Nerolidol, also known as peruviol and penetrol , is a naturally occurring sesquiterpene found in the essential oils of many types of plants and flowers. There are two isomers of nerolidol, cis and trans, which differ in the geometry about the central double bond. Nerolidol is present in neroli, ginger, jasmine, lavender, tea tree, Cannabis sativa, and lemon grass, and is a dominant scent compound in Brassavola nodosa. The aroma of nerolidol is woody and reminiscent of fresh bark. It is used as a flavoring agent and in perfumery. It is also used in non-cosmetic products such as detergents and cleansers. It is also currently under testing as a skin penetration enhancer for the transdermal delivery of therapeutic drugs. Additionally, it is known for various biological activities include antioxidant, anti fungal, anticancer, and antimicrobial activity. It is one of several organic volatiles produced by the A. lyrata ssp. petraea flower in response to insect feeding. Because of its hydrophobic nature, nerolidol is easily permeable across the plasma membrane and can interact with intracellular proteins. However it has a high cytotoxic potential and can disrupt the membrane.
3D model (JSmol)
|Molar mass||222.37 g/mol|
|Boiling point||122 °C (252 °F; 395 K) at 3 mmHg|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|‹See TfM› (what is ‹See TfM› ?)|
Nerolidyl compounds involve joining nerolidol at the oxygen atom to other groups, and include Nerolidyl diphosphate.
- Merck Index, 11th Edition, 6388.
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