Ledol
- Formula: C15H26O
- Molecular weight: 222.3663
- IUPAC Standard InChI: InChI=1S/C15H26O/c1-9-5-6-10-12(9)13-11(14(13,2)3)7-8-15(10,4)16/h9-13,16H,5-8H2,1-4H3/t9-,10?,11?,12?,13?,15-/m1/s1
- IUPAC Standard InChIKey: AYXPYQRXGNDJFU-XJMMWPIVSA-N
- CAS Registry Number: 577-27-5
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: 1H-Cycloprop[e]azulen-4-ol, decahydro-1,1,4,7-tetramethyl-, [1ar-(1aα,4α,4aβ,7α,7aβ,7bα)]-; 1H-Cycloprop[e]azulen-4-ol, decahydro-1,1,4,7-tetramethyl-, (1ar,4R,4as,7R,7as,7bs)-; (+)-Ledol; d-Ledol; 1H-Cycloprop[e]azulen-4-ol, decahydro-1,1,4,7-tetramethyl-, [1ar-(1aα,4α,4aβ,7β,7aβ,7bα)]-; (1aS,4S,4aR,7S,7aR,7bR)-1,1,4,7-Tetramethyldecahydro-1H-cyclopropa[e]azulen-4-ol
- 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, 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 | CP-Sil PONA GB | DB-5 | Methyl Silicone | DB-5 | HP-5 |
| Column length (m) | 100. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.22 | 0.25 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 140. | 60. | 80. | 55. | 60. |
| Tend (C) | 230. | 240. | 220. | 240. | 260. |
| Heat rate (K/min) | 5. | 3. | 2. | 3. | 3. |
| Initial hold (min) | 10. | 2. | 2. | ||
| Final hold (min) | 25. | 15. | 15. | ||
| I | 1597. | 1565. | 1561. | 1564. | 1567. |
| Reference | Cunicao, Lopes, et al., 2007 | Martins, Santos, et al., 2007 | Melo, Corrêa, et al., 2007 | Silva, Barbosa, et al., 2007 | Javidnia K., Miri R., et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | SPB-1 | HP-5MS | DB-5 | DB-1 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | He | 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. | 60. | 50. | 40. |
| Tend (C) | 250. | 220. | 300. | 250. | 260. |
| Heat rate (K/min) | 10. | 3. | 3. | 5. | 2. |
| Initial hold (min) | 2. | 2. | 5. | ||
| Final hold (min) | 10. | 15. | 20. | ||
| I | 1547. | 1582. | 1562. | 1569. | 1551. |
| Reference | Liu J.M., Nan P., et al., 2006 | Salgueiro L.R., Pinto E., et al., 2006 | Silva-Brandão, Solferini, et al., 2006 | Su, Ho, et al., 2006 | de Feo, Urrunaga Soria, 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 | HP-5 | DB-1 | RTX-1 | CP Sil 5 CB |
| Column length (m) | 60. | 30. | 30. | 60. | 25. |
| Carrier gas | He | He | He | N2 | |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 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. | 50. | 60. | 60. |
| Tend (C) | 230. | 260. | 265. | 230. | 280. |
| Heat rate (K/min) | 2. | 3. | 2.5 | 2. | 4. |
| Initial hold (min) | 6. | ||||
| Final hold (min) | 35. | 45. | |||
| I | 1588. | 1566. | 1600. | 1597. | 1586. |
| Reference | Paolini, Costa, et al., 2005 | Javidnia, Miri, et al., 2004 | Ramezani, Behravan, et al., 2004 | Cavalli, Tomi, et al., 2003 | Pino, Marbot, et al., 2002 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | CP Sil 5 CB | DB-5 | HP-5MS | DB-5 | OV-101 |
| Column length (m) | 30. | 30. | 30. | 30. | 25. |
| Carrier gas | H2 | H2 | 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 | |
| Tstart (C) | 60. | 60. | 60. | 60. | 50. |
| Tend (C) | 280. | 240. | 280. | 240. | 200. |
| Heat rate (K/min) | 2. | 3. | 4. | 3. | 5. |
| Initial hold (min) | 10. | 5. | 2. | ||
| Final hold (min) | 40. | ||||
| I | 1586. | 1569. | 1565. | 1565. | 1564. |
| Reference | Pino, Marbot, et al., 2002, 2 | Nogueira, Bittrich, et al., 2001 | Skaltsa, Mavrommati, et al., 2001 | Maia, de Paula, et al., 2000 | Menut, Bessiere, et al., 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-1 | CP Sil 5 CB | BP-1 | BP-1 | DB-5 |
| Column length (m) | 60. | 25. | 50. | 50. | 30. |
| Carrier gas | He | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.22 | 0.22 | 0.26 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 50. | 60. | 60. | 60. | 50. |
| Tend (C) | 250. | 260. | 230. | 230. | 225. |
| Heat rate (K/min) | 2.5 | 5. | 2. | 2. | 2. |
| Initial hold (min) | 5. | ||||
| Final hold (min) | 35. | 35. | 20. | ||
| I | 1585. | 1598. | 1587. | 1591. | 1608. |
| Reference | Stashenko, Cervantes, et al., 1999 | Weyerstahl, Marschall, et al., 1999 | Mariotti, Costa, et al., 1997 | Mariotti, Tomi, et al., 1997 | Sagrero-Nieves, Bartley, et al., 1997 |
| 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.
