocholic acid is a toxic secondary bile acid that can promote intrahepatic cholestasis and promote tumorigenesis. Lithocholic acid is also a FXR antagonist and a PXR/SXR agonist. | ||||||||||||||||||||
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Isoallolithocholic acid (Standard) | ≥98% | Isoallolithocholic acid (Standard) is the analytical standard of Isoallolithocholic acid. This product is intended for research and analytical applications. Isoallolithocholic acid (3β-Hydroxy-5α-cholanic acid), a derivative of Lithocholic acid (HY-10219), is a T cell regulator. Isoallolithocholic acid enhances regulatory T cells (Tregs) differentiation. | ||||||||||||||||||||
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6α-Hydroxysitostanol | 6α-Hydroxysitostanol is a marker of sitostanol oxidation. | |||||||||||||||||||||
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Stigmastane | Stigmastane is a natural product that can be found in soybeans. | |||||||||||||||||||||
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Epicoprostanol | 99.88% | Epicoprostanol is the compound found in adipocere. | ||||||||||||||||||||
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References
- [1]. Pinhas H, et al. 6-amino derivatives of stigmastanol and cholestanol. J Med Chem. 1971;14(11):1048-1049. [Content Brief]
- [2]. Tanemossu SA, et al. Rare biscoumarin derivatives and flavonoids from Hypericum riparium. Phytochemistry. 2014;105:171-177. [Content Brief]
- [3]. Nascimento EBM, et al. In vitro effects of sitosterol and sitostanol on mitochondrial respiration in human brown adipocytes, myotubes and hepatocytes. Eur J Nutr. 2020 Aug;59(5):2039-2045. [Content Brief]
- [4]. Brüll F, et al. Beneficial effects of sitostanol on the attenuated immune function in asthma patients: results of an in vitro approach. PLoS One. 2012;7(10):e46895. [Content Brief]