Natural CK2 inhibitor and ER agonist
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Isomer(s)
36569Sulfuretin
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Emodin

Item No. 13109

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,3,8-trihydroxy-6-methyl-9,10-anthracenedione
CAS Number
518-82-1
Synonyms
  • Archin
  • Frangulic Acid
  • NSC 408120
  • NSC 622947
  • Schuttgelb
Molecular Formula
C15H10O5
Formula Weight
270.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMF:PBS (pH7.2) (1:30): 0.03 mg/mlDMSO: 3 mg/ml
λmax
222, 252, 266, 290, 437 nm
SMILES
OC1=CC(C)=CC2=C1C(C3=C(O)C=C(O)C=C3C2=O)=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

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    Product Description

    Emodin is a naturally-occurring anthraquinone found in a variety of plants used in traditional Chinese medicine. Purified emodin has diverse effects, including the suppression of inflammation, dyslipidemia, and cancer.1,2,3 At a molecular level, emodin directly and selectively inhibits casein kinase II (IC50 = 0.89 μM).4,5 Through this action, it inhibits the COP9 signalosome, causing the stabilization of the tumor suppressor p53.5 Moreover, emodin acts as a phytoestrogen, binding human estrogen receptors and blocking 17β-estradiol binding with Ki values of 0.77 and 1.5 μM for ERα and ERβ, respectively.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tzeng, T.F., Lu, H.J., Liou, S.S., et al. Emodin, a naturally occurring anthraquinone derivative, ameliorates dyslipidemia by activating AMP-activated protein kinase in high-fat-diet-fed rats. Evid. Based Complement. Alternat. Med. 781812 (2012).

    2. Alisi, A., Pastore, A., Ceccarelli, S., et al. Emodin prevents intrahepatic fat accumulation, inflammation and redox status imbalance during diet-induced hepatosteatosis in rats. Int. J. Mol. Sci. 13(2), 2276-2289 (2012).

    3. Lin, S.Z., Wei, W.T., Chen, H., et al. Antitumor activity of emodin against pancreatic cancer depends on its dual role: Promotion of apoptosis and suppression of angiogenesis. PLoS One 7(8), 1-15 (2012).

    4. Sarno, S., De Moliner, E., Ruzzene, M., et al. Biochemical and three-dimensional-structural study of the specific inhibition of protein kinase CK2 by [5-oxo-5,6-dihydroindolo-(1,2-a)quinazolin-7-yl]acetic acid (IQA). Biochem. J. 374(Pt 3), 639-646 (2003).

    5. Füllbeck, M., Huang, X., Dumdey, R., et al. Novel curcumin- and emodin-related compounds identified by in silico 2D/3D conformer screening induce apoptosis in tumor cells. BMC Cancer 5(97), 1-14 (2005).

    6. Matsuda, H., Shimoda, H., Morikawa, T., et al. Phytoestrogens from the roots of Polygonum cuspidatum (Polygonaceae): Structure-requirement of hydroxyanthraquinones for estrogenic activity. Bioorg. Med. Chem. Lett. 11(14), 1839-1842 (2001).