| 词条 | Linalool |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 470609278 | ImageFile = Linalool skeletal.svg | ImageSize = 240 | ImageAlt = Skeletal formula | ImageFile1 = (S)-Linalool molecule ball.png | ImageSize1 = 240 | ImageAlt1 = Ball-and-stick model | PIN = 3,7-Dimethyl-1,6-octadien-3-ol | OtherNames = 3,7-Dimethylocta-1,6-dien-3-ol |Section1={{Chembox Identifiers | index_label= | index1_label= (R) | index2_label= (S) | index_comment= (±)-linalool | index1_comment= (−)-linalool | index2_comment= (+)-linalool | testQID= Q410932 | QID1=Q27105200 | QID2=Q27105233 | IUPHAR_ligand = 2469 | CASNo = 78-70-6 | CASNo_Ref = {{cascite|correct|CAS}} | CASNo1 = 126-91-0 | CASNo1_Ref = {{cascite|correct|CAS}} | CASNo2 = 126-90-9 | CASNo2_Ref = {{cascite|correct|CAS}} | PubChem = 6549 | PubChem1 = 443158 | PubChem2 = 67179 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 25306 | ChEMBL2 = 235672 | KEGG1 = C11388 | KEGG2 = C11389 | 3DMet = B05103 | 3DMet1 = B04328 | 3DMet2 = B04329 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = D81QY6I88E | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 13849981 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 17580 | ChEBI1 = 28 | ChEBI2 = 98 | InChI = 1/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3 | InChIKey = CDOSHBSSFJOMGT-UHFFFAOYAV | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = CDOSHBSSFJOMGT-UHFFFAOYSA-N | SMILES = CC(O)(C=C)CCC=C(C)C |Section2={{Chembox Properties | C=10 | H=18 | O=1 | Appearance = | Density = 0.858 to 0.868 g/cm3 | MeltingPt= < | MeltingPtC = −20 | BoilingPtC = 198 to 199 | BoilingPt_notes = | Solubility = 1.589 g/l |Section3={{Chembox Hazards | NFPA-H = 1 | NFPA-F = 2 | NFPA-R = 0 | MainHazards = | FlashPtC = 55 | AutoignitionPtC = }} Linalool ({{IPAc-en|l|ᵻ|ˈ|n|æ|l|oʊ|ɒ|l|,_|l|aɪ|-|,_|-|l|oʊ|oʊ|l|,_|-|ˈ|l|uː|l}}){{refn|{{Dictionary.com|accessdate=2016-01-22|Linalool}}}}{{refn|{{MerriamWebsterDictionary|accessdate=2016-01-22|Linalool}}}} refers to two enantiomers of a naturally occurring terpene alcohol found in many flowers and spice plants. These have multiple commercial applications, the majority of which are based on its pleasant scent (floral, with a touch of spiciness). It has other names such as β-linalool, {{not a typo|linalyl}} alcohol, linaloyl oxide, allo-ocimenol, and 3,7-dimethyl-1,6-octadien-3-ol. NatureOver 200 species of plants produce linalool, mainly from the families Lamiaceae (mint and other herbs), Lauraceae (laurels, cinnamon, rosewood), and Rutaceae (citrus fruits), but also birch trees and other plants, from tropical to boreal climate zones, including fungi.[1] EnantiomersLinalool has a stereogenic center at C3 and therefore there are two stereoisomers: (R)-(–)-linalool is also known as licareol and (S)-(+)-linalool is also known as coriandrol. Both enantiomeric 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 different neural responses in humans, so are classified as possessing distinct scents. (S)-(+)-Linalool is perceived as sweet, floral, petitgrain-like (odor threshold 7.4 ppb) and the (R)-form as more woody and lavender-like (odor threshold 0.8 ppb). BiosynthesisIn higher plants, linalool, as other monoterpenoids, is produced from isopentenyl pyrophosphate via the universal isoprenoid intermediate geranyl pyrophosphate, through a class of membrane-bound enzymes named monoterpene synthases. One of these, linalool synthase (LIS), has been reported to produce (S)-linalool in several floral tissues. UsesLinalool is used as a scent in 60% to 80% of perfumed hygiene products and cleaning agents including soaps, detergents, shampoos, and lotions.[2] It is also used as a chemical intermediate. One common downstream product of linalool is vitamin E.{{citation needed|date=July 2018}} In addition, linalool is used by pest professionals as a flea, fruit fly, and cockroach insecticide. It can also be used a method of pest control for codling moths. Linalool creates a synergistic effect with the codling moth's phermone called codlemone, which increases attraction of males.[3] Linalool is used in some mosquito-repellent products;[4] however, the EPA notes that "a preliminary screen of labels for products containing [l]inalool (as the sole active ingredient) indicates that efficacy data on file with the Agency may not support certain claims to repel mosquitos."[5] Plants that contain linalool
