1H-Cyclopenta[1,3]cyclopropa[1,2]benzene, octahydro-7-methyl-3-methylene-4-(1-methylethyl)-, [3aS-(3aα,3bβ,4β,7α,7aS*)]-
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChI: InChI=1S/C15H24/c1-9(2)12-6-5-11(4)15-8-7-10(3)13(15)14(12)15/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12+,13?,14?,15?/m0/s1
- IUPAC Standard InChIKey: FSRZGYRCMPZNJF-PBWBXLIUSA-N
- CAS Registry Number: 13744-15-5
- 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: 1H-Cyclopenta[1,3]cyclopropa[1,2]benzene, 2,3,3aα,3bα,4,5,6,7-octahydro-4α-isopropyl-7β-methyl-3-methylene-; β-Cubebene; β-Cuvebene; 1H-Cyclopenta[1,3]cyclopropa[1,2]benzene, octahydro-7-methyl-3-methylene-4-(1-methylethyl)-, (3aα,3bα,4α,7β,7aR*)-; 1H-Cyclopenta[1,3]cyclopropa[1,2]benzene, octahydro-7-methyl-3-methylene-4-(1-methylethyl)-, (3aS,3bR,4S,7R,7aR)-; beta cubebene
- Permanent link for this species. Use this link for bookmarking this species for future reference.
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- 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 | HP-Wax | Supelcowax-10 | DB-Wax | DB-Wax | DB-Wax |
| Column length (m) | 30. | 30. | 60. | 30. | 30. |
| Carrier gas | N2 | He | N2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.2 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.2 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 70. | 70. | 40. | 40. |
| Tend (C) | 220. | 220. | 230. | 250. | 250. |
| Heat rate (K/min) | 5. | 3. | 2. | 3. | 3. |
| Initial hold (min) | 10. | 2. | |||
| Final hold (min) | 15. | 20. | 20. | 20. | |
| I | 1545. | 1536. | 1546. | 1522. | 1527. |
| Reference | Flamini, Tebano, et al., 2006 | Salgueiro L.R., Pinto E., et al., 2006 | Choi, 2005 | Fanciullino, Gancel, et al., 2005 | Gancel, Ollitrault, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Innowax | RTX-Wax | DB-Wax | HP-Wax | Supelcowax-10 |
| Column length (m) | 50. | 60. | 30. | 30. | 30. |
| Carrier gas | He | He | N2 | N2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.22 | 0.25 | 0.25 | 0.2 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.2 |
| Tstart (C) | 50. | 60. | 60. | 60. | 70. |
| Tend (C) | 220. | 230. | 220. | 220. | 220. |
| Heat rate (K/min) | 2. | 2. | 5. | 5. | 3. |
| Initial hold (min) | 3. | 10. | 10. | ||
| Final hold (min) | 20. | 35. | 15. | ||
| I | 1525. | 1537. | 1540. | 1542. | 1536. |
| Reference | Lee, Lee, et al., 2005 | Paolini, Costa, et al., 2005 | Bertoli, Menichini, et al., 2004 | Bertoli, Pistelli, et al., 2004 | Cavaleiro, Salgueiro, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-Wax | HP-Innowax | DB-Wax | HP-Wax | DB-Wax |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | N2 | He | He | N2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.5 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 40. | 60. | 40. |
| Tend (C) | 220. | 260. | 200. | 220. | 250. |
| Heat rate (K/min) | 5. | 3. | 4. | 5. | 3. |
| Initial hold (min) | 10. | 5. | 10. | ||
| Final hold (min) | 20. | 20. | |||
| I | 1548. | 1548. | 1509. | 1548. | 1508. |
| Reference | Flamini, Luigi Cioni, et al., 2004 | Grujic-Jovanovic, Skaltsa, et al., 2004 | Yu, Kim, et al., 2004 | Bader, Caponi, et al., 2003 | Brat, Rega, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | DB-Wax | HP-20M | DB-Wax | Innowax |
| Column length (m) | 60. | 60. | 50. | 30. | 30. |
| Carrier gas | N2 | H2 | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.2 | 0.32 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.2 | 0.5 | 0.5 |
| Tstart (C) | 70. | 40. | 70. | 35. | 60. |
| Tend (C) | 230. | 245. | 180. | 240. | 260. |
| Heat rate (K/min) | 2. | 1.5 | 5. | 5. | 3. |
| Initial hold (min) | 2. | 4. | 5. | ||
| Final hold (min) | 20. | 20. | 10. | 5. | 10. |
| I | 1546. | 1524. | 1524. | 1545. | 1541. |
