Kariofilen

Kariofilen
	4,11,11-trimetil-8-metilen-; biciklo[7.2.0]undek-4-en
Drugi nazivi	β-Kariofilen; ; trans-(1R,9S)-8-Metilen-4,11,11-trimetilbiciklo[7.2.0]undek-4-en
Identifikacija
CAS registarski broj	87-44-5
PubChem	5281515
ChemSpider	4444848
UNII	BHW853AU9H
ChEBI	10357
ChEMBL	CHEMBL445740
Jmol-3D slike	Slika 1
SMILES
	C1(=C)\CC/C=C(/CC[C@@H]2[C@@H]1CC2(C)C)C
InChI
	InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1 ; Kod: NPNUFJAVOOONJE-GFUGXAQUSA-N InChI=1/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1; Kod: NPNUFJAVOOONJE-GFUGXAQUBC
Svojstva
Molekulska formula	C15H24
Molarna masa	204,36 g/mol
Gustina	0,9052 g/cm3
Tačka ključanja	262-264 °C; 129-130 °C (14 mm Hg)
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Kariofilen ((−)-β-kariofilen) je prirodni biciklični seskviterpen koji je sastojak mnogih esencijalnih ulja, posebno ulja karanfilića, koje se pravi od stabljika i cveća biljke Syzygium aromaticum (klinčić),^[5] eteričnog ulja od konoplje Cannabis sativa,^[6] ruzmarina Rosmarinus oficinalis,^[7] i hmelja.^[8] On se obično nalazi kao smeša sa izokariofilenom (cis izomerom dvostruke veze) i α-humulenom (α-kariofilenom), izomerom sa otvorenim prstenom. Kariofilen je karakterističan po ciklobutanskom prstenu, koji se retko sreće u prirodi.

Reference

↑ 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
↑ 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. edit
↑ 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
↑ Ghelardini C, Galeotti N, Di Cesare Mannelli L, Mazzanti G, Bartolini A (2001). „Local anaesthetic activity of beta-caryophyllene”. Farmaco 56 (5–7): 387–9. DOI:10.1016/S0014-827X(01)01092-8. PMID 11482764.
↑ Gertsch J, Leonti M, Raduner S, et al. (July 2008). „Beta-caryophyllene is a dietary cannabinoid”. Proceedings of the National Academy of Sciences of the United States of America 105 (26): 9099–104. DOI:10.1073/pnas.0803601105. PMC 2449371. PMID 18574142.
↑ Ormeño E, Baldy V, Ballini C, Fernandez C (September 2008). „Production and diversity of volatile terpenes from plants on calcareous and siliceous soils: effect of soil nutrients”. J. Chem. Ecol. 34 (9): 1219–29. DOI:10.1007/s10886-008-9515-2. PMID 18670820.
↑ Glenn Tinseth, "Hop Aroma and Flavor", January/February 1993, Brewing Techniques. <http://realbeer.com/hops/aroma.html> Accessed July 21, 2010.

Vanjske veze

Portal Hemija

"Some Proof that Marijuana is a Powerful Medicine", Aaron Rowe, Wired Magazine, June 29, 2008

[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

[pmid11482764-5] Ghelardini C, Galeotti N, Di Cesare Mannelli L, Mazzanti G, Bartolini A (2001). „Local anaesthetic activity of beta-caryophyllene”. Farmaco 56 (5–7): 387–9. DOI:10.1016/S0014-827X(01)01092-8. PMID 11482764.

[pmid18574142-6] Gertsch J, Leonti M, Raduner S, et al. (July 2008). „Beta-caryophyllene is a dietary cannabinoid”. Proceedings of the National Academy of Sciences of the United States of America 105 (26): 9099–104. DOI:10.1073/pnas.0803601105. PMC 2449371. PMID 18574142.

[pmid18670820-7] Ormeño E, Baldy V, Ballini C, Fernandez C (September 2008). „Production and diversity of volatile terpenes from plants on calcareous and siliceous soils: effect of soil nutrients”. J. Chem. Ecol. 34 (9): 1219–29. DOI:10.1007/s10886-008-9515-2. PMID 18670820.

[8] Glenn Tinseth, "Hop Aroma and Flavor", January/February 1993, Brewing Techniques. <http://realbeer.com/hops/aroma.html> Accessed July 21, 2010.

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