Epicubenol
- Formula: C15H26O
- Molecular weight: 222.3663
- IUPAC Standard InChIKey: COGPRPSWSKLKTF-UHFFFAOYSA-N
- CAS Registry Number: 19912-67-5
- Chemical structure:
This structure is also available as a 2d Mol file - Species with the same structure:
- Stereoisomers:
- Other names: (1S,4R,4aS,8aR)-1-Isopropyl-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-4a-ol; 4a(2H)-Naphthalenol, 1,3,4,5,6,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1S,4R,4aS,8aR)-; 1β,10βH-Cadin-4-en-1-ol; 4a(2H)-Naphthalenol, 1,3,4,5,6,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, [1S-(1α,4β,4aα,8aα)]-; 1-epi-Cubenol; epi-Cubenol-1; Cubenol (1-epi); epi-α-Cubenol
- 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 | RTX-5 MS | RTX-5 MS | DB-5 | DB-5 | CP Sil 8 CB |
Column length (m) | 30. | 30. | 30. | 30. | 50. |
Carrier gas | Helium | Helium | Helium | Helium | Helium |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.32 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Program | 50 0C (5 min) 2 0C/min -> 100 0C (5 min) 5 0C/min -> 300 0C | not specified | 35 0C 1 0C/min -> 60 0C 3 0C/min -> 170 0C 8 0C/min -> 200 0C 15 0C/min -> 280 0C (5 min) | not specified | not specified |
I | 1622. | 1620. | 1621. | 1627. | 1629. |
Reference | Mebazaa, Mahmoudi, et al., 2009 | Mebazaa, Mahmoudi, et al., 2009 | Gazim, Rezende, et al., 2008 | Gazim, Rezende, et al., 2008 | Kupcinskiene, Stikliene, et al., 2008 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SLB-5 MS | HP-5MS | HP-1 | HP-5 MS | DB-1 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | Helium | He | He | Helium | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.2 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.33 | 0.25 | 0.25 |
Program | not specified | 40C(10min) => 3C/min => 200C => 2C/min => 220C | 60C(5min) => 3C/min => 180C => 20C/min => 280C(10min) | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | 45C => 3C/min => 175C => 15C/min => 300C(10min) |
I | 1629. | 1627. | 1624. | 1626. | 1600. |
Reference | Lo Presti, Sciarrone, et al., 2008 | Cole, Haber, et al., 2007 | Merle, Verdeguer, et al., 2007 | Moriarity, Bansal, et al., 2007 | Rodrigues, Antunes, 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 | HP-5 MS | HP-5MS | HP-5 MS | HP-5 MS |
Column length (m) | 30. | 30. | 30. | 30. | |
Carrier gas | Helium | He | Helium | Helium | |
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 oC/min -> 200 0C 2 0C/min -> 220 0C | not specified | 40C(10min) => 3C/min => 200C => 2C/min => 220C | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C |
I | 1627. | 1627. | 1628. | 1628. | 1627. |
Reference | Setzer, Stokes, et al., 2007 | Stokes, Cole, et al., 2007 | Takaku, Haber, et al., 2007 | Schmidt, Noletto, et al., 2006 | Schmidt, Noletto, et al., 2006 |
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 | CP Sil 8 CB | DB-1 | SE-30 |
Column length (m) | 50. | 30. | 50. | 30. | |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.25 | 0.32 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 50C(5min) => 2C/min => 90C => 15C/min => 240C(4min) | 35C => 4C/min => 180C => 10C/min => 250C | 50C(5min) => 2C/min => 90C => 15C/min => 240C(4min) | 45C => 3C/min => 175C => 15C/min => 300C (10min) | not specified |
I | 1629. | 1625. | 1629. | 1600. | 1617. |
Reference | Butkienë, Nivinskienë, et al., 2005 | de Menezes, Lemos, et al., 2005 | Butkienë, Nivinskienë, et al., 2004 | Miguel, Simões, et al., 2004 | Vinogradov, 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | CP Sil 8 CB | CP Sil 8 CB | DB-5 | DB-5 |
Column length (m) | 30. | 50. | 50. | 30. | 30. |
Carrier gas | He | He | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.32 | 0.25 | 0.25 |
Phase thickness (μm) | 0.1 | 0.25 | 0.25 | ||
Program | 35C => 4C/min => 180C => 10C/min => 250C | 60C(2min) => 5C/min => 160C(1min) => 10C/min => 250C (2min) | 60C(2min) => 5C/min => 160C(1min) => 10C/min => 250C(2min) | 35C => 4C/min => 180C => 20C/min => 280C | 40C => 2C/min => 60C => 4C/min => 260C |
