Cubenene

Formula: C₁₅H₂₄
Molecular weight: 204.3511
IUPAC Standard InChI: InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h7,9-10,12-13,15H,5-6,8H2,1-4H3/t12-,13?,15?/m1/s1
IUPAC Standard InChIKey: JUQGWBAOQUBVFP-DNOWBOINSA-N
CAS Registry Number: 29837-12-5
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.
Stereoisomers:
Other names: Cadina-1,4-diene, cis; Naphthalene, 1,2,3,4,4a,7-hexahydro-1,6-dimethyl-4-(1-methylethyl)-, [1S-(1α,4α,4aα)]-; (1S,4S,4aR)-4-Isopropyl-1,6-dimethyl-1,2,3,4,4a,7-hexahydronaphthalene; Cadina-1,4-diene; 4-Isopropyl-1,6-dimethyl-1,2,3,4,4a,7-hexahydronaphthalene-, [1S-(1α,4α,4aα)]-; Cadina-1(2),4-diene; Cadina-1,4-diene (= cubenene); cadina-1,4-diene (cubenene); Cadina-1,4-diene (=Cubinene)
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Other data available:
- Gas Chromatography
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Normal alkane RI, non-polar column, temperature ramp

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5 MS	DB-5	RTX-1	RTX-1	HP-5 MS
Column length (m)	60.	30.	60.	60.	30.
Carrier gas	Helium	Helium	Helium	Helium	Helium
Substrate
Column diameter (mm)	0.25	0.25	0.22	0.22	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	40.	60.	60.	60.	50.
T_end (C)	250.	240.	230.	230.	280.
Heat rate (K/min)	3.	3.	2.	2.	4.
Initial hold (min)	1.
Final hold (min)	20.		30.	30.
I	1503.	1532.	1523.	1523.	1536.
Reference	Sardashti, Valizadeh, et al., 2013	Karimi, Farmani, et al., 2011	Museli, Pau, et al., 2009	Museli, Pau, et al., 2009	Zhao, Zeng, et al., 2009
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5 MS	HP-5	RTX-1	DB-5	DB-5
Column length (m)	30.	30.	60.	30.	30.
Carrier gas		Helium	He	He	Helium
Substrate
Column diameter (mm)	0.25	0.32	0.22	0.26	0.26
Phase thickness (μm)		0.25	0.25	0.25	0.25
T_start (C)	60.	100.	60.	60.	60.
T_end (C)	280.	240.	230.	240.	290.
Heat rate (K/min)	3.	5.	2.	3.	3.
Initial hold (min)		2.
Final hold (min)		5.	35.
I	1532.	1532.	1527.	1531.	1531.
Reference	Baziou, Couladis, et al., 2008	Lago, Romoff, et al., 2008	Paolini, Tomi, et al., 2008	Bos, Woerdenbag, et al., 2007	Elfami, Bos, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-1	SE-30	HP-5	ZB-5	DB-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	He	He		Hydrogen
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	40.	40.	60.	50.
T_end (C)	240.	250.	250.	220.	250.
Heat rate (K/min)	2.	5.	5.	4.	4.
Initial hold (min)		5.	5.	5.
Final hold (min)	20.	10.	10.	20.
I	1517.	1529.	1527.	1534.	1531.
Reference	Hachicha, Skanji, et al., 2007	Loizzo, Tundis, et al., 2007	Loizzo, Tundis, et al., 2007	Mohottalage, Tabacchi, et al., 2007	Pontes, de Olivera, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5MS	BP-1	DB-5	HP-5	DB-1
Column length (m)	30.	50.	30.	30.	50.
Carrier gas	He		Helium	Helium	N2
Substrate
Column diameter (mm)	0.25	0.22	0.26	0.32	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	40.	60.	60.	60.	95.
T_end (C)	250.	220.	290.	260.	240.
Heat rate (K/min)	3.	2.	3.	5.	4.
Initial hold (min)	5.			2.
Final hold (min)	10.	20.		13.
I	1515.	1525.	1531.	1534.	1532.
Reference	Vichi, Riu-Aumatell, et al., 2007	Boti, Yao, et al., 2006	Elfami, Komar, et al., 2006	Kucuk, Gulec, et al., 2006	Pala-Paul J., Perez-Alonso M.J., et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5	HP-5	HP-5MS	DB-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	Hydrogen	Hydrogen	H2		He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	70.	70.	50.	50.	40.
T_end (C)	280.	280.	280.	250.	260.
Heat rate (K/min)	4.	4.	4.	10.	2.
Initial hold (min)	4.	4.	2.	5.	5.
Final hold (min)			10.		20.
I	1532.	1532.	1531.	1542.	1529.
Reference	Pino, Marbot, et al., 2006	Pino, Marbot, et al., 2006	Pino, Sauri-Duch, et al., 2006	Robinson, 2006	Senatore, Landolfi, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Methyl Silicone	SPB-1	BPX-5	DB-5	HP-5MS
Column length (m)	25.	50.	25.	30.	25.
Carrier gas	N2	He	He	He	He
Substrate
Column diameter (mm)	0.3	0.2	0.22	0.25	0.25
Phase thickness (μm)	0.15	0.33	0.25	0.25
T_start (C)	50.	50.	50.	60.	50.
T_end (C)	210.	220.	320.	300.	250.
Heat rate (K/min)	2.	4.	5.	3.	3.
Initial hold (min)	5.	1.	5.	3.	3.
Final hold (min)		10.			10.
I	1553.	1520.	1542.	1532.	1532.
Reference	Tonzibo, Coffy, et al., 2006	Wong, Lim, et al., 2006	Dickschat, Martens, et al., 2005	Ferraz, Limberger, et al., 2005	Ghasemi Y., Faridi P., et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	CP Sil 5 CB	DB-1	HP-5MS	HP-5MS	DB-5
Column length (m)	25.	50.	30.	30.	30.
Carrier gas		N2	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.32
Phase thickness (μm)	0.15	0.25	0.25	0.25	0.25
T_start (C)	50.	95.	60.	60.	60.
T_end (C)	230.	240.	280.	280.	280.
Heat rate (K/min)	3.	4.	4.	3.	3.
Initial hold (min)				5.
Final hold (min)
I	1534.	1528.	1529.	1532.	1541.
Reference	Olawore, Ogunwande, et al., 2005	Pala-Paul, Perez-Alonso, et al., 2005	Sajjadi S.E. and Eskandari B., 2005	Setzer, Noletto, et al., 2005	Tzakou and Constantinidis, 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	HP-5MS	BP-1	DB-1	SPB-5
