Cubenene
- Formula: C15H24
- Molecular weight: 204.3511
- 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)
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Normal alkane RI, non-polar column, custom temperature program
Go To: Top, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 MS | HP-5 MS | HP-5 MS | HP-5 MS | DB-5 |
Column length (m) | 30. | ||||
Carrier gas | Hydrogen | ||||
Substrate | |||||
Column diameter (mm) | 0.25 | ||||
Phase thickness (μm) | 0.25 | ||||
Program | not specified | not specified | not specified | not specified | 35 0C (2 min) 4 0C/min -> 180 0C 20 0C/min -> 280 0C |
I | 1529. | 1532. | 1533. | 1534. | 1528. |
Reference | Payo, Colo, et al., 2011 | Payo, Colo, et al., 2011 | Payo, Colo, et al., 2011 | Payo, Colo, et al., 2011 | Pontes, Silva, et al., 2010 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | CP Sil 8 CB | DB-5 MS | HP-5MS | HP-5MS | CP Sil 8 CB |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | 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 |
Program | 60C => 2.5C/min => 170C => 10C/min => 250C (5min) | 80 0C (1.5 min) 4 pC/min -> 180 0C 10 0C/min -> 300 0C (10 min) | 40C(10min) => 3C/min => 200C => 2C/min => 220C | 40C(3min) => 8C/min => 160C => 15C/min => 300C (10min) | 50C(3min) => 3C/min => 100C => 2.7C/min => 140C => 2.4C/min => 180C => 6C/min => 250C |
I | 1534. | 1535. | 1533. | 1535. | 1533. |
Reference | Kristiawan, Sobolik, et al., 2008 | Silva, Doria, et al., 2008 | Cole, Haber, et al., 2007 | Liu, Song, et al., 2007 | Meekijjaroenroj, Bessière, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 MS | DB-5 | HP-5 MS | HP-5 MS | HP-5MS |
Column length (m) | 30. | 30. | 30. | 30. | |
Carrier gas | Helium | Hydrogen | Helium | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.25 | |||
Program | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | not specified | 40 0C (10 min) 3 oC/min -> 200 0C 2 0C/min -> 220 0C | not specified | 40C(10min) => 3C/min => 200C => 2C/min => 220C |
I | 1533. | 1532. | 1532. | 1533. | 1532. |
Reference | Moriarity, Bansal, et al., 2007 | Pontes, de Olivera, et al., 2007 | Setzer, Stokes, et al., 2007 | Stokes, Cole, et al., 2007 | Takaku, Haber, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 | DB-5 | HP-5 MS | Methyl Silicone | OV-1 |
Column length (m) | 30. | 30. | 30. | 15. | |
Carrier gas | Helium | He | Helium | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.25 | 0.25 | 0.317 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
Program | not specified | 35C => 4C/min => 180C => 10C/min => 250C | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | not specified | 50C(4min) => 4C/min => 90C => 10C/min => 300C(10min) |
I | 1532. | 1532. | 1533. | 1531. | 1519. |
Reference | Kucuk, Gulec, et al., 2006 | Santos, Nunes, et al., 2006 | Schmidt, Noletto, et al., 2006 | Couladis, Özcan, et al., 2004 | El-Shazly and Hussein, 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | OV-1 | HP-5MS | CP-Sil 8CB-MS | DB-5 | DB-5 |
Column length (m) | 30. | 30. | 50. | 30. | 30. |
Carrier gas | He | He | He | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 45 0C (4 min) 3 0C/min -> 75 0C 4 0C/min -> 115 0C 6 0C/min -> 312 0C | 60C(1min) => 1.5C/min => 185C(1min) => 9C/min => 275C(2min) | 60C(1min) => 3C/min => 70C => 15C/min => 170C(8min) => 5C/min => 250C | 35C => 4C/min => 180C => 20C/min => 280C | 40C => 2C/min => 60C => 4C/min => 260C |
I | 1521. | 1538. | 1532. | 1515. | 1531. |
