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SMB01019

Sigma-Aldrich

Amorfrutin A

≥90% (LC/MS-ELSD)

Synonym(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

Empirical Formula (Hill Notation):
C21H24O4
CAS Number:
Molecular Weight:
340.41
MDL number:
UNSPSC Code:
12352205
NACRES:
NA.25

biological source

plant

Assay

≥90% (LC/MS-ELSD)

form

solid

mol wt

340.41

solubility

water: slightly soluble

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−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)

InChI key

CTNFTPUIYFUXBE-UHFFFAOYSA-N

General description

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.

Biochem/physiol Actions

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.

Features and Benefits

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

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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