Description | Beta-Linalool or 3,7-Dimethyl-1,6-octadien-3-ol, also known simply as linalool is a naturally occurring terpene alcohol. It belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Linalool has a role as a plant metabolite, a volatile oil component, an antimicrobial agent and a fragrance. There are two stereoisomers of Linalool – (S)-linalool and (R)-linalool. Linalool is used as a scent in 60% to 80% of perfumed hygiene products and cleaning agents including soaps, detergents, shampoos, and lotions. Linalool is also used by pest professionals as a flea, fruit fly, and cockroach insecticide. Linalool is found in more than 200 different species of plants, including many flowers and spice plants. (S)-linalool is found, for example, as a major constituent of the essential oils of coriander (Coriandrum sativum L.), cymbopogon (Cymbopogon martini var. martinii), and sweet orange (Citrus sinensis) flowers. (R)-linalool is present in lavender (Lavandula officinalis), bay laurel (Laurus nobilis), and sweet basil (Ocimum basilicum), among others. Linalool is also found in plants from the Lamiaceae family (mint and other herbs), Lauraceae (laurels, cinnamon, rosewood), Cinnamomum tamala, Solidago Meyen, Artemisia vulgaris (mugwort), Humulus lupulus. Linalool is also one of several monoterpenes that are found in cannabis plants (PMID: 6991645 ). There are more than 140 known terpenes in cannabis and the combination of these terepenoids produces the skunky, fruity odor characteristic of C. savita. Like the majority of monoterpenes, linalool starts with the condensation of dimethylallyl diphosphate (DMAPP) and isopentenyl diphosphate (IPP) to form geranyl pyrophosphate (GPP) (PMID: 7640522 ). Linalool is then synthesized with the aid of linalool synthase (LIS) (PMID: 12572612 ). Linalool has a citrus, floral, rose, woody aroma and a citrus, orange, waxy taste. Linalool is found in a few different foods and spices, such as spearmints, corianders, common thymes, limes, grapes, lemons, grapefruit, oranges, pineapples, blackcurrants, basil, and common oregano. This could make, Linalool a potential biomarker for the consumption of these foods. Linalool is also synthesized, de novo, by yeast (C. cerevisiae) and may contribute to the floral tones found in some wines (PMID: 15668008 ). |
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Synonyms | Value | Source |
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(+)-Linalool | ChEBI | (3S)-3,7-Dimethyl-1,6-octadien-3-ol | ChEBI | (3S)-Linalool | ChEBI | (S)-(+)-Linalool | ChEBI | (S)-3,7-Dimethyl-1,6-octadien-3-ol | ChEBI | (S)-Linalol | ChEBI | (-)-3,7-Dimethyl-1,6-octadien-3-ol | HMDB | (-)-Linalool | HMDB | (-)-R-Linalool | HMDB | (3R)-3,7-Dimethyl-1,6-octadien-3-ol | HMDB | (3R)-3,7-Dimethylocta-1,6-dien-3-ol | HMDB | (3R)-Linalool | HMDB | (R)-(-)-3,7-Dimethyl-1,6-octadien-3-ol | HMDB | (R)-(-)-Linalool | HMDB | (R)-Linalol | HMDB | (R)-Linalool | HMDB | L-Linalool | HMDB | Licareol | HMDB |
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InChI Identifier | InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m1/s1 |
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