γ-Muurolene
- 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/h9-10,13-15H,4-8H2,1-3H3/t13-,14+,15-/m0/s1
- IUPAC Standard InChIKey: WRHGORWNJGOVQY-ZNMIVQPWSA-N
- CAS Registry Number: 30021-74-0
- 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: Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-7-methyl-4-methylene-1-(1-methylethyl)-, (1α,4aα,8aα)-; 1-Isopropyl-7-methyl-4-methylene-1,2,3,4,4a,5,6,8a-octahydronaphthalene-, (1α,4aα,8aα)-; (1R,4aR,8aS)-1-Isopropyl-7-methyl-4-methylene-1,2,3,4,4a,5,6,8a-octahydronaphthalene; [1α,4aα,8aα]-Naphthalene,1,2,3,4,4a,5,6,8a-octahydro-7-methyl-4-methylene-1-[1-methylethyl]; (.+/-.)-γ-Muurolene; 1α,4aα,8aα-1,2,3,4,4a,5,6,8a-Octahydro-7-methyl-4-methylene-1-isopropylnaphthalene
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
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Van Den Dool and Kratz RI, polar column, temperature ramp
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-Wax | RTX-Wax | BP-20 | BP-20 | RTX-Wax |
| Column length (m) | 60. | 60. | 50. | 50. | 60. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.22 | 0.22 | 0.22 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 60. | 60. |
| Tend (C) | 230. | 230. | 220. | 220. | 230. |
| Heat rate (K/min) | 2. | 2. | 2. | 2. | 2. |
| Initial hold (min) | |||||
| Final hold (min) | 35. | 35. | 20. | 20. | 45. |
| I | 1681. | 1681. | 1688. | 1666. | 1684. |
| Reference | Paolini J., Costa J., et al., 2007 | Paolini, Muselli, et al., 2007 | Blanc, Bradesi, et al., 2006 | Boti, Bighelli, et al., 2006 | Cavalli, Tomi, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-Wax | BP-20 | Supelcowax-10 | PEG | BP-20 |
| Column length (m) | 30. | 50. | 30. | 30. | 50. |
| Carrier gas | N2 | He | He | N2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.22 | 0.2 | 0.32 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.2 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 70. | 50. | 60. |
| Tend (C) | 220. | 220. | 220. | 220. | 220. |
| Heat rate (K/min) | 5. | 2. | 3. | 2. | 2. |
| Initial hold (min) | 10. | 3. | |||
| Final hold (min) | 20. | 15. | 15. | 20. | |
| I | 1681. | 1678. | 1683. | 1715. | 1683. |
| Reference | Flamini, Tebano, et al., 2006 | Gonny, Cavaleiro, et al., 2006 | Pinto, Pina-Vaz, et al., 2006 | Dob, Berramdane, et al., 2005 | Ferrari, Tomi, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | RTX-Wax | BP-20 | DB-Wax | HP-Wax | HP-Innowax |
| Column length (m) | 60. | 50. | 30. | 30. | 30. |
| Carrier gas | He | He | N2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.22 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.5 |
| Tstart (C) | 60. | 60. | 60. | 60. | 60. |
| Tend (C) | 230. | 230. | 220. | 240. | 260. |
| Heat rate (K/min) | 2. | 2. | 5. | 3. | 3. |
| Initial hold (min) | 10. | ||||
| Final hold (min) | 35. | 35. | |||
| I | 1681. | 1681. | 1690. | 1682. | 1704. |
| Reference | Paolini, Costa, et al., 2005 | Vellutini, Baldovini, et al., 2005 | Bertoli, Menichini, et al., 2004 | Flamini, Bader, et al., 2004 | Grujic-Jovanovic, Skaltsa, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-20 | HP-Wax | Carbowax 20M | RTX-Wax | HP-Innowax |
| Column length (m) | 50. | 30. | 25. | 60. | 30. |
| Carrier gas | He | N2 | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.25 | 0.25 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.3 | 0.25 | 0.5 |
| Tstart (C) | 60. | 60. | 50. | 60. | 60. |
| Tend (C) | 220. | 220. | 200. | 230. | 260. |
| Heat rate (K/min) | 2. | 5. | 3. | 2. | 3. |
| Initial hold (min) | 10. | 1. | |||
| Final hold (min) | 20. | 20. | 45. | ||
| I | 1672. | 1702. | 1675. | 1677. | 1695. |
| Reference | Tam, Thuam, et al., 2004 | Bader, Caponi, et al., 2003 | Bicchi, Rubiolo, et al., 2003 | Cavalli, Tomi, et al., 2003 | Tzakou, Couladis, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Innowax | HP-Innowax | HP-Innowax | AT-Wax | BP-20 |
