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Merck
CN

E7881

Emodin

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

Key Documents

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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)

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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
GHS07

signalword

Warning

hcodes

H302

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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Certificates of Analysis (COA)

Lot/Batch Number
043K35051
043K35051V
029K1110V
029K1110
019K1329

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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)
Emodin and aloe-emodin suppress breast cancer cell proliferation through ERalpha inhibition
Huang PH, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2013 (2013)
Anticancer potential of emodin
Hsu SC and Chung JG
BioMedicine, 2(3), 108-116 (2012)
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
View All Related Papers

Global Trade Item Number

SKUGTIN
E7881-250MG04061833608524
E7881-50MG04061833608531

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