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Chemical Structure| 83-46-5 Chemical Structure| 83-46-5

Structure of β-Sitosterol
CAS No.: 83-46-5

Chemical Structure| 83-46-5

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β-Sitosterol, a natural product isolated and purified from the herbs of Anemone cathayensis Kitag., is one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol.

Synonyms: β-Sitosterol; 22,23-Dihydrostigmasterol; (-)-beta-Sitosterol, 22,23-Dihydrostigmasterol, 24-alpha-Ethylcholesterol, AI3-26020, alpha-Dihydrofucosterol, Angelicin, Azuprostat, beta-Sitosterol, CCRIS 5529, Cinchol, Cupreol, Harzol, Nimbosterol, Prostasal, Quebrachol, Rhamnol, Triastonal

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Product Details of β-Sitosterol

CAS No. :83-46-5
Formula : C29H50O
M.W : 414.71
SMILES Code : CC[C@@H](C(C)C)CC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
Synonyms :
β-Sitosterol; 22,23-Dihydrostigmasterol; (-)-beta-Sitosterol, 22,23-Dihydrostigmasterol, 24-alpha-Ethylcholesterol, AI3-26020, alpha-Dihydrofucosterol, Angelicin, Azuprostat, beta-Sitosterol, CCRIS 5529, Cinchol, Cupreol, Harzol, Nimbosterol, Prostasal, Quebrachol, Rhamnol, Triastonal
MDL No. :MFCD00003631
InChI Key :KZJWDPNRJALLNS-VJSFXXLFSA-N
Pubchem ID :222284

Safety of β-Sitosterol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P201-P261-P304+P340+P312-P305+P351+P338-P308+P313-P403+P233

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Bone marrow-derived macrophages (BMDMs) 5, 25, 50 µM 1 day To investigate the effect of BS on macrophage polarization. Results showed that BS significantly repressed M1 polarization and augmented M2 polarization. In 25 μM BS-treated M1-polarized BMDMs, the expression of iNOS, IL-1β, CD86, and MHCII was reduced by 50.2%, 47.1%, 87.1%, and 31.3%, respectively, while in 25 μM BS-treated M2-polarized BMDMs, the expression of arginase-1, IL-10, CD163, and CD206 was increased by 65.6%, 107.4%, 23.5%, and 51.3%, respectively. Pharm Biol. 2019 Dec;57(1):161-168
CHO-CCK1R-W166A cells 100 µM 15 minutes To study the effect of β-sitosterol on CCK1R W166A mutant, results showed that 100 μM β-sitosterol had no effect on CCK signaling. Clin Nutr. 2016 Dec;35(6):1374-1379
CHO-CCK1R-Y237A cells 100 µM 15 minutes To study the effect of β-sitosterol on CCK1R Y237A mutant, results showed that 100 μM β-sitosterol had no effect on CCK signaling. Clin Nutr. 2016 Dec;35(6):1374-1379
CHO-CCK1R-Y140A cells 100 µM 15 minutes To study the effect of β-sitosterol on CCK1R Y140A mutant, results showed that 100 μM β-sitosterol had no effect on CCK signaling. Clin Nutr. 2016 Dec;35(6):1374-1379
CHO-CCK2R cells 100 µM 15 minutes To study the effect of β-sitosterol on CCK2R function, results showed that 100 μM β-sitosterol had no significant impact on CCK2R function. Clin Nutr. 2016 Dec;35(6):1374-1379
SRD15-CCK1R cells 100 µM 15 minutes To study the effect of β-sitosterol on CCK1R signaling in a high cholesterol environment, results showed that 100 μM and 10 μM β-sitosterol significantly improved the defective signaling of CCK1R. Clin Nutr. 2016 Dec;35(6):1374-1379
