C5157

Campesterol

~65%

• Synonyma: 24α-Methyl-5-cholesten-3β-ol, 24(R)-Ergost-5-en-3β-ol
• Empirický vzorec (Hillův zápis): C₂₈H₄₈O
• Číslo CAS: 474-62-4
• Molekulová hmotnost: 400.68
• UNSPSC Code: 12352211
• NACRES: NA.28
• PubChem Substance ID: 24892762
• EC Number: 207-484-4
• Beilstein/REAXYS Number: 3216975
• MDL number: MFCD00010475

Vlastnosti

• biological source: Glycine max (soybean)
• Quality Segment: 200
• form: powder
• concentration: ~65%
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: [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
• InChI key: SGNBVLSWZMBQTH-ZRUUVFCLSA-N

Popis

Application

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

Biochem/physiol Actions

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.

Preparation Note

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

Analysis Note

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).

Bezpečnostní informace

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 + H312 + H332,H315,H319,H335
• pcodes: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Skladovací třída: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves