Ellagic acid
| Compound Structure: |
.png)
|
||||||||||||||||||||||||||||||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Synonyms: | (1)Benzopyrano(5,4,3-cde)(1)benzopyran-5,10-dione, 2,3,7,8-tetrahydroxy-; (1,1'-Biphenyl)-2,2'-dicarboxylic acid, 4,4',5,5',6,6'-hexahydroxy-, di-delta-lactone; [1,2'-dicarboxylic acid, 4,4',5,5',6,6'-hexahydroxy-, di-.delta.-lactone | ||||||||||||||||||||||||||||||||||||||||||||||
| Compound ID: | NMPC-1002 | ||||||||||||||||||||||||||||||||||||||||||||||
| PubChem ID: | |||||||||||||||||||||||||||||||||||||||||||||||
| Molecular Formula: | C14H6O8 | ||||||||||||||||||||||||||||||||||||||||||||||
| Canonical SMILES: | C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)O | ||||||||||||||||||||||||||||||||||||||||||||||
| InChIKey: | AFSDNFLWKVMVRB-UHFFFAOYSA-N | ||||||||||||||||||||||||||||||||||||||||||||||
| About the compound: | Ellagic acid is an organic heterotetracyclic compound, formed through the oxidative aromatic coupling and subsequent intramolecularlactonisation of gallic acid's carboxylic acid groups. This compound is abundant in a variety of fruits and vegetables, including raspberries, strawberries, cranberries, and particularly in pomegranates, where it is both active and plentiful. It also features in vegetables. In terms of its biological roles, ellagic acid serves as an antioxidant and a food additive, and it's recognized as a plant metabolite. It exhibits a range of inhibitory activities against various enzymes, including DNA topoisomerases (both types 1 and 2), tyrosinase, arylamine N-acetyltransferase, glycogen phosphorylase, glutathione transferase, inositol-trisphosphate 3-kinase, inositol-polyphosphate multikinase, nucleoside-diphosphate kinase, and DNA-directed DNA polymerase. Additionally, ellagic acid is used as a skin-lightening agent and is a fungal metabolite and a geroprotector. Chemically, it is classified as a heterotetracyclic compound, a cyclic ketone, a lactone, a catechol, and a polyphenol, and is functionally related to gallic acid. Ellagic acid is currently under investigation as a drug for various therapeutic applications. It has been studied in clinical trials for the treatment of Follicular Lymphoma (phase 2 trial), protection against brain injury in babies with intrauterine growth restriction (phase 1 and 2 trial), improving cardiovascular function in obese adolescents (phase 2 trial), and as a topical treatment for solar lentigines. The therapeutic actions of ellagic acid are primarily attributed to its antioxidant and anti-proliferative effects. GHS Hazard Statements • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] First Aid • EYES: Remove contact lenses, flush with water or saline for 20-30 minutes, seek medical help, transport to hospital immediately. • SKIN: Flood with water, wash with soap, seek medical help if symptoms develop. • INHALATION: Leave contaminated area, seek medical help if symptoms arise, provide respiratory protection. • INGESTION: Do not induce vomiting. Give water if conscious, seek medical advice, transport to hospital if necessary, ensure airway if unconscious (NTP, 1992). National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina. |
||||||||||||||||||||||||||||||||||||||||||||||
| Properties: |
Chemical and Physical Properties
Source:
PubChem |
||||||||||||||||||||||||||||||||||||||||||||||
| Source Species: |
Borreria verticillata. Ficus capensis Solanum aethiopicum Terminalia glaucescens Luffa cylindrica Talinum triangulare |