Safety and potential toxicityLinalool can be absorbed by inhalation of its aerosol and by oral intake or skin absorption, potentially causing irritation, pain and allergic reactions.[1] Some 7% of people undergoing patch testing in Europe were found to be allergic to the oxidized form of linalool.[10] Upon inhalation, it may also cause drowsiness or dizziness.[1] See also
References1. ^1 2 {{cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/Linalool|title=Linalool|publisher=PubChem, US National Library of Medicine|date=12 February 2017|accessdate=14 February 2017}} 2. ^{{Cite news |url=http://www.medicalnewstoday.com/articles/144041.php |title=Widely Used Fragrance Ingredients In Shampoos And Conditioners Are Frequent Causes Of Eczema|date=March 28, 2009|work=MedicalNewsToday}} 3. ^{{Cite journal|last=Yang|first=Zhihua|last2=Bengtsson|first2=Marie|last3=Witzgall|first3=Peter|date=2004-03-01|title=Host Plant Volatiles Synergize Response to Sex Pheromone in Codling Moth, Cydia pomonella|journal=Journal of Chemical Ecology|language=en|volume=30|issue=3|pages=619–629|doi=10.1023/b:joec.0000018633.94002.af|issn=0098-0331}} 4. ^{{cite news | url=http://www.scmp.com/lifestyle/health-beauty/article/1855280/what-look-when-youre-buying-mosquito-repellent | title=What to look for when you're buying mosquito repellent | work=South China Morning Post | date=September 6, 2015 | accessdate=December 30, 2015}} 5. ^EPA Linalool Summary Document Registration Review: Initial Docket (PDF) April 2007 6. ^{{cite journal | last = Kasper | first = S. | title = Silexan, an orally administered Lavandula oil preparation, is effective in the treatment of 'sybsyndromal' anxiety disorder: a randomized, double-blind, placebo controlled trail | journal = International Clinical Psychopharmacology | volume = 25 | issue = 5 | pages = 277–87 | year = 2010 | doi = 10.1097/YIC.0b013e32833b3242 | last2 = Gastpar | first2 = M. | last3 = Muller | first3 = W. E. | last4 = Volz | first4 = H. P. | last5 = Moller | first5 = H. J. | last6 = Dienel | first6 = A. Hüsnü|display-authors=etal | pmid=20512042}} 7. ^{{cite journal | last = Ahmed | first = Aftab | 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 | last2 = Choudhary | first2 = M. Iqbal | last3 = Farooq | first3 = Afgan | last4 = Demirci | first4 = Betül | last5 = Demirci | first5 = Fatih | last6 = Can Başer | first6 = K. Hüsnü|display-authors=etal}} 8. ^{{cite journal | last = Klimánková | first = Eva | 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 | last2 = Holadová | first2 = Kateřina | last3 = Hajšlová | first3 = Jana | last4 = Čajka | first4 = Tomáš | last5 = Poustka | first5 = Jan | last6 = Koudela | first6 = Martin|display-authors=etal}} 9. ^{{Cite journal| last1 = Vila | first1 = R.| last2 = Mundina | first2 = M.| last3 = Tomi | first3 = F. L.| last4 = Furlán | first4 = R.| last5 = Zacchino | first5 = S.| last6 = Casanova | first6 = J.| last7 = Cañigueral | first7 = S.| doi = 10.1055/s-2002-20253| title = Composition and Antifungal Activity of the Essential Oil of Solidago chilensis| journal = Planta Medica| volume = 68| issue = 2| pages = 164–167| year = 2002| pmid = 11859470}} 10. ^{{cite journal|pmid=28960261|year=2018|last1=Ung|first1=C. Y|title=Patch testing with the European baseline series fragrance markers: A 2016 update|journal=British Journal of Dermatology|volume=178|issue=3|pages=776–780|author2=White JML|last3=White|first3=I. R|last4=Banerjee|first4=P|last5=McFadden|first5=J. P|doi=10.1111/bjd.15949}} External links
5 : Flavors|Alcohols|Plant toxin insecticides|Alkene derivatives|Monoterpenes |
| 随便看 |
|
开放百科全书收录14589846条英语、德语、日语等多语种百科知识，基本涵盖了大多数领域的百科知识，是一部内容自由、开放的电子版国际百科全书。