Linalool
Linalool je prirodni terpenski alkohol koji je prisutan u mnogim cvetajućim i začinskim biljkama. On ima mnoštvo komercijalnih primena, većina kojih se bazira na prijatnom mirisu. Njegova druga imena su: β-linalool, linalil alkohol, linaloil oksid, p-linalool, alo-ocimenol, i 2,6-dimetil-2,7-oktadien-6-ol.
| Linalool | |||
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-Linalool_molecule_ball.png)
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| IUPAC ime |
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| Identifikacija | |||
| CAS registarski broj | 78-70-6  , 126-91-0 (R) , 126-90-9 (S)
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| PubChem[1][2] | 6549, 443158 (R), 67179 (S) | ||
| ChemSpider[3] | 13849981
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| UNII | D81QY6I88E
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| ChEBI | 17580 | ||
| ChEMBL[4] | CHEMBL25306
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| Jmol-3D slike | Slika 1 | ||
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| Svojstva | |||
| Molekulska formula | C10H18O | ||
| Molarna masa | 154,25 g/mol | ||
| Gustina | 0,858 – 0,868 g/cm3 | ||
| Tačka topljenja |
< −20 °C | ||
| Tačka ključanja |
198–199 °C | ||
| Rastvorljivost u vodi | 1,589 g/l | ||
| Opasnost | |||
| NFPA 704 |
 2
1
0
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| Tačka paljenja | 55 °C | ||
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Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala | |||
| Infobox references | |||
Priroda uredi
Preko 200 biljnih vrsta proizvodi linalool. One su uglavnom iz porodica Lamiaceae (menta, mirišljave trave), Lauraceae (lavor, cimet, palisandrovo drvo), i Rutaceae (citrusno voće).
Enantiomeri uredi
Linalool ima stereogeni centar na C3 i stoga postoje dva stereoizomera: (R)-(–)-linalool je takođe poznat kao likareol i (S)-(+)-linalool ili koriandrol.
Literatura uredi
- Casabianca H, Graff JB, Faugier V, Fleig F, Grenier C (1998) Enantiomeric distribution studies of linalool and linalyl acetate. A powerful tool for authenticity control of essential oils. HRC J High Res Chrom 21:107-112
- Lewinshon E, Schalechet F, Wilkinson J, Matsui K, Tadmor Y, Nam K, Amar O, Lastochkin E, Larkov O, Ravid U, Hiatt W, Gepstein S, Pichersky E (2001) Enhanced levels of the aroma and flavor compound S-linalool by metabolic engineering of the terpenoid pathway in tomato fruits. Plant Physiol 127:1256–1265
- Pengelly, Andrew. The Constituents of Medicinal Plants. 2nd Ed. 2004. CABI Publishing, U.S.A. and UK.
- Raguso RA, Pichersky E (1999) A day in the life of a linalool molecule: chemical communication in a plant-pollinator system. Part 1: linalool biosynthesis in flowering plants. Plant Species Biol 14:95-120
- Akio Nakamura, Satoshi Fujiwara, Ichiro Matsumoto and Keiko Abe. Stress Repression in Restrained Rats by (R)-(−)-Linalool Inhalation and Gene Expression Profiling of Their Whole Blood Cells. J. Agric. Food Chem., 2009, 57 (12), pp 5480–5485.
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Reference uredi
- ↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519.
- ↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
- ↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846.
- ↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594.
Vidi još uredi
Spoljašnje veze uredi
- Comprehensive data sheet Arhivirano 2013-10-07 na Wayback Machine-u
- Record in the Household Products Database of NLM