| Column length (m) | 30. | 30. | 30. | 60. | 50. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | 0.22 |
| Phase thickness (μm) | 0.5 | 0.50 | 0.50 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 65. | 60. |
| Tend (C) | 260. | 260. | 260. | 250. | 220. |
| Heat rate (K/min) | 3. | 3. | 3. | 2. | 2. |
| Initial hold (min) | 10. | ||||
| Final hold (min) | 10. | 10. | 60. | 20. | |
| I | 1702. | 1690. | 1695. | 1673. | 1677. |
| Reference | Couladis, Chinou, et al., 2002 | Couladis, Baziou, et al., 2001 | Couladis, Tzakou, et al., 2001 | Pino, Marbot, et al., 2001 | Rezzi, Bighelli, et al., 2001 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Innowax | BP-20 | DB-Wax | Carbowax 20M | DB-Wax |
| Column length (m) | 60. | 50. | 60. | 50. | 60. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.22 | 0.25 | 0.2 | 0.20 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.2 | 0.20 |
| Tstart (C) | 50. | 60. | 50. | 30. | 70. |
| Tend (C) | 180. | 230. | 180. | 170. | 180. |
| Heat rate (K/min) | 2.5 | 2. | 2.5 | 4. | 2. |
| Initial hold (min) | 5. | 5. | 2. | 5. | |
| Final hold (min) | 35. | 20. | |||
| I | 1676. | 1680. | 1676. | 1688. | 1685. |
| Reference | Stashenko, Cervantes, et al., 1999 | Mariotti, Tomi, et al., 1997 | Stashenko, Prada, et al., 1996 | Píry, Príbela, et al., 1995 | Stashenko, Wiame, et al., 1995 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary |
|---|---|---|
| Active phase | HP-20M | DB-Wax |
| Column length (m) | 50. | 30. |
| Carrier gas | He | He |
| Substrate | ||
| Column diameter (mm) | 0.25 | 0.32 |
| Phase thickness (μm) | 0.5 | |
| Tstart (C) | 60. | 40. |
| Tend (C) | 190. | 220. |
| Heat rate (K/min) | 3. | 3. |
| Initial hold (min) | ||
| Final hold (min) | ||
| I | 1681. | 1684. |
| Reference | Chung, Eiserich, et al., 1993 | Le Quere and Latrasse, 1990 |
| Comment | MSDC-RI | MSDC-RI |
References
Go To: Top, Van Den Dool and Kratz RI, polar column, temperature ramp, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Paolini J., Costa J., et al., 2007
Paolini J.; Costa J.; Bernardini A.F.,
Analysis of the essential oil from the roots of Eupatorium cannabinum subsp corsicum (L.) by GC, GC-MS and C-13-NMR,
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Paolini, Muselli, et al., 2007
Paolini, J.; Muselli, A.; Bernardini, A.-F.; Bighelli, A.; Casanova, J.; Costa, J.,
Thymol derivatives from essential oil of Doronicum corsicum L.,
Flavour Fragr. J., 2007, 22, 6, 479-487, https://doi.org/10.1002/ffj.1824
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Blanc, Bradesi, et al., 2006
Blanc, M.-C.; Bradesi, P.; Goncalves, M.J.; Salgueiro, L.; Casanova, J.,
Essential oil of Dittrichia viscosa ssp. viscosa: analysis by 13C-NMR and antimicrobial activity,
Flavour Fragr. J., 2006, 21, 2, 324-332, https://doi.org/10.1002/ffj.1605
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Boti, Bighelli, et al., 2006
Boti, J.B.; Bighelli, A.; Cavaleiro, C.; Salgueiro, L.; Casanova, J.,
Chemical variability of Juniperus oxycedrus ssp. oxycedrus berry and leaf oils from Corsica, analysed by combination of GC, GC-MS and 13C-NMR,
Flavour Fragr. J., 2006, 21, 2, 268-273, https://doi.org/10.1002/ffj.1579
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Cavalli, Tomi, et al., 2006
Cavalli, J.-F.; Tomi, F.; Bernardini, A.-F.; Casanova, J.,
Chemical variability of the essential oil of Helichrysum faradifani Sc. Ell. from Madagascar,
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Flamini, Tebano, et al., 2006
Flamini, G.; Tebano, M.; Cioni, P.L.; Bagci, Y.; Dural, H.; Ertugrul, K.; Uysal, T.; Savran, A.,
A multivariate statistical approach to Centaurea classification using essential oil composition data of some species from Turkey,
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Gonny, Cavaleiro, et al., 2006
Gonny, M.; Cavaleiro, C.; Salgueiro, L.; Casanova, J.,
