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Merck

85451

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
UNSPSC Code:
12352211
NACRES:
NA.77
PubChem Substance ID:
329769380
EC Number:
201-480-6
Beilstein/REAXYS Number:
1916165
MDL number:
MFCD00003631

Key Documents

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Product Name

β-Sitosterol, ≥70%

InChI key

KZJWDPNRJALLNS-VJSFXXLFSA-N

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

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

biological source

plant

assay

≥70%

form

powder

impurities

campesterol and β-sitostanol, residual

mp

136-140 °C (lit.)

functional group

hydroxyl

Quality Level

200

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6475
BCCL2725
BCCK6133
BCCJ3218
BCCH0450

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F J Field et al.
Journal of lipid research, 24(4), 409-417 (1983-04-01)
Rabbits were fed either 10% coconut oil, 10% coconut oil and 1% beta-sitosterol, 10% coconut oil and 1% cholesterol, or 10% coconut oil and 1% beta-sitosterol plus 1% cholesterol for 4 weeks. Microsomal membranes from intestines of animals fed the
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
P P Nair et al.
The American journal of clinical nutrition, 40(4 Suppl), 927-930 (1984-10-01)
Cholesterol and fat are implicated as dietary factors enhancing the risk for colon carcinogenesis. Plant sterols such as beta-sitosterol when added to diets of experimental animals treated with colon carcinogens reduce tumor yields and counteract the proliferative changes associated with
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
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
View All Related Papers

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