S1270

β-Sitosterol

synthetic, ≥95%

• Synonym(s): beta-Sitosterol, α-Dihydrofucosterol, 22,23-Dihydrostigmasterol, 24α-Ethylcholesterol, 5-Stigmasten-3β-ol
• Empirical Formula (Hill Notation): C₂₉H₅₀O
• CAS Number: 83-46-5
• Molecular Weight: 414.71
• Beilstein/REAXYS Number: 1916165
• EC Number: 201-480-6
• MDL number: MFCD00003631
• UNSPSC Code: 12352211
• PubChem Substance ID: 24899468
• NACRES: NA.77

Properties

• biological source: synthetic
• assay: ≥95%
• form: powder
• mp: 136-140 °C (lit.)
• functional group: hydroxyl
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CC[C@H](C(C)C)CC
• 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

Description

Application

β-Sitosterol has been used:

• to study its ability to improve the suitability of two pollens
• as a standard in the determination of sterol purities
• as a standard in quantitative genetic analysis
• as a standard in the estimation of plant sterols

Biochem/physiol Actions

A phytosterol with structure very similar to cholesterol that exhibits estrogenic activity. Inhibits proliferation of human leukemia cells, with G2/M arrest, endoreduplication, and polymerization of α-tubulin and microtubules.

Increased β-sitosterol administration displaces cholesterol during absorption. This elevates fecal secretion. It is known to regulate intestinal immunity.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)