cis-Verbenol
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChI: InChI=1S/C10H16O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-9,11H,5H2,1-3H3
- IUPAC Standard InChIKey: WONIGEXYPVIKFS-UHFFFAOYSA-N
- CAS Registry Number: 1845-30-3
- 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: Bicyclo[3.1.1]hept-3-en-2-ol, 4,6,6-trimethyl-, (1α,2β,5α)-; Bicyclo(3.1.1)hept-3-en-2-ol, 4,6,6-trimethyl-, (1R,2R,5R)-rel-; (.+/-.)-cis-Verbenol; cis-2-Pinen-4-ol; (Z)-Verbenol; (S)-cis-verbenol; δ-Verbenol
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Van Den Dool and Kratz RI, non-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-5 | DB-5 | RTX-1 | SPB-1 | HP-5MS |
| Column length (m) | 25. | 30. | 60. | 30. | 30. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.22 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 50. | 60. |
| Tend (C) | 240. | 240. | 230. | 250. | 280. |
| Heat rate (K/min) | 4. | 3. | 2. | 5. | 4. |
| Initial hold (min) | 2. | 3. | 5. | ||
| Final hold (min) | 30. | 15. | |||
| I | 1136. | 1143. | 1127. | 1148. | 1140. |
| Reference | Dehghan, Solaimanian, et al., 2007 | Flamini, Cioni, et al., 2007 | Muselli, Rossi, et al., 2007 | Radulovic, Lazarevic, et al., 2007 | Radulovic, Lazarevic, et al., 2007 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-1 | 5 % Phenyl methyl siloxane | DB-5 | HP-5 | SPB-1 |
| Column length (m) | 50. | 25. | 30. | 30. | 30. |
| Carrier gas | He | He | N2 | N2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.25 | 0.32 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 60. | 50. |
| Tend (C) | 220. | 280. | 240. | 220. | 250. |
| Heat rate (K/min) | 2. | 3. | 3. | 5. | 5. |
| Initial hold (min) | 3. | 10. | 3. | ||
| Final hold (min) | 20. | 20. | 5. | 15. | |
| I | 1123. | 1143. | 1136. | 1152. | 1149. |
| Reference | Boti, Bighelli, et al., 2006 | Djarri, Medjroubi, et al., 2006 | Dob, Dahmane, et al., 2006 | Flamini, Tebano, et al., 2006 | Radulovic, Lazarevic, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-1 | HP-5 | HP-5MS | DB-5 | HP-5 |
| Column length (m) | 30. | 25. | 30. | 30. | 30. |
| Carrier gas | He | He | He | He | N2 |
| 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 |
| Tstart (C) | 60. | 60. | 60. | 50. | 60. |
| Tend (C) | 240. | 240. | 280. | 250. | 220. |
| Heat rate (K/min) | 4. | 4. | 4. | 5. | 5. |
| Initial hold (min) | 5. | 2. | 10. | ||
| Final hold (min) | |||||
| I | 1163. | 1144. | 1141. | 1141. | 1143. |
| Reference | Rezazadeh, Hamedani, et al., 2006 | Rezazadeh, Hamedani, et al., 2006 | Saroglou, Dorizas, et al., 2006 | Su, Ho, et al., 2006 | Cioni, Flamini, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | RTX-1 | DB-1 | DB-5 | SE-54 | SPB-1 |
| Column length (m) | 60. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | He | ||
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.32 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 50. | 40. | 60. | 70. |
| Tend (C) | 220. | 250. | 260. | 260. | 220. |
| Heat rate (K/min) | 2. | 2. | 2. | 2. | 3. |
| Initial hold (min) | 8. | 5. | 5. | ||
| Final hold (min) | 20. | 20. | 15. | ||
| I | 1126. | 1124. | 1144. | 1139. | 1125. |
| Reference | Cozzani, Muselli, et al., 2005 | Dob, Dahmane, et al., 2005 | Senatore, Napolitano, et al., 2005 | Alma, Nitz, et al., 2004 | Antunes, Sevinate-Pinto, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | SPB-1 | HP-5 | HP-1 | HP-5MS | HP-5MS |
