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C8249

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

Quality level:

100

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Product Name

Cardamonin, ≥98% (HPLC)

Quality Level

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

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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.

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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Certificates of Analysis (COA)

Lot/Batch Number

0000392125

0000160959

0000126830

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Cardamonin reduces chemotherapy-enriched breast cancer stem-like cells in vitro and in vivo.

Deyong Jia et al.

Oncotarget, 7(1), 771-785 (2015-10-28)

The failure of cytotoxic chemotherapy in breast cancers has been closely associated with the presence of drug resistant cancer stem cells (CSCs). Thus, screening for small molecules that selectively inhibit growth of CSCs may offer great promise for cancer control

Ameliorative Effects of Cardamonin on Monosodium Urate-Induced Gouty Arthritis through Inhibiting NLRP3 Inflammasome Mediation.

Chih-Chien Wang et al.

Medicina (Kaunas, Lithuania), 57(9) (2021-09-29)

Background and Objectives: Gouty arthritis is an acute inflammatory response caused by the precipitation of monosodium urate (MSU) crystals in joints. The triggering of MSU leads to increased production of inflammatory cytokines, such as interleukin-1β, which in turn lead to

Cardamonin Inhibited IL-1β Induced Injury by Inhibition of NLRP3 Inflammasome via Activating Nrf2/NQO-1 Signaling Pathway in Chondrocyte.

Jianqing Jiang et al.

Journal of microbiology and biotechnology, 31(6), 794-802 (2021-05-25)

In this study we investigated the role and mechanism of cardamonin on IL-1β induced injury in OA. CHON-001 cells were treated with cardamonin and IL-1β and transfected with silencing nuclear factor erythroid 2-related factor 2 (siNrf2). Cell viability was detected

Phenolics and abscisic acid identified in acacia honey comparing different SPE cartridges coupled with HPLC-PDA

Sun C, et al.

Journal of food composition and analysis, 53 (2016)

RANKL signaling and osteoclastogenesis is negatively regulated by cardamonin.

Bokyung Sung et al.

PloS one, 8(5), e64118-e64118 (2013-05-22)

Bone loss/resorption or osteoporosis is a disease that is accelerated with aging and age-associated chronic diseases such as cancer. Bone loss has been linked with human multiple myeloma, breast cancer, and prostate cancer and is usually treated with bisphosphonates, and

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Global Trade Item Number

SKU	GTIN
C8249-25MG	04061832631882
C8249-5MG	04061833521960

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