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Merck
CN

700121P

Avanti

sitostanol

Avanti Research - A Croda Brand

Synonym(s):

stigmastanol; dihydrositosterol; (3β)-stigmastan-3-ol; (3β,5α)-stigmastan-3-ol

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About This Item

Empirical Formula (Hill Notation):
C29H52O
CAS Number:
Molecular Weight:
416.72
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

sitostanol, β-sitostanol, powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (700121P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 700121P

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@@H]1C[C@H]2[C@@]([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CC[C@H](C(C)C)CC)C)(CC3)C)CC2)(CC1)C

InChI

1S/C29H52O/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/h19-27,30H,7-18H2,1-6H3/t20-,21-,22+,23+,24+,25-,26+,27+,28+,29-/m1/s1

InChI key

LGJMUZUPVCAVPU-HRJGVYIJSA-N

General description

It is predominantly present in pine oil.
Sitostanol is a 5α-saturated sitosterol derivative.
Sitostanol is a plant stanol and a hydrogenated form of sitosterol.

Application

Sitostanol may be used in the preparation of binary phospholipid for thermodynamic studies and Brewster angle microscopy studies. It may also be used as a standard steroid in gas chromatography-mass spectrometry(GC-MS).
Sitostanol is suitable for its use as a component in micelle preparation, used for cell culture and cellular uptake studies. It is also suitable for use in cell culture to study its effect on a T-helper-1 shift in peripheral blood mononuclear cells (PBMCs) from asthma patients.

Biochem/physiol Actions

Sitostanol decreases cholesterol absorption. Its ratio with cholesterol is implicated in non-alcoholic fatty liver disease (NAFLD). The ratio also correlates with liver steatosis and inflammation. Sitostanol induces interferon γ production and T-helper response in peripheral blood mononuclear cells (PBMC) in asthma patients. It is a hypocholestremic agent as it decreases the micellar solubility and absorption of cholesterol.
Sitostanol lowers the intestinal absorption of cholesterol and serum cholesterol.
Plant stanols are structurally similar to cholesterol, hence it reduces the plasma level of LDL cholesterol. Sitostanol is known to possess hypolipidemic and antiatherogenic effects.

Packaging

5 mL Amber Glass Screw Cap Vial (700121P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


Storage Class

11 - Combustible Solids



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Reduction of serum cholesterol with sitostanol-ester margarine in a mildly hypercholesterolemic population
Miettinen TA, et al.
The New England Journal of Medicine, 333(20), 1308-1312 (1995)
Beneficial effects of sitostanol on the attenuated immune function in asthma patients: results of an in vitro approach
Brull F, et al.
Testing, 7(10), e46895-e46895 (2012)
The influence of plant stanol on phospholipids monolayers-The effect of phospholipid structure
Hkac-Wydro K, et al.
Journal of Colloid and Interface Science, 360(2), 681-689 (2011)



Global Trade Item Number

SKUGTIN
700121P-5MG04061835383801