CARDAMONIN CAS 19309-14-9

Introduction:Basic information about CARDAMONIN CAS 19309-14-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

CARDAMONIN Basic information

Product Name:CARDAMONIN
Synonyms:Alpinetin chalcone;Chalcone, 2', 4'-dihydroxy-6'-methoxy-;(E)-2',4'-Dihydroxy-6'-methoxychalcone;(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;2-Propen-1-one, 1-(2,4-dihydroxy-6-methoxyphenyl)-3-phenyl-, (2E)-;CARDAMONIN(RG);(2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one
CAS:19309-14-9
MF:C16H14O4
MW:270.28
EINECS:
Product Categories:Inhibitors;Chalcones
Mol File:19309-14-9.mol

CARDAMONIN Chemical Properties

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
pka7.00±0.40(Predicted)
form powder
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 FunctionsSKIN CONDITIONING
InChIInChI=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+
InChIKeyNYSZJNUIVUBQMM-BQYQJAHWSA-N
SMILESC(C1=C(OC)C=C(O)C=C1O)(=O)/C=C/C1=CC=CC=C1

Safety Information

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 Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral

CARDAMONIN Usage And Synthesis

DescriptionCardamonin (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 PropertiesYellow crystalline powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from cardamom.
UsesCardamonin 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.
DefinitionChEBI: Cardamonin is a member of chalcones.
General DescriptionThis 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 ActivityChalone 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 ActionsCardamonin 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.
storageStore at +4°C
References[1] JEONG-HYUNG LEE. Blockade of nuclear factor-kappaB signaling pathway and anti-inflammatory activity of cardamomin, a chalcone analog from Alpinia conchigera.[J]. Journal of Pharmacology and Experimental Therapeutics, 2006, 316 1: 271-278. DOI:10.1124/jpet.105.092486
[2] D.A. ISRAF . Cardamonin inhibits COX and iNOS expression via inhibition of p65NF-κB nuclear translocation and Iκ-B phosphorylation in RAW 264.7 macrophage cells[J]. Molecular immunology, 2007, 44 5: Pages 673-679. DOI:10.1016/j.molimm.2006.04.025
[3] SYAHIDA AHMAD . Cardamonin, inhibits pro-inflammatory mediators in activated RAW 264.7 cells and whole blood[J]. European journal of pharmacology, 2006, 538 1: Pages 188-194. DOI:10.1016/j.ejphar.2006.03.070

CARDAMONIN Preparation Products And Raw materials

Cardamom Oil CAS 8000-66-6
Cardenolide B-1 CAS 1318158-89-2
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