Merck
All Photos(3)

E7881

Sigma-Aldrich

Emodin

from Frangula bark, ≥90% (HPLC)

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
Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
Molecular Weight:
270.24
Beilstein:
1888141
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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

Packaging

50 mg in glass insert
250 mg in poly bottle

Biochem/physiol Actions

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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