Analysis of Juniperus communis subsp. alpina needle, berry, wood and root oils by combination of GC, GC/MS and 13C-NMR,
Flavour Fragr. J., 2006, 21, 1, 99-106, https://doi.org/10.1002/ffj.1527
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Pinto, Pina-Vaz, et al., 2006
Pinto, E.; Pina-Vaz, C.; Salgueiro, L.; Goncalves, M.J.; Costa-de-Oliveira, S.; Cavaleiro, C.; Palmeira, A.; Rodrigues, A.; Martinez-de-Oliveira, J.,
Antifuncal activity of the essential oil Thymus pulegioides on Candida, Aspergillus and dermatophyte species,
Journal of Medical Microbiology, 2006, 55, 10, 1367-1373, https://doi.org/10.1099/jmm.0.46443-0
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Dob, Berramdane, et al., 2005
Dob, T.; Berramdane, T.; Chelgoum, C.,
Chemical composition of essential oil of Pinus halepensis Miller growing in Algeria,
C.R. Chim., 2005, 8, 11-12, 1939-1945, https://doi.org/10.1016/j.crci.2005.05.007
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Ferrari, Tomi, et al., 2005
Ferrari, B.; Tomi, F.; Casanova, J.,
Composition and chemical variability of Ferula communis essential oil from Corsica,
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Paolini, Costa, et al., 2005
Paolini, J.; Costa, J.; Bernardini, A.,
Analysis of the essential oil from aerial parts of Eupatorium cannabinum subsp. corsicum (L.) by gas chromatography with electron impact and chemical ionization mass spectrometry,
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Vellutini, Baldovini, et al., 2005
Vellutini, M.; Baldovini, N.; de Rocca Serra, D. Tomi; Casanova, J.,
β-Cyclolavandulyl and β-isocyclolavandulyl esters from Peucedanum paniculatum L., an endemic species to Corsica,
Phytochemistry, 2005, 66, 16, 1956-1962, https://doi.org/10.1016/j.phytochem.2005.07.001
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Bertoli, Menichini, et al., 2004
Bertoli, A.; Menichini, F.; Noccioli, C.; Morelli, I.; Pistelli, L.,
Volatile constituents of different organs of Psoralea bituminosa L.,
Flavour Fragr. J., 2004, 19, 2, 166-171, https://doi.org/10.1002/ffj.1315
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Flamini, Bader, et al., 2004
Flamini, G.; Bader, A.; Cioni, P.L.; Katbeh-Bader, A.; Morelli, I.,
Composition of the essential oil of leaves, galls, and ripe and unripe fruits of Jordian Pistacia palaestina Boiss.,
J. Agric. Food Chem., 2004, 52, 3, 572-576, https://doi.org/10.1021/jf034773t
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Grujic-Jovanovic, Skaltsa, et al., 2004
Grujic-Jovanovic, S.; Skaltsa, H.D.; Marin, P.; Sokovic, M.,
Composition and antibacterial activity of the essential oil of six Stachys species from Serbia,
Flavour Fragr. J., 2004, 19, 2, 139-144, https://doi.org/10.1002/ffj.1275
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Tam, Thuam, et al., 2004
Tam, N.T.; Thuam, D.T.; Bighelli, A.; Castola, V.; Muselli, A.; Richomme, P.; Casanova, J.,
Baeckea frutescens leaf oil from Vietnam: composition and chemical variability,
Flavour Fragr. J., 2004, 19, 3, 217-220, https://doi.org/10.1002/ffj.1281
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Bader, Caponi, et al., 2003
Bader, A.; Caponi, C.; Cioni, P.L.; Flamini, G.; Morelli, I.,
Acorenone in the essential oil of flowering aerial parts of Seseli tortuosum L.,
Flavour Fragr. J., 2003, 18, 1, 57-58, https://doi.org/10.1002/ffj.1154
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Bicchi, Rubiolo, et al., 2003
Bicchi, C.; Rubiolo, P.; Camargo, E.E.S.; Vilegas, W.; Gracioso, J.S.; Brito, A.R.M.S.,
Components of Turnera diffusa Willd. var. afrodisiaca (Ward) Urb. essential oil,
Flavour Fragr. J., 2003, 18, 1, 59-61, https://doi.org/10.1002/ffj.1155
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Cavalli, Tomi, et al., 2003
Cavalli, J.-F.; Tomi, F.; Bernardini, A.-F.; Casanova, J.,
Composition and chemical variability of the bark oil of Cedrelopsis grevei H. Baillon from Madagascar,
Flavour Fragr. J., 2003, 18, 6, 532-538, https://doi.org/10.1002/ffj.1263
