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85451

Sigma-Aldrich

β-Sitosterol

≥70%

Synonym(s):

α-Dihydrofucosterol, 22,23-Dihydrostigmasterol, 24α-Ethylcholesterol, 5-Stigmasten-3β-ol

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About This Item

Empirical Formula (Hill Notation):
C29H50O
CAS Number:
83-46-5
Molecular Weight:
414.71
Beilstein:
1916165
EC Number:
201-480-6
MDL number:
MFCD00003631
UNSPSC Code:
12352211
PubChem Substance ID:
329769380
NACRES:
NA.77

biological source

plant

Assay

≥70%

form

powder

impurities

campesterol and β-sitostanol, residual

mp

136-140 °C (lit.)

functional group

hydroxyl

SMILES string

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

InChI key

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.

Biochem/physiol Actions

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Dietary supplementation with phytosterol and ascorbic acid reduces body mass accumulation and alters food transit time in a diet-induced obesity mouse model
Thornton SJ et al
Lipids in Health and Disease, 10, doi: 10-doi: 10 (2011)
Pauline Seguinot et al.
International journal of food microbiology, 316, 108441-108441 (2019-11-30)
Even though non-Saccharomyces yeasts were regarded as spoilage microorganisms for a long time, their abilities to improve and diversify the aromatic profile of wines are now well recognized. Consequently, their use in combination with S. cerevisiae strains during winemaking has
Oliver Harlé et al.
PloS one, 15(5), e0233285-e0233285 (2020-05-27)
Fermentation by microorganisms is a key step in the production of traditional food products such as bread, cheese, beer and wine. In these fermentative ecosystems, microorganisms interact in various ways, namely competition, predation, commensalism and mutualism. Traditional wine fermentation is
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