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Key Documents

SMB01019

Sigma-Aldrich

Amorfrutin A

≥90% (LC/MS-ELSD)

Synonyme(s) :

2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)-6-(2-phenylethyl)benzoic acid, 3-hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid

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About This Item

Formule empirique (notation de Hill):
C21H24O4
Numéro CAS:
Poids moléculaire :
340.41
Numéro MDL:
Code UNSPSC :
12352205
Nomenclature NACRES :
NA.25

Source biologique

plant

Pureté

≥90% (LC/MS-ELSD)

Forme

solid

Poids mol.

340.41

Solubilité

water: slightly soluble

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

−20°C

InChI

1S/C21H24O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-9,13,22H,10-12H2,1-3H3,(H,23,24)

Clé InChI

CTNFTPUIYFUXBE-UHFFFAOYSA-N

Description générale

Amorfrutin A is a stilbenoid compound commonly present in plants like Glycyrrhiza foetida, Glycyrrhiza acanthocarpa, Cajanus cajan, and Amorpha fruticosa. Current research indicates that this naturally occurring metabolite possesses diverse biological activities, including anti-inflammatory, anticancer, antidiabetic, and antimicrobial properties.

Application

It is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

Actions biochimiques/physiologiques

According to the existing research, Amorfrutin-A demonstrated its ability to inhibit NF-κB activity, a pivotal regulator of genes governing a wide range of cellular functions, such as immune responses, apoptosis, tumor growth, and tissue development. Furthermore, it exhibits anti-inflammatory properties in colon cells by interacting with the nuclear receptor PPARγ, resulting in the reduced expression and secretion of inflammatory mediators. This suggests its potential for treating conditions like inflammatory bowel diseases. Additionally, it also exhibited antidiabetic activity through binding to and activating the nuclear receptor PPARγ.

Caractéristiques et avantages

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

Autres remarques

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Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Amorfrutins Are Natural PPAR? Agonists with Potent Anti-inflammatory Properties
Fuhr L, et al.
Journal of Natural Products, 78, 1160-1164 (2015)
Amorfrutins are potent antidiabetic dietary natural products
Weidner C, et al.
Proceedings of the National Academy of Sciences of the USA, 109, 7257-7262 (2012)
Nguyen Tien Dat et al.
Journal of natural products, 71(10), 1696-1700 (2008-10-10)
NF-kappaB is known to play a crucial role in the regulation of genes controlling the immune system, apoptosis, tumor cell growth, and tissue differentiation. Bioassay-guided fractionation of the n-hexane-soluble fraction of a methanol extract of Amorpha fruticosa afforded four new

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