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S1270

β-Sitosterol

Name: β-Sitosterol
Brand: SIGMA

synthetic, ≥95%

Synonym(s):

beta-Sitosterol, 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:

24899468

EC Number:

201-480-6

Beilstein/REAXYS Number:

1916165

MDL number:

MFCD00003631

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Properties

biological source

synthetic

Quality Level

100

assay

≥95%

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

Description

Application

β-Sitosterol has been used:

to study its ability to improve the suitability of two pollens
as a standard in the determination of sterol purities
as a standard in quantitative genetic analysis
as a standard in the estimation of plant sterols

Biochem/physiol Actions

Increased β-sitosterol administration displaces cholesterol during absorption. This elevates fecal secretion. It is known to regulate intestinal immunity.

A phytosterol with structure very similar to cholesterol that exhibits estrogenic activity. Inhibits proliferation of human leukemia cells, with G2/M arrest, endoreduplication, and polymerization of α-tubulin and microtubules.

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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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Sterol limitation in a pollen-fed omnivorous lady beetle (Coleoptera: Coccinellidae)

Pilorget L, et al.

Journal of Insect Physiology, 56(1), 81-87 (2010)

beta-Sitosterol induces G2/M arrest, endoreduplication, and apoptosis through the Bcl-2 and PI3K/Akt signaling pathways.

Dong-Oh Moon et al.

Cancer letters, 264(2), 181-191 (2008-03-04)

beta-Sitosterol (SITO) is a potentially valuable candidate for cancer chemotherapy, however the cellular and molecular mechanisms responsible for its anti-cancer activity are unknown. Therefore, we attempted to elucidate the mechanisms responsible for SITO-induced anti-proliferation in human leukemia cells. Treatment with

Using theoretical correction factors for quantitative analysis of sterols and sterol concentrates

Costin CD, et al.

Journal of the American Oil Chemists' Society, 86(2), 111-118 (2009)

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Global Trade Item Number

SKU	GTIN
S1270-100MG	04061836909109
S1270-10MG	04061836909475
S1270-25MG	04061836909864