Cunicao, Lopes, et al., 2007
Cunicao, M.M.; Lopes, A.R.; Côcco, L.C.; Yamamoto, C.I.; Plocharski, R.C.B.; Miguel, M.D.; Junior, A.G.; Auer, C.G.; Miguel, O.G.,
Phytochemical and antibacterial evaluation of essential oils from Ottonia Martiana Miq. (Piperaceae),
J. Braz. Chem. Soc., 2007, 18, 1, 184-188, https://doi.org/10.1590/S0103-50532007000100021
. [all data]
Martins, Santos, et al., 2007
Martins, F.T.; Santos, M.H.; Polo, M.; Barbosa, L.C.A.,
Effects of the interactions among macronutrients, plant age and photoperiod in the composition of Hyptis suaveolens (L.) Poit essential oil from Alfenas (MG), Brazil,
Flavour Fragr. J., 2007, 22, 2, 123-129, https://doi.org/10.1002/ffj.1769
. [all data]
Melo, Corrêa, et al., 2007
Melo, R.M.; Corrêa, V.F.S.; Amorim, A.C.L.; Miranda, A.L.P.; Rezende, C.M.,
Identification of Impact Aroma Compounds in Eugenia uniflora L. (Brazilian Pitanga) Leaf Essential Oil,
J. Braz. Chem. Soc., 2007, 18, 1, 179-183, https://doi.org/10.1590/S0103-50532007000100020
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Silva, Barbosa, et al., 2007
Silva, C.J.; Barbosa, L.C.A.; Maltha, C.R.A.; Pinheiro, A.L.; Ismail, F.M.D.,
Comparative study of the essential oils of seven Melaleuca (Myrtaceae) species grown in Brazil,
Flavour Fragr. J., 2007, 22, 6, 474-478, https://doi.org/10.1002/ffj.1823
. [all data]
Javidnia K., Miri R., et al., 2006
Javidnia K.; Miri R.; Javidnia A.,
Constituents of the essential oil of Scabiosa flavida from Iran,
Chem. Nat. Compd. (Engl. Transl.), 2006, 42, 5, 529-530, https://doi.org/10.1007/s10600-006-0206-3
. [all data]
Liu J.M., Nan P., et al., 2006
Liu J.M.; Nan P.; Tsering Q.; Tsering T.; Bai Z.K.; Wang L.; Liu Z.J.; Zhong Y.,
Volatile constituents of the leaves and flowers of Salvia przewalskii Maxim. from Tibet,
Flavour Fragr. J., 2006, 21, 3, 435-438, https://doi.org/10.1002/ffj.1607
. [all data]
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
. [all data]
Silva-Brandão, Solferini, et al., 2006
Silva-Brandão, K.L.; Solferini, V.N.; Trigo, J.R.,
Chemical and phylogenetic relationships among Aristolochia L. (Aristolochiaceae) from southeastern Brazil,
Biochem. Syst. Ecol., 2006, 34, 4, 291-302, https://doi.org/10.1016/j.bse.2005.10.011
. [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]
de Feo, Urrunaga Soria, et al., 2005
de Feo, V.; Urrunaga Soria, E.; Urrunaga Soria, R.; Pizza, C.,
Composition and in vitro toxicity of the essential oil of Tagetes terniflora HBK. (Asteraceae),
Flavour Fragr. J., 2005, 20, 1, 89-92, https://doi.org/10.1002/ffj.1379
. [all data]
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,
J. Chromatogr. A, 2005, 1076, 1-2, 170-178, https://doi.org/10.1016/j.chroma.2005.03.131
. [all data]
Javidnia, Miri, et al., 2004
Javidnia, K.; Miri, R.; Jafari, A.; Rezai, H.,
Analysis of the volatile constituents of Nepeta macrosiphon Boiss. grown in Iran,
Flavour Fragr. J., 2004, 19, 2, 156-158, https://doi.org/10.1002/ffj.1287
. [all data]
Ramezani, Behravan, et al., 2004
Ramezani, M.; Behravan, J.; Yazdinezhad, A.,
Chemical composition and antimicrobial activity of the volatile oil of Artemisia khorassanica from Iran,
Pharm. Biol., 2004, 42, 8, 599-602, https://doi.org/10.1080/13880200490902482
