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Merck
CN

S5753

β-Sitosterol

analytical standard, from soybean, ≥40%

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
EC Number:
201-480-6
UNSPSC Code:
12352211
PubChem Substance ID:
329824552
Beilstein/REAXYS Number:
1916165
MDL number:
MFCD00003631

Key Documents

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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

grade

analytical standard

concentration

≥40%

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

136-140 °C (lit.)

application(s)

food and beverages

format

neat

functional group

hydroxyl

shipped in

ambient

storage temp.

room temp

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Analysis Note

Practical
Also contains campesterol and dihydrobrassicasterol as identified by 13C-NMR.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLBD0653V
SLBB4568V
100M0223V
100M0223

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Wright, J.L.C., et al.
Canadian Journal of Chemistry, 56, 1898-1898 (1978)
Koizumi, N., et al.
Chemical & Pharmaceutical Bulletin, 27, 38-38 (1979)
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
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
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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