Column length (m)	50.	30.	50.	30.	60.
Carrier gas	N2			N2	He
Substrate
Column diameter (mm)	0.25	0.25	0.22	0.25	0.32
Phase thickness (μm)	0.25	0.25	0.25	0.25	1.
T_start (C)	90.	40.	60.	50.	60.
T_end (C)	240.	220.	220.	200.	200.
Heat rate (K/min)	4.	3.	2.	5.	4.
Initial hold (min)		5.
Final hold (min)		10.	20.		30.
I	1523.	1515.	1527.	1524.	1548.
Reference	Velasco-Negueruela, Pérez-Alonso, et al., 2005	Vichi, Riu-Aumatell, et al., 2005	Blanc, Muselli, et al., 2004	Fekam Boyom, Fotio, et al., 2004	Gauvin, Ravaomanarivo, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5MS	HP-5MS	HP-5MS	DB-1
Column length (m)	25.	30.	30.	30.	30.
Carrier gas	Nitrogen	He	He	He	N2
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	60.	60.	50.
T_end (C)	240.	240.	280.	280.	200.
Heat rate (K/min)	3.	3.	3.	3.	5.
Initial hold (min)
Final hold (min)
I	1531.	1533.	1537.	1531.	1506.
Reference	JAvidnia, Mojab, et al., 2004	paz Lima, Silva, et al., 2004	Malencic, Couladis, et al., 2004	Couladis, Özcan, et al., 2003	Fekam Boyom, Ngouana, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5	DB-5	HP-5	HP-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	H2	H2	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	280.	280.	280.	280.	280.
Heat rate (K/min)	3.	4.	4.	3.	4.
Initial hold (min)		10.	10.
Final hold (min)	30.	40.	40.
I	1523.	1532.	1532.	1512.	1529.
Reference	Marongiu, Porcedda, et al., 2003	Pino, Marbot, et al., 2003	Pino, Marbot, et al., 2003	Pitarokili, Tzakou, et al., 2003	Sajjadi and Mehregan, 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5MS	DB-5	DB-5	PTE-5
Column length (m)	30.	30.	30.	30.	60.
Carrier gas	He	He	He	He	H2
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.249	0.32
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.30
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	240.	240.	240.	300.	285.
Heat rate (K/min)	3.	3.	3.	3.	4.3
Initial hold (min)
Final hold (min)				5.
I	1533.	1533.	1533.	1527.	1532.
Reference	da Silva, Luz, et al., 2003	Taveira, de Lima, et al., 2003	Zoghbi, Andrade, et al., 2003	Bos, Koulman, et al., 2002	Gudzic, Djokovic, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	SE-30	RSL-200	DB-5	HP-5	DB-5
Column length (m)	50.	30.	30.	30.	30.
Carrier gas	He	H2	He		He
Substrate
Column diameter (mm)	0.25	0.32	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	70.	40.	60.	60.	60.
T_end (C)	240.	280.	240.	275.	240.
Heat rate (K/min)	4.	6.	3.	4.	3.
Initial hold (min)		5.		4.
Final hold (min)		5.
I	1528.	1527.	1532.	1524.	1534.
Reference	Iñigo, Palá-Paúl, et al., 2002	Jirovetz, Buchbauer, et al., 2002	Kobaisy, Tellez, et al., 2002	Lockwood, Asghari, et al., 2002	Maia, da Silva, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5MS	DB-1	DB-5MS	HP-5	HP-5
Column length (m)	30.	50.	30.	30.	30.
Carrier gas	He	N2	He	N2	N2
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	80.	60.	60.	60.
T_end (C)	240.	225.	270.	220.	220.
Heat rate (K/min)	3.	4.	3.	5.	5.
Initial hold (min)				10.	10.
Final hold (min)
I	1532.	1516.	1535.	1533.	1535.
Reference	Maia, Zoghbi, et al., 2002	Palá-Paúl, Pérez-Alonso, et al., 2002	Zoghbi, Andrade, et al., 2002	Flamini, Cioni, et al., 2001	Gallori, Flamini, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Optima-5	DB-5	DB-5	DB-1	OV-101
Column length (m)	30.	30.	30.	25.	25.
Carrier gas	He	He	He	He
Substrate
Column diameter (mm)	0.2	0.25	0.25	0.25	0.32
Phase thickness (μm)		0.25	0.25	0.25
T_start (C)	50.	60.	60.	50.	50.
T_end (C)	250.	240.	240.	290.	200.
Heat rate (K/min)	3.	3.	3.	4.	5.
Initial hold (min)	3.
Final hold (min)
I	1535.	1531.	1532.	1527.	1528.
Reference	Jacquemond-Collet, Bessière, et al., 2001	Tellez M., Estell R., et al., 2001	Tellez, Dayan, et al., 2000	Koulman, 1999	Kuiate, Zollo, et al., 1999
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5MS	OV-101	DB-5	OV-1
Column length (m)	30.	30.	25.	30.	50.
Carrier gas	He	He		Helium	N2
Substrate
Column diameter (mm)	0.25	0.25	0.32	0.25	0.27
Phase thickness (μm)	0.25	0.25		0.25	0.2
T_start (C)	60.	60.	50.	60.	80.
T_end (C)	240.	240.	200.	240.	240.
Heat rate (K/min)	3.	3.	5.	3.	3.
Initial hold (min)
Final hold (min)
I	1531.	1530.	1530.	1532.	1527.
Reference	Tellez, Canel, et al., 1999	Zoghbi, Andrade, et al., 1999	Zollo, Biyiti, et al., 1998	Tellez, Estell, et al., 1997	Ramanoelina, Viano, et al., 1994
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	SE-54	BP-1	BP-1	SE-30	SE-30
Column length (m)	30.	25.	50.	30.	30.
Carrier gas	Hydrogen		H2
Substrate
Column diameter (mm)	0.25	0.33	0.30
Phase thickness (μm)	0.25
T_start (C)	60.	45.	40.	50.	50.
T_end (C)	250.	180.	250.	240.	240.
Heat rate (K/min)	2.	3.	10.	4.	4.
Initial hold (min)	5.	3.	1.	2.	2.
Final hold (min)	2.			10.	10.
I	1524.	1515.	1530.	1518.	1518.
Reference	Kollmannsberger, Nitz, et al., 1992	Wyllie, Brophy, et al., 1990	Brophy, Davies, et al., 1989	Ramaswami, Briscese, et al., 1988	Ramaswami, Briscese, et al., 1986
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Normal alkane RI, non-polar column, temperature ramp, Notes

