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E7881

Emodin

Name: Emodin
Brand: SIGMA

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

Synonym(s):

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

Empirical Formula (Hill Notation):

C₁₅H₁₀O₅

CAS Number:

518-82-1

Molecular Weight:

270.24

NACRES:

NA.77

PubChem Substance ID:

24278164

UNSPSC Code:

12352200

EC Number:

208-258-8

MDL number:

MFCD00001207

Beilstein/REAXYS Number:

1888141

Assay:

≥90% (HPLC)

Quality level:

200

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Properties

Product Name

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

biological source

Frangula bark

Quality Level

200

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

Gene Information

human ... CSNK2A1(1457), CSNK2B(1460), ELA2(1991), NFKB1(4790), NKAP(79576), NKRF(55922)

Description

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.

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Novel inhibitors of dengue virus methyltransferase: discovery by in vitro-driven virtual screening on a desktop computer grid.

Michael Podvinec et al.

Journal of medicinal chemistry, 53(4), 1483-1495 (2010-01-30)

Dengue fever is a viral disease that affects 50-100 million people annually and is one of the most important emerging infectious diseases in many areas of the world. Currently, neither specific drugs nor vaccines are available. Here, we report on

Emodin Attenuates Lipopolysaccharide-Induced Injury via Down-Regulation of miR-223 in H9c2 Cells

Yang Y, et al.

International Heart Journal, 18-048 (2019)

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)

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Global Trade Item Number

SKU	GTIN
E7881-250MG	04061833608524
E7881-50MG	04061833608531