CHO-CCK1R cells 100 µM 15 minutes To study the effect of β-sitosterol on CCK1R signaling in a high cholesterol environment, results showed that 100 μM and 10 μM β-sitosterol significantly improved the defective signaling of CCK1R. Clin Nutr. 2016 Dec;35(6):1374-1379
CuFi-1 cells 100 nM 16 hours Β-Sitosterol significantly inhibited P. aeruginosa-induced expression of IL-8, GRO-α, and GRO-β Front Pharmacol. 2017 May 12;8:236
IB3-1 cells 100 nM 16 hours Β-Sitosterol significantly inhibited P. aeruginosa-induced expression of IL-8, GRO-α, and GRO-β Front Pharmacol. 2017 May 12;8:236
HEK293 cells 150–450 μg/mL 24 hours Inhibited TNF-α or IAV-induced NF-κB activation Acta Pharmacol Sin. 2020 Sep;41(9):1178-1196
A549 cells 150–450 μg/mL 24 hours Suppressed inflammatory response in IAV-infected cells via NF-κB and p38 MAPK signaling, reducing pro-inflammatory cytokines and chemokines Acta Pharmacol Sin. 2020 Sep;41(9):1178-1196
Bovine mammary epithelial cells (MAC-T) 1 µM 24 hours Β-Sitosterol significantly reduced LPS-induced oxidative stress and inflammation, while increasing the expression of anti-apoptotic proteins and activating the HIF-1α/mTOR signaling pathway to inhibit apoptosis and improve lipid synthesis-related gene expression Int J Mol Sci. 2023 Sep 27;24(19):14644
293 T cells 5 μg/mL, 10 μg/mL, 20 μg/mL 24, 48, 72 hours No significant effect on cell viability Hum Cell. 2024 Jul;37(4):1156-1169.
HCCLM3 cells 5 μg/mL, 10 μg/mL, 20 μg/mL 24, 48, 72 hours Inhibited cell viability and proliferation Hum Cell. 2024 Jul;37(4):1156-1169.
Huh-7 cells 5 μg/mL, 10 μg/mL, 20 μg/mL 24, 48, 72 hours Inhibited cell viability and proliferation Hum Cell. 2024 Jul;37(4):1156-1169.
U87 cells 0, 10, 20, 30, 40, 50 µM 24, 48, 72 hours Β-Sitosterol significantly inhibited the proliferation and viability of U87 cells, with IC50 values of 35.82 μM at 24 h, 31.75 μM at 48 h, and 9.43 μM at 72 h. Acta Biochim Biophys Sin (Shanghai). 2024 Feb 25;56(2):223-238
MDCK cells 0.975 µg/mL 3 days Evaluate the in vitro antiviral activity of β-Sitosterol against A/H1N1 virus, showing significant antiviral effects Vaccines (Basel). 2023 Jan 19;11(2):228
Vascular Smooth Muscle Cells (VSMCs) 5, 10, 20 µM 30 minutes Inhibited oxLDL-induced lipid deposition and phenotypic transformation in VSMCs Heliyon. 2024 Aug 2;10(15):e35639
C2C12 myotubes 0.5 mM 48 hours To evaluate the protective effect of β-sitosterol on dexamethasone-induced muscle atrophy. Results showed that β-sitosterol increased myotube width, restored the fusion index, and reduced the expression of MAFbx and MuRF1. Nutrients. 2022 Jul 14;14(14):2894
Huh7 cells 8.71±0.21 µg/mL (IC50) 48 hours Β-Sitosterol significantly reduced Huh7 cell viability and induced apoptosis via caspase pathway activation Molecules. 2020 Jul 2;25(13):3021
HepG2 cells 6.85±0.61 µg/mL (IC50) 48 hours Β-Sitosterol inhibited HepG2 cell proliferation in a dose-dependent manner, induced apoptosis and activated caspase-3 and -9 Molecules. 2020 Jul 2;25(13):3021

