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Merck
CN

S9889

β-Sitosterol

from soybean, ≥96%

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.25
PubChem Substance ID:
24899862
EC Number:
201-480-6
Beilstein/REAXYS Number:
1916165
MDL number:
MFCD00003631

Key Documents

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Product Name

β-Sitosterol, from soybean, ≥96%

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

soybean

assay

≥96%

form

powder

mp

136-140 °C (lit.)

functional group

hydroxyl

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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Related Categories

Biochem/physiol Actions

Plant derived estrogen

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
SLBS8184
058K37872V
058K37872
058K37871
058K3787

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Cheol Park et al.
Acta pharmacologica Sinica, 29(3), 341-348 (2008-02-27)
To investigate whether subtoxic concentration of beta-sitosterol (SITO) combined with TNF-related apoptosis-inducing ligand (TRAIL) induces apoptosis in TRAIL-resistant MDA-MB-231 breast cancer cells. Cell viability and growth were assessed by 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphnyl-2H-tetrazolim bromide assays, chromatin condensation, release of lactate dehydrogenase (LDH), and
Benjamin Trabelcy et al.
STAR protocols, 2(3), 100710-100710 (2021-08-20)
This protocol describes the culturing of the nematode Caenorhabditis elegans (C. elegans) in a sterol-defined experimental system and the subsequent quantitative analysis of C. elegans sterols through gas chromatography-mass spectrometry. Although studied primarily in mammals, sterols are essential biomolecules for most
Günther Silbernagel et al.
Current opinion in lipidology, 24(1), 12-17 (2012-11-21)
Plant sterols as ingredients to functional foods are recommended for lowering LDL cholesterol. However, there is an ongoing discussion whether the use of plant sterols is safe. Genetic analyses showed that common variants of the ATP binding cassette transporter G8
Ashutosh Singh
Food chemistry, 137(1-4), 62-67 (2012-12-04)
The antioxidative effect of sitosterol at 1, 2 and 5% levels, in triolein, refined canola, high oleic sunflower and flaxseed oils, continuously heated for a period of up to 72 h at frying temperature of 180 °C, was studied. High
Daniele Silvestro et al.
PloS one, 8(2), e56429-e56429 (2013-02-15)
Sterols are crucial lipid components that regulate membrane permeability and fluidity and are the precursors of bioactive steroids. The plant sterols exist as three major forms, free sterols, steryl glycosides and steryl esters. The storage of steryl esters in lipid
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