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Key Documents

85451

Sigma-Aldrich

β-Sitosterol

≥70%

Synonyma:

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

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C29H50O
Číslo CAS:
Molekulová hmotnost:
414.71
Beilstein/REAXYS Number:
1916165
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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Lipids in Health and Disease, 10, doi: 10-doi: 10 (2011)

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