Indole-3-carbinol

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Chemical structure of Indole-3-carbinol

Indole-3-carbinol (I3C) is a compound that is derived from the breakdown of glucobrassicin, a glucosinolate found in cruciferous vegetables such as broccoli, Brussels sprouts, cabbage, and kale. It is of interest due to its potential health benefits and its role in cancer prevention.

Chemical Structure and Properties

Indole-3-carbinol is an indole derivative with the chemical formula C9H9NO. It is characterized by an indole ring structure with a carbinol group attached at the third position. This compound is relatively unstable and can undergo further reactions to form various derivatives, including diindolylmethane (DIM).

Sources

Indole-3-carbinol is naturally present in cruciferous vegetables. When these vegetables are chopped or chewed, the enzyme myrosinase is activated, converting glucobrassicin into indole-3-carbinol. Cooking methods can affect the levels of I3C, with steaming preserving more of the compound compared to boiling.

Biological Activity

Indole-3-carbinol has been studied for its potential effects on human health. It is believed to influence estrogen metabolism, potentially reducing the risk of estrogen-dependent cancers such as breast cancer and prostate cancer. I3C may also have antioxidant properties and modulate detoxification enzymes in the liver.

Potential Health Benefits

Research suggests that indole-3-carbinol may have several health benefits:

  • Cancer Prevention: I3C is thought to help prevent the development of certain types of cancer by modulating hormone metabolism and enhancing the body's detoxification processes.
  • Antioxidant Effects: It may help protect cells from oxidative stress by neutralizing free radicals.
  • Immune Support: Some studies indicate that I3C can enhance immune function, although more research is needed to confirm these effects.

Safety and Dosage

While indole-3-carbinol is generally considered safe when consumed as part of a diet rich in cruciferous vegetables, high doses in supplement form may have adverse effects. It is important to consult with a healthcare provider before taking I3C supplements, especially for individuals with hormone-sensitive conditions.

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Contributors: Prab R. Tumpati, MD