CARDAMONIN

Synonym(s):(2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one;(8CI); Alpinetin chalcone;(E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one, Wnt Pathway Inhibitor VII, Cardamonin;(E)-2′,4′-Dihydroxy-6′-methoxy-chalcone;Wnt/β-catenin Inhibitor, Cardamonin - CAS 19309-14-9 - Calbiochem

CAS NO.：19309-14-9
Empirical Formula: C16H14O4
Molecular Weight: 270.28
MDL number: MFCD00238554
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-17 08:48:38

What is CARDAMONIN?

Description

Cardamonin (19309-14-9) inhibits NF-κB activation via inhibition of IκBα degradation and phosphorylation, IκB kinase activation and NF-κB nuclear translocation.1,2 Cardamonin displays anti-inflammatory activity in various models.3?Cell permeable.

The Uses of CARDAMONIN

Cardamonin has been used as a glycogen synthase kinase 3 (GSK3) inhibitor to study its effects on β-catenin loss and gain-of-function in human preimplantation embryos.

Definition

ChEBI: Cardamonin is a member of chalcones.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biological Activity

Chalone analog that display anti-inflammatory activity. Inhibits NO and PGE 2 production from LPS- and IFN- γ -induced RAW cells and inhibits TXB 2 production via the COX-1 and COX-2 pathways. Inhibits NF- κ B activation via inhibition of I κ B α degradation and phosphorylation, I κ B kinase activation and NF- κ B nuclear translocation.

Biochem/physiol Actions

Cardamonin is a calchone from Aplinia species (zingiberaceous plant species). Cardamonin inhibits pigmentation in melanocytes through suppression of Wnt/b-catenin signaling pathway. Cardamonin suppressed Wnt/b-catenin signaling by a mechanism involving proteasome-mediated degradation of b-catenin (GSK-3b-independent pathway). Research has shown that Cardamonin possesses anti-inflammatory activity via suppression of NF-kB nuclear translocation and Ik-Ba phosphorylation.

storage

Store at +4°C

References

1) Lee?et al. (2006),?Blockade of nuclear factor-kappaB signaling pathway and anti-inflammatory activity of cardamonin, a chalcone analog from Alpinia conchigera; J. Pharmacol. Exp. Ther.,?316?271 2) Israf?et al. (2007),?Cardamonin inhibits COX and iNOS expression via inhibition of p65NF-kappaB nuclear translocation and Ikappa-B phosphorylation in RAW 264.7 macrophage cells; Mol. Immunol.,?44?673 3) Ahmad?et al. (2006),?Cardamonin, inhibits pro-inflammatory mediators in activated RAW 264.7 cells and whole blood; Eur. Pharmacol. Exp. Ther., 538?188

Properties of CARDAMONIN

Melting point:	199～200℃
Boiling point:	484.5±45.0 °C(Predicted)
Density	1.282±0.06 g/cm3(Predicted)
storage temp.	room temp
solubility	DMSO: ≥20mg/mL
form	powder
pka	7.00±0.40(Predicted)
color	yellow
Stability:	Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 weeks.

Safety information for CARDAMONIN

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral
Precautionary Statement Codes	P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P501:Dispose of contents/container to..…