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Key Documents

E7881

Sigma-Aldrich

Emodin

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

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C15H10O5
Numero CAS:
Peso molecolare:
270.24
Beilstein:
1888141
Numero CE:
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

product name

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

Origine biologica

Frangula bark

Livello qualitativo

Saggio

≥90% (HPLC)

Solubilità

DMSO: soluble
aqueous base: soluble
ethanol: soluble

Temperatura di conservazione

2-8°C

Stringa SMILE

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
RHMXXJGYXNZAPX-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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
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)
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

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