Ellagic acid
- CAS No.
- 476-66-4
- Chemical Name:
- Ellagic acid
- Synonyms
- TBBD;Ellagic;eleagicacid;lagistase;c.i.55005;c.i.75270;ELLAGIC ACID;elagostasine;Elllagic Acid;AKOS NCG1-0028
- CBNumber:
- CB6214708
- Molecular Formula:
- C14H6O8
- Molecular Weight:
- 302.19
- MOL File:
- 476-66-4.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/5/20 14:58:25
| Melting point | ≥350 °C |
|---|---|
| Boiling point | 363.24°C (rough estimate) |
| Density | 1.667 |
| refractive index | 1.5800 (estimate) |
| storage temp. | 2-8°C |
| solubility | 1 M NaOH: 10 mg/mL, dark green |
| form | powder |
| pka | 5.02±0.20(Predicted) |
| color | tan to gray |
| Water Solubility | <0.1 g/100 mL at 21 ºC |
| Sensitive | Air & Light Sensitive |
| Merck | 14,3547 |
| BRN | 47549 |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChIKey | AFSDNFLWKVMVRB-UHFFFAOYSA-N |
| LogP | 0.239 (est) |
| CAS DataBase Reference | 476-66-4(CAS DataBase Reference) |
| EPA Substance Registry System | Ellagic acid (476-66-4) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P264-P270-P301+P312-P501 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36-36/37 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | DJ2620000 | |||||||||
| F | 8-10-23 | |||||||||
| HS Code | 29322090 | |||||||||
| Toxicity | LD50 oral in rat: > 20gm/kg | |||||||||
| NFPA 704 |
|
Ellagic acid price More Price(16)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | E2250 | Ellagic acid ≥95% (HPLC), powder, from tree bark | 476-66-4 | 1G | ₹14060 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | E2250 | Ellagic acid ≥95% (HPLC), powder, from tree bark | 476-66-4 | 5G | ₹25200.6 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | E2250 | Ellagic acid ≥95% (HPLC), powder, from tree bark | 476-66-4 | 10G | ₹48885.7 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 324683 | Ellagic Acid, Dihydrate - CAS 476-66-4 - Calbiochem A cell-permeable, reversible, potent antioxidant that has anti-mutagenic and anti-carcinogenic properties. | 476-66-4 | 500MG | ₹8310 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 14668 | Ellagic acid analytical standard | 476-66-4 | 50MG | ₹10283.75 | 2022-06-14 | Buy |
Ellagic acid Chemical Properties,Uses,Production
Chemical Properties
cream to light yellow crystalline solid, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Mangiferaindica, Eucalyptuscitriodora, Lythrumsalicaria, Geranium sibiricum, Agrimoniapilosavar.japonica.
Uses
Ellagic Acid is a phenol antioxidant found naturally in various fruits and vegetables. Ellagic Acid was shown to exhibit high levels of hemostatic, antineoplastic, antimutagenic, antiproliferative and antioxidant properties in studies, which suggests its potential health benefits following ellagic acid consumption.
Application
Ellagic acid is used in medicine and cosmetics, as an antioxidant, and has anti-cancer and anti-viral effects.
Ellagic acid, a common plant polyphenol, is an inhibitor of glutathione S-transferase with Exhibits antitumor activity. It can be used for the determination of factor XIIa in plasma. Contact activation can occur in blood coagulation. It is also used as selective, ATP-competitive inhibitor of casein kinase 2 and a Topo I and II, FGR, GSK, and PKA inhibitor.
Definition
ChEBI: Ellagic acid is an organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates. It has a role as an antioxidant, a food additive, a plant metabolite, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an EC 1.14.18.1 (tyrosinase) inhibitor, an EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor, an EC 2.4.1.1 (glycogen phosphorylase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor, an EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor, an EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor, a skin lightening agent, a fungal metabolite, an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor and a geroprotector. It is an organic heterotetracyclic compound, a cyclic ketone, a lactone, a member of catechols and a polyphenol. It is functionally related to a gallic acid.
