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S1270

Sigma-Aldrich

β-Sitosterol

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
Beilstein:
1916165
EC Number:
201-480-6
MDL number:
MFCD00003631
UNSPSC Code:
12352211
PubChem Substance ID:
24899468
NACRES:
NA.77

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

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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

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Essence of Anesthesia Practice E-Book, 657-657 (2010)
Sterol limitation in a pollen-fed omnivorous lady beetle (Coleoptera: Coccinellidae)
Pilorget L, et al.
Journal of Insect Physiology, 56(1), 81-87 (2010)
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
Alejandro Escobedo et al.
Nutrients, 13(11) (2021-11-28)
Snack alternatives based on common beans (Phaseolus vulgaris L.) have been developed to promote pulse consumption. The purpose of this study was to evaluate the chemical composition, sensory acceptance and the effect of common bean baked snack (CBBS) consumption on
Lipid Analyses of Four Types of Fish From Manitoba Lakes
Moghadasian MH, et al.
EC nutrition, 1(2), 41-48 (2009)
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