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Merck

700062P

Avanti

stigmasterol

Avanti Research - A Croda Brand

Szinonimák:

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

Bejelentkezésa Szervezeti és Szerződéses árazás megtekintéséhez


About This Item

Tapasztalati képlet (Hill-képlet):
C29H48O
CAS-szám:
Molekulatömeg:
412.69
MDL-szám:
UNSPSC kód:
12352211
NACRES:
NA.25

leírás

stigmasta-5,22-dien-3-ol

Teszt

>99% (TLC)

Forma

powder

kiszerelés

pkg of 1 × 5 mg (700062P-5mg)

gyártó/kereskedő neve

Avanti Research - A Croda Brand

kiszállítva

dry ice

tárolási hőmérséklet

−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

Nemzetközi kémiai azonosító kulcs

HCXVJBMSMIARIN-PHZDYDNGSA-N

Általános leírás

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.

Alkalmazás

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.

Biokémiai/fiziológiai hatások

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.

Kiszerelés

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

Jogi információk

Avanti Research is a trademark of Avanti Polar Lipids, LLC

gyakran vásárolják ezzel a termékkel együtt

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable


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Analitikai tanúsítványok (COA)

Lot/Batch Number

Sajnos jelenleg COA nem áll rendelkezésre ehhez a termékhez online.

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Dokumentumtár megtekintése

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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