I | 1600. | 1627. | 1627. | 1598. | 1626. |
Reference | Silva, Matos, et al., 2003 | Mockute and Judzentiene, 2002 | Mockute and Judzentiene, 2002, 2 | 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 | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | CP Sil 5 CB | CP Sil 5 CB | CP Sil 5 CB | CP Sil 5 CB |
Column length (m) | 30. | 25. | 25. | 25. | 25. |
Carrier gas | H2 | He | He | N2 | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.39 | |||
Phase thickness (μm) | 0.25 | 0.39 | 0.39 | ||
Program | 40 0C 3 K/min -> 175 0C 15 K/min -> 240 0C (10 min) | not specified | not specified | not specified | not specified |
I | 1600. | 1610. | 1636. | 1619. | 1620. |
Reference | da Silva, Pedro, et al., 2000 | Weyerstahl, Marschall, et al., 2000 | Weyerstahl, Marschall, et al., 1999 | Weyerstahl, Marschall, et al., 1998 | Weyerstahl, Marschall, et al., 1998, 2 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|
Active phase | CP Sil 5 CB | DB-1 | Polydimethyl siloxanes | Polydimethyl siloxanes |
Column length (m) | 25. | 30. | ||
Carrier gas | N2 | He | ||
Substrate | ||||
Column diameter (mm) | 0.25 | |||
Phase thickness (μm) | 0.25 | |||
Program | not specified | 45C => 3C/min => 175C => 15C/min => 280C | not specified | not specified |
I | 1620. | 1600. | 1617. | 1619. |
Reference | Weyerstahl, Marschall, et al., 1998, 3 | Gaspar, Palma, et al., 1997 | Zenkevich, 1997 | Zenkevich, 1997 |
Comment | MSDC-RI | MSDC-RI | 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.
Mebazaa, Mahmoudi, et al., 2009
Mebazaa, R.; Mahmoudi, A.; Fouchet, M.; Dos Santos, M.; Kamissoko, F.; Nafti, A.; Ben Cheikh, R.; Rega, B.; Camel, V.,
Characterization of volatile compounds in Tunisian fenugreek seeds,
Food Chem., 2009, 115, 4, 1326-1336, https://doi.org/10.1016/j.foodchem.2009.01.066
. [all data]
Gazim, Rezende, et al., 2008
Gazim, Z.C.; Rezende, C.M.; Fraga, S.R.; Filho, B.P.D.; Cortez, D.A.G.,
Analysis of the essential oils from Calendula officinalis growing in Brazil using three different exteraction procedures,
Brazilian J. Pharmaceutical Sci., 2008, 44, 3, 391-395. [all data]
Kupcinskiene, Stikliene, et al., 2008
Kupcinskiene, E.; Stikliene, A.; Judzentiene, A.,
The essential oil guatitative composition in the needles of Pinus sylvestris L. growing along industrial transects,
Environ. Pollution, 2008, 155, 3, 481-491, https://doi.org/10.1016/j.envpol.2008.02.001
. [all data]
Lo Presti, Sciarrone, et al., 2008
Lo Presti, M.; Sciarrone, D.; Crupi, M.C.; Costa, R.; Ragusa, S.; Dugo, G.; Mondello, L.,
Evaliation of the volatile and chiral composition in Pistacia lentiscus L. essential oil,
Flavour Fragr. J., 2008, 23, 4, 249-257, https://doi.org/10.1002/ffj.1878
. [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]
Merle, Verdeguer, et al., 2007
Merle, H.; Verdeguer, M.; Blázquez, M.A.; Boira, H.,
Chemical composition of the essential oils from Eriocephalus africanus L. var. africanus populations growing in Spain,
Flavour Fragr. J., 2007, 22, 6, 461-464, https://doi.org/10.1002/ffj.1821
. [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]
Rodrigues, Antunes, et al., 2007
Rodrigues, F.S.L.M.; Antunes, L.C.S.; Figueiredo, A.C.; Costa, M.M.; Pereira, J.D.S.; Colaço, R.D.R.; Miranda, H.H.S.; Barroso, J.G.; Pedro, L.G.; Scheffer, J.J.C.,
Composition of the leaf, flower and fruit volatile oils of Pittosporum tobira (Thunb.) W. T. Aiton grown in three locations in Portugal,
Flavour Fragr. J., 2007, 22, 4, 311-316, https://doi.org/10.1002/ffj.1798
. [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]
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]
Butkienë, Nivinskienë, et al., 2005
Butkienë, R.; Nivinskienë, O.; Mockutë, D.,
α-Pinene chemotype of leaf (needle) essential oils of Juniperus communis L. growing wild in Vilnius district,
