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Linalool
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==Occurrence== [[File:Linalool Enantiomers Structural Formulae.png|260px|thumb|left|(''S'')-(+)-linalool (left) and (''R'')-(–)-linalool (right)]] Both [[enantiomer]]ic forms are found in nature: (''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. Each enantiomer evokes distinct neural responses in humans, so each is classified as possessing distinct [[scent]]s. (''S'')-(+)-Linalool is perceived as sweet, floral, [[petitgrain]]-like (odor threshold 7.4 [[parts per billion|ppb]]) and the (''R'')-form as more woody and [[lavender]]-like (odor threshold 0.8 [[parts per billion|ppb]]). Over 200 species of plants produce linalool, notably from the families [[Lamiaceae]] ([[Mentha|mint]] and other herbs), [[Lauraceae]] ([[laurels]], [[cinnamon]], [[Aniba rosaeodora|rosewood]]), and [[Rutaceae]] ([[citrus fruits]]), but also [[birch trees]] and other plants, from [[tropical]] to [[boreal climate]] zones. * ''[[Aniba rosaeodora]]'' * ''[[Lavandula]]''<ref>{{cite journal | vauthors = Kasper S, Gastpar M, Müller WE, Volz HP, Möller HJ, Dienel A, Schläfke S | title = Silexan, an orally administered Lavandula oil preparation, is effective in the treatment of 'subsyndromal' anxiety disorder: a randomized, double-blind, placebo controlled trial | journal = International Clinical Psychopharmacology | volume = 25 | issue = 5 | pages = 277–87 | date = September 2010 | pmid = 20512042 | doi = 10.1097/YIC.0b013e32833b3242 | s2cid = 46290020 }}</ref> * ''[[Cinnamomum tamala]]''<ref name=eocs>{{cite journal | vauthors = Ahmed A, Choudhary MI, Farooq A, Demirci B, Demirci F, Can Başer KH | title = Essential oil constituents of the spice ''Cinnamomum tamala'' (Ham.) Nees & Eberm. | journal = Flavour and Fragrance Journal | volume = 15 | issue = 6 | pages = 388–390 | year = 2000 | doi = 10.1002/1099-1026(200011/12)15:6<388::AID-FFJ928>3.0.CO;2-F | doi-access = free }}</ref> * ''[[Cannabis sativa]]''<ref name="Ibrahim">{{cite journal | vauthors = Ibrahim EA, Wang M, Radwan MM, Wanas AS, Majumdar CG, Avula B, Wang YH, Khan IA, Chandra S, Lata H, Hadad GM, Abdel Salam RA, Ibrahim AK, Ahmed SA, ElSohly MA | display-authors = 6 | title = Analysis of Terpenes in Cannabis sativa L. Using GC/MS: Method Development, Validation, and Application | journal = Planta Medica | volume = 85 | issue = 5 | pages = 431–438 | date = March 2019 | pmid = 30646402 | doi = 10.1055/a-0828-8387 | bibcode = 2019PlMed..85..431I | s2cid = 58668648 }}</ref> * ''[[Basil]]''<ref name=apfb>{{cite journal | vauthors = Klimankova E, Holadová K, Hajšlová J, Čajka T, Poustka J, Koudela M | title = Aroma profiles of five basil (''Ocimum basilicum'' L.) cultivars grown under conventional and organic conditions | journal = Food Chemistry | volume = 107 | issue = 1 | pages = 464–472 | year = 2008 | doi = 10.1016/j.foodchem.2007.07.062 }}</ref> * ''[[Solidago]]'' (goldenrod)<ref>{{cite journal | vauthors = Vila R, Mundina M, Tomi F, Furlán R, Zacchino S, Casanova J, Cañigueral S | title = Composition and antifungal activity of the essential oil of Solidago chilensis | journal = Planta Medica | volume = 68 | issue = 2 | pages = 164–7 | date = February 2002 | pmid = 11859470 | doi = 10.1055/s-2002-20253 | bibcode = 2002PlMed..68..164V | s2cid = 260283973 }}</ref> * ''[[Artemisia vulgaris]]'' (mugwort) * ''[[Humulus lupulus]]'' (hop) It was first synthesized in the laboratory of [[Leopold Ružička]] in 1919.<ref name=em90>Albert Eschenmoser: "Leopold Ruzicka - From the Isoprene Rule to the Question of Life's Origin" CHIMIA 44 (1990)</ref>
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