Sardashti, Valizadeh, et al., 2013
Sardashti, A.R.; Valizadeh, J.; Adhami, Y., Variations in the essential oil composition of Peroskia abrotonolides of different growth stage in Baluchestan, Middle-East J. Sci. Res., 2013, 13, 6, 781-784. [all data]

Karimi, Farmani, et al., 2011
Karimi, H.; Farmani, A.; Nourizadeh, H., A performance comparison of modern statistical technique for molecular descriptor selection and retention prediction of essential oil from leaves, Amer. J. Sci. Res., 2011, 38, 36-40. [all data]

Museli, Pau, et al., 2009
Museli, A.; Pau, M.; Desjobert, J.-M.; Foddai, M.; Usai, M.; Costa, J., Volatile constituents of Achllea ligustica All. by HS-SPME/GC/GC-MS. Comparison with essential oils obtained by hydrodistillation from Corsica and Sardinia, Chromatographia, 2009, 69, 5/6, 575-585, https://doi.org/10.1365/s10337-008-0939-1 . [all data]

Zhao, Zeng, et al., 2009
Zhao, C.; Zeng, Y.; Wan, M.; Li, R.; Liang, Y.; Li, C.; Zeng, Z.; Chau, F.-T., Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods, J. Sep. Sci., 2009, 32, 4, 660-670, https://doi.org/10.1002/jssc.200800484 . [all data]

Baziou, Couladis, et al., 2008
Baziou, P.; Couladis, M.; Petrakis, P.V.; Verykokidou, E.; Harvala, C., Composition and antioxidant activity of the essential oil of Hypericum perfoliatum from Greece, 2008, retrieved from http://www.amapseec.org/cmapseec.1/Papers/pap_p065.htm. [all data]

Lago, Romoff, et al., 2008
Lago, J.H.G.; Romoff, P.; Favero, O.A.; Souza, F.O.; Soares, M.G.; Baraldi, P.T.; Correa, A.G., Chemical composition of male and female Baccharis trimera (Less.) DC. (Asteraceae) essential oils, Biochem. Systematics Ecol., 2008, 36, 9, 737-740, https://doi.org/10.1016/j.bse.2008.05.009 . [all data]

Paolini, Tomi, et al., 2008
Paolini, J.; Tomi, P.; Bernardini, A.-F.; Bradesi, P.; Casanova, J.; Kaloustian, J., Detailed analysis of the essential oil from Cistus albidus L. by combination of GC/RI, GC/MS and 13C-NMR spectroscopy, N.Z. J. Agric. Res., 2008, 22, 14, 1270-1278. [all data]

Bos, Woerdenbag, et al., 2007
Bos, R.; Woerdenbag, H.J.; Kayser, O.; Quax, W.J.; Ruslan, K.; Elfami, Essential oil constituents of Piper cubeba L. fils. from Indonesia, J. Essent. Oil Res., 2007, 19, 1, 14-17, https://doi.org/10.1080/10412905.2007.9699217 . [all data]

