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Merck
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Key Documents

85451

Sigma-Aldrich

β-Sitosterol

≥70%

Synonyme(s) :

24β-éthylcholestérol, 5-stigmasten-3β-ol

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About This Item

Formule empirique (notation de Hill):
C29H50O
Numéro CAS:
Poids moléculaire :
414.71
Numéro Beilstein :
1916165
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Source biologique

plant

Niveau de qualité

Pureté

≥70%

Forme

powder

Impuretés

campesterol and β-sitostanol, residual

Pf

136-140 °C (lit.)

Groupe fonctionnel

hydroxyl

Chaîne SMILES 

O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CC[C@H](C(C)C)CC

InChI

1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1

Clé InChI

KZJWDPNRJALLNS-VJSFXXLFSA-N

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Application

β-Sitosterol was used to supplement diet of mice to study its effect on body mass accumulation.

Actions biochimiques/physiologiques

β-Sitosterol is a plant sterol that has hypocholesterolemic activity. Only 5% of β-Sitosterol is absorbed by humans. It is hypothesized that the cholesterol-lowering activity is by competing cholesterol for uptake by the cells or by interfering with the esterification of cholesterol. β-Sitosterol is reported to reduce the incidence of colon tumors.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Yoshihide Yamanashi et al.
The Journal of pharmacology and experimental therapeutics, 320(2), 559-564 (2006-12-01)
Previous in vivo studies including those with knockout mice suggested that Niemann-Pick C1-like 1 (NPC1L1) plays an essential role in the intestinal absorption of cholesterol. To characterize the mechanism of cholesterol uptake mediated by NPC1L1, an in vitro system reflecting
M Sugano et al.
The Journal of nutrition, 107(11), 2011-2019 (1977-11-01)
The hypocholesterolemic activity of beta-sitosterol and its hydrogenated product, beta-sitostanol (dihydrositosterol or stigmastanol) has been compared in young male rats. When cholesterol was included in the diet, sitostanol consistently exhibited significantly greater hypocholesterolemic activity than sitosterol. There were no apparent
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Lipids in Health and Disease, 10, doi: 10-doi: 10 (2011)
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