Chemija, 2005, 16, 1, 53-60. [all data]
de Menezes, Lemos, et al., 2005
de Menezes, J.E.S.A.; Lemos, T.L.G.; Silveira, E.R.; Andrade-Neto, M.; Nascimento, R.F.; Pessoa, O.D.L.,
Volatile constituents of Cordia trichotoma Vell. from the northeast of Brazil,
Flavour Fragr. J., 2005, 20, 2, 149-151, https://doi.org/10.1002/ffj.1394
. [all data]
Butkienë, Nivinskienë, et al., 2004
Butkienë, R.; Nivinskienë, O.; Mockutë, D.,
Chemical composition of unripe and ripe berry essential oils of Juniperus communis L. growing wild in Vilnius district,
Chemija, 2004, 15, 4, 57-63. [all data]
Miguel, Simões, et al., 2004
Miguel, G.; Simões, M.; Figueiredo, A.C.; Barroso, J.G.; Pedro, L.G.; Carvalho, L.,
Composition and antioxidant activities of the essential oils of Thymus caespititius, Thymus camphoratus and Thymus mastichina,
Food Chem., 2004, 86, 2, 183-188, https://doi.org/10.1016/j.foodchem.2003.08.031
. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Silva, Matos, et al., 2003
Silva, M.G.V.; Matos, F.J.A.; Machado, M.I.L.; Craveiro, A.A.,
Essential oils of Ociumum basilicum L., O. basilicum. var. minimum L. and O. basilicum. var. purpurascens Benth. grown in north-eastern Brazil,
Flavour Fragr. J., 2003, 18, 1, 13-14, https://doi.org/10.1002/ffj.1134
. [all data]
Mockute and Judzentiene, 2002
Mockute, D.; Judzentiene, A.,
Chemotypes of the essential oils of Achillea millefolium L. ssp. millefolium growing wild in Eastern Lithuania,
Chemija, 2002, 13, 3, 168-173. [all data]
Mockute and Judzentiene, 2002, 2
Mockute, D.; Judzentiene, A.,
Chemical composition of the essential oils of Achillea millefolium L. ssp. millefolium (yarrow) growing wild in Vilnius,
Chemija, 2002, 13, 2, 97-102. [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]
Weyerstahl, Marschall, et al., 2000
Weyerstahl, P.; Marschall, H.; Splittgerber, U.; Wolf, D.; Surburg, H.,
Constituents of Haitian vetiver oil,
Flavour Fragr. J., 2000, 15, 6, 395-412, https://doi.org/10.1002/1099-1026(200011/12)15:6<395::AID-FFJ930>3.0.CO;2-9
. [all data]
Weyerstahl, Marschall, et al., 1999
Weyerstahl, P.; Marschall, H.; Son, P.T.; Giang, P.M.,
Constituents of the flower essential oil of Aglaia odorata Lour. from Vietnam,
Flavour Fragr. J., 1999, 14, 4, 219-224, https://doi.org/10.1002/(SICI)1099-1026(199907/08)14:4<219::AID-FFJ815>3.0.CO;2-#
. [all data]
Weyerstahl, Marschall, et al., 1998
Weyerstahl, P.; Marschall, H.; Weirauch, M.; Thefeld, K.; Surburg, H.,
Constituents of commercial Labdanum oil,
Flavour Fragr. J., 1998, 13, 5, 295-318, https://doi.org/10.1002/(SICI)1099-1026(1998090)13:5<295::AID-FFJ751>3.0.CO;2-I
. [all data]
Weyerstahl, Marschall, et al., 1998, 2
Weyerstahl, P.; Marschall, H.; Thefeld, K.; Subba, G.C.,
Constituents of the essential oil from the rhizomes of Hedychium gardnerianum Roscoe,
Flavour Fragr. J., 1998, 13, 6, 377-388, https://doi.org/10.1002/(SICI)1099-1026(199811/12)13:6<377::AID-FFJ755>3.0.CO;2-F
. [all data]
Weyerstahl, Marschall, et al., 1998, 3
Weyerstahl, P.; Marschall, H.; Wolf, D.,
Constituents of commercial Brazilian cabore oil,
Flavour Fragr. J., 1998, 13, 2, 85-86, https://doi.org/10.1002/(SICI)1099-1026(199803/04)13:2<85::AID-FFJ697>3.0.CO;2-9
. [all data]
Gaspar, Palma, et al., 1997
Gaspar, H.; Palma, F.M.S.B.; de la Torre, M.C.; Rodríguez, B.; Barroso, J.G.; Figueiredo, A.C.,
Composition of the essential oil of Teucrium haenseleri Boiss.,
Flavour Fragr. J., 1997, 12, 5, 355-357, https://doi.org/10.1002/(SICI)1099-1026(199709/10)12:5<355::AID-FFJ656>3.0.CO;2-B
. [all data]
Zenkevich, 1997
Zenkevich, I.G.,
Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Spectral Identificaiton. Oxsigenated derivatives of Mono- and Sesquiterpene Hydrocarbons,
Rastit, Resursy (Rus.), 1997, 33, 1, 16-28. [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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