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
ICR mice Depression model (TST and FST) Intraperitoneal injection 0.1–100 mg/kg Single administration, tested after 60 minutes To evaluate the antidepressant effects of β-sitosterol and its derivatives. Results showed that Sit-S (4 mg/kg) exhibited the strongest antidepressant-like activity in the TST, mediated by the 5-HT, DA, and GABAergic systems. RSC Adv. 2018 Jan 2;8(2):671-680
Mice High-fat western-style diet-induced NAFLD model Dietary intake 0.4% diet 17 weeks To investigate the effects of β-sitosterol on alleviating HFWD-induced NAFLD. Results showed that β-sitosterol significantly ameliorated HFWD-induced fatty liver and metabolic abnormalities, including decreased levels of hepatic total lipids, triacylglycerols, cholesterol and improved liver histopathology. Biochim Biophys Acta Mol Cell Biol Lipids. 2018 Oct;1863(10):1274-1284
C57BL/6J male mice DSS-induced colitis model Dietary addition 0.4% dietary addition After 1 week of feeding, treated with 1.5% DSS in drinking water for 5 days Β-Sitosterol significantly inhibited colon shortening, lowered fecal hemoglobin contents, and reduced the severity of colitis in the middle and distal colon. Food Funct. 2017 Nov 15;8(11):4179-4186
Adult male Wistar rats Nitroglycerin-induced migraine model Intraperitoneal injection 10 mg/kg Daily for 10 days Β-Sitosterol significantly improved anxiety behaviors in migraine-induced rats by alleviating oxidative/nitrosative stress and enhancing mitochondrial function. CNS Neurosci Ther. 2024 Sep;30(9):e14892
Mice Anxiety model Intraperitoneal injection and oral gavage 100 mg/kg 1 hour before testing Β-Sitosterol shows anxiolytic effects when administered alone and in combination with the SSRI fluoxetine Cell Rep Med. 2021 May 18;2(5):100281
Wistar rats Trypanosoma congolense infection model Oral 15 and 30 mg/kg Daily administration for 14 days Β-Sitosterol significantly reduced parasitemia, ameliorated parasite-induced anemia, and significantly down-regulated the expression of TconTS1 gene. Front Microbiol. 2023 Sep 27;14:1282257
C57BL/6 mice 70% hepatectomy model Dietary supplementation 20 mg/kg/day Once daily until 72 hours post-surgery To verify the promoting effect of β-sitosterol diet on liver regeneration, results showed that β-sitosterol significantly enhanced liver regeneration rate and accelerated TRAS resolution. Int J Nanomedicine. 2024 Aug 8;19:8117-8137
C57BL/6 mice Collagen-induced arthritis (CIA) model Intraperitoneal injection 20 or 50 mg/kg Every 2 days until the end of the experiment To evaluate the therapeutic effect of BS on CIA. Results showed that BS treatment significantly alleviated ankle swelling (vehicle group: 3.13 ± 0.102 mm; 20 mg/kg BS group: 2.64 ± 0.043 mm; 50 mg/kg BS group: 2.36 ± 0.084 mm), reduced the levels of collagen-specific antibodies (IgG and IgG1, but not IgG2c, p<0.05) and pro-inflammatory cytokines (p<0.05), and increased the level of anti-inflammatory cytokine IL-10. Pharm Biol. 2019 Dec;57(1):161-168
C57BL/6 mice Dexamethasone-induced muscle atrophy model Oral 200 mg/kg Once daily for 3 weeks To evaluate the protective effect of β-sitosterol on dexamethasone-induced muscle atrophy. Results showed that β-sitosterol protected mice from muscle mass loss, increased the thickness of gastrocnemius muscle fibers, restored grip strength and creatine kinase activity, and reduced the expression of MAFbx and MuRF1. Nutrients. 2022 Jul 14;14(14):2894
ApoE−/− mice High-fat diet-induced atherosclerosis model Oral 25, 50, 100 mg/kg Once daily for 1 month Β-Sitosterol alleviates atherosclerosis by regulating CAT and inhibiting the PI3K/Akt/mTOR signaling pathway Heliyon. 2024 Aug 2;10(15):e35639
Red swamp crayfish (Procambarus clarkii) White spot syndrome virus (WSSV) infection model Intraperitoneal injection 50 mg/kg Single injection, observed up to 72 hours Β-Sitosterol significantly inhibited WSSV replication, reduced viral gene transcription levels, and increased the survival rate of infected crayfish (57.14%). Int J Mol Sci. 2022 Sep 9;23(18):10448
BALB/c mice Influenza A virus-induced acute lung injury model Intragastric 50, 200 mg/kg/day Once daily for 2 days Ameliorated IAV-mediated recruitment of pathogenic cytotoxic T cells and immune dysregulation, protected mice from lethal IAV infection Acta Pharmacol Sin. 2020 Sep;41(9):1178-1196
Zebrafish (Danio rerio) CuSO4-induced inflammation model Immersion 70 or 100 μg/mL Pretreatment for 1 h followed by exposure to CuSO4 for 20 min or 1 h Β-Sitosterol significantly reduced CuSO4-induced oxidative stress, upregulated the expressions of sod and gpx4b, and inhibited neutrophil migration and the expressions of inflammatory genes il-8 and myd88. Antioxidants (Basel). 2023 Feb 6;12(2):391
C57BL/6 mice U87 xenograft nude mouse model Intraperitoneal injection 80 mg/kg Once daily for 28 days Β-Sitosterol significantly inhibited tumor growth, reducing the average tumor size from 1282.164±221.869 mm3 in the control group to 113.126±81.405 mm3 in the β-sitosterol group, and the mean tumor weight from 0.899±0.180 g to 0.054±0.033 g. Acta Biochim Biophys Sin (Shanghai). 2024 Feb 25;56(2):223-238
C57BL/6 mice S. pneumoniae infection model Subcutaneous injection 80 mg/kg Treatment started 1 hour after infection, every 4 hours for 48 hours To evaluate the protective effect of β-sitosterol against S. pneumoniae infection, results showed that β-sitosterol significantly reduced mortality and alleviated pulmonary inflammation in mice. Sci Rep. 2015 Dec 3;5:17668

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.41mL

0.48mL

0.24mL

12.06mL

2.41mL

1.21mL

24.11mL

4.82mL

2.41mL

Dissolving Methods
The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1

References

 

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