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S1270

Sigma-Aldrich

β-Sitosterol

synthetic, ≥95%

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Synonym(s):
beta-Sitosterol, α-Dihydrofucosterol, 22,23-Dihydrostigmasterol, 24α-Ethylcholesterol, 5-Stigmasten-3β-ol
Empirical Formula (Hill Notation):
C29H50O
CAS Number:
Molecular Weight:
414.71
Beilstein:
1916165
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic

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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1 of 4

This Item
S9889567152PHL89283
β-Sitosterol synthetic, ≥95%

Sigma-Aldrich

S1270

β-Sitosterol

β-Sitosterol from soybean, ≥96%

Sigma-Aldrich

S9889

β-Sitosterol

β-Sitosterol Common plant steroid that possesses anticholesteremic properties.

Sigma-Aldrich

567152

β-Sitosterol

β-Sitosterol phyproof® Reference Substance

PHL89283

β-Sitosterol

assay

≥95%

assay

≥96%

assay

≥75% (β-sitosterol, GC), ≥95% sterol basis

assay

≥90.0% (GC)

form

powder

form

powder

form

solid

form

solid

mp

136-140 °C (lit.)

mp

136-140 °C (lit.)

mp

-

mp

136-140 °C (lit.)

functional group

hydroxyl

functional group

hydroxyl

functional group

-

functional group

-

shipped in

ambient

shipped in

ambient

shipped in

ambient

shipped in

-

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

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Essence of Anesthesia Practice E-Book, 657-657 (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
Sterol limitation in a pollen-fed omnivorous lady beetle (Coleoptera: Coccinellidae)
Pilorget L, et al.
Journal of Insect Physiology, 56(1), 81-87 (2010)
Polymeric Biomaterials: Medicinal and Pharmaceutical Applications, 2, 162-162 (2013)
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Calderon-Vazquez C, et al.
J. Am. Soc. Hort. Sci., 138(4), 283-289 (2013)

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