cis-Caryophyllene

Formula: C₁₅H₂₄
Molecular weight: 204.3511
IUPAC Standard 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-
IUPAC Standard InChIKey: NPNUFJAVOOONJE-WDZFZDKYSA-N
Chemical structure:
This structure is also available as a 2d Mol file
Species with the same structure:
- Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-
Stereoisomers:
Other names: Cis-β-caryophyllene
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Gas Chromatography

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, temperature ramp

Column type	Active phase	I	Reference	Comment
Capillary	DB-1	1415.	Mevy, Bessiere, et al., 2006	He, 60. C @ 3. min, 3. K/min; Column length: 25. m; Column diameter: 0.2 mm; T_end: 220. C
Capillary	DB-5	1409.	Amparo Blázquez, Pérez, et al., 2003	He, 40. C @ 5. min, 3. K/min, 280. C @ 5. min; Column length: 25. m; Column diameter: 0.25 mm
Capillary	DB-5	1400.	Moreira, Sousa, et al., 2001	H2, 3. K/min; Column length: 30. m; Column diameter: 0.20 mm; T_start: 60. C; T_end: 240. C

Kovats' RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1404.	Moreira, Sousa, et al., 2001	H2; Column length: 30. m; Column diameter: 0.20 mm; Program: not specified

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1412.	Saroglou, Dorizas, et al., 2006	30. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 4. K/min; T_end: 280. C
Capillary	HP-5	1403.	Lazari, Skaltsa, et al., 2000	30. m/0.25 mm/0.25 μm, He, 50. C @ 5. min, 4. K/min; T_end: 280. C

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1455.	Elfami, Komar, et al., 2006	30. m/0.26 mm/0.25 μm, Helium, 3. K/min; T_start: 60. C; T_end: 290. C
Capillary	SPB-5	1442.	Tornambe, Cornu, et al., 2006	60. m/0.32 mm/1. μm, He, 40. C @ 5. min, 3. K/min, 230. C @ 2. min
Capillary	HP-1	1409.	Fernandez, Lizzani-Cuvelier, et al., 2005	50. m/0.2 mm/0.25 μm, 60. C @ 60. min, 2. K/min; T_end: 250. C
Capillary	Ultra-2	1427.	Khalilov L.M., Khalilova A.Z., et al., 1999	32. C @ 5. min, 4. K/min; Column length: 50. m; Column diameter: 0.32 mm; T_end: 250. C
Capillary	OV-101	1422.	De Pooter and Schamp, 1986	30. m/0.5 mm/0.8 μm, He, 2. K/min; T_start: 40. C; T_end: 220. C

Normal alkane RI, non-polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	SE-54	1438.	Souza, Souza, et al., 2006	25. m/0.25 mm/0.25 μm, Helium; Program: 110 0C 2 0C/min -> 160 0C 5 0C/min -> 290 0C (5 min)
Capillary	SE-54	1426.	Souza, Souza, et al., 2006	25. m/0.25 mm/0.25 μm, Helium; Program: not specified
Capillary	CP Sil 8 CB	1404.	Judpentienë and Mockutë, 2004	50. m/0.32 mm/0.25 μm, He; Program: 60C(2min) => 5C/min => 160C(1min) => 10C/min => 250C (5min)
Capillary	DB-5	1362.	Letchamo, Ward, et al., 2004	30. m/0.25 mm/0.25 μm, He; Program: 60C(4min) => 6C/min => 240 => 10C/min => 280C
Capillary	HP-5MS	1410.	Ansorena, Gimeno, et al., 2001	30. m/0.25 mm/0.25 μm, He; Program: 40C (10min) => 3C/min => 120C => 10C/min => 250C (5min)

References

Go To: Top, Gas Chromatography, Notes

Mevy, Bessiere, et al., 2006
Mevy, J.P.; Bessiere, J.M.; Rabier, J.; Dherbomez, M.; Ruzzier, M.; Millogo, J.; Viano, J., Composition and antimicrobial activities of the essential oil of Triumfetta rhomboidea Jacq., Flavour Fragr. J., 2006, 21, 1, 80-83, https://doi.org/10.1002/ffj.1511 . [all data]

Amparo Blázquez, Pérez, et al., 2003
Amparo Blázquez, M.; Pérez, I.; Boira, H., Essential oil analysis of Teucrium libanitis and T. turredanum by GC and GC-MS, Flavour Fragr. J., 2003, 18, 6, 497-501, https://doi.org/10.1002/ffj.1256 . [all data]

