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Merck
CN

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

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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

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Product Name

Cardamonin, ≥98% (HPLC)

SMILES string

O=C(/C=C/C1=CC=CC=C1)C2=C(O)C=C(O)C=C2OC

InChI key

NYSZJNUIVUBQMM-BQYQJAHWSA-N

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+

assay

≥98% (HPLC)

form

powder

color

light yellow to dark brown

solubility

DMSO: ≥20 mg/mL

storage temp.

room temp

Quality Level

100

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Application

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

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

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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
0000392125
0000160959
0000126830

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Peiguang Niu et al.
Oncology letters, 15(3), 3991-3997 (2018-02-20)
The mammalian target of rapamycin (mTOR) is well-known as a promising therapeutic target in various cancer cells. mTOR activation decreases the sensitivity of ovarian cancer to cisplatin. Cardamonin inhibits the proliferation of various cancer cells by mTOR suppression. The present
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
Ying Liu et al.
BMC complementary medicine and therapies, 23(1), 336-336 (2023-09-26)
mTORC1 (mechanistic target of rapamycin complex 1) is associated with lymphoma progression. Oncogenic RRAGC (Rag guanosine triphosphatase C) mutations identified in patients with follicular lymphoma facilitate the interaction between Raptor (regulatory protein associated with mTOR) and Rag GTPase. It promotes
Qiushi Xu et al.
Frontiers in pharmacology, 11, 601716-601716 (2020-12-29)
Cardamonin (CD), a naturally occurring chalcone derived from the Alpinia species, has been shown to exert antioxidant and anti-inflammatory activity, but its role in the prevention of acetaminophen- (APAP-) induced hepatotoxicity remains elusive. The objective of this study was to
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
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