| Column length (m) | 30. | 30. | 25. | 30. | 30. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.25 | 0.32 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.2 | 0.25 | 0.17 | 0.25 | 0.25 |
| Tstart (C) | 70. | 60. | 50. | 60. | 60. |
| Tend (C) | 220. | 220. | 200. | 280. | 280. |
| Heat rate (K/min) | 3. | 5. | 3. | 4. | 4. |
| Initial hold (min) | 10. | 5. | 5. | ||
| Final hold (min) | 15. | ||||
| I | 1121. | 1143. | 1113. | 1140. | 1141. |
| Reference | Cavaleiro, Salgueiro, et al., 2004 | Ceccarini, Macchia, et al., 2004 | Fernández-Ocaña, Gómez-Rodríguez, et al., 2004 | Grujic-Jovanovic, Skaltsa, et al., 2004 | Karioti, Hadjipavlou-Litina, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | DB-5 | DB-5 | RTX-1 | HP-5 |
| Column length (m) | 30. | 30. | 30. | 60. | 30. |
| Carrier gas | He | He | N2 | He | N2 |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 60. | 60. | 60. | 60. |
| Tend (C) | 275. | 240. | 220. | 230. | 220. |
| Heat rate (K/min) | 4. | 3. | 5. | 2. | 5. |
| Initial hold (min) | 10. | 10. | |||
| Final hold (min) | 30. | 45. | |||
| I | 1147. | 1143. | 1142. | 1130. | 1142. |
| Reference | Ramezani, Khaje-Karamoddin, et al., 2004 | Bader, Caponi, et al., 2003 | Bader, Caponi, et al., 2003, 2 | Cavalli, Tomi, et al., 2003 | Dural, Bagci, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | HP-5 | HP-5MS | DB-1 | BP-1 |
| Column length (m) | 30. | 30. | 30. | 50. | 50. |
| Carrier gas | N2 | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 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) | 220. | 240. | 300. | 220. | 220. |
| Heat rate (K/min) | 5. | 3. | 3. | 2. | 2. |
| Initial hold (min) | 10. | ||||
| Final hold (min) | 20. | 20. | |||
| I | 1142. | 1143. | 1140. | 1124. | 1127. |
| Reference | Flamini, Luigi Cioni, et al., 2003 | Macchioni, Cioni, et al., 2003 | Couladis, Chinou, et al., 2002 | Pintore, Usai, et al., 2002 | Rezzi, Cavaleiro, et al., 2001 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Van Den Dool and Kratz RI, non-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.
Dehghan, Solaimanian, et al., 2007
Dehghan, G.; Solaimanian, R.; Shahverdi, A.R.; Amin, G.; Abdollahi, M.; Shafiee, A.,
Chemical composition and antimicrobial activity of essential oil of Ferula szovitsiana D.C.,
Flavour Fragr. J., 2007, 22, 3, 224-227, https://doi.org/10.1002/ffj.1789
. [all data]
Flamini, Cioni, et al., 2007
Flamini, G.; Cioni, P.L.; Morelli, I.; Bader, A.,
Essential oils of the aerial parts of three Salvia species from Jordan: Salvia lanigera, S. spinosa and S. syriaca,
Food Chem., 2007, 100, 2, 732-735, https://doi.org/10.1016/j.foodchem.2005.10.032
. [all data]
Muselli, Rossi, et al., 2007
Muselli, A.; Rossi, P.-G.; Desjobert, J.-M.; Bernardini, A.-F.; Berti, L.; Costa, J.,
Chemical composition and antibacterial activity of Otanthus maritimus (L.) Hoffmanns. Link essential oils from Corsica,
Flavour Fragr. J., 2007, 22, 3, 217-223, https://doi.org/10.1002/ffj.1787
. [all data]
Radulovic, Lazarevic, et al., 2007
Radulovic, N.; Lazarevic, J.; Ristic, N.; Palic, R.,
Chemotaxonomic significance of the volatiles in the genus Stachys (Lamiaceae): Essential oil composition of four Balkan Stachys species,
Biochem. Syst. Ecol., 2007, 35, 4, 196-208, https://doi.org/10.1016/j.bse.2006.10.010
. [all data]
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
. [all data]
Djarri, Medjroubi, et al., 2006
Djarri, L.; Medjroubi, K.; Akkal, S.; Elomri, A.; Seguin, E.; Vérité, P.,
Composition of the essential oil of aerial parts of an endemic species of the Apiaceae of Algeria, Daucus reboudii Coss.,
