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19309-14-9

19309-14-9 Structure

19309-14-9 Structure
IdentificationBack Directory
[Name]

CARDAMONIN
[CAS]

19309-14-9
[Synonyms]

(8CI)
Cardamonin
CARDAMONIN(RG)
(E)-Cardamonin
Cardamonin, >=98%
Alpinetin chalcone
Wnt/β-catenin Inhibitor, Cardamonin
Chalcone, 2', 4'-dihydroxy-6'-methoxy-
(E)-2',4'-Dihydroxy-6'-methoxychalcone
Cardamonin, 98%, from Alpinia katsumadai Hayata
(E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one
(E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one
(2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one
Wnt/β-catenin Inhibitor, Cardamonin - CAS 19309-14-9 - Calbiochem
2-Propen-1-one, 1-(2,4-dihydroxy-6-methoxyphenyl)-3-phenyl-, (2E)-
Cardamonin (E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one
[Molecular Formula]

C16H14O4
[MDL Number]

MFCD00238554
[MOL File]

19309-14-9.mol
[Molecular Weight]

270.28
Chemical PropertiesBack Directory
[Melting point ]

199~200℃
[Boiling point ]

484.5±45.0 °C(Predicted)
[density ]

1.282±0.06 g/cm3(Predicted)
[storage temp. ]

Store at +4°C
[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 DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

50/53
[Safety Statements ]

61-24/25
[RIDADR ]

UN 3077 9 / PGIII
[HS Code ]

29242990
Hazard InformationBack Directory
[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.
[Uses]

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 -20°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
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