. [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]
Pino, Marbot, et al., 2002
Pino, J.A.; Marbot, R.; Quert, R.; García, H.,
Study of essential oils of Eucalyptus resinifera Smith, E. tereticornis Smith and Corymbia maculata (Hook.) K.D. Hill L.A.S. Johnson, grown in Cuba,
Flavour Fragr. J., 2002, 17, 1, 1-4, https://doi.org/10.1002/ffj.1026
. [all data]
Pino, Marbot, et al., 2002, 2
Pino, J.A.; Marbot, R.; Bello, A.,
Volatile compounds of Psidium salutare (H.B.K.) Berg. fruit,
J. Agric. Food Chem., 2002, 50, 18, 5146-5148, https://doi.org/10.1021/jf0116303
. [all data]
Nogueira, Bittrich, et al., 2001
Nogueira, P.C.L.; Bittrich, V.; Shepherd, G.J.; Lopes, A.V.; Marsaioli, A.J.,
The ecological and taxonomic importance of flower volatiles of Clusia species (Guttiferae),
Phytochemistry, 2001, 56, 5, 443-452, https://doi.org/10.1016/S0031-9422(00)00213-2
. [all data]
Skaltsa, Mavrommati, et al., 2001
Skaltsa, H.D.; Mavrommati, A.; Constantinidis, T.,
A chemotaxonomic investigation of volatile constituents in Stachys subsect. Swainsonianeae (Labiatae),
Phytochemistry, 2001, 57, 2, 235-244, https://doi.org/10.1016/S0031-9422(01)00003-6
. [all data]
Maia, de Paula, et al., 2000
Maia, B.H.L.N.S.; de Paula, J.R.; Sant'Ana, J.; da Silva, M.F.G.F.; Fernandes, J.B.; Vieira, P.C.; Costa, M.S.S.; Ohashi, O.S.; Silva, J.N.M.,
Essential oils of Toona and Cedrela species (Meliaceae): Taxonomic and ecological implications,
J. Braz. Chem. Soc., 2000, 11, 6, 629-639, https://doi.org/10.1590/S0103-50532000000600012
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Menut, Bessiere, et al., 2000
Menut, C.; Bessiere, J.M.; Ntalani, H.; Verin, P.; Henriques, A.T.; Limberger, R.,
Two chromene derivatives from Calyptranthes tricona,
Phytochemistry, 2000, 53, 8, 975-979, https://doi.org/10.1016/S0031-9422(99)00601-9
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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,
J. Hi. Res. Chromatogr., 1999, 22, 6, 343-349, https://doi.org/10.1002/(SICI)1521-4168(19990601)22:6<343::AID-JHRC343>3.0.CO;2-J
. [all data]
Weyerstahl, Marschall, et al., 1999
Weyerstahl, P.; Marschall, H.; Wahlburg, H.-C.; Christiansen, C.; Rustaiyan, A.; Mirdjalili, F.,
Constituents of the essential oil of Pulicaria gnaphalodes (Vent.) Boiss. from Iran,
Flavour Fragr. J., 1999, 14, 2, 121-130, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<121::AID-FFJ790>3.0.CO;2-K
. [all data]
Mariotti, Costa, et al., 1997
Mariotti, J.P.; Costa, J.; Bianchini, A.; Bernardini, A.F.; Casanova, J.,
Composition and variability of the essential oil of Stachys glutinosa L. from Corsica (France),
Flavour Fragr. J., 1997, 12, 3, 205-209, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<205::AID-FFJ636>3.0.CO;2-I
. [all data]
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
. [all data]
Sagrero-Nieves, Bartley, et al., 1997
Sagrero-Nieves, L.; Bartley, J.P.; Griselda Espinosa, B.; Dominguez, X.A.; Julia Verde S.,
Essential oil composition of Aristolochia brevipes Benth.,
Flavour Fragr. J., 1997, 12, 6, 401-403, https://doi.org/10.1002/(SICI)1099-1026(199711/12)12:6<401::AID-FFJ673>3.0.CO;2-D
. [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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