Moreira, Sousa, et al., 2001
Moreira, D.L.; Sousa, P.O.; Pereira, N.A.; Cardoso, G.L., Effect of leaf essential oil from Piper solmsianum C.DC. in mice behaviour, An. Acad. Bras. Cienc., 2001, 73, 1, 1-7, https://doi.org/10.1590/S0001-37652001000100004 . [all data]

Saroglou, Dorizas, et al., 2006
Saroglou, V.; Dorizas, N.; Kypriotakis, Z.; Skaltsa, H.D., Analysis of the essential oil composition of eight Anthemis species from Greece, J. Chromatogr. A, 2006, 1104, 1-2, 313-322, https://doi.org/10.1016/j.chroma.2005.11.087 . [all data]

Lazari, Skaltsa, et al., 2000
Lazari, D.M.; Skaltsa, H.D.; Constantinidis, T., Volatile constituents of Cerastium candidissimum, a Greek endemic species, Flavour Fragr. J., 2000, 15, 3, 174-176, https://doi.org/10.1002/1099-1026(200005/06)15:3<174::AID-FFJ886>3.0.CO;2-Y . [all data]

Elfami, Komar, et al., 2006
Elfami, R.B.; Komar, R.; Woerdenbag, H.J.; Kayser, P.; Quax, W.J., Essential oil constituents of Piper cubeba from Indonesia, 2006, retrieved from http://dissertations.ub.rug.nl/FILES/facultiew/science/2006/elfahmi/05_c5.pdf. [all data]

Tornambe, Cornu, et al., 2006
Tornambe, G.; Cornu, A.; Pradel, P.; Kondjoyan, N.; Carnat, A.P.; Petit, M.; Martin, B., Changes in Terpene Content in Milk from Pasture-Fed Cows, J. Dairy Sci., 2006, 89, 6, 2309-2319, https://doi.org/10.3168/jds.S0022-0302(06)72302-5 . [all data]

Fernandez, Lizzani-Cuvelier, et al., 2005
Fernandez, X.; Lizzani-Cuvelier, L.; Loiseau, A.-M.; Perichet, C.; Delbecque, C.; Arnaudo, J.-F., Chemical composition of the essential oils from Turkish and Honduras Styrax, Flavour Fragr. J., 2005, 20, 1, 70-73, https://doi.org/10.1002/ffj.1370 . [all data]

Khalilov L.M., Khalilova A.Z., et al., 1999
Khalilov L.M.; Khalilova A.Z.; Odinokov V.N.; Baltaev U.A.; Paramonov E.A.; Dzhemilev U.M., Identification and biological activity of the volatile organic substances emitted by plants and insects - II. Sesquiterpene composition of the native scent of leaves of the potato Solanum tuberosum, Chem. Nat. Compd. (Engl. Transl.), 1999, 35, 4, 422-426, https://doi.org/10.1007/BF02282508 . [all data]

De Pooter and Schamp, 1986
De Pooter, H.L.; Schamp, N.M., Comparison of the Volatile Composition of Some Calamintha/Satureja Species, Prog. Essnt. Oil. Res., 1986, 139-150. [all data]

Souza, Souza, et al., 2006
Souza, M.A.A.; Souza, S.R.; Veiga, V.F., Jr.; Cortez, J.K.P.C.; Leal, R. de.S.; Dantas, T.N.C.; Maciel, M.A.M., Composicao quimica do oleo fixo de Croton cajucara e determinacao das suas propridades fungicidas, Braz. J. Pharmacognosy, 2006, 16, 599-610. [all data]

Judpentienë and Mockutë, 2004
Judpentienë, A.; Mockutë, D., Chemical composition of essential oils of Artemisia absinthium L. (wormwood) growing wild in Vilnius, Chemija, 2004, 15, 4, 64-68. [all data]

Letchamo, Ward, et al., 2004
Letchamo, W.; Ward, W.; Heard, B.; Heard, D., Essential oil of Valeriana officinalis L. cultivars and their antimicrobial activity as influenced by harvesting time under commercial organic cultivation, J. Agric. Food Chem., 2004, 52, 12, 3915-3919, https://doi.org/10.1021/jf0353990 . [all data]

Ansorena, Gimeno, et al., 2001
Ansorena, D.; Gimeno, O.; Astiasarán, I.; Bello, J., Analysis of volatile compounds by GC-MS of a dry fermented sausage: chorizo de Pamplona, Food Res. Int., 2001, 34, 1, 67-75, https://doi.org/10.1016/S0963-9969(00)00133-2 . [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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