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Tzakou, Couladis, et al., 2003
Tzakou, O.; Couladis, M.; Slavkovska, V.; Mimica-Dukic, N.; Jancic, R.,
The essential oil composition of Salvia brachyodon Vandas,
Flavour Fragr. J., 2003, 18, 1, 2-4, https://doi.org/10.1002/ffj.1132
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Couladis, Chinou, et al., 2002
Couladis, M.; Chinou, I.B.; Tzakou, O.; Loukis, A.,
Composition and antimicrobial activity of the essential oil of Ballota pseudodictamnus L. Bentham,
Phytother. Res., 2002, 16, 8, 723-726, https://doi.org/10.1002/ptr.1043
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Couladis, Baziou, et al., 2001
Couladis, M.; Baziou, P.; Petrakis, P.V.; Harvala, C.,
Essential oil composition of Hypericum perfoliatum L. growing in different locations in Greece,
Flavour Fragr. J., 2001, 16, 3, 204-206, https://doi.org/10.1002/ffj.979
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Couladis, Tzakou, et al., 2001
Couladis, M.; Tzakou, O.; Stojanovic, D.; Mimica-Dukic, N.; Jancic, R.,
The essential oil composition of Salvia argentea L.,
Flavour Fragr. J., 2001, 16, 3, 227-229, https://doi.org/10.1002/ffj.989
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Pino, Marbot, et al., 2001
Pino, J.A.; Marbot, R.; Vázquez, C.,
Characterization of volatiles in strawberry guava (Psidium cattleianum Sabine) fruit,
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Rezzi, Bighelli, et al., 2001
Rezzi, S.; Bighelli, A.; Mouillot, D.; Casanova, J.,
Composition and chemical variability of the needle essential oil of Pinus nigra subsp. laricio from corsica,
Flavour Fragr. J., 2001, 16, 5, 379-383, https://doi.org/10.1002/ffj.1018
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Stashenko, Cervantes, et al., 1999
Stashenko, E.E.; Cervantes, M.; Combariza, Y.; Fuentes, H.; Martínez, J.R.,
HRGC/FID and HRGC/MSD analysis of the secondary metabolites obtained by different extraction methods from Lepechinia schiedeana, an in vitro evaluation of its antioxidant activity,
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Mariotti, Tomi, et al., 1997
Mariotti, J.P.; Tomi, F.; Casanova, J.; Costa, J.; Bernardini, A.F.,
Composition of the essential oil of Cistus Iadaniferus L. cultivated in corsica (France),
Flavour Fragr. J., 1997, 12, 3, 147-151, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<147::AID-FFJ631>3.0.CO;2-Q
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Stashenko, Prada, et al., 1996
Stashenko, E.E.; Prada, N.Q.; Martínez, J.R.,
HRGC/FID/NP and HRGC/MSD study of Colombian Ylang-Ylang (Cananga odorata) oils obtained by different extraction techniques,
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Píry, Príbela, et al., 1995
Píry, J.; Príbela, A.; Durcanská, J.; Farkas, P.,
Fractionation of volatiles from blackcurrant (Ribes nigrum L.) by different extractive methods,
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Stashenko, Wiame, et al., 1995
Stashenko, E.; Wiame, H.; Dassy, S.; Martinez, J.R.; Shibamoto, T.,
Catalytic transformation of copaiba (Copaifera officinalis) oil over zeolite ZSM-5,
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Chung, Eiserich, et al., 1993
Chung, T.Y.; Eiserich, J.P.; Shibamoto, T.,
Volatile compounds isolated from edible Korean chamchwi (Aster scaber Thunb),
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Le Quere and Latrasse, 1990
Le Quere, J.-L.; Latrasse, A.,
Composition of the Essential Oils of Blackcurrant Buds (Ribes nigrum L.),
J. Agric. Food Chem., 1990, 38, 1, 3-10, https://doi.org/10.1021/jf00091a001
. [all data]
Notes
Go To: Top, Van Den Dool and Kratz RI, polar column, temperature ramp, References
- Symbols used in this document:
Tend Final temperature Tstart Initial temperature - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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