Flavour Fragr. J., 2006, 21, 4, 647-649, https://doi.org/10.1002/ffj.1636
. [all data]
Dob, Dahmane, et al., 2006
Dob, T.; Dahmane, D.; Chelghoum, C.,
Essential oil composition of Juniperus oxycedrus growing in Algeria,
Pharm. Biol., 2006, 44, 1, 1-6, https://doi.org/10.1080/13880200500530922
. [all data]
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,
Pl. Syst. Evol., 2006, 261, 1-4, 217-228, https://doi.org/10.1007/s00606-006-0448-3
. [all data]
Radulovic, Lazarevic, et al., 2006
Radulovic, N.; Lazarevic, J.; Stojanovic, G.; Palic, R.,
Chemotaxonomically significant 2-ethyl substituted fatty acids from Stachys milanii Petrovic (Lamiaceae),
Biochem. Syst. Ecol., 2006, 34, 4, 341-344, https://doi.org/10.1016/j.bse.2005.10.008
. [all data]
Rezazadeh, Hamedani, et al., 2006
Rezazadeh, S.; Hamedani, M.P.; Dowlatabadi, R.; Yazdani, D.; Shafiee, A.,
Chemical composition of the essential oils of Stachys schtschegleevii Sosn. and Stachys balansae Boiss Kotschy from Iran,
Flavour Fragr. J., 2006, 21, 2, 290-293, https://doi.org/10.1002/ffj.1587
. [all data]
Saroglou, Dorizas, et al., 2006
Saroglou, V.; Dorizas, N.; Kypriotakis, Z.; Skaltsa, H.D.,
Analysis of the essential oil composition of eight Anthemis species from Greece,
J. Chromatogr. A, 2006, 1104, 1-2, 313-322, https://doi.org/10.1016/j.chroma.2005.11.087
. [all data]
Su, Ho, et al., 2006
Su, Y.-C.; Ho, C.-L.; Wang, E.I.-C.; Chang, S.-T.,
Antifungal activities and chemical compositions of essential oils from leaves of four eucalypts,
Taiwan J. For. Sci., 2006, 21, 1, 49-61. [all data]
Cioni, Flamini, et al., 2005
Cioni, P.L.; Flamini, G.; Caponi, C.; Ceccarini, L.; Morelli, I.,
Analysis of volatile fraction, fixed oil and tegumental waxes of the seeds of two different cultivars of Helianthus annuus,
Food Chem., 2005, 90, 4, 713-717, https://doi.org/10.1016/j.foodchem.2004.04.031
. [all data]
Cozzani, Muselli, et al., 2005
Cozzani, S.; Muselli, A.; Desjobert, J.-M.; Bernardini, A.-F.; Tomi, F.; Casanova, J.,
Chemical composition of essential oil of Teucrium polium subsp. capitatum (L.) from Corsica,
Flavour Fragr. J., 2005, 20, 4, 436-441, https://doi.org/10.1002/ffj.1463
. [all data]
Dob, Dahmane, et al., 2005
Dob, T.; Dahmane, D.; Berramdane, T.; Chelghoum, C.,
Chemical composition of the essential oil of Artemisia campestris L. from Algeria,
Pharm. Biol., 2005, 43, 6, 512-514, https://doi.org/10.1080/13880200500220664
. [all data]
Senatore, Napolitano, et al., 2005
Senatore, F.; Napolitano, F.; Arnold, N.A.; Bruno, M.; Herz, W.,
Composition and antimicrobial activity of the essential oil of Achillea falcata L. (Asteraceae),
Flavour Fragr. J., 2005, 20, 3, 291-294, https://doi.org/10.1002/ffj.1411
. [all data]
Alma, Nitz, et al., 2004
Alma, M.H.; Nitz, S.; Kollmannsberger, H.; Digrak, M.; Efe, F.T.; Yilmaz, N.,
Chemical composition and antimicrobial activity of the essential oils from the gum of Turkish Pistachio (Pistacia vera L.),
J. Agric. Food Chem., 2004, 52, 12, 3911-3914, https://doi.org/10.1021/jf040014e
. [all data]
Antunes, Sevinate-Pinto, et al., 2004
Antunes, T.; Sevinate-Pinto, I.; Barroso, J.G.; Cavaleiro, C.; Salgueiro, L.R.,
Micromorphology of trichomes and composition of essential oil of Teucrium capitatum,
Flavour Fragr. J., 2004, 19, 4, 336-340, https://doi.org/10.1002/ffj.1310
. [all data]
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,
J. Chromatogr. A, 2004, 1033, 1, 187-190, https://doi.org/10.1016/j.chroma.2004.01.005
. [all data]
