2-Naphthalenemethanol, 1,2,3,4,4a,5,6,7-octahydro-α,α,4a,8-tetramethyl-, (2R-cis)-
- Formula: C15H26O
- Molecular weight: 222.3663
- IUPAC Standard InChIKey: WMOPMQRJLLIEJV-WFASDCNBSA-N
- CAS Registry Number: 1209-71-8
- 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: γ-Eudesmol; γ-Eudesmole; [2R-cis]-1,2,3,4,4a,5,6,7-Octahydro-α,α,4a,8-tetramethyl-2-naphthalenemethanol; 2-((2R,4aR)-4a,8-Dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalen-2-yl)propan-2-ol; Selinenol; Machilol; Eudesm-4-en-11-ol; Uncineol
- 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 | TR-5 MS | TR-5 MS | DB-1 | CBP-5 | HP-5 MS |
Column length (m) | 15. | 15. | 30. | 30. | |
Carrier gas | Helium | Helium | Hydrogen | Helium | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 35 0C (3 min) 2 0C/min -> 60 0C (3 min) 2 0C/min -> 80 0C (3 min) 4 0C/min -> 120 0C (3 min) 5 0C/min -> 150 0C (3 min) 15 0C/min -> 240 0C (10 min) | 35 0C (3 min) 2 0C/min -> 60 0C (3 min) 2 0C/min -> 80 0C (3 min) 4 0C/min -> 120 0C (3 min) 5 0C/min -> 150 0C (3 mion) 15 0C/min -> 240 0C (10 min) | 45 0C 3 0C/min -> 175 0C 15 0C/min -> 300 0C (10 min) | 60 0C 3 0C/min -> 246 0C 10 0C/min -> 270 0C (5 min) | not specified |
I | 1617. | 1629. | 1609. | 1637. | 1633. |
Reference | Kurashov, Mitrukova, et al., 2014 | Kurashov, Krylova, et al., 2013 | Albano, Lima, et al., 2012 | Fortes, Naves, et al., 2011 | Payo, Colo, et al., 2011 |
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 | HP-5 MS | HP-5 | HP-5 |
Column length (m) | 30. | 30. | 25. | 25. | |
Carrier gas | Helium | Helium | Helium | Helium | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.32 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.17 | 0.17 | |
Program | not specified | 60 0C (1 min) 10 0C/min -> 180 0C (1 min) 20 0C/min -> 280 0C (15 min) | 60 0C (1 min) 10 0C/min -> 180 0C (1 min) 20 0C/min -> 280 0C (15 min) | 60 0C (5 min) 4 0C/min -> 220 0C 11 0C/min -> 280 0C (15 min) | not specified |
I | 1634. | 1631. | 1621. | 1627. | 1632. |
Reference | Payo, Colo, et al., 2011 | Wang, Liu, et al., 2011 | Liu, Chu, et al., 2010 | Custer, 2009 | Custer, 2009 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | BPX-5 | BPX-5 | HP-1 | OV-1 | DB-5 MS |
Column length (m) | 30. | 30. | 25. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.17 | 0.25 | |
Program | 35 0C (5 min) 3 0C/min -> 210 0C 40 0C/min -> 240 0C (10 min) | not specified | not specified | 40 0C 2 0C/min -> 130 0C (5 min) 10 0C/min -> 230 0C (15 min) | 80 0C (1.5 min) 4 pC/min -> 180 0C 10 0C/min -> 300 0C (10 min) |
I | 1657. | 1651. | 1608. | 1598. | 1634. |
Reference | se Souza, Cardeal, et al., 2009 | se Souza, Cardeal, et al., 2009 | Wetwiayaklung, Thavanapong, et al., 2009 | Yu, Li, et al., 2009 | Silva, Doria, et al., 2008 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5MS | HP-1 | CP Sil 8 CB | HP-5 MS | HP-5 MS |
Column length (m) | 30. | 30. | 50. | 30. | |
Carrier gas | He | He | He | Helium | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.2 | 0.32 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.33 | 0.25 | ||
Program | 40C(10min) => 3C/min => 200C => 2C/min => 220C | 60C(5min) => 3C/min => 180C => 20C/min => 280C(10min) | 60 0C (2 min) 5 0C/min -> 160 0C 5 0C/min -> 250 0C (10 min) | 40 0C (10 min) 3 oC/min -> 200 0C 2 0C/min -> 220 0C | not specified |
I | 1631. | 1629. | 1632. | 1630. | 1632. |
Reference | Cole, Haber, et al., 2007 | Merle, Verdeguer, et al., 2007 | Mockute, Bernotiene, et al., 2007 | Setzer, Stokes, et al., 2007 | Stokes, Cole, 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 | HP-5 MS | HP-5MS | CP Sil 8 CB | DB-5 |
Column length (m) | 30. | 30. | 30. | 50. | 30. |
Carrier gas | He | Helium | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 40C(10min) => 3C/min => 200C => 2C/min => 220C | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | 40C(3min) => 2C/min => 180C => 10C/min => 250C(5min) | 50C(5min) => 2C/min => 90C => 15C/min => 240C(4min) | 35C => 4C/min => 180C => 10C/min => 250C |
