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700062P

Avanti

stigmasterol

Avanti Research™ - A Croda Brand

Sinónimos:

Stigmasterin; Phytosterol; beta-Stigmasterol; D5-Stigmasterol; 110801

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About This Item

Fórmula empírica (notación de Hill):
C29H48O
Número de CAS:
83-48-7
Peso molecular:
412.69
Número MDL:
MFCD08741667
Código UNSPSC:
12352211
NACRES:
NA.25
En este momento no podemos mostrarle ni los precios ni la disponibilidad

descripción

stigmasta-5,22-dien-3-ol

Ensayo

>99% (TLC)

Formulario

powder

envase

pkg of 1 × 5 mg (700062P-5mg)

fabricante / nombre comercial

Avanti Research™ - A Croda Brand

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

HCXVJBMSMIARIN-PHZDYDNGSA-N

Descripción general

Stigmasterol is a plant sterol that comprises an unsaturated bond between C22 and C23. It is found in foods like margarines and yogurts.[1] Stigmasterol is synthesized from the mevalonate pathway and is present during development stages in plants.[2]

Aplicación

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.[1] It may be used as an internal standard for the quantification of yeast cell wall sterols using gas chromatography–mass spectrometry (GC-MS) analysis,[3] and in the preparation of lipid monolayers.[4]

Acciones bioquímicas o fisiológicas

Stigmasterol possesses anti-inflammatory anti-hypercholestrolemic, antitumor and antioxidant functionality.[5] 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.[2]

Envase

5 mL Amber Glass Screw Cap Vial (700062P-5mg)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

también adquirido normalmente con este producto

Referencia del producto
Descripción
Precios

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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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
Larissa V G Longo et al.
PloS one, 8(5), e63372-e63372 (2013-05-22)
The fungal cell wall is a complex and dynamic outer structure. In pathogenic fungi its components interact with the host, determining the infection fate. The present work aimed to characterize cell wall lipids from P. brasiliensis grown in the presence
Siddique I Aboobucker et al.
Frontiers in plant science, 10, 354-354 (2019-04-16)
A direct role for cholesterol signaling in mammals is clearly established; yet, the direct role in signaling for a plant sterol or sterol precursor is unclear. Fluctuations in sitosterol and stigmasterol levels during development and stress conditions suggest their involvement
Stigmasterol: a comprehensive review
Kaur N, et al.
International Journal of Pharmaceutical Sciences and Research, 2(9), 2259-2259 (2011)
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

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