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700062P

Avanti

stigmasterol

Avanti Research™ - A Croda Brand

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C29H48O
CAS-Nummer:
83-48-7
Molekulargewicht:
412.69
MDL-Nummer:
MFCD08741667
UNSPSC-Code:
12352211
NACRES:
NA.25

Beschreibung

stigmasta-5,22-dien-3-ol

Assay

>99% (TLC)

Form

powder

Verpackung

pkg of 1 × 5 mg (700062P-5mg)

Hersteller/Markenname

Avanti Research™ - A Croda Brand

Versandbedingung

dry ice

Lagertemp.

−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

InChIKey

HCXVJBMSMIARIN-PHZDYDNGSA-N

Verwandte Kategorien

Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

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.

Verpackung

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

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Produkt-Nr.
Beschreibung
Preisangaben

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number

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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
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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