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E2250

Sigma-Aldrich

Ellagic acid

≥95% (HPLC), powder, from tree bark

Synonym(s):

4,4′,5,5′,6,6′-Hexahydroxydiphenic acid 2,6,2′,6′-dilactone, Alizarin Yellow, Benzoaric acid, Elagostasine, Eleagic acid, Gallogen, Lagistase

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1 G
CLP 172,200
5 G
CLP 683,300
10 G
CLP 1,020,000

CLP 172,200

Estimated to ship onApril 09, 2025

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1 G
CLP 172,200
5 G
CLP 683,300
10 G
CLP 1,020,000

About This Item

Empirical Formula (Hill Notation):
C14H6O8
CAS Number:
476-66-4
Molecular Weight:
302.19
Beilstein:
47549
EC Number:
207-508-3
MDL number:
MFCD00006914
UNSPSC Code:
12352205
PubChem Substance ID:
24894460
NACRES:
NA.77

CLP 172,200

Estimated to ship onApril 09, 2025

Request a Bulk Order

biological source

tree bark

Quality Level

200

Assay

≥95% (HPLC)

form

powder

shelf life

5 yr

solubility

1 M NaOH: 10 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

Oc1cc2C(=O)Oc3c(O)c(O)cc4C(=O)Oc(c1O)c2-c34

InChI

1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H

InChI key

AFSDNFLWKVMVRB-UHFFFAOYSA-N

Gene Information

human ... CSK(1445) , DYRK1A(1859) , GSK3B(2932) , SRC(6714)
rat ... Lyn(81515) , Syk(25155)

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General description

Ellagic acid is a naturally occurring phenolic acid in many fruits and vegetables, as a secondary plant metabolite.[1] It is commonly found in green tea, pomegranate, strawberries, blackberries, raspberries, and walnuts.[2]

Application

Ellagic acid has been used:
  • to study the metabolism of dietary phenolic acids by Lactobacillus plantarum CECT 748T[1]
  • as a potential substrate for the high production of Lactobacillus plantarum tannase[3]
  • as a standard in the study to examine the phenolic components and anti-oxidant activity of nettle[4]
  • to study the links between dietary ellagic acid and epigenetic modulation of adipogenesis[5]

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.
Ellagic acid has been found to exhibit antioxidant activity by virtue of having an inhibitory effect on the oxidation of low-density lipoproteins. This makes them have a cardioprotective effect on humans.[6] In addition, it shows anticarcinogenic, antifibrotic, antiplasmodial, apoptotic, and chemopreventive activities as well.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCM7620
0000354331
0000375155
0000354331
BCCL3199

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Detecting oral kallikrein-targeting therapy through triggered contact activation: A phase I study.
Zonne L M Hofman et al.
The Journal of allergy and clinical immunology, 146(6), 1446-1449 (2020-05-04)
Inhae Kang et al.
The Journal of nutritional biochemistry, 25(9), 946-953 (2014-06-16)
Chromatin remodeling is a key mechanism in adipocyte differentiation. However, it is unknown whether dietary polyphenols are epigenetic effectors for adiposity control. Ellagic acid (EA) is a naturally occurring polyphenol in numerous fruits and vegetables. Recently, EA-containing foods have been
Metabolism of food phenolic acids by Lactobacillus plantarum CECT 748T
Rodriguez H, et al.
Food Chemistry, 107(4), 1393-1398 (2008)
Antioxidant interactions of catechin, cyanidin, caffeic acid, quercetin, and ellagic acid on human LDL oxidation
Meyer AS, et al.
Food Chemistry, 61(1-2), 71-75 (1998)
Dong Hoon Han et al.
Anticancer research, 26(5A), 3601-3606 (2006-11-11)
Antioxidant, antiproliferative and apoptosis inducing activities of a natural polyphenolic compound, ellagic acid, were studied. DPPH radical scavenging and lipid peroxidation inhibitory activities were observed. Activities of antioxidant enzymes, superoxide dismutase (SOD), catalase (CAT) and glutathione peroxidase (GPX) were measured
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Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. as per your data ellagic acid solubility is 10mg/mL in 1M NaOH, but is it stable in this diluent??

    1 answer

    1. The stability of this product in solution is not determined.

      Please see the link below to review a publication that may be helpful:
      https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645270/

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