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Ellagic acid
Ellagic acid.svg
Ellagic acid 3D spacefill.png
Other names 4,4′,5,5′,6,6′-Hexahydroxydiphenic acid 2,6,2′,6′-dilactone
Identifiers
CAS number 476-66-4
PubChem 5281855
DrugBank DB08468
KEGG C10788
ChEBI CHEBI:4775
SMILES O=C1Oc3c2c4c1cc(O)c(O)c4OC(=O)c2cc(O)c3O
Properties
Molecular formula
Molar mass 0 g mol-1
Density 1.67 g/cm3
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Std Acide ellagique UV
This image shows the UV visible spectrum of ellagic acid.

Ellagic acid is a special natural chemical found in many fruits and vegetables. It belongs to a group of compounds called polyphenols. These are chemicals that plants make, and they often have good effects on our bodies. Ellagic acid is also known as a dilactone, which means it has two special ring-like structures in its chemical makeup.

What's in a Name?

The name "ellagic acid" comes from a French word, acide ellagique. It's a bit of a clever name because it's the word galle (which means galls, like the bumps on oak trees) spelled backward. This is because ellagic acid can be found in these galls. The name helps tell it apart from another similar chemical called gallic acid. If you look at the chemical structure, ellagic acid looks like two gallic acid molecules joined together.

How Ellagic Acid Works

How Plants Make It

Plants create ellagic acid from other compounds called tannins. These tannins are complex chemicals found in many plants, like ellagitannin and geraniin. When these tannins break down, they release ellagic acid.

How Our Bodies Use It

When we eat foods with ellagic acid, our bodies don't absorb all of it directly. Instead, tiny helpers in our gut, called gut flora (which are good bacteria), break it down. They turn ellagic acid into other compounds called Urolithins. These urolithins are easier for our bodies to use. About 90% of the ellagic acid we eat gets changed by these gut bacteria before our bodies can absorb it.

A Look Back in Time

Ellagic acid was first discovered by a chemist named Henri Braconnot in 1831. Later, in 1905, Maximilian Nierenstein found ellagic acid in many different plants. These included algarobilla, dividivi, oak bark, pomegranate, myrabolams, and valonea. He also thought that a type of mold called Penicillium might help create it. The first person to make ellagic acid in a lab was Julius Löwe. He did this by heating gallic acid with arsenic acid or silver oxide.

Where to Find Ellagic Acid

Ellagic acid is naturally present in many plants and foods. You can find it in different types of oak trees, like the North American white oak (Quercus alba) and the European red oak (Quercus robur). A water plant called Myriophyllum spicatum also produces ellagic acid. Even some medicinal mushrooms, like Phellinus linteus, contain it.

In Your Food

Some of the foods with the most ellagic acid are raw chestnuts, walnuts, pecans, cranberries, raspberries, strawberries, and grapes. You can also find it in peaches and pomegranates. It's even in some distilled beverages!

Here's a table showing how much ellagic acid is in some common foods:

Dietary source Ellagic acid
Fruits (mg/100g fresh weight)
Blackberries 150
Black raspberries 90
Boysenberries 70
Cloudberries 315.1
Pomegranate 269.9
Raspberries 270
Rose hip 109.6
Strawberries 77.6
Strawberry jam 24.5
Yellow raspberries 1900
Nuts (mg/g)
Pecans 33
Walnuts 59
Beverages (mg/L)
Pomegranate juice 811.1
Cognac 31–55
Oak-aged red wine 33
Whiskey 1.2
Seeds (mg/g)
Black raspberries 6.7
Red raspberries 8.7
Boysenberries 30
Mango 1.2

Research and Health Claims

Ellagic acid has been sold as a dietary supplement with claims that it can help with various health issues, including serious diseases. However, it's important to know that there is currently no strong scientific evidence to support these claims. Health organizations advise people to be careful about products that make big promises without scientific proof. Always rely on information from trusted doctors and scientists when it comes to your health.

See also

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