I | 1632. | 1631. | 1635. | 1632. | 1630. |
Reference | Takaku, Haber, et al., 2007 | Schmidt, Noletto, et al., 2006 | Alissandrakis, Kibaris, et al., 2005 | Butkienë, Nivinskienë, et al., 2005 | Cysne, Canuto, et al., 2005 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | BPX-5 | CP Sil 8 CB | Methyl Silicone | BPX-5 |
Column length (m) | 30. | 30. | 50. | 30. | |
Carrier gas | He | He | H2 | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 40C(1min) => 9C/min => 130C => 2C/min => 230C | 60C(0.2min) => 3K/min => 186C => 10C/min => 240C (5min) | 50C(5min) => 2C/min => 90C => 15C/min => 240C(4min) | not specified | 50 0C (1 min) 3 0C/min -> 150 0C 5 0C/min -> 250 0C (5 min) |
I | 1609. | 1630. | 1632. | 1632. | 1654. |
Reference | Hamm, Bleton, et al., 2005 | Judzentiene and Mockute, 2005 | Butkienë, Nivinskienë, et al., 2004 | Couladis, Özcan, et al., 2004 | Koba, Sanda, et al., 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 | SE-30 | CP Sil 8 CB | CP Sil 5 CB | CP Sil 5 CB |
Column length (m) | 30. | 50. | 25. | 25. | |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | |||
Phase thickness (μm) | 0.25 | 0.25 | 0.39 | 0.39 | |
Program | 50C (3min) => 3C/min => 150C (10min) => 10C/min => 250C | not specified | 70C(5min) => 3C/min => 100C (1min) => 25C/min => 250C (10min) | not specified | not specified |
I | 1624. | 1616. | 1630. | 1624. | 1626. |
Reference | Tepe, Donmez, et al., 2004 | Vinogradov, 2004 | Mockute and Judzentiene, 2003 | Weyerstahl, Marschall, et al., 1999 | Weyerstahl, Marschall, et al., 1998 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary |
---|---|
Active phase | Polydimethyl siloxanes |
Column length (m) | |
Carrier gas | |
Substrate | |
Column diameter (mm) | |
Phase thickness (μm) | |
Program | not specified |
I | 1616. |
Reference | Zenkevich, 1997 |
Comment | 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.
Kurashov, Mitrukova, et al., 2014
Kurashov, E.A.; Mitrukova, G.G.; Krylova, Yu.V.,
Variations in the component composition of essential oil of Ceratophyllum demersum (Ceratophyllaceae) during vegetation (in press),
Plant Resources (Rastitel'nye Resursy), 2014, 1, 000-000. [all data]
Kurashov, Krylova, et al., 2013
Kurashov, E.A.; Krylova, Yu.V.; Mitrukova, G.G.,
Variations in component composition of essential oil of Potamogeton pusillus (Potamogetonaceae) dirong vegetation,
Plant Resources (Rastitel'nye Resursy), 2013, 000-000. [all data]
Albano, Lima, et al., 2012
Albano, S.M.; Lima, A.S.; Miguel, M.G.; Pedro, L.G.; Barroso, J.G.; Figueiredo, A.C.,
Antioxidant, anti-5-lipoxygenase and antiacetylcholinesterase activities of essential oils and decoction water of some aromatic plants,
Rec. Nat. Prod., 2012, 6, 1, 35-48. [all data]
Fortes, Naves, et al., 2011
Fortes, G.A.C.; Naves, S.S.; Godoi, F.F.F.; Duarte, A.R.; Ferri, P.H.; Santos, S.C.,
Assessment of a maturity index in Jabuticaba fruit by the evaluation of phenolic compounds, essential oil components, sugar content and total acidity,
Amer. J. Food Technol., 2011, 6, 11, 974-984, https://doi.org/10.3923/ajft.2011.974.984
. [all data]
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]
Wang, Liu, et al., 2011
Wang, C.F.; Liu, P.; Yang, K.; Zeng, Y.; Liu, Z.L.; Du, S.S.; Deng, Z.W.,
Chemical composition and toxicities of essential oil of Illicium fragesil fruits against Sitophilis zeamais,
African J. Biotechnol., 2011, 10, 79, 18179-18184. [all data]
Liu, Chu, et al., 2010
Liu, Z.L.; Chu, S.S.; Liu, Q.R.,
Chemical composition and insecticidial activity against Sitophilus zeamais of the essential oils of Artemisia capillaris and Artemisia mongolica,
Molecules, 2010, 15, 4, 2600-2608, https://doi.org/10.3390/molecules15042600
. [all data]
Custer, 2009
Custer, Y.,
GC Volatile Components Analysis of Different Parts of Litchi chinensis (Dissertation), 2009. [all data]
se Souza, Cardeal, et al., 2009
se Souza, P.P.; Cardeal, Z.DeL.; Augusti, R.; Morrison, P.; Marriott, P.J.,