Preparation
Ellagic acid is mainly extracted from plants, and it is present in several fruits such as cranberries, strawberries, raspberries, and pomegranates. Usually, the raw materials are degreasing and then extracted with an alkaline aqueous solution or extracted with ethanol. Then, after removing water-soluble proteins and gliadins, the sugar ligands can be decomposed by enzymes to obtain purer ellagic acid.
General Description
Cream-colored needles (from pyridine) or yellow powder. Odorless.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Ellagic acid reacts as a weak acid. Incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated. Heat is also generated by the acid-base reaction between phenols and bases. May be sulfonated exothermically very readily (for example, by concentrated sulfuric acid at room temperature). May be nitrated very rapidly, even by dilute nitric acid.
Fire Hazard
Flash point data for Ellagic acid are not available; however, Ellagic acid is probably combustible.
Biological Activity
Selective, ATP-competitive inhibitor of casein kinase 2 (CK2) (IC 50 values are 40, 2900, 3500, 4300 and 9400 nM for CK2, Lyn, PKA, Syk? and FGR respectively). Exhibits antioxidant, antitumor and anticarcinogenic activity and also inhibits glutathione S-transferase.
Anticancer Research
Ellagic acid is a naturally occurring phenolic constituent present in natural productsand nuts, most elevated amounts of which are found in raspberries (Daniel et al.1990). EA is considered as a potent anticarcinogenic and antimutagenic compound.EA shows anti-angiogenic property by repressing PDGF-R movement and phosphorylationof its substrate. It can intrude with endothelial cell-associated VEGR-2phosphorylation bringing about the restraint of the downstream signaling activatedby this receptor and in the hindrance of two key events fundamental in angiogenesis,i.e., EC movement and morphogenic separation into capillary-like structure. In parallel,EA indicated robust inhibitory activity against perivascular cells through itsrestraint of PDGF-R action and signaling prompting hindrance of VSMC relocation(Labrecque et al. 2005).
It is a phenolic compound extracted from pomegranate. It is an antiproliferative andantioxidant compound (Murakami et al. 1996). It induces apoptosis in cancer cellsof the prostate and breast and prevents the process of metastasis in different cancers(Singh et al. 2016b).
Purification Methods
This antioxidant crystallises from pyridine. It forms a dark green solution in aqueous N NaOH. The tetraactetate dilactone crystallises from Ac2O, with m 340o. [Beilstein 19 H 261, 19 III/IV 3164, 19/7 V 108.]
Ellagic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| GLR Innovations | +91 9891111994 | New Delhi, India | 4542 | 58 | Inquiry |
| CHEMAZON LABORATORIES | +91 9848551964 | Hyderabad, India | 1320 | 58 | Inquiry |
| BioMax | +91-9987557585 +91-9987557585 | Maharashtra, India | 4 | 58 | Inquiry |
| AVIGYABIOSCIENCES PRIVATE LIMITED | +91-9849533087 +91-9849533087 | Telangana, India | 156 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5873 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| Shri Kukadeshwar Adivasi Hirda Sahkari Sanstha | 08068441060Ext 163 | Pune, India | 2 | 58 | Inquiry |
| Biomax | 08048371958Ext 771 | Maharashtra, India | 5 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| CHEMAZON LABORATORIES | 58 |
| BioMax | 58 |
| AVIGYABIOSCIENCES PRIVATE LIMITED | 58 |
| A.J Chemicals | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| Otto Chemie Pvt. Ltd. | 58 |
| Alfa Aesar | 58 |
| Shri Kukadeshwar Adivasi Hirda Sahkari Sanstha | 58 |
| Biomax | 58 |
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- Uses in Cosmetics of Ellagic acid
- Ellagic acid is a polyphenol compound found in several fruits and nuts, such as raspberries, grapes, strawberries, pomegranate....
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