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Linalool

Izvor: Wikipedija
Linalool
IUPAC ime
3,7-dimetilokta-1,6-dien-3-ol
Identifikacija
CAS registarski broj 78-70-6 Y, 126-91-0 (R) Y, 126-90-9 (S) Y
PubChem[1][2] 6549,
443158 (R),
67179 (S)
ChemSpider[3] 13849981 Y
UNII D81QY6I88E Y
ChEBI 17580
ChEMBL[4] CHEMBL25306 Y
Jmol-3D slike Slika 1

CC(O)(C=C)CCC=C(C)C

InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3 Y
Kod: CDOSHBSSFJOMGT-UHFFFAOYSA-N Y


InChI=1/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3
Kod: CDOSHBSSFJOMGT-UHFFFAOYAV

Svojstva
Molekulska formula C10H18O
Molarna masa 154,25 g/mol
Gustina 0,858 - 0,868 g/cm3
Tacka topljenja

< -20 degC

Tacka kljucanja

198-199 degC

Rastvorljivost u vodi 1,589 g/l
Opasnost
NFPA 704
2
1
0
Tacka paljenja 55 degC

Y (sta je ovo?) (verifikuj)

Ukoliko nije drugacije napomenuto, podaci se odnose na standardno stanje (25 degC, 100 kPa) materijala

Infobox references

Linalool je prirodni terpenski alkohol koji je prisutan u mnogim cvetajucim i zacinskim biljkama. On ima mnostvo komercijalnih primena, vecina kojih se bazira na prijatnom mirisu. Njegova druga imena su: b-linalool, linalil alkohol, linaloil oksid, p-linalool, alo-ocimenol, i 2,6-dimetil-2,7-oktadien-6-ol.

Priroda

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Preko 200 biljnih vrsta proizvodi linalool. One su uglavnom iz porodica Lamiaceae (menta, mirisljave trave), Lauraceae (lavor, cimet, palisandrovo drvo), i Rutaceae (citrusno voce).

Enantiomeri

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Linalool ima stereogeni centar na C3 i stoga postoje dva stereoizomera: (R)-(-)-linalool je takode poznat kao likareol i (S)-(+)-linalool ili koriandrol.

(S)-(+)-linalool (levo) i (R)-(-)-linalool (desno)

Literatura

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  • 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

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  1. | 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. edit
  2. | 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.
  3. | 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. edit
  4. | 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. edit

Povezano

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Vanjske veze

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