Ceccarini, Macchia, et al., 2004
Ceccarini, L.; Macchia, M.; Flamini, G.; Cioni, P.L.; Caponi, C.; Morelli, I.,
Essential oil composition of Helianthus annuus L. leaves and heads of two cultivated hybride Carlos and Florom 350,
Ind. Crops Prod., 2004, 19, 1, 13-17, https://doi.org/10.1016/S0926-6690(03)00076-1
. [all data]
Fernández-Ocaña, Gómez-Rodríguez, et al., 2004
Fernández-Ocaña, A.M.; Gómez-Rodríguez, M.V.; Velasco-Negueruela, A.; Camacho-Simarro, A.M.; Fernández-López, C.; Altarejos, J.,
In vivo antifungal activity of the essential oil of Bupleurum gibraltarium against plasmopara halstedii in sunflower,
J. Agric. Food Chem., 2004, 52, 21, 6414-6417, https://doi.org/10.1021/jf040219n
. [all data]
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
. [all data]
Karioti, Hadjipavlou-Litina, et al., 2004
Karioti, A.; Hadjipavlou-Litina, D.; Mensah, M.L.K.; Fleischer, T.C.; Skaltsa, H.,
Composition and antioxidant activity of the essential oils of Xylopia aethiopica (Dun) A. Rich. (Annonaceae) leaves, stem bark, root bark, and fresh and dried fruits, growing in Ghana,
J. Agric. Food Chem., 2004, 52, 26, 8094-8098, https://doi.org/10.1021/jf040150j
. [all data]
Ramezani, Khaje-Karamoddin, et al., 2004
Ramezani, M.; Khaje-Karamoddin, M.; Karimi-Fard, V.,
Chemical composition and anti-Helicobacter pylori activity of the essential oil of Pistacia vera,
Pharm. Biol., 2004, 42, 7, 488-490, https://doi.org/10.3109/13880200490891755
. [all data]
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
. [all data]
Bader, Caponi, et al., 2003, 2
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
. [all data]
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
. [all data]
Dural, Bagci, et al., 2003
Dural, H.; Bagci, Y.; Ertugrul, K.; Demirelma, H.; Flamini, G.; Cioni, P.L.; Morelli, I.,
Essential oil composition of two endemic Centaurea species from Turkey, Centaurea mucronifera and Centaurea chrysantha, collected in the same habitat,
Biochem. Syst. Ecol., 2003, 31, 12, 1417-1425, https://doi.org/10.1016/S0305-1978(03)00128-5
. [all data]
Flamini, Luigi Cioni, et al., 2003
Flamini, G.; Luigi Cioni, P.; Morelli, I.,
Variability of the essential oil of Viola etrusca,
Ann. Bot. Rome, 2003, 91, 4, 493-497, https://doi.org/10.1093/aob/mcg039
. [all data]
Macchioni, Cioni, et al., 2003
Macchioni, F.; Cioni, P.L.; Flamini, G.; Morelli, I.; Maccioni, S.; Ansaldi, M.,
Chemical composition of essential oils from needles, branches and cones of Pinus pinea, P. halepensis, P. pinaster and P. nigra from central Italy,
Flavour Fragr. J., 2003, 18, 2, 139-143, https://doi.org/10.1002/ffj.1178
. [all data]
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
. [all data]
Pintore, Usai, et al., 2002
Pintore, G.; Usai, M.; Bradesi, P.; Juliano, C.; Boatto, G.; Tomi, F.; Chessa, M.; Cerri, R.; Casanova, J.,
Chemical composition and antimicrobial activity of Rosmarinus officinalis L. oils from Sardinia and Corsica,
Flavour Fragr. J., 2002, 17, 1, 15-19, https://doi.org/10.1002/ffj.1022
. [all data]
Rezzi, Cavaleiro, et al., 2001
Rezzi, S.; Cavaleiro, C.; Bighelli, A.; Salgueiro, L.; da Cunha, A.P.; Casanova, J.,
Intraspecific chemical variability of the leaf essential oil of Juniperus phoenicea subsp. turbinata from Corsica,
Biochem. Syst. Ecol., 2001, 29, 2, 179-188, https://doi.org/10.1016/S0305-1978(00)00044-2
. [all data]
Notes
Go To: Top, Van Den Dool and Kratz RI, non-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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