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Merck

E7881

Sigma-Aldrich

Emodin

from Frangula bark, ≥90% (HPLC), casein Kinase 2 (CK2) inhibitor

Sinónimos:

1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione, 1,3,8-Tri­hydroxy-6-methyl­anthra­quinone, 6-Methyl-1,3,8-tri­hydroxy­anthra­quinone, Archin, Emodol, Frangula-emodin, Frangulic acid, Rheum emodin

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About This Item

Fórmula empírica (notación de Hill):
C15H10O5
Número de CAS:
Peso molecular:
270.24
Beilstein/REAXYS Number:
1888141
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Emodin, from Frangula bark, ≥90% (HPLC)

biological source

Frangula bark

Quality Level

assay

≥90% (HPLC)

solubility

DMSO: soluble
aqueous base: soluble
ethanol: soluble

storage temp.

2-8°C

SMILES string

Cc1cc(O)c2C(=O)c3c(O)cc(O)cc3C(=O)c2c1

InChI

1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3

InChI key

RHMXXJGYXNZAPX-UHFFFAOYSA-N

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General description

Emodin is an anthraquinone derivative, extracted from rhubarb (Rheum palmatum). It has antibacterial, anti-neoplastic, anti-inflammatory and anti-angiogenesis properties. Emodin exhibits cytotoxic effects, apoptosis and stimulates the expression of hypoxia-inducible factor 1α, glutathione S-transferase P and N-acetyltransferase. It prevents the growth of prostate cancer cells. Emodin is used to treat constipation and hemorrhoid. It displays immunosuppressive and anti-diabetic effects.

Application

Emodin has been used:
  • to investigate its regulatory mechanisms on lipopolysaccharide (LPS)-induced inflammatory injury in myocarditis
  • as a reference standard for the development and validation of high performance liquid chromatography (HPLC)-photodiode array (PDA) assay method
  • to inhibit Tau aggregation
  • for direct binding assay

Biochem/physiol Actions

Inhibitor of NF-κB activation and adhesion molecule expression. Casein Kinase 2 (CK2) inhibitor.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Casein kinase 2 (CK2)-mediated phosphorylation of Hsp90beta as a novel mechanism of rifampin-induced MDR1 expression
Kim SW, et al.
The Journal of Biological Chemistry, 290(27), 17029-17040 (2015)
Sheng-Zhang Lin et al.
PloS one, 7(8), e42146-e42146 (2012-08-10)
Emodin has been showed to induce apoptosis of pancreatic cancer cells and inhibit tumor growth in our previous studies. This study was designed to investigate whether emodin could inhibit the angiogenesis of pancreatic cancer tissues and its mechanism. In accordance
Anticancer potential of emodin
Hsu SC and Chung JG
BioMedicine, 2(3), 108-116 (2012)
Development and Validation of HPLC-PDA Assay method of Frangula emodin
Duca D and Farrugia C
Mediterranean Journal of Chemistry, 5(2), 374-386 (2016)
Hajer Ouertatani-Sakouhi et al.
The Journal of biological chemistry, 285(34), 26581-26598 (2010-06-03)
Macrophage migration inhibitory factor (MIF), a proinflammatory cytokine, is considered an attractive therapeutic target in multiple inflammatory and autoimmune disorders. In addition to its known biologic activities, MIF can also function as a tautomerase. Several small molecules have been reported

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