9-epi-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+/t13-,14+/m0/s1
IUPAC Standard InChIKey: NPNUFJAVOOONJE-QWAJQTJBSA-N
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript.
Species with the same structure:
- 9-epi-β-Caryophyllene
Stereoisomers:
Other names: (E)-Caryophyllene, epi-
Information on this page:
Options:
- Switch to SI units

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-5	1476.	Morteza-Semnani, Azadbakht, et al., 2004	30. m/0.25 mm/0.25 μm, He, 60. C @ 4. min, 4. K/min; T_end: 220. C
Capillary	DB-5	1460.	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

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1467.	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

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	ZB-5	1465.	Simoniatto, Bonani, et al., 2007	30. m/0.25 mm/0.25 μm, He, 3. K/min; T_start: 50. C; T_end: 250. C
Capillary	HP-5	1469.	Isidorov, Krajewska, et al., 2004	30. m/0.25 mm/0.25 μm, He, 3. K/min; T_start: 40. C; T_end: 250. C
Capillary	DB-5	1453.	Högnadóttir and Rouseff, 2003	30. m/0.32 mm/0.5 μm, 7. K/min, 265. C @ 5. min; T_start: 40. C

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1467.	Morteza-Semnani and Saeedi, 2003	30. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 4. K/min; T_end: 275. C
Capillary	SPB-5	1470.	Cornu, Carnat, et al., 2001	He, 40. C @ 5. min, 3. K/min, 220. C @ 15. min; Column length: 60. m; Column diameter: 0.32 mm
Capillary	DB-1	1464.0	Santos, Moreira, et al., 2001	He, 3. K/min; Column length: 30. m; Column diameter: 0.2 mm; T_start: 60. C; T_end: 240. C

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	DB-Wax	1554.	Giuseppe, Manuela, et al., 2005	30. m/0.25 mm/0.25 μm, He; Program: 35C(5min) => 2C/min => 173C(1min) => 15C/min => 210C(5min)

References

Go To: Top, Gas Chromatography, Notes

Morteza-Semnani, Azadbakht, et al., 2004
Morteza-Semnani, K.; Azadbakht, M.; Goodarzi, A., The essential oils composition of Phlomis herba-venti L. leaves and flowers of Iranian origin, Flavour Fragr. J., 2004, 19, 1, 29-31, https://doi.org/10.1002/ffj.1268 . [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]

Simoniatto, Bonani, et al., 2007
Simoniatto, E.; Bonani, V.F.L.; Morel, A.F.; Poppi, N.R.; Raposo, J.L., Jr.; Stuker, C.Z.; Peruzzo, G.M.; Peres, M.T.L.P.; Hess, S.C., Chemical composition and evaluation of antibacterial and antioxidant activities of the essential oil of Croton urucurana Baillon (Euphorbiaceae) stem bark, J. Braz. Chem., 2007, 18, 5, 879-885, https://doi.org/10.1590/S0103-50532007000500002 . [all data]

Isidorov, Krajewska, et al., 2004
Isidorov, V.A.; Krajewska, U.; Vinogorova, V.T.; Vetchinnikova, L.V.; Fuksman, I.L.; Bal, K., Gas chromatographic analysis of essential oil from buds of different birch species with preliminary partition of components, Biochem. Syst. Ecol., 2004, 32, 1, 1-13, https://doi.org/10.1016/S0305-1978(03)00175-3 . [all data]

Högnadóttir and Rouseff, 2003
Högnadóttir, Á.; Rouseff, R.L., Identification of aroma active compounds in organce essence oil using gas chromatography-olfactometry and gas chromatography-mass spectrometry, J. Chromatogr. A, 2003, 998, 1-2, 201-211, https://doi.org/10.1016/S0021-9673(03)00524-7 . [all data]

Morteza-Semnani and Saeedi, 2003
Morteza-Semnani, K.; Saeedi, M., Constituents of the essential oil of Commiphora myrrha (Nees) Engl. var. molmol, J. Essent. Oil Res., 2003, 15, 1, 50-51, https://doi.org/10.1080/10412905.2003.9712264 . [all data]

Cornu, Carnat, et al., 2001
Cornu, A.; Carnat, A.-P.; Martin, B.; Coulon, J.-B.; Lamaison, J.-L.; Berdagué, J.-L., Solid-phase microextraction of volatile components from natural grassland plants, J. Agric. Food Chem., 2001, 49, 1, 203-209, https://doi.org/10.1021/jf0008341 . [all data]

Santos, Moreira, et al., 2001
Santos, P.R.; Moreira, D.L.; Guimaraes, E.F.; Kaplan, M.A.C., Essential oil analysis of 10 piperaceae species from the Brazilian Atlantic forest, Phytochemistry, 2001, 58, 4, 547-551, https://doi.org/10.1016/S0031-9422(01)00290-4 . [all data]

Giuseppe, Manuela, et al., 2005
Giuseppe, Z.; Manuela, G.; Marta, B.; Vincenzo, G., Application of artificial neural network on mono- and sesquiterpenes compounds determined by headspace solid-phase microextraction-gas chromatography-mass spectrometry for the Piedmont ricotta cheese traceability, J. Chromatogr. A, 2005, 1071, 1-2, 247-253, https://doi.org/10.1016/j.chroma.2004.11.083 . [all data]

Notes

Go To: Top, Gas Chromatography, References

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
Customer support for NIST Standard Reference Data products.