Reference | Hafez and Abdel-Salam, 2004 | Singh, Marimuthu, et al., 2004 | Mockute, Bernotiene, et al., 2003 | Viana, Andrade-Neto, et al., 2002 | Andrade, Maia, et al., 2000 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary |
---|---|---|
Active phase | DB-1 | Methyl Silicone |
Column length (m) | 30. | |
Carrier gas | H2 | |
Substrate | ||
Column diameter (mm) | 0.25 | |
Phase thickness (μm) | 0.25 | |
Program | 40 0C 3 K/min -> 175 0C 15 K/min -> 240 0C (10 min) | not specified |
I | 1529. | 1518. |
Reference | da Silva, Pedro, et al., 2000 | Zenkevich, 1996 |
Comment | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Payo, Colo, et al., 2011
Payo, D.A.; Colo, J.; Calumpong, H.; de Clerck, O.,
Variability of non-polar secondary metabolites in the Red Alga Portieria,
Mar Drugs, 2011, 9, 11, 2438-2468, https://doi.org/10.3390/md9112438
. [all data]
Pontes, Silva, et al., 2010
Pontes, W.J.T.; Silva, J.M.O.; ds Camara, C.A.G.; Gondim-Junior, M.G.C.; Oliveira, J.V.,
Chemical composition and acaricidal activity of the essential oils from fruits and leaves of Protium bahianum Daly,
J. Essential Oil Res., 2010, 22, 3, 279-282, https://doi.org/10.1080/10412905.2010.9700324
. [all data]
Kristiawan, Sobolik, et al., 2008
Kristiawan, M.; Sobolik, V.; Al-Haddad, M.; Allaf, K.,
Effect of pressure-drop rate on the isolation of cananga oil using instantaneous controlled pressure-drop process,
Chem. Eng. Processing, 2008, 47, 1, 66-75, https://doi.org/10.1016/j.cep.2007.08.011
. [all data]
Silva, Doria, et al., 2008
Silva, W.L.; Doria, G.A.A.; Maia, R.T.; Nunes, R.S.; Carvalho, G.A.; Blank, A.F.; Alves, P.B.; Marcal, R.M.; Cavalcanti, S.C.H.,
Effects of essential oils on Aedes aegypti larvae: alternatives to environmentally safe insecticides,
Bioresource Technol., 2008, 99, 8, 3251-3255, https://doi.org/10.1016/j.biortech.2007.05.064
. [all data]
Cole, Haber, et al., 2007
Cole, R.A.; Haber, W.A.; Setzer, W.N.,
Chemical composition of essential oils of seven species of Eugenia from Monteverde, Costa Rica,
Biochem. Syst. Ecol., 2007, 35, 12, 877-886, https://doi.org/10.1016/j.bse.2007.06.013
. [all data]
Liu, Song, et al., 2007
Liu, L.; Song, G.; Hu, Y.,
GC?MS Analysis of the Essential Oils of Piper nigrum L. and Piper longum L.,
Chromatographia, 2007, 66, 9-10, 785-790, https://doi.org/10.1365/s10337-007-0408-2
. [all data]
Meekijjaroenroj, Bessière, et al., 2007
Meekijjaroenroj, A.; Bessière, J.-M.; Anstett, M.-C.,
Chemistry of floral scents in four Licuala species (Arecaceae),
Flavour Fragr. J., 2007, 22, 4, 300-310, https://doi.org/10.1002/ffj.1797
. [all data]
Moriarity, Bansal, et al., 2007
Moriarity, D.M.; Bansal, A.; Cole, R.A.; Takaku, S.; Haber, W.A.; Setzer, W.N.,
Selective cytotoxic activities of leaf essential oils from Monteverde Costa Rica,
Natural Product Communications, 2007, 2, 12, 1263-1268. [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]
Setzer, Stokes, et al., 2007
Setzer, W.N.; Stokes, S.L.; Penton, A.F.; Takaku, S.; Haber, W.A.; Hansell, E.; Caffrey, C.R.; McKerrow, J.H.,
Cruzain inhibitory activity of leaf essential oils of neotropical Lauraceae and essential oil components,
Natural Product Communications, 2007, 2, 12, 1203-1210. [all data]
Stokes, Cole, et al., 2007
Stokes, S.L.; Cole, R.A.; Rangelova, M.P.; Haber, W.A.; Setzer, W.N.,
Cruzain inhibitory activity of the leaf essential oil from an undescribed species of Eugenia from Monteverde, Costa Rica,
Natural Product Communications, 2007, 2, 12, 1211-1213. [all data]
Takaku, Haber, et al., 2007
Takaku, S.; Haber, W.A.; Setzer, W.N.,
