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MedKoo Cat#: 584594 | Name: Sitostanol
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sitostanol is a saturated sterol found in a variety of plants, including corn, wheat, and rice and reduces cholesterol uptake in rats and rabbits.

Chemical Structure

Sitostanol
Sitostanol
CAS#83-45-4

Theoretical Analysis

MedKoo Cat#: 584594

Name: Sitostanol

CAS#: 83-45-4

Chemical Formula: C29H52O

Exact Mass: 416.4018

Molecular Weight: 416.73

Elemental Analysis: C, 83.58; H, 12.58; O, 3.84

Price and Availability

Size Price Availability Quantity
1mg USD 350.00 2 weeks
5mg USD 550.00 2 weeks
10mg USD 950.00 2 weeks
25mg USD 1,650.00 2 Weeks
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Related CAS #
No Data
Synonym
Sitostanol; 24α-ethyl Cholestanol; NSC 49081; β-Sitostanol; Stigmastanol
IUPAC/Chemical Name
(5alpha)-stigmastan-3beta-ol
InChi Key
LGJMUZUPVCAVPU-HRJGVYIJSA-N
InChi Code
InChI=1S/C29H52O/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/h19-27,30H,7-18H2,1-6H3/t20-,21-,22+,23+,24+,25-,26+,27+,28+,29-/m1/s1
SMILES Code
CC[C@@H](C(C)C)CC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Sitostanol reduces cholesterol uptake in isolated rat jejunal loops when used at a concentration of 0.3 mM in a micellar solution containing cholesterol. Sitostanol decreases liver cholesterol levels and prevents abdominal aorta atheroma in rabbits when administered in a cholesterol-containing diet at 0.5%.
In vitro activity:
Sitostanol has beneficial in vivo effects on lipid and lipoprotein metabolism, but alterations in human mitochondrial function are apparently not involved. In vitro, sitostanol did not change mitochondrial function in adipocytes derived from human BAT or in cultured human myotubes. Interestingly, maximal mitochondrial function in HepG2 human hepatocytes was decreased following sitostanol incubation, however, only when mitochondrial function was assessed in low glucose-containing medium. Reference: Eur J Nutr. 2020 Aug;59(5):2039-2045. https://pubmed.ncbi.nlm.nih.gov/31317217/
In vivo activity:
To be determined

