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S1270

β-Sitosterol

Name: β-Sitosterol
Brand: SIGMA

synthetic, ≥95%

Synonym(s):

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

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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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Certificates of Analysis (COA)

Lot/Batch Number

0000527423

0000510142

0000499471

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Essence of Anesthesia Practice E-Book, 657-657 (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

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

Pilorget L, et al.

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

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Global Trade Item Number

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