Chemodex

Emodin

Product Code:
 
CDX-E0228
Supplier:
 
Chemodex
Host Type:
 
Plant
Regulatory Status:
 
RUO
Shipping:
 
AMBIENT
Storage:
 
Short Term: RT Long Term: +4°C
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Chemical Structure

Chemical Structure

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CDX-E0228-M250250 mg£194.00
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This product comes from: Switzerland.
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Further Information

Alternate Names/Synonyms:
Emodol; Frangulic acid; Archin; NSC 622947; NSC 408120; 1,3,8-Trihydroxy-6-methylanthraquinone; Schuttgelb
Appearance:
Yellow powder.
CAS:
518-82-1
EClass:
32160000
Form (Short):
solid
Handling Advice:
Protect from light and moisture.
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
InChiKey:
RHMXXJGYXNZAPX-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 518-82-1. Formula: C15H10O5. MW: 270.24. 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, 11beta-HSD1, Estrogen receptor ERalpha and ERbeta, androgen receptor (AR) nuclear translocation, VEGFR2, FGFR-1, EGFR, PDGFR-beta, Kit and JAK2. It has also been described to inhibit the inflammasome, being a AMPK activator and PPARgamma agonist and a P2X7 receptor antagonist.
MDL:
MFCD00001207
Molecular Formula:
C15H10O5
Molecular Weight:
270.24
Package Type:
Vial
Product 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, 11beta-HSD1, Estrogen receptor ERalpha and ERbeta, androgen receptor (AR) nuclear translocation, VEGFR2, FGFR-1, EGFR, PDGFR-beta, Kit and JAK2. It has also been described to inhibit the inflammasome, being a AMPK activator and PPARgamma agonist and a P2X7 receptor antagonist.
Purity:
>97% (HPLC)
SMILES:
OC1=C2C(C(C(C=C(O)C=C3O)=C3C2=O)=O)=CC(C)=C1
Solubility Chemicals:
Soluble in DMSO (10mg/ml) or 100% ethanol. Insoluble in water.
Source / Host:
Plant
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

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 PPARgamma-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)