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S9889

Sigma-Aldrich

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
Beilstein/REAXYS Number:
1916165
EC Number:
201-480-6
MDL number:
MFCD00003631
UNSPSC Code:
12352211
PubChem Substance ID:
24899862
NACRES:
NA.25

biological source

soybean

Quality Level

200

assay

≥96%

form

powder

mp

136-140 °C (lit.)

functional group

hydroxyl

shipped in

ambient

storage temp.

−20°C

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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Biochem/physiol Actions

Plant derived estrogen

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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
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
Ikarastika Rahayu Abdul-Wahab et al.
Journal of ethnopharmacology, 144(3), 741-746 (2012-10-27)
Local communities in Malaysia consume Pereskia bleo Kunth. (Cactaceae) leaves as raw vegetables or as a concoction and drink as a tea to treat diabetes, hypertension, rheumatism, cancer-related diseases, inflammation, gastric pain, ulcers, and for revitalizing the body. To evaluate
T J Wilt et al.
BJU international, 83(9), 976-983 (1999-06-15)
To conduct a systematic review of the evidence for the efficacy of beta-sitosterol in men with symptomatic benign prostatic hyperplasia (BPH). Studies were identified through Medlinetrade mark (1966-98), EMBASEtrade mark, Phytodok, the Cochrane Library, bibliographies of identified trials and review
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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