Elfami, Bos, et al., 2007
Elfami; Bos, R.; Ruslan, K.; Woerdenbag, H.J.; Kayser, P.; Quax, W.J., Essential Oil Constituents of Piper cubeba from Indonesia, 2007, 53-60. [all data]

Hachicha, Skanji, et al., 2007
Hachicha, S.F.; Skanji, T.; Barrek, S.; Ghrabi, Z.G.; Zarrouk, H., Composition of the essential oil of Teucrium ramosissimum Desf. (Lamiaceae) from Tunisia, Flavour Fragr. J., 2007, 22, 2, 101-104, https://doi.org/10.1002/ffj.1764 . [all data]

Loizzo, Tundis, et al., 2007
Loizzo, M.R.; Tundis, R.; Conforti, F.; Saab, A.M.; Statti, G.A.; Menichini, F., Comparative chemical composition, antioxidant and hypoglycaemic activities of Juniperus oxycedrus ssp. oxycedrus L. berry and wood oils from Lebanon, Food Chem., 2007, 105, 2, 572-578, https://doi.org/10.1016/j.foodchem.2007.04.015 . [all data]

Mohottalage, Tabacchi, et al., 2007
Mohottalage, S.; Tabacchi, R.; Guerin, P.M., Components from Sri Lankan Piper betle L. leaf oil and their analogues showing toxicity against the housefly, Musca domestica, Flavour Fragr. J., 2007, 22, 2, 130-138, https://doi.org/10.1002/ffj.1770 . [all data]

Pontes, de Olivera, et al., 2007
Pontes, W.J.T.; de Olivera, J.C.G.; da Camara, C.A.G.; Lopes, A.C.H.R.; Gondim Jr.; de Olivera, J.V.; Barros, R.; Schwartz, M.O.E., Chemical composition and acaridical activity of the leaf and fruit essential oils of Protium heptaphyllum (Aubl.) Marchand (Burseraceae), Acta Amazonica, 2007, 37, 1, 103-110, https://doi.org/10.1590/S0044-59672007000100012 . [all data]

Vichi, Riu-Aumatell, et al., 2007
Vichi, S.; Riu-Aumatell, M.; Mora-Pons, M.; Guadayol, J.M.; Buxaderas, S.; López-Tamames, E., Analytical, Nutritional and Clinical Methods. HS-SPME coupled to GC/MS for quality control of Juniperus communis L. berries used for gin aromatization, Food Chem., 2007, 105, 4, 1748-1754, https://doi.org/10.1016/j.foodchem.2007.03.026 . [all data]

Boti, Yao, et al., 2006
Boti, J.B.; Yao, P.A.; Koukoua, G.; N'Guessan, T.Y.; Casanova, J., Components and chemical variability of Isolona campanulata Engler Diels leaf oil, Flavour Fragr. J., 2006, 21, 1, 166-170, https://doi.org/10.1002/ffj.1555 . [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]

Kucuk, Gulec, et al., 2006
Kucuk, M.; Gulec, C.; Yasar, A.; Ucuncu, O.; Yayh, N.; Coskuncelebi, K.; Terzioglu, S.; Yayh, N., Chemical composition and antimicrobial activities of the essential oils of Teucrium chamaedrys subsp. chamaedrys, T. orientale var. puberulens, and T. chamaedrys subsp. lydium, Pharm. Biol., 2006, 44, 8, 592-599, https://doi.org/10.1080/13880200600896868 . [all data]

Pala-Paul J., Perez-Alonso M.J., et al., 2006
Pala-Paul J.; Perez-Alonso M.J.; Velasco-Negueruela A.; Ballesteros M.T.; Sanz J., Essential oil composition of Sideritis hirsuta L. from Guadalajara Province, Spain, Flavour Fragr. J., 2006, 21, 3, 410-415, https://doi.org/10.1002/ffj.1727 . [all data]

Pino, Marbot, et al., 2006
Pino, J.A.; Marbot, R.; Payo, A.; Chao, D.; Herrera, P., Aromatic Plants from Western Cuba VII. Composition of the Leaf Oil of Psidium wrightii KRug et Urb., Lantana involucrata L., Cinnamonum montanum (Sw.) Berchtold et J. Persl. and Caesalpinia violacea (Mill.) Standley, J. Essent. Oil. Res., 2006, 18, 2, 170-174, https://doi.org/10.1080/10412905.2006.9699058 . [all data]

Pino, Sauri-Duch, et al., 2006
Pino, J.; Sauri-Duch, E.; Marbot, R., Changes in volatile compounds of Habanero chile pepper (Capsicum chinense Jack. cv. Habanero) at two ripening stages, Food Chem., 2006, 94, 3, 394-398, https://doi.org/10.1016/j.foodchem.2004.11.040 . [all data]

Robinson, 2006
Robinson, C.J., A new essential oil - Agonis fragrans, A report for the Rural Industries Research and Development Corporation, RIRDC Publication No. 06/090, Rural Industries Research and Development Corporation, Barton, ACT, 2006, 12. [all data]

Senatore, Landolfi, et al., 2006
Senatore, F.; Landolfi, S.; Celik, S.; Bruno, M., Volatile components of Centaurea calcitrapa L. and Centaurea sphaerocephala L. ssp. sphaerocephala, two Asteraceae growing wild in Sicily, Flavour Fragr. J., 2006, 21, 2, 282-285, https://doi.org/10.1002/ffj.1585 . [all data]