Preparing Stock Solutions

The following data is based on the product molecular weight 416.73 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Nascimento EBM, Konings M, Schaart G, Groen AK, Lütjohann D, van Marken Lichtenbelt WD, Schrauwen P, Plat J. 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. doi: 10.1007/s00394-019-02052-y. Epub 2019 Jul 17. PMID: 31317217; PMCID: PMC7351807. 2. Brüll F, Mensink RP, Steinbusch MF, Husche C, Lütjohann D, Wesseling GJ, Plat J. Beneficial effects of sitostanol on the attenuated immune function in asthma patients: results of an in vitro approach. PLoS One. 2012;7(10):e46895. doi: 10.1371/journal.pone.0046895. Epub 2012 Oct 16. PMID: 23091602; PMCID: PMC3473039.
In vitro protocol:
1. Nascimento EBM, Konings M, Schaart G, Groen AK, Lütjohann D, van Marken Lichtenbelt WD, Schrauwen P, Plat J. 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. doi: 10.1007/s00394-019-02052-y. Epub 2019 Jul 17. PMID: 31317217; PMCID: PMC7351807. 2. Brüll F, Mensink RP, Steinbusch MF, Husche C, Lütjohann D, Wesseling GJ, Plat J. Beneficial effects of sitostanol on the attenuated immune function in asthma patients: results of an in vitro approach. PLoS One. 2012;7(10):e46895. doi: 10.1371/journal.pone.0046895. Epub 2012 Oct 16. PMID: 23091602; PMCID: PMC3473039.
In vivo protocol:
To be determined
1: Matysik S, Elger T, Huss M, Liebisch G, Höring M, Loibl J, Kandulski A, Müller M, Tews HC, Buechler C. Unique sterol metabolite shifts in inflammatory bowel disease and primary sclerosing cholangitis. J Steroid Biochem Mol Biol. 2024 Sep 16;245:106621. doi: 10.1016/j.jsbmb.2024.106621. Epub ahead of print. PMID: 39293724. 2: Downham RP, Vane CH, Gannon B, Olaka LA, Barrow MP. Sewage and Organic Pollution Compounds in Nairobi River Urban Sediments Characterized by Fourier Transform Ion Cyclotron Resonance Mass Spectrometry (FT-ICR-MS). J Am Soc Mass Spectrom. 2024 Sep 3. doi: 10.1021/jasms.4c00229. Epub ahead of print. PMID: 39226373. 3: Faubel N, Barberá R, Garcia-Llatas G. Human Oral Phase Coupled with In Vitro Dynamic Gastrointestinal Digestion for Assessment of Plant Sterol Bioaccessibility from Wholemeal Rye Bread. J Agric Food Chem. 2024 Jul 17;72(28):15672-15679. doi: 10.1021/acs.jafc.4c02109. Epub 2024 Jul 1. PMID: 38950138; PMCID: PMC11261621. 4: Garrido-Sanchez L, Leiva-Badosa E, Llop-Talaveron J, Pintó-Sala X, Lozano- Andreu T, Corbella-Inglés E, Alia-Ramos P, Arias-Barquet L, Ramon-Torrel JM, Badía-Tahull MB. Blood Phytosterol Concentration and Genetic Variant Associations in a Sample Population. Nutrients. 2024 Apr 5;16(7):1067. doi: 10.3390/nu16071067. PMID: 38613098; PMCID: PMC11013666. 5: Stanasila L, Lütjohann D, Popp J, Marques-Vidal P. Association between Serum Phytosterols and Lipid Levels in a Population-Based Study. Nutrients. 2024 Mar 8;16(6):775. doi: 10.3390/nu16060775. PMID: 38542686; PMCID: PMC10975912. 6: Vecchiato CG, Pinna C, Sung CH, Borrelli De Andreis F, Suchodolski JS, Pilla R, Delsante C, Sportelli F, Mammi LME, Pietra M, Biagi G. Fecal Microbiota, Bile Acids, Sterols, and Fatty Acids in Dogs with Chronic Enteropathy Fed a Home- Cooked Diet Supplemented with Coconut Oil. Animals (Basel). 2023 Jan 31;13(3):502. doi: 10.3390/ani13030502. PMID: 36766392; PMCID: PMC9913398. 7: Wu M, Pei Z, Sun W, Wu H, Sun Y, Wu B, Zhou W, Luo F, Lu W. Age-related reference intervals for serum phytosterols in children by gas chromatography- mass spectrometry and its application in diagnosing sitosterolemia. Clin Chim Acta. 2023 Feb 1;540:117234. doi: 10.1016/j.cca.2023.117234. Epub 2023 Jan 25. PMID: 36708942. 8: Guo P, Feng R, Li Z, Han T. Gender differences in the relationships between dietary phytosterols intake and prevalence of obesity in Chinese population. Food Sci Nutr. 2022 Oct 13;11(1):569-577. doi: 10.1002/fsn3.3097. PMID: 36655093; PMCID: PMC9834890. 