| Reference | Choi, 2003 | Gancel, Ollitrault, et al., 2003 | Radonic and Milso, 2003 | Rega, Fournier, et al., 2003 | Couladis, Chinou, et al., 2002 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | AT-Wax | DB-Wax | CP-Wax 52CB | DB-Wax | DB-Wax |
| Column length (m) | 60. | 60. | 25. | 60. | 60. |
| Carrier gas | He | He | N2 | He | |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.53 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 1.0 | 0.15 | 0.25 | |
| Tstart (C) | 65. | 50. | 40. | 70. | 35. |
| Tend (C) | 250. | 220. | 220. | 230. | 220. |
| Heat rate (K/min) | 2. | 3. | 3. | 2. | 3. |
| Initial hold (min) | 10. | 5. | 2. | ||
| Final hold (min) | 60. | 20. | |||
| I | 1524. | 1541. | 1540. | 1552. | 1539. |
| Reference | Pino, Marbot, et al., 2002 | Brophy, Goldsack, et al., 2000 | Chagonda, Makanda, et al., 2000 | Choi and Sawamura, 2000 | Brophy, Forster, et al., 1998 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary |
|---|---|---|---|
| Active phase | DB-Wax | Carbowax 20M | DB-Wax |
| Column length (m) | 60. | 50. | 60. |
| Carrier gas | He | He | He |
| Substrate | |||
| Column diameter (mm) | 0.25 | 0.2 | 0.20 |
| Phase thickness (μm) | 0.25 | 0.2 | 0.20 |
| Tstart (C) | 50. | 30. | 70. |
| Tend (C) | 180. | 170. | 180. |
| Heat rate (K/min) | 2.5 | 4. | 2. |
| Initial hold (min) | 5. | 2. | 5. |
| Final hold (min) | 20. | ||
| I | 1544. | 1547. | 1532. |
| Reference | Stashenko, Prada, et al., 1996 | Píry, Príbela, et al., 1995 | Stashenko, Wiame, et al., 1995 |
| Comment | MSDC-RI | 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.
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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Salgueiro L.R., Pinto E., et al., 2006
Salgueiro L.R.; Pinto E.; Goncalves M.J.; Costa I.; Palmeira A.; Cavaleiro C.; Pina-Vaz C.; Rodrigues A.G.; Martinez-De-Oliveira J.,
Antifungal activity of the essential oil of Thymus capitellatus against Candida, Aspergillus and dermatophyte strains,
Flavour Fragr. J., 2006, 21, 5, 749-753, https://doi.org/10.1002/ffj.1610
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Choi, 2005
Choi, H.-S.,
Characteristic odor components of kumquat (Fortunella japonica Swingle) peel oil,
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Fanciullino, Gancel, et al., 2005
Fanciullino, A.-L.; Gancel, A.-L.; Froelicher, Y.; Luro, F.; Ollitrault, P.; Brillouet, J.-M.,
Effects of Nucleo-cytoplasmic Interactions on Leaf Volatile Compounds from Citrus Somatic Diploid Hybrids,
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Gancel, Ollitrault, et al., 2005
Gancel, A.-L.; Ollitrault, P.; Froelicher, Y.; Tomi, F.; Jacquemond, C.; Luro, F.; Brillouet, J.-M.,
Leaf volatile compounds of six citrus somatic allotetraploid hybrids originating from various combinations of lime, lemon, citron, sweet orange, and grapefruit,
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Lee, Lee, et al., 2005
Lee, J.-G.; Lee, C.-G.; Kwag, J.-J.; Buglass, A.J.; Lee, G.-H.,
Determination of optimum conditions for the analysis of volatile components in pine needles by double-shot pyrolysis-gas chromatography-mass spectrometry,
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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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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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Bertoli, Pistelli, et al., 2004
Bertoli, A.; Pistelli, L.; Morelli, I.; Fraternale, D.; Giamperi, L.; Ricci, D.,
Volatile constituents of different parts (roots, stems and leaves) of Smyrnium olusatrum L.,
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Cavaleiro, Salgueiro, et al., 2004
Cavaleiro, C.; Salgueiro, L.R.; Miguel, M.G.; da Cunha, A.P.,
Analysis by gas chromatography?mass spectrometry of the volatile components of Teucrium lusitanicum and Teucrium algarbiensis,
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Flamini, Luigi Cioni, et al., 2004