Tonzibo, Coffy, et al., 2006
Tonzibo, Z.F.; Coffy, A.A.; Chalachat, J.C.; N'guessan, Y.T., Chemical composition of essential oils of Hoslundia opposita Vahl. from Ivory Coast., Flavour Fragr. J., 2006, 21, 5, 789-791, https://doi.org/10.1002/ffj.1715 . [all data]

Wong, Lim, et al., 2006
Wong, K.C.; Lim, T.B.; Ali, D.M.H., Essential oil of Homalomena sagittifolia Jungh., Flavour Fragr. J., 2006, 21, 5, 786-788, https://doi.org/10.1002/ffj.1714 . [all data]

Dickschat, Martens, et al., 2005
Dickschat, J.S.; Martens, T.; Brinkhoff, T.; Simon, M.; Schulz, S., Volatiles released by a Streptomyces species isolated from the North Sea, Chemistry and Biodiversity, 2005, 2, 7, 837-865, https://doi.org/10.1002/cbdv.200590062 . [all data]

Ferraz, Limberger, et al., 2005
Ferraz, A.B.F.; Limberger, R.P.; Bordignon, S.A.L.; von Poser, G.L.; Henriques, A.T., Essential oil composition of six Hypericum species from southern Brazil, Flavour Fragr. J., 2005, 20, 3, 335-339, https://doi.org/10.1002/ffj.1435 . [all data]

Ghasemi Y., Faridi P., et al., 2005
Ghasemi Y.; Faridi P.; Mehregan I.; Mohagheghzadeh A., Ferula gummosa fruits: An aromatic antimicrobial agent, Chem. Nat. Compd. (Engl. Transl.), 2005, 41, 3, 311-314, https://doi.org/10.1007/s10600-005-0138-3 . [all data]

Olawore, Ogunwande, et al., 2005
Olawore, N.O.; Ogunwande, I.A.; Ekundayo, O.; Adeleke, K.A., Chemical composition of the leaf and fruit essential oils of Murraya paniculata (L.) Jack. (Syn. Murraya exotica Linn.), Flavour Fragr. J., 2005, 20, 1, 54-56, https://doi.org/10.1002/ffj.1365 . [all data]

Pala-Paul, Perez-Alonso, et al., 2005
Pala-Paul, J.; Perez-Alonso, M.J.; Velasco-Negueruela, A.; Vadare, J.; Villa, A.M.; Sanz, J.; Brophy, J.J., Essential oil composition of the different parts of Eryngium bourgatii Gouan from Spain, J. Chromatogr. A, 2005, 1074, 1-2, 235-239, https://doi.org/10.1016/j.chroma.2005.03.036 . [all data]

Sajjadi S.E. and Eskandari B., 2005
Sajjadi S.E.; Eskandari B., Chemical constituents of the essential oil of Nepeta oxyodonta, Chem. Nat. Compd. (Engl. Transl.), 2005, 41, 2, 175-177, https://doi.org/10.1007/s10600-005-0106-y . [all data]

Setzer, Noletto, et al., 2005
Setzer, W.N.; Noletto, J.A.; Lawton, R.O.; Haber, W.A., Leaf essential oil composition of five Zanthoxylum species from Monteverde, Costa Rica, Molecular Diversity, 2005, 9, 1-3, 3-13, https://doi.org/10.1007/s11030-005-1298-6 . [all data]

Tzakou and Constantinidis, 2005
Tzakou, O.; Constantinidis, T., Chemotaxonomic significance of volatile compounds in Thymus samius and its related species Thymus atticus and Thymus parnassicus, Biochem. Syst. Ecol., 2005, 33, 11, 1131-1140, https://doi.org/10.1016/j.bse.2005.03.008 . [all data]

Velasco-Negueruela, Pérez-Alonso, et al., 2005
Velasco-Negueruela, A.; Pérez-Alonso, M.J.; Pérez de Paz, P.L.; Palá-Paúl, J.; Sanz, J., Analysis by gas chromatography-mass spectrometry of the essential oils from the aerial parts of Pimpinella anagodendron Bolle and Pimpinella rupicola Svent., two endemic species to the Canary Islands, Spain, J. Chromatogr. A, 2005, 1095, 1-2, 180-184, https://doi.org/10.1016/j.chroma.2005.09.074 . [all data]

Vichi, Riu-Aumatell, et al., 2005
Vichi, S.; Riu-Aumatell, M.; Mora-Pons, M.; Buxaderas, S.; Lopez-Tamames, E., Characterization of Volatiles in Different Dry Gins, J. Agric. Food Chem., 2005, 53, 26, 10154-10160, https://doi.org/10.1021/jf058121b . [all data]

Blanc, Muselli, et al., 2004
Blanc, M.-C.; Muselli, A.; Bradesi, P.; Casanova, J., Chemical composition and variability of the essential oil of Inula graveolens from Corsica, Flavour Fragr. J., 2004, 19, 4, 314-319, https://doi.org/10.1002/ffj.1304 . [all data]

Fekam Boyom, Fotio, et al., 2004
Fekam Boyom, F.; Fotio, D.; Amvam Zollo, P.H.; Agnaniet, H.; Menut, C.; Bessière, J.M., Aromatic plants of tropical Central Africa. Part XLIV. Volatile components from Pseudocedrela kotschyi (Schweinf.) harms growing in Cameroon, Flavour Fragr. J., 2004, 19, 1, 9-11, https://doi.org/10.1002/ffj.1254 . [all data]

