Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C29H48O
CAS Number:
Molecular Weight:
412.69
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
description
stigmasta-5,22-dien-3-ol
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (700062P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
SMILES string
O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@H](C)\C=C\[C@H](C(C)C)CC)(CC3)C)CC=C2C1)C
InChI
1S/C29H48O/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/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1
InChI key
HCXVJBMSMIARIN-PHZDYDNGSA-N
General description
Stigmasterol is a plant sterol that comprises an unsaturated bond between C22 and C23. It is found in foods like margarines and yogurts. Stigmasterol is synthesized from the mevalonate pathway and is present during development stages in plants.
Application
Stigmasterol has been used as a phytosterol compound to test its anti-proliferative property in breast cancer cell culture and its effect on liver X receptor-α (LXRA) activation. It may be used as an internal standard for the quantification of yeast cell wall sterols using gas chromatography–mass spectrometry (GC-MS) analysis, and in the preparation of lipid monolayers.
Biochem/physiol Actions
Stigmasterol possesses anti-inflammatory anti-hypercholestrolemic, antitumor and antioxidant functionality. It plays a crucial role in the activation of plasma membrane H+-ATPase and cell proliferation. Variations in stigmasterol and its precursor are noticeable at both the seed and whole plant developmental stages. Stigmasterol may be involved in gravitropism and tolerance to abiotic stress.
Packaging
5 mL Amber Glass Screw Cap Vial (700062P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Still not finding the right product?
Explore all of our products under stigmasterol
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Katarzyna Hąc-Wydro et al.
Colloids and surfaces. B, Biointerfaces, 116, 138-146 (2014-01-28)
In this work miscibility and interactions of sterols with choline plasmalogen (PC-plasm) in Langmuir monolayers were studied. Moreover, the properties of cholesterol/phosphatidylcholine/plasmalogen mixtures of different PC-plasm concentration were investigated. The foregoing systems were treated as a model of cancer cell
Samantha A Hutchinson et al.
International journal of molecular sciences, 20(13) (2019-07-05)
Low fruit and vegetable consumption and high saturated fat consumption causes elevated circulating cholesterol and are breast cancer risk factors. During cholesterol metabolism, oxysterols form that bind and activate the liver X receptors (LXRs). Oxysterols halt breast cancer cell proliferation
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 700062P-5MG | 04061835383474 |