C5157

Campesterol

~65%

• Synonyme(s) : 24α-Methyl-5-cholesten-3β-ol, 24(R)-Ergost-5-en-3β-ol
• Formule empirique (notation de Hill): C₂₈H₄₈O
• Numéro CAS: 474-62-4
• Poids moléculaire : 400.68
• Numéro Beilstein : 3216975
• Numéro CE : 207-484-4
• Numéro MDL: MFCD00010475
• Code UNSPSC : 12352211
• ID de substance PubChem : 24892762
• Nomenclature NACRES : NA.28

Propriétés

• Source biologique: Glycine max (soybean)
• Niveau de qualité: 200
• Forme: powder
• Concentration: ~65%
• Conditions d'expédition: ambient
• Température de stockage: −20°C
• Chaîne SMILES: [H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])[C@H](C)CC[C@H](C)C(C)C
• InChI: 1S/C28H48O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18-20,22-26,29H,7-8,10-17H2,1-6H3/t19-,20+,22-,23-,24+,25-,26-,27-,28+/m0/s1
• Clé InChI: SGNBVLSWZMBQTH-ZRUUVFCLSA-N

Description

Application

Campesterol was used as standard in GC and HPLC analysis of oil samples from plants.

Actions biochimiques/physiologiques

Campesterol is a phytosterol, primarily found in nuts, fruits, legumes and seeds. Though an analogue of cholesterol, it is poorly absorbed in humans and competitively inhibits the absorption of cholesterol. Campesterol decreases the transcription of genes involved in cholesterol metabolism in hepatocytes and enterocytes and has positive impact in treatment of cardiovascular disease.

Plant sterol. May lower absorption of dietary cholesterol.

Qualité

Appears ~98% by HPLC and GC, but has been shown by ¹³C-NMR to contain ~35% dihydrobrassicasterol (24β-methyl-5-cholesten-3β-ol; 24[S]-ergost-5-en-3β-ol).

Notes préparatoires

Campesterol yields clear, colorless to faint yellow solution in chloroform at 20 mg/ml.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302 + H312 + H332,H315,H319,H335
• Conseils de prudence: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Classification des risques: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves