Isospathulenol
- Formula: C15H24O
- Molecular weight: 220.3505
- IUPAC Standard InChI: InChI=1S/C15H24O/c1-9-5-6-11-13(14(11,2)3)12-10(9)7-8-15(12,4)16/h11-13,16H,5-8H2,1-4H3
- IUPAC Standard InChIKey: FPRYGNYXOFHMLF-UHFFFAOYSA-N
- CAS Registry Number: 88395-46-4
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: (1aR,7S,7aS,7bR)-1,1,4,7-Tetramethyl-1a,2,3,5,6,7,7a,7b-octahydro-1H-cyclopropa[e]azulen-7-ol; 1H-Cycloprop[e]azulen-7-ol, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,4,7-tetramethyl-, (1aR,7S,7aS,7bR)-; 1H-Cycloprop[e]azulen-7-ol, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1aα,7β,7aβ,7bα)]-; (+)-Isospathulenol
- Permanent link for this species. Use this link for bookmarking this species for future reference.
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Gas Chromatography
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
Kovats' RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 1631. | Siani, Ramos, et al., 1999 | 30. m/0.32 mm/0.25 μm, He, 70. C @ 5. min, 3. K/min; Tend: 250. C |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5 | 1630. | Dehghan, Solaimanian, et al., 2007 | 25. m/0.25 mm/0.25 μm, He, 60. C @ 2. min, 4. K/min; Tend: 240. C |
| Capillary | HP-5MS | 1639. | Vagionas, Ngassapa, et al., 2007 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | HP-5MS | 1638. | Vujisic L., Vuckovic I., et al., 2006 | 30. m/0.25 mm/0.25 μm, H2, 4.3 K/min; Tstart: 50. C; Tend: 285. C |
| Capillary | RTX-1 | 1619. | Paolini, Costa, et al., 2005 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | HP-5 | 1638. | Ngassapa, Runyoro, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | HP-5 | 1640. | Tsiri, Kretsi, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | HP-5 | 1640. | Tsiri, Kretsi, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | HP-5 | 1639. | Fokialakis, Magiatis, et al., 2002 | 30. m/0.25 mm/0.25 μm, 60. C @ 5. min, 3. K/min; Tend: 280. C |
| Capillary | DB-5 | 1639. | Javidnia, Miri, et al., 2002 | 30. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 60. C; Tend: 260. C |
| Capillary | HP-5 | 1641. | Kovacevic, Pavlovic, et al., 2002 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | HP-5 | 1637. | Aligiannis, Kalpoutzakis, et al., 2001 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 3. K/min; Tend: 280. C |
| Capillary | Methyl Silicone | 1664. | Píry, Príbela, et al., 1995 | 25. m/0.2 mm/0