Key Documents

Cardamonin

Name: Cardamonin
Brand: SIGMA

≥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

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About This Item

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

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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.

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This Item	SML0927	SML1450	D6571
Sigma-Aldrich C8249 Cardamonin	Sigma-Aldrich SML0927 Diapocynin	Sigma-Aldrich SML1450 Isobavachalcone	Sigma-Aldrich D6571 3′,4′-Dimethoxyflavone
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPCE)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. room temp	storage temp. room temp	storage temp. −20°C	storage temp. room temp
solubility DMSO: ≥20 mg/mL	solubility DMSO: 2 mg/mL, clear (warmed)	solubility DMSO: 5 mg/mL, clear (warmed)	solubility DMSO: ≥20 mg/mL
color light yellow to dark brown	color white to beige	color white to beige	color white to off-white

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

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