Campesterol
| Campesterol | |
|---|---|
 |
|
|
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol |
|
|
Other names
Campestanol; (24R)-Ergost-5-en-3β-ol |
|
| Identifiers | |
| CAS number | 474-62-4  |
| PubChem | 173183 |
| ChemSpider | 151215 |
| UNII | 5L5O665639 |
| ChEBI | CHEBI:28623 |
| ChEMBL | CHEMBL520535 |
| Jmol-3D images | Image 1 |
|
|
|
|
| Properties | |
| Molecular formula | C28H48O |
| Molar mass | 400.68 g mol−1 |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| Infobox references | |
Campesterol is a phytosterol whose chemical structure similar to that of cholesterol. Many vegetables, fruits, nuts[1] and seeds contain campesterol, but in low concentrations. Banana, pomegranate, pepper, coffee, grapefruit, cucumber, onion, oat, potato and lemon grass (citronella) are few examples of common sources containing campesterol at ~1-7 mg/100 mg of the edible portion. In contrast canola and corn contain as much as 50-200 mg.[citation needed]
It is so named because it was first isolated from the rapeseed (Brassica campestris).[2] It is known to have cholesterol-lowering activity and anti-inflammatory effect. It was demonstrated that it inhibits several pro-inflammatory and matrix degradation mediators typically involved in osteoarthritis-induced cartilage degradation.[3]
[edit] References
- ^ Ramon Seguraa, Casimiro Javierrea, M Antonia Lizarragaa and Emilio Rosa (2006). "Other relevant components of nuts: phytosterols, folate and minerals". British Journal of Nutrition 96: S36–S44. doi:10.1017/BJN20061862. PMID 17125532.
- ^ Fernholz E, MacPhillamy HB. (1941). "Isolation of a new phytosterol: campesterol". J. Am. Chem. Soc. 63 (1): 1155–1156. doi:10.1021/ja01849a079.
- ^ Gabay O, Sanchez C, Salvat C, Chevy F, Breton M, Nourissat G, Wolf C, Jacques C, Berenbaum F. (2010). "Stigmasterol: a phytosterol with potential anti-osteoarthritic properties". Am J Clin Nutr. 18 (1): 106–116. doi:10.1016/j.joca.2009.08.019. PMID 19786147.
