Emodin
 |
|
 |
|
| Names | |
|---|---|
|
IUPAC name
1,3,8-trihydroxy-6-methylanthracene-9,10-dione
|
|
| Other names
6-methyl-1,3,8-trihydroxyanthraquinone
|
|
| Identifiers | |
|
3D model (Jmol)
|
|
| ChEBI | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.007.509 |
| KEGG | |
|
PubChem CID
|
|
| UNII | |
|
|
|
|
| Properties | |
| C15H10O5 | |
| Molar mass | 270.24 g·mol−1 |
| Appearance | orange solid |
| Density | 1.583±0.06 g/cm3 |
| Melting point | 256 to 257 °C (493 to 495 °F; 529 to 530 K) |
| Boiling point | 586.9 ± 39.0 °C |
|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
|
 (what is   ?) |
|
| Infobox references | |
Emodin (from Rheum emodi, a Himalayan rhubarb) is a purgative resin, 6-methyl-1,3,8-trihydroxyanthraquinone, from rhubarb, buckthorn and Japanese knotweed (Fallopia japonica syn. Polygonum cuspidatum). It is also produced by many species of fungi, including members of the genera Aspergillus, Pyrenochaeta, and Pestalotiopsis, inter alia. Synonyms for emodin include emodol, frangula emodin, rheum emodin, 3-methyl-1,6,8-trihydroxyanthraquinone, Schuttgelb, and Persian Berry Lake.
As of 2010 emodin was studied as an agent that could reduce the impact of type 2 diabetes. It is a potent selective inhibitor of the enzyme 11β-HSD1. In studies in obese mice, emodin limited the effect of glucocorticoids and might therefore ameliorate diabetes and insulin resistance.
Pharmacological studies have demonstrated that emodin isolated from rhubarb exhibited anti-cancer effects on several human cancer cells, including human pancreatic cancer cells. Emodin in rhubarb extracts may have neuroprotective properties against glutamate (neurotransmitter) toxicity.
Emodin inhibited the four main human daunorubicin reductases in vitro and could sensitize human liver and lung cancer cells towards daunorubicin.
As early as 1992, emodin has been shown to possess antiviral activity against human cytomegalovirus in vitro. possibly by blocking the viral nuclease, as it inhibits herpes simplex virus.
Emodin has been shown to block CMV infections as well as herpes simplex. Research is currently being performed in this area.
Aloe-emodin (1,3,8-trihydroxyanthraquinone) is a variety of emodin found in socotrine aloe, Barbados aloe, and Zanzibar aloes, but not in Natal aloes.
The following plant species produce emodin:
...
Wikipedia