ChemicalBook > CAS DataBase List > Ellagic acid

Ellagic acid

Product Name
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
Formula Weight
302.19
MOL File
476-66-4.mol
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Ellagic acid Property

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
biological source
tree bark
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)
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Safety

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
Hazardous Substances Data
476-66-4(Hazardous Substances Data)
Toxicity
LD50 oral in rat: > 20gm/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89653
Product name
Ellagic acid
Purity
phyproof? Reference Substance
Packaging
50MG
Price
$285
Updated
2024/03/01
Sigma-Aldrich
Product number
14668
Product name
Ellagic acid
Purity
analytical standard
Packaging
50mg
Price
$143
Updated
2024/03/01
Alfa Aesar
Product number
A15722
Product name
Ellagic acid hydrate, 97%, may cont. up to 12% water
Packaging
5g
Price
$56.7
Updated
2024/03/01
Alfa Aesar
Product number
A15722
Product name
Ellagic acid hydrate, 97%, may cont. up to 12% water
Packaging
25g
Price
$194
Updated
2024/03/01
Cayman Chemical
Product number
10569
Product name
Ellagic Acid
Purity
≥95%
Packaging
100mg
Price
$19
Updated
2024/03/01
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Ellagic acid Chemical Properties,Usage,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.

Biochem/physiol Actions

Commonly occurring plant polyphenol, inhibitor of glutathione S-transferase. Used for the assay of factor XIIa in plasma. Contact activation in blood coagulation.

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).

storage

Room temperature

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

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Ellagic acid Suppliers

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View Lastest Price from Ellagic acid manufacturers

Chongqing Zhihe Biopharmaceutical Co., Ltd.
Product
Ellagic acid 476-66-4
Price
US $0.00-0.00/kg
Min. Order
0.10000000149011612kg
Purity
99%
Supply Ability
20tons
Release date
2024-05-19
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Ellagic Acid 476-66-4
Price
US $180.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-23
Changsha Staherb Natural Ingredients Co., Ltd.
Product
Ellagic acid; gallnut extract 476-66-4
Price
US $0.00/KG
Min. Order
1KG
Purity
90%-98% HPLC
Supply Ability
1000KG
Release date
2022-10-08

476-66-4, Ellagic acidRelated Search:

Folic acid Hyaluronic acid Citric acid Ethyl 2-(Chlorosulfonyl)acetate Apigenin D-(-)-Salicin Icariin PomegranateP.E. FructussSophoraeExtract Ascoric Acid Punicalagin 3’-O-Methyl-ellagic acid-4- O-β-D-xylopyranoside ELLAGIC ACID HYDRATE TECH. Centchroman Gallic acid monohydrate Aloin Gallic acid ELLAGIC ACID DIHYDRATE,ELLAGIC ACID HYDRATE

  • eleagicacid
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  • lagistase
  • TIMTEC-BB SBB006501
  • 2,3,7,8-tetrahydroxy(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,10-dione
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  • AKOS NCG1-0028
  • 4,4',5,5',6,6'-HEXAHYDROXYDIPHENIC ACID 2,6,2',6'-DILACTONE
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  • 4,3-cde][1]benzopyran-5,10-dione,2,3,7,8-tetrahydroxy-[1]-Benzopyrano[5
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  • 4,4,5,5-tetrahydroxybiphenyl-2,6:2,6-biscarbolactone
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  • EllagicAcidDihydrate97%
  • EllagicAcid(NutgallPe)95%ByHplc
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  • ELLAGICACID,95%(BULK
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  • 2,3,7,8-Tetrahydroxy[1]benzopyrano[5,4,3-cde][1] benzopyran-5,7-dione
  • Ellagic acid 4,4’,5,5’,6,6’-Hexahydroxydiphenic acid 1,6,1’,6’-dilactone
  • ELLAGIC ACID 95%
  • ELLAGIC ACID anhydrous
  • [1]Benzopyrano[5,4,3-cde][1]benzopyran-5,10-dione, 2,3,7,8-tetrahydroxy-
  • Pomegranate fruit extract powder
  • Ellagic acid hydrate, 97%, may cont. up to 12% water
  • 2,6,2′,6′-dilactone Ellagic acid hydrate
  • 4,4′,5,5′,6,6′-Hexahydroxydiphenic acid
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  • Pomegranate Peel Polyphenols
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  • Ellagic Acid (25 mg)
  • ELLAGIC ACID(RG) 1g
  • ELLAGIC ACID(RG) 5g
  • Ellagic acid, casein kinase 2 (CK2) inhibitor
  • Ellagic acid, 10 mM in DMSO
  • 476-66-4
  • C14H6O8