Emodin

Specifications

Purity

≥97% (HPLC)

Appearance

Yellow Powder

Identity

1H-NMR

Properties

Solvents

" DMSO (10 mg/ml), 100% ethanol Inwater"

Shipping

AMBIENT

Short Term Storage

RT

Long Term Storage

+4°C

Handling Advice

Protect from light and moisture.

Use / Stability

Stable for at least 2 years after receipt when stored at +4°C.

Transportation

Not dangerous goods

Description

Emodin is a naturally-occurring anthraquinone found in a variety of plants used in traditional Chinese medicine. It displays anti-inflammatory, antitumor, neuroprotective, antioxidant and anti-diabetic properties. At a molecular level, Emodin inhibits casein kinase II, p56lck, NF-kappaB, 11β-HSD1, Estrogen receptor ERα and ERβ, androgen receptor (AR) nuclear translocation, VEGFR2, FGFR-1, EGFR, PDGFR-β, Kit and JAK2. It has also been described to inhibit the inflammasome, being a AMPK activator and PPARγ agonist and a P2X7 receptor antagonist.

Smiles

OC1=C2C(C(C(C=C(O)C=C3O)=C3C2=O)=O)=CC(C)=C1

InChi Key

RHMXXJGYXNZAPX-UHFFFAOYSA-N

References

(1) Vasorelaxant effect of emodin, an anthraquinone from a Chinese herb: H.C. Huang, et al., Eur. J. Pharmacol. 205, 289 (1991) , (2) Emodin, a protein tyrosine kinase inhibitor from Polygonum cuspidatum: H. Jayasuriya, et al., J. Nat. Prod. 55, 696 (1992) , (3) Emodin (3-methyl-1,6,8-trihydroxyanthraquinone) inhibits TNF-induced NF-kappaB activation, IkappaB degradation, and expression of cell surface adhesion proteins in human vascular endothelial cells: A. Kumar, et al., Oncogene 17, 913 (1998) , (4) Emodin, an anthraquinone derivative isolated from the rhizomes of Rheum palmatum, selectively inhibits the activity of casein kinase II as a competitive inhibitor: H. Yim, et al., Planta Med. 65, 9 (1999) , (5) Phytoestrogens from the roots of Polygonum cuspidatum (Polygonaceae): structure-requirement of hydroxyanthraquinones for estrogenic activity: H. Matsuda, et al., Bioorg. Med. Chem. Lett. 11, 1839 (2001) , (6) Emodin down-regulates androgen receptor and inhibits prostate cancer cell growth: T.L. Cha, et al., Cancer Res. 65, 2287 (2005) , (7) Emodin has a cytotoxic activity against human multiple myeloma as a Janus-activated kinase 2 inhibitor: A. Muto, et al., Mol. Cancer Ther. 6, 987 (2007) , (8) Screening of Kit inhibitors: suppression of Kit signaling and melanogenesis by emodin: S.J. Lee, et al., Phytother. Res. 24, 308 (2010) , (9) Neuroprotective effects of emodin in rat cortical neurons against beta-amyloid-induced neurotoxicity: T. Liu, et al., Brain Res. 1347, 149 (2010) , (10) Inhibition of ATP-induced macrophage death by emodin via antagonizing P2X7 receptor: L. Liu, et al., Eur. J. Pharmacol. 640, 15 (2010) , (11) Emodin, a natural product, selectively inhibits 11beta-hydroxysteroid dehydrogenase type 1 and ameliorates metabolic disorder in diet-induced obese mice: Y. Feng, et al., Br. J. Pharmacol. 161, 113 (2010) , (12) Promotion of adiponectin multimerization by emodin: a novel AMPK activator with PPARγ-agonist activity: Z. Chen, et al., J. Cell Biochem. 113, 3547 (2012) , (13) The distinct mechanisms of the antitumor activity of emodin in different types of cancer: W.T. Wei, et al., Oncol. Rep. 30, 2555 (2013) (Review) , (14) Emodin suppresses Wnt signaling in human colorectal cancer cells SW480 and SW620: T. Pooja & D. Karunagaran, Eur. J. Pharmacol. 742, 55 (2014) , (15) Anti-Inflammatory effect of emodin via attenuation of NLRP3 inflammasome activation: J.W. Han, et al., Int. J. Mol. Sci. 16, 8102 (2015)

InChi

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