Flamini, G.; Luigi Cioni, P.; Morelli, I.,
Essential oils of Galeopsis pubescens and G. tetrahit from Tuscany (Italy),
Flavour Fragr. J., 2004, 19, 4, 327-329, https://doi.org/10.1002/ffj.1307
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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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Yu, Kim, et al., 2004
Yu, E.J.; Kim, T.H.; Kim, K.H.; Lee, H.J.,
Characterization of aroma-active compounds of Abies nephrolepis (Khingan fir) needles using aroma extract dilution analysis,
Flavour Fragr. J., 2004, 19, 1, 74-79, https://doi.org/10.1002/ffj.1314
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Bader, Caponi, et al., 2003
Bader, A.; Caponi, C.; Cioni, P.L.; Flamini, G.; Morelli, I.,
Composition of the essential oil of Ballota undulata, B. nigra ssp. foetida and B. saxatilis,
Flavour Fragr. J., 2003, 18, 6, 502-504, https://doi.org/10.1002/ffj.1257
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Brat, Rega, et al., 2003
Brat, P.; Rega, B.; Alter, P.; Reynes, M.; Brillouet, J.-M.,
Distribution of volatile compounds in the pulp, cloud, and serum of freshly squeezed orange juice,
J. Agric. Food Chem., 2003, 51, 11, 3442-3447, https://doi.org/10.1021/jf026226y
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Choi, 2003
Choi, H.-S.,
Character impact odorants of Citrus Hallabong [(C. unshiu Marcov × C. sinensis Osbeck) × C. reticulata Blanco] cold-pressed peel oil,
J. Agric. Food Chem., 2003, 51, 9, 2687-2692, https://doi.org/10.1021/jf021069o
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Gancel, Ollitrault, et al., 2003
Gancel, A.-L.; Ollitrault, P.; Froelicher, Y.; Tomi, F.; Jacquemond, C.; Luro, F.; Brillouet, J.-M.,
Leaf volatile compounds of seven citrus somatic tetraploid hybrids sharing willow leaf mandarin (Citrus deliciosa Ten.) as their common parent,
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Radonic and Milso, 2003
Radonic, A.; Milso, M.,
Chemical Composition and In Vitro Evaluation of Antioxidant Effect of Free Volatile Compounds From Satureja montana L.,
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Rega, Fournier, et al., 2003
Rega, B.; Fournier, N.; Guichard, E.,
Solid phase microextraction (SPME) of orange juice flavor: odor representativeness by direct gas chromatography olfactometry (D-GC-O),
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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,
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Pino, Marbot, et al., 2002
Pino, J.A.; Marbot, R.; Vázquez, C.,
Characterization of volatile in Cosa Rican Guava [Psidium friedrichsthalianum (Berg) Niedenzu] fruit,
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Brophy, Goldsack, et al., 2000
Brophy, J.J.; Goldsack, R.J.; Punruckvong, A.; Bean, A.R.; Forster, P.I.; Lepschi, B.J.; Doran, J.C.; Rozefelds, A.C.,
Leaf essential oils of the genus Leptospermum (Myrtaceae) in eastern Australia. Part 7. Leptospermum petersonii, L. liversidgei and allies,
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Chagonda, Makanda, et al., 2000
Chagonda, L.S.; Makanda, C.D.; Chalchat, J.-C.,
The essential oils of Ocimum canum Sims (basilic camphor) and Ocimum urticifolia Roth from Zimbabwe,
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Choi and Sawamura, 2000
Choi, H.-S.; Sawamura, M.,
Composition of the essential oil of Citrus tamurana Hort. ex Tanaka (Hyuganatsu),
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Brophy, Forster, et al., 1998
Brophy, J.J.; Forster, P.I.; Goldsack, R.J.,
Esssential oils of some Australian monimiaceae,
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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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. [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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