| Identification | Back 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 Properties | Back 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. | [Cosmetics Ingredients Functions]
SKIN CONDITIONING | [InChI]
InChI=1S/C16H14O4/c1-20-15-10-12(17)9-14(19)16(15)13(18)8-7-11-5-3-2-4-6-11/h2-10,17,19H,1H3/b8-7+ | [InChIKey]
NYSZJNUIVUBQMM-BQYQJAHWSA-N | [SMILES]
C(C1=C(OC)C=C(O)C=C1O)(=O)/C=C/C1=CC=CC=C1 |
| Safety Data | Back Directory | [Hazard Codes ]
N | [Risk Statements ]
50/53 | [Safety Statements ]
61-24/25 | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
WGK 3 | [HS Code ]
29242990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back 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. | [Chemical Properties]
Yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from cardamom. | [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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