A phytosterol with diverse biological activities
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24α-ethyl Cholesterol

Item No. 37386

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
stigmast-5-en-3β-ol
CAS Number
83-46-5
Synonyms
  • Cupreol
  • α-Dihydrofucosterol
  • NSC 8096
  • NSC 18173
  • NSC 49083
  • Rhamnol
  • β-Sitosterol
  • SKF 14463
  • 22,23-dihydro Stigmasterol
Molecular Formula
C29H50O
Formula Weight
414.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: 20 mg/mlEthanol: Slightly soluble
SMILES
CC[C@@H](C(C)C)CC[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
InChi Code
InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1
InChi Key
KZJWDPNRJALLNS-VJSFXXLFSA-N
Origin
Plant/Unknown Sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    24α-ethyl Cholesterol is a phytosterol that has been found in S. plebian and has diverse biological activities.1,2,3,4,5 It protects lard from thermal oxidation when used at concentrations of 0.02 and 0.04%.1 24α-ethyl Cholesterol (100 µM) induces glucose uptake and lipolysis in primary rat differentiated adipocytes and adipogenesis in primary rat preadipocytes.2 It is cytotoxic to MCF-7 breast cancer cells (IC50 = 264.83 µM).3 24α-ethyl Cholesterol increases protein levels of the glucocorticoid receptor in human bronchial smooth muscle cells cultured with TGF-β1 and prevents pulmonary fibrosis in a mouse model of allergic asthma induced by ovalbumin.4 Dietary administration of 24α-ethyl cholesterol (0.5%) reduces cholesterol-induced increases in liver weight and hepatic levels of cholesterol (Item No. 9003100) in rabbits.5 24α-ethyl Cholesterol has also been used in the generation of lipid nanoparticles (LNPs) for the delivery of mRNA in vitro and in vivo.6 Formulations containing 24α-ethyl cholesterol have been used as dietary supplements.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Weng, X.C., and Weng, W. Antioxidant activity of compounds isolated from Salvia plebia. Food Chem. 71(4), 489-493 (2000).

    2. Chai, J.W., Lim, S.L., Kanthimathi, M.S., et al. Gene regulation in β-sitosterol-mediated stimulation of adipogenesis, glucose uptake, and lipid mobilization in rat primary adipocytes. Genes Nutr. 6(2), 181-188 (2011).

    3. Hadrian, E., Sari, A.P., Mayanti, T., et al. Steroids from Atactodea striata and their cytotoxic activity against MCF-7 breast cancer cell lines. Indones. J. Chem. 23(1), 200-209 (2023).

    4. Xu, J., Yang, L., and Lin, T. β-sitosterol targets glucocorticoid receptor to reduce airway inflammation and remodeling in allergic asthma. Pulm. Pharmacol. Ther. 78, 102183 (2023).

    5. Ikeda, I., Kawasaki, A., Samezima, K., et al. Antihypercholesterolemic activity of β-sitostanol in rabbits. J. Nutr. Sci. Vitaminol. (Tokyo) 27(3), 243-251 (1981).

    6. Medjmedj, A., Ngalle-Loth, A., Clemençon, R., et al. In cellulo and in vivo comparison of cholesterol, beta-sitosterol and dioleylphosphatidylethanolamine for lipid nanoparticle formulation of mRNA. Nanomaterials (Basel) 12(14), 2446 (2022).