stigmastanol

Also known as sitostanol, fucostanol, (3S,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

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.

In the Vinony graph

Within Vinony's link graph, stigmastanol is referenced by 86 other articles, and connects out to beta-sitosterol, International Standard Book Number and digital object identifier.

It is catalogued under topics including Chemical articles with multiple CAS registry numbers, Chemical articles with multiple compound IDs and ECHA InfoCard ID from Wikidata.

Its subject is documented across 9 Wikipedia language editions.

Chemical data

Formula: C29H52O
Molecular weight: 416.7 g/mol
IUPAC name: (3S,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES: CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C
InChIKey: LGJMUZUPVCAVPU-HRJGVYIJSA-N
XLogP: 10.2
Polar surface area: 20.2 Å²
H-bond donors: 1
H-bond acceptors: 1
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

206 papers

via PubMed

Wikidata facts

Mass: 416.401816284

Show 5 more facts

found in taxon: Acacia retinodes
chemical formula: C₂₉H₅₂O
canonical SMILES: CCC(CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)C(C)C
isomeric SMILES: CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C
Commons category: Stigmastanol

Sources (3)

via Wikidata · CC0

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