skatoli

Skatole, also known as 3-methylindole, is an organic compound with the chemical formula C9H9N. It is a white crystalline solid with a strong, unpleasant fecal odor at high concentrations. However, at very low concentrations, it possesses a pleasant floral scent and is used as a component in perfumes and fragrances.

Skatole occurs naturally in feces, coal tar, and certain flowers such as jasmine and orange blossom. Its presence in feces is due to the bacterial breakdown of the amino acid tryptophan in the digestive tract. In perfumery, it is used to add depth and warmth to scents, often in combination with other floral or woody notes.

Chemically, skatole is a derivative of indole, with a methyl group attached at the third position of the indole ring. It is soluble in organic solvents like ethanol and ether, but only slightly soluble in water. While its odor is distinctive and often associated with waste products, its dual olfactory nature makes it a fascinating compound with applications in both unpleasant and pleasant contexts.