Gauvin, Ravaomanarivo, et al., 2004
Gauvin, A.; Ravaomanarivo, H.; Smadja, J., Comparative analysis by gas chromatography?mass spectrometry of the essential oils from bark and leaves of Cedrelopsis grevei Baill, an aromatic and medicinal plant from Madagascar, J. Chromatogr. A, 2004, 1029, 1-2, 279-282, https://doi.org/10.1016/j.chroma.2003.12.012 . [all data]

JAvidnia, Mojab, et al., 2004
JAvidnia, K.; Mojab, F.; Mojahedi, S.A., Chemical constituents of the essential oil of Stachys lavandulifolia Vahl from Iran, Iranian J. Pharm. Res., 2004, 3, 61-63. [all data]

paz Lima, Silva, et al., 2004
paz Lima, M.; Silva, T.M.D.; da Silva, J.D.; Zoghbi, M.G.B.; Andrade, E.H.A., Essential oil composition of leaf and fine stem of Aniba canelilla (Kunth) Mez from Manaus, Brazil., Acta Amazonica, 2004, 34, 2, 329-330, https://doi.org/10.1590/S0044-59672004000200019 . [all data]

Malencic, Couladis, et al., 2004
Malencic, Dj.; Couladis, M.; Mimica-Dukic, N.; Popovic, M.; Boza, P., Essential oils of three Salvia species from the Pannonian part of Serbia, Flavour Fragr. J., 2004, 19, 3, 225-228, https://doi.org/10.1002/ffj.1291 . [all data]

Couladis, Özcan, et al., 2003
Couladis, M.; Özcan, M.; Tzakou, O.; Akgül, A., Comparative essential oil composition of various parts of the turpentine tree (Pistacia terebinthus L) growing wild in Turkey, J. Sci. Food Agric., 2003, 83, 2, 136-138, https://doi.org/10.1002/jsfa.1295 . [all data]

Fekam Boyom, Ngouana, et al., 2003
Fekam Boyom, F.; Ngouana, V.; Amvam Zollo, P.H.; Menut, C.; Bessiere, J.M.; Gut, J.; Rosenthal, P.J., Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants, Phytochemistry, 2003, 64, 7, 1269-1275, https://doi.org/10.1016/j.phytochem.2003.08.004 . [all data]

Marongiu, Porcedda, et al., 2003
Marongiu, B.; Porcedda, S.; Caredda, A.; de Gioannis, B.; Vargiu, L.; la Colla, P., Extraction of Juniperus oxycedrus ssp. Oxycedrus essential oil by supercritical carbon dioxide: influence of some process parameters and biological activity, Flavour Fragr. J., 2003, 18, 5, 390-397, https://doi.org/10.1002/ffj.1224 . [all data]

Pino, Marbot, et al., 2003
Pino, J.A.; Marbot, R.; Fuentes, V., Characterization of volatiles in Bullock's heart (Annona reticulata L.) fruit cultivars from Cuba, J. Agric. Food Chem., 2003, 51, 13, 3836-3839, https://doi.org/10.1021/jf020733y . [all data]

Pitarokili, Tzakou, et al., 2003
Pitarokili, D.; Tzakou, O.; Loukis, A.; Harvala, C., Volatile metabolites from Salvia fruticosa as antifungal agents in soilborne pathogens, J. Agric. Food Chem., 2003, 51, 11, 3294-3301, https://doi.org/10.1021/jf0211534 . [all data]

Sajjadi and Mehregan, 2003
Sajjadi, S.E.; Mehregan, I., Chemical composition of the essential oil of Prangos Asperula Boiss. subsp. haussknechtii (Boiss.) Hernst. et Heyn fruits, 2003, retrieved from http://www1.tums.ac.ir/daru/daru2%2020003/Dr%20Sajadi.PDF. [all data]

da Silva, Luz, et al., 2003
da Silva, J.D.; Luz, A.I.R.; da Silva, M.H.L.; Andrade, E.H.A.; Soghbi, M.G.B.; Maia, J.G.S., Essential oils of the leaves and stems of four Psidium spp., Flavour Fragr. J., 2003, 18, 3, 240-243, https://doi.org/10.1002/ffj.1219 . [all data]

Taveira, de Lima, et al., 2003
Taveira, F.S.N.; de Lima, W.N.; Andrade, E.H.A.; Maia, J.G.S., Seasonal essential oil variation of Aniba canelilla, Biochem. Syst. Ecol., 2003, 31, 1, 69-75, https://doi.org/10.1016/S0305-1978(02)00088-1 . [all data]

Zoghbi, Andrade, et al., 2003
Zoghbi, M.G.B.; Andrade, E.H.A.; da Silva, M.H.; Carreira, L.M.M.; Maia, J.G.S., Essential oils from three Myrcia species, Flavour Fragr. J., 2003, 18, 5, 421-424, https://doi.org/10.1002/ffj.1242 . [all data]

Bos, Koulman, et al., 2002
Bos, R.; Koulman, A.; Woerdenbag, H.J.; Quax, W.J.; Pras, N., Volatile components from Anthriscus sylvestris (L.) Hoffm., J. Chromatogr. A, 2002, 966, 1-2, 233-238, https://doi.org/10.1016/S0021-9673(02)00704-5 . [all data]