Determination of volatile compounds in Brazilian distilled cachaca by using comprehensive two-dimensional gas chromatography and effects of production pathways,
J. Chromatogr. A., 2009, 1216, 14, 2881-2890, https://doi.org/10.1016/j.chroma.2008.10.061
. [all data]
Wetwiayaklung, Thavanapong, et al., 2009
Wetwiayaklung, P.; Thavanapong, N.; Charoenteeraboon, J.,
Chemical constituents and antimicrobial activity os essential oil and extracts of heartwood of Aquilaria crassna obtained from water distillation and supercritical fluid carbon dioxide extraction,
Silpakorn U Sci. J., 2009, 3, 1, 25-33. [all data]
Yu, Li, et al., 2009
Yu, L.-F.; Li, X.-R.; Liu, S.-Y.; Xu, G.-W.; Liang, Y.-Z.,
Comparative analysis of essential components between the herbal pair Radix Saposhnikoviae-Rhizoma seu Radix Notopterygii and its single herbs by GC-MS combined with a chemometric resolution method,
Anal. Methods, 2009, 1, 1, 45-51, https://doi.org/10.1039/b9ay00044e
. [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]
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]
Mockute, Bernotiene, et al., 2007
Mockute, D.; Bernotiene, G.; Judzentiene, A.,
The essential oil of Ground Ivy (Glechoma hederaceae L.) growing wild in Eastern Lithuania,
J. Essent. Oil Res., 2007, 19, 5, 449-451, https://doi.org/10.1080/10412905.2007.9699948
. [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]
Alissandrakis, Kibaris, et al., 2005
Alissandrakis, E.; Kibaris, A.C.; Tarantilis, P.A.; Harizanis, P.C.; Polissiou, M.,
Flavour compounds of Greek cotton honey,
J. Sci. Food Agric., 2005, 85, 9, 1444-1452, https://doi.org/10.1002/jsfa.2124
. [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]
Cysne, Canuto, et al., 2005
Cysne, J.B.; Canuto, K.M.; Pessoa, O.D.L.; Nunes, E.P.; Silveira, E.R.,
Leaf essential oils of four Piper species from the State of Ceará - Northeast of Brazil,
J. Braz. Chem. Soc., 2005, 16, 6B, 1378-1381, https://doi.org/10.1590/S0103-50532005000800012
. [all data]
Hamm, Bleton, et al., 2005
Hamm, S.; Bleton, J.; Connan, J.; Tchapla, A.,
A chemical investigation by headspace SPME and GC-MS of volatile and semi-volatile terpenes in various olibanum samples,
Phytochemistry, 2005, 66, 12, 1499-1514, https://doi.org/10.1016/j.phytochem.2005.04.025
. [all data]
Judzentiene and Mockute, 2005
Judzentiene, A.; Mockute, D.,
The inflorescence and leaf essential oils of Tanacetum vulgare L. var. vulgare growing wild in Lithuania,
Biochem. Syst. Ecol., 2005, 33, 5, 487-498, https://doi.org/10.1016/j.bse.2004.11.003
. [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]
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]
Koba, Sanda, et al., 2004
Koba, K.; Sanda, K.; Raynaud, C.; Nenonene, Y.A.; Millet, J.; Chaumont, J.P.,
Activités antimicrobiennes d'huiles essentielles de trois Cymbopogon sp. africains vis-àvis de germes pathogènes d'animaux de compagnie,
Ann. Med. Vet., 2004, 148, 202-206. [all data]
Tepe, Donmez, et al., 2004
Tepe, B.; Donmez, E.; Unlu, M.; Candan, F.; Daferera, D.; Vardar-Unlu, G.; Polissiou, M.; Sokmen, A.,
Antimicrobial and antioxidative activities of the essential oils and methanol extracts of Salvia cryptantha (Montbret et Aucher ex Benth.) and Salvia multicaulis (Vahl),
Food Chem., 2004, 84, 4, 519-525, https://doi.org/10.1016/S0308-8146(03)00267-X
. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Mockute and Judzentiene, 2003
Mockute, D.; Judzentiene, A.,
The myrtenol chemotype of essential oil of Tanacetum vulgare L. var. vulgare (tansy) growing wild in the Vilnius region,
Chemija, 2003, 14, 2, 103-107. [all data]
Weyerstahl, Marschall, et al., 1999
Weyerstahl, P.; Marschall, H.; Son, P.T.; Giang, P.M.,
Constituents of Vietnamese pemou oil - a reinvestigation,
Flavour Fragr. J., 1999, 14, 6, 409-410, https://doi.org/10.1002/(SICI)1099-1026(199911/12)14:6<409::AID-FFJ843>3.0.CO;2-B
. [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]
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
- 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.