S2424

Stigmasterol

~95%

• Sinónimos: 3β-Hydroxy-24-ethyl-5,22-cholestadiene, 5,22-Stigmastadien-3β-ol, Stigmasterin
• Fórmula empírica (notación de Hill): C₂₉H₄₈O
• Número CAS: 83-48-7
• Peso molecular: 412.69
• UNSPSC Code: 12352211
• NACRES: NA.77
• PubChem Substance ID: 24899523
• EC Number: 201-482-7
• Beilstein/REAXYS Number: 2568182
• MDL number: MFCD00003630

Propiedades

• assay: ~95%
• Quality Segment: 100
• mp: 165-167 °C (lit.)
• solubility: chloroform: 50 mg/ml
• SMILES string: [H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)/C=C/[C@@H](CC)C(C)C
• InChI: 1S/C29H48O/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/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1
• InChI key: HCXVJBMSMIARIN-PHZDYDNGSA-N
• Gene Information: human ... POLA1(5422), TOP2A(7153) ; rat ... Polb(29240)

Descripción

Application

Stigmasterol was used as a reference standard in determination of phytosterols in dietary supplements by gas chromatography and in frozen leaf samples of Arabidopsis thaliana by GC/MS.

Biochem/physiol Actions

Stigmasterol is a phytosterol with chemical structure similar to cholesterol. It exhibits anti-cancer, anti-pyretic, anti-inflammatory and immune-modulating effects. Stigmasterol decreases the expression of matrix metalloproteinases and reduced the degradation of cartilage in osteoarthritic rabbits.

Preparation Note

Stigmasterol yields clear, colorless solution in chloroform at 50 mg/ml.

Información de seguridad

• Clase de almacenamiento: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)