Gudzic, Djokovic, et al., 2002
Gudzic, B.; Djokovic, D.; Vajs, V.; Palic, R.; Stojanovic, G., Composition and antimicrobial activity of the essential oil of Hypericum maculatum Crantz, Flavour Fragr. J., 2002, 17, 5, 392-394, https://doi.org/10.1002/ffj.1112 . [all data]

Iñigo, Palá-Paúl, et al., 2002
Iñigo, A.; Palá-Paúl, J.; Pérez-Alonso, M.J.; Velasco-Negueruela, A., Essential oil composition from the aerial parts of Haplophyllum linifolium (L.) G. Don fil., Botanica Complutensis, 2002, 26, 79-83. [all data]

Jirovetz, Buchbauer, et al., 2002
Jirovetz, L.; Buchbauer, G.; Ngassoum, M.B.; Geissler, M., Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction-gas chromatography, solid-phase microextraction-gas chromatography-mass spectrometry and olfactometry, J. Chromatogr. A, 2002, 976, 1-2, 265-275, https://doi.org/10.1016/S0021-9673(02)00376-X . [all data]

Kobaisy, Tellez, et al., 2002
Kobaisy, M.; Tellez, M.R.; Dayan, F.E.; Duke, S.O., Phytotoxicity and volatile constituents from leaves of Callicarpa japonica Thunb., Phytochemistry, 2002, 61, 1, 37-40, https://doi.org/10.1016/S0031-9422(02)00207-8 . [all data]

Lockwood, Asghari, et al., 2002
Lockwood, G.B.; Asghari, G.; Hakimi, B., Production of essential oil constituents by cultured cells of Carum copticum L., Flavour Fragr. J., 2002, 17, 6, 456-458, https://doi.org/10.1002/ffj.1129 . [all data]

Maia, da Silva, et al., 2002
Maia, J.G.S.; da Silva, M.H.L.; Andrade, E.H.A.; Zoghbi, M.G.B.; Carreira, L.M.M., Essential oils from Astronium urundeuva (Allemao) Engl. and A. fraxinifolium Schott ex Spreng., Flavour Fragr. J., 2002, 17, 1, 72-74, https://doi.org/10.1002/ffj.1046 . [all data]

Maia, Zoghbi, et al., 2002
Maia, J.G.S.; Zoghbi, M.G.B.; Andrade, E.H.A.; da Silva, M.H.L.; Luz, A.I.R.; da Silva, J.D., Essential oils composition of Eupatorium species growing wild in the Amazon, Biochem. Syst. Ecol., 2002, 30, 11, 1071-1077, https://doi.org/10.1016/S0305-1978(02)00059-5 . [all data]

Palá-Paúl, Pérez-Alonso, et al., 2002
Palá-Paúl, J.; Pérez-Alonso, M.J.; Velasco-Negueruela, A.; Sanz, J., Analysis by gas chromatography-mass spectrometry of the volatile components of Ageratina adenophora Spreng., growing in the Canary Islands, J. Chromatogr. A, 2002, 947, 2, 327-331, https://doi.org/10.1016/S0021-9673(02)00016-X . [all data]

Zoghbi, Andrade, et al., 2002
Zoghbi, M.G.B.; Andrade, E.H.A.; da Silva, M.H.L.; Maia, J.G.S., Volatile constituents of Lippia lupulina Cham., Flavour Fragr. J., 2002, 17, 1, 29-31, https://doi.org/10.1002/ffj.1032 . [all data]

Flamini, Cioni, et al., 2001
Flamini, G.; Cioni, P.L.; Morelli, I.; Maccioni, S.; Monti, G., Composition of the essential oil of Teucrium fruticans L. from the Maremma Regional Park (Tuscany, Italy), Flavour Fragr. J., 2001, 16, 5, 367-369, https://doi.org/10.1002/ffj.1014 . [all data]

Gallori, Flamini, et al., 2001
Gallori, S.; Flamini, G.; Bilia, A.R.; Morelli, I.; Landini, A.; Vincieri, F.F., Chemical composition of some traditional herbal drug preparations: essential oil and aromatic water of costmary (Balsamita suaveolens Pers.), J. Agric. Food Chem., 2001, 49, 12, 5907-5910, https://doi.org/10.1021/jf0107656 . [all data]

Jacquemond-Collet, Bessière, et al., 2001
Jacquemond-Collet, I.; Bessière, J.-M.; Hannedouche, S.; Bertrand, C.; Fourasté, I.; Moulis, C., Identification of the alkaloids of Galipea officinalis by gas chromatography-mass spectrometry, Phytochem. Anal., 2001, 12, 5, 312-319, https://doi.org/10.1002/pca.594 . [all data]

Tellez M., Estell R., et al., 2001
Tellez M.; Estell R.; Fredrickson E.; Powell J.; Wedge D.; Schrader K.; Kobaisy M., Extracts of Flourensia cernua (L): Volatile constituents and antifungal, antialgal, and antitermite bioactivities, J. Chem. Ecol., 2001, 27, 11, 2263-2273, https://doi.org/10.1023/A:1012283005014 . [all data]

