Structure via PubChem · Public domain (PubChem)
campesterol
Sign in to saveAlso known as (24R)ergost-5-en-3beta-ol, campasterol, campesterin
Campesterol is a phytosterol whose chemical structure is similar to that of cholesterol, and is one of the ingredients for E number E499.
Chemical data
- Formula
- C28H48O
- Molecular weight
- 400.7 g/mol
- IUPAC name
- (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
- SMILES
- C[C@H](CC[C@@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
- InChIKey
- SGNBVLSWZMBQTH-PODYLUTMSA-N
- XLogP
- 8.8
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 400.370516
Show 6 more facts
- found in taxon
- Stanhopea lietzei
- chemical formula
- C₂₈H₄₈O
- isomeric SMILES
- C[C@H](CC[C@@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
- canonical SMILES
- CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
- Commons category
- Campesterol
- subject has role
- primary metabolite
Sources (5)
via Wikidata · CC0
~4 min read
Encyclopedic overview
8 sectionsContents
- Natural occurrences
- Precursor of anabolic steroid boldenone
- Effect on blood lipids
- Adverse effects
- Nutrient levels
- Increased risk of disease
- References
- External links
Campesterol is a phytosterol whose chemical structure is similar to that of cholesterol, and is one of the ingredients for E number E499.
== Natural occurrences == Many vegetables, fruits, nuts, 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 roughly 1–7 mg/100 g of the edible portion. In contrast, canola and corn oils contain as much as 16–100 mg/100 g. Levels are variable and are influenced by geography and growing environment. In addition, different strains have different levels of plant sterols. A number of new genetic strains are currently being engineered with the goal of producing varieties high in campesterol and other plant sterols. It is also found in dandelion coffee.
Excerpted from Wikipedia’s “campesterol” article, available under the CC BY-SA 4.0 licence.