Leaf essential oil composition of 10 species of Ocotea (Lauraceae) from Monteverde, Costa Rica,
Biochem. Syst. Ecol., 2007, 35, 8, 525-532, https://doi.org/10.1016/j.bse.2007.02.003
. [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]
Santos, Nunes, et al., 2006
Santos, R.P.; Nunes, E.P.; Nascimento, R.F.; Santiago, G.M.P.; Menezes, G.H.A.; Silveira, E.R.; Pessoa, O.D.L.,
Chemical Composition and Larvicidal Activity of the Essential Oils of Cordia leucomalloides and Cordia curassavica from the Northeast of Brazil,
J. Braz. Chem. Soc., 2006, 17, 5, 1027-1030, https://doi.org/10.1590/S0103-50532006000500030
. [all data]
Schmidt, Noletto, et al., 2006
Schmidt, J.M.; Noletto, J.A.; Vogler, B.; Setzer, W.N.,
Abaco Bush Medicine: Chemical composition of the essential oils of four aromatic medicinal plants from Abaco Island, Bahamas,
J. Herbs, Spices Medicinal Plants, 2006, 12, 3, 43-65, https://doi.org/10.1300/J044v12n03_04
. [all data]
Couladis, Özcan, et al., 2004
Couladis, M.; Özcan, M.; Tzakou, O.; Akgül, A.,
Menengic (Pistacia terebinthus L.) agacinin degisik organlarinda ucucu yag bilesimi, Bitkisel Ilac Hammaddeleri Toplantisi, Bildiriler, 29-31 Mayis 2002, 2004, 6. [all data]
El-Shazly and Hussein, 2004
El-Shazly, A.M.; Hussein, K.T.,
Chemical analysis and biological activities of the essential oil of Teucrium leucocladum Boiss. (Lamiaceae),
Biochem. Syst. Ecol., 2004, 32, 7, 665-674, https://doi.org/10.1016/j.bse.2003.12.009
. [all data]
Hafez and Abdel-Salam, 2004
Hafez, S.S.; Abdel-Salam, H.A.,
chemical composition and antimicrobial activity of the volatile constituents of thuja occidentalis L. growing in Egipt,
Alexandria J. Pharm. Sci., 2004, 18, 1, 41-47. [all data]
Singh, Marimuthu, et al., 2004
Singh, G.; Marimuthu, P.; Catalan, C.; deLampasona, M.P.,
Chemical, antioxidant and antifungal activities of volatile oil of black pepper and its acetone extract,
J. Sci. Food Agric., 2004, 84, 14, 1878-1884, https://doi.org/10.1002/jsfa.1863
. [all data]
Mockute, Bernotiene, et al., 2003
Mockute, D.; Bernotiene, G.; Judzentiene, A.,
Volatile compounds of the aerial parts of wild St. John's wort (Hypericum perforatum L.) plants,
Chemija, 2003, 14, 3, 108-111. [all data]
Viana, Andrade-Neto, et al., 2002
Viana, F.A.; Andrade-Neto, M.; Pouliquen, Y.B.M.; Uchoa, D.E.A.; Sobral, M.M.S.Z.; de Morais, S.M.,
Essential oil of Siparuna guianensis aublet from the Amazon region of Brazil,
J. Essent. Oil Res., 2002, 14, 1, 60-62, https://doi.org/10.1080/10412905.2002.9699765
. [all data]
Andrade, Maia, et al., 2000
Andrade, E.H.A.; Maia, J.G.S.; Zoghbi, M.G.B.,
Aroma volatile constituents of Brazilian varieties of mango fruit,
J. Food Comp. Anal., 2000, 13, 1, 27-33, https://doi.org/10.1006/jfca.1999.0841
. [all data]
da Silva, Pedro, et al., 2000
da Silva, J.A.; Pedro, L.G.; Santos, P.A.G.; Figueiredo, A.C.; Barroso, J.G.; Tenreiro, R.P.; Ribeiro, C.A.; Deans, S.G.; Looman, A.; Scheffer, J.J.C.,
Essential oils from seven populations of Juniperus brevifolia (Seub.) Antoine, an endemic species of the Azores,
Flavour Fragr. J., 2000, 15, 1, 31-39, https://doi.org/10.1002/(SICI)1099-1026(200001/02)15:1<31::AID-FFJ862>3.0.CO;2-C
. [all data]
Zenkevich, 1996
Zenkevich, I.G.,
Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Mass Spectral Identification. Mono- and Sesquiterpenes,
Rastitelnye Resursy (Plant resources), 1996, 34, 1-2, 48-58. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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