Tellez, Dayan, et al., 2000
Tellez, M.R.; Dayan, F.E.; Schrader, K.K.; Wedge, D.E.; Duke, S.O., Composition and some biological activities of the essential oils of Callicarpa Americana (L.), J. Agric. Food Chem., 2000, 48, 7, 3008-3012, https://doi.org/10.1021/jf991026g . [all data]

Koulman, 1999
Koulman, A., Podophyllotoxin: a study of biosynthesis, evolution, function, and use of podophyllotoxin and related lignans, University Library Groningen, Nederlands, 1999, 188, retrieved from http://www.ub.rug.nl/eldoc/dis/science/a.koulman/. [all data]

Kuiate, Zollo, et al., 1999
Kuiate, J.-R.; Zollo, P.-H.A.; Nguefa, E.H.; Bessière, J.-M.; Lamaty, G.; Menut, C., Composition of the essential oils from the leaves of Microglossa pyrifolia (Lam.) O. Kuntze and Helichrysum odoratissimum (L.) Less. growing in Cameroon, Flavour Fragr. J., 1999, 14, 2, 82-84, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<82::AID-FFJ780>3.0.CO;2-Z . [all data]

Tellez, Canel, et al., 1999
Tellez, M.R.; Canel, C.; Rimando, A.M.; Duke, S.O., Differential accumulation of isoprenoids in glanded and glandless Artemisia annua L, Phytochemistry, 1999, 52, 6, 1035-1040, https://doi.org/10.1016/S0031-9422(99)00308-8 . [all data]

Zoghbi, Andrade, et al., 1999
Zoghbi, M.G.B.; Andrade, E.H.A.; Maia, J.G.S., Volatile constituents from leaves and flowers of Alpinia speciosa K. Schum. and A. purpurata (Viell.) Schum., Flavour Fragr. J., 1999, 14, 6, 411-414, https://doi.org/10.1002/(SICI)1099-1026(199911/12)14:6<411::AID-FFJ854>3.0.CO;2-U . [all data]

Zollo, Biyiti, et al., 1998
Zollo, P.H.A.; Biyiti, L.; Tchoumbougnang, F.; Menut, C.; Lamaty, G.; Bouchet, Ph., Aromatic plants of tropical central Africa. Part XXXII. Chemical composition and antifungal activity of thirteen essential oils from aromatic plants of Cameroon, Flavour Fragr. J., 1998, 13, 2, 107-114, https://doi.org/10.1002/(SICI)1099-1026(199803/04)13:2<107::AID-FFJ701>3.0.CO;2-G . [all data]

Tellez, Estell, et al., 1997
Tellez, M.R.; Estell, R.E.; Frederickson, E.L.; Havstad, K.M., Essntial oil of Flourensia cernua DC, J. Essent. Oil Res., 1997, 9, 6, 619-624, https://doi.org/10.1080/10412905.1997.9700799 . [all data]

Ramanoelina, Viano, et al., 1994
Ramanoelina, P.A.R.; Viano, J.; Bianchini, J.-P.; Gaydou, E.M., Occurrence of various chemotypes in Niaouli (Melaleuca quinquenervia) essential oils from Madagascar using multivariate statistical analysis, J. Agric. Food Chem., 1994, 42, 5, 1177-1182, https://doi.org/10.1021/jf00041a024 . [all data]

Kollmannsberger, Nitz, et al., 1992
Kollmannsberger, H.; Nitz, S.; Drawert, F., UBer die Aromastoffzusammensetzung von Hochdruckextrakten. I. Pfeffer (Piper nigrum, Var. muntok), Z. Lebensm. Unters Forsch., 1992, 194, 6, 545-551, https://doi.org/10.1007/BF01185481 . [all data]

Wyllie, Brophy, et al., 1990
Wyllie, S.G.; Brophy, J.J.; Sarafis, V.; Hobbs, M., Volatile Components of the Fruit of Pistacia Lentiscus, J. Food. Sci., 1990, 55, 5, 1325-1326, https://doi.org/10.1111/j.1365-2621.1990.tb03926.x . [all data]

Brophy, Davies, et al., 1989
Brophy, J.J.; Davies, N.W.; Southwell, I.A.; Stiff, I.A.; Williams, L.R., Gas chromatographic quality control for oil of Melaleuca terpinen-4-ol type (Australian tea tree), J. Agric. Food Chem., 1989, 37, 5, 1330-1335, https://doi.org/10.1021/jf00089a027 . [all data]

Ramaswami, Briscese, et al., 1988
Ramaswami, S.K.; Briscese, P.; Gargiullo, R.J.; von Geldern, T., Sesquiterpene hydrocarbons: from mass confusion to orderly line-up in Flavors and Fragrances: A World Perspective. Proceedings of the 10th International Congress of Essential Oils, Fragrances and Flavors, Lawrence,B.M.; Mookherjee,B.D.; Willis,B.J., ed(s)., Elsevier, New York, 1988, 951-980. [all data]

Ramaswami, Briscese, et al., 1986
Ramaswami, S.K.; Briscese, P.; Gargiullo, R.J.; von Geldern, T., Sesquiterpene hydrocarbons: from mass confusion to orderly line-up in Flavors and Fragrances: A World Perspective, Lawrence,B.M.; Mookherjee,B.D.; Willis,B.J., ed(s)., Proceedings of the 10th International Congress of Essential Oils, Fragrances, and Flavors, Washington, DC, 1986, 951-959. [all data]

Notes

Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References

Symbols used in this document:

T_end Final temperature

T_start Initial temperature
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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