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Ellagic acid

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Ellagic acid Basic information

Product Name:
Ellagic acid
CAS:
476-66-4
MF:
C14H6O8
MW:
302.19
EINECS:
207-508-3
Mol File:
476-66-4.mol
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Ellagic acid Chemical Properties

Melting point:
≥350 °C
Boiling point:
363.24°C (rough estimate)
Density 
1.667
refractive index 
1.5800 (estimate)
storage temp. 
Store at RT
solubility 
1 M NaOH: 10 mg/mL, dark green
form 
powder
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
CAS DataBase Reference
476-66-4(CAS DataBase Reference)
EPA Substance Registry System
Ellagic acid (476-66-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-36/37
WGK Germany 
3
RTECS 
DJ2620000
8-10-23
HS Code 
29322090
Hazardous Substances Data
476-66-4(Hazardous Substances Data)
Toxicity
LD50 oral in rat: > 20gm/kg

MSDS

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Ellagic acid Usage And Synthesis

Chemical Properties

cream to light yellow crystalline solid

Uses

hemostatic, antineoplastic, antimutagenic

Uses

Ellagic Acid is a phenol antioxidant found naturally in various fruits and vegetables. Ellagic Acid was shown to exhibit high levels of antiproliferative and antioxidant properties in studies, which s uggests its potential health benefits following ellagic acid consumption.

Definition

ChEBI: 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, ncluding raspberries, strawberries, cranberries, and pomegranates.

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.]

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Alfa Aesar Gold
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400-610-6006; 021-67582000
Email:
saleschina@alfa-asia.com
Shaanxi billion Kang Long biological technology co., LTD Gold
Tel:
17791478691
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997832940@qq.com
Nanjing Dasf Biotechnology Co., Ltd. Gold
Tel:
25-85562066-
Email:
eric@dasfbio.com;
J & K SCIENTIFIC LTD.
Tel:
010-82848833- ;010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Nanjing Elegant Nutraceuticals Co., Ltd
Tel:
0086-25-83241153, 83241163
Email:
sales@elegantnutri.com
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