Stigmastanol

Stigmastanol

Names
IUPAC name (3S,5S,8R,9S,10S,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-ol
Other names (3β)-Stigmastan-3-ol; (3β,5α)-Stigmastan-3-ol; β-Sitostanol; Dihydrositosterin; Dihydrositosterol; Dihydro-β-sitosterol; Fucostanol; Spinastanol; 24α-Ethylcholestanol
Identifiers
CAS Number	83-45-4 Y
ChEBI	CHEBI:89400
ChEMBL	ChEMBL252364
ChemSpider	13078158
Jmol 3D model	Interactive image
PubChem	15559396
UNII	C2NJ9WO6O7
SMILES O[C@H]1CC[C@@]2(C)[C@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@@H](CC[C@@H](CC)C(C)C)C)([H])C1
Properties
Chemical formula	C29H52O
Molar mass	416.73 g·mol−1
Boiling point	139.4 to 139.8 °C (282.9 to 283.6 °F; 412.5 to 412.9 K)
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Stigmastanol (sitostanol) is a phytosterol found in a variety of plant sources. Similar to sterol esters and stanol esters, stigmastanol inhibits the absorption of cholesterol from the diet. Animal studies suggest that it also inhibits biosynthesis of cholesterol in the liver.

Stigmastanol is the product of the reduction of β-sitosterol and the hydrogenation of stigmasterol.

See also

• Stigmasterol, a closely related sterol