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
• Empirical Formula (Hill Notation): C₁₅H₁₀O₅
• CAS Number: 518-82-1
• Molecular Weight: 270.24
• Beilstein: 1888141
• EC Number: 208-258-8
• MDL number: MFCD00001207
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278164
• NACRES: NA.77

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).[1] It has antibacterial,[1] 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.[2] It prevents the growth of prostate cancer cells.[1] Emodin is used to treat constipation and hemorrhoid. It displays immunosuppressive and anti-diabetic effects.[3]

Application

Emodin has been used:

• to investigate its regulatory mechanisms on lipopolysaccharide (LPS)-induced inflammatory injury in myocarditis[4]
• as a reference standard for the development and validation of high performance liquid chromatography (HPLC)-photodiode array (PDA) assay method[3]
• to inhibit Tau aggregation[5]
• for direct binding assay[6]

Biochem/physiol Actions

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - 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