9: Galler AI, Suchodolski JS, Steiner JM, Sung CH, Hittmair KM, Richter B, Burgener IA. Microbial dysbiosis and fecal metabolomic perturbations in Yorkshire Terriers with chronic enteropathy. Sci Rep. 2022 Jul 28;12(1):12977. doi: 10.1038/s41598-022-17244-6. PMID: 35902689; PMCID: PMC9334271. 10: Stanasila L, Marques-Vidal P. Serum Phytosterols Are Not Associated with Inflammatory Markers in Two Cross-Sectional, Swiss Population-Based Studies (The CoLaus|PsyCoLaus Study). Nutrients. 2022 Jun 16;14(12):2500. doi: 10.3390/nu14122500. PMID: 35745232; PMCID: PMC9229848. 11: Wang S, Zhao W, Li J, Hu P, Zhao Y, Tse LA, Lu J, Ren Z, Xing X, Liu X. Association of Dietary Phytosterols Intake and Survival of Esophageal Squamous Cell Carcinoma: A Prospective Cohort Study. Nutr Cancer. 2022;74(10):3582-3591. doi: 10.1080/01635581.2022.2085311. Epub 2022 Jun 7. PMID: 35670147. 12: Rozentsvet OA, Kotlova ER, Bogdanova ES, Nesterov VN, Senik SV, Shavarda AL. Balance of Δ5-and Δ7-sterols and stanols in halophytes in connection with salinity tolerance. Phytochemistry. 2022 Jun;198:113156. doi: 10.1016/j.phytochem.2022.113156. Epub 2022 Mar 4. PMID: 35248579. 13: Huang CC, Lin TC, Liu CH, Hu HC, Yu SY, Wu SJ, Yen MH, Tsai YH, Chang FR. Lipid Metabolism and its Mechanism Triggered by Supercritical CO2 Extract of Adlay (Coix lacryma-jobi var. ma-yuen (Rom. Caill.) Stapf) Bran in High-Fat Diet Induced Hyperlipidemic Hamsters. Front Pharmacol. 2021 Nov 17;12:785944. doi: 10.3389/fphar.2021.785944. PMID: 34867418; PMCID: PMC8635772. 14: Llop-Talaveron J, Leiva-Badosa E, Alia-Ramos P, Rigo-Bonnin R, Virgili-Casas N, Farran-Teixidor L, Miró-Martín M, Garrido-Sanchez L, Suárez-Lledó A, Badía- Tahull MB. Genetic factors associated with alterations in liver function test results in adult hospitalized patients treated with parenteral nutrition: A substudy of a clinical trial. Nutrition. 2022 Jan;93:111507. doi: 10.1016/j.nut.2021.111507. Epub 2021 Oct 3. PMID: 34785440. 15: Wang S, Zhao W, Sun L, Xiao SM, Lin S, Zhao J, Xiao H, Xing X, Lao XQ, Chen YM, Liu X. Independent and opposing associations of dietary phytosterols intake and PLCE1 rs2274223 polymorphisms on esophageal squamous cell carcinoma risk. Eur J Nutr. 2021 Dec;60(8):4357-4366. doi: 10.1007/s00394-021-02561-9. Epub 2021 May 27. PMID: 34046701. 16: Simonen P, Arte E, Gylling H. Obesity Does Not Interfere with the Cholesterol-Lowering Effect of Plant Stanol Ester Consumption (as Part of a Heart-Healthy Diet). J Cardiovasc Dev Dis. 2021 Apr 7;8(4):36. doi: 10.3390/jcdd8040036. PMID: 33916900; PMCID: PMC8067532. 17: Molina-Gutiérrez M, Rodríguez-Sánchez L, Doñoro C, Martínez MJ, Prieto A. Sustainable and Green Synthesis of Stanol Esters from Oil Wastes. J Agric Food Chem. 2021 Jan 13;69(1):286-293. doi: 10.1021/acs.jafc.0c06581. Epub 2020 Dec 29. PMID: 33375783. 18: Di Lena G, Sanchez Del Pulgar J, Lombardi Boccia G, Casini I, Ferrari Nicoli S. Corn Bioethanol Side Streams: A Potential Sustainable Source of Fat-Soluble Bioactive Molecules for High-Value Applications. Foods. 2020 Dec 2;9(12):1788. doi: 10.3390/foods9121788. PMID: 33276511; PMCID: PMC7760800. 19: Myrie SB, Steiner RD, Mymin D. Sitosterolemia. 2013 Apr 4 [updated 2020 Jul 16]. In: Adam MP, Feldman J, Mirzaa GM, Pagon RA, Wallace SE, Bean LJH, Gripp KW, Amemiya A, editors. GeneReviews® [Internet]. Seattle (WA): University of Washington, Seattle; 1993–2024. PMID: 23556150. 20: Ma'mag LK, Zintchem AAA, Atchadé AT, Kopa Kowa T, Tchinda Tiabou A, Bikobo DSN, Pegnyemb DE. Antileishmanial activity of long chain alkyl benzene and other constituents from seeds of Sesamum indicum. L (Pedaliaceae). Nat Prod Res. 2021 Dec;35(23):5535-5539. doi: 10.1080/14786419.2020.1793147. Epub 2020 Jul 13. PMID: 32657142.