C8249

Cardamonin

≥98% (HPLC),  glycogen synthase kinase 3 (GSK3) inhibitor, powder

• Synonym(s): (2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one, (8CI); Alpinetin chalcone, (E)-2′,4′-Dihydroxy-6′-methoxy-chalcone
• Empirical Formula (Hill Notation): C₁₆H₁₄O₄
• CAS Number: 19309-14-9
• Molecular Weight: 270.28
• UNSPSC Code: 12352200
• PubChem Substance ID: 329775163
• NACRES: NA.77
• MDL number: MFCD00238554
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Product Name: Cardamonin, ≥98% (HPLC)
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: light yellow to dark brown
• solubility: DMSO: ≥20 mg/mL
• storage temp.: room temp
• SMILES string: O=C(/C=C/C1=CC=CC=C1)C2=C(O)C=C(O)C=C2OC
• 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+
• InChI key: NYSZJNUIVUBQMM-BQYQJAHWSA-N

Description

Application

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.

Cardamonin has been used as a standard in high performance liquid chromatography (HPLC) to analyze phenolic compounds in acacia honey samples.

Biochem/physiol Actions

Cardamonin is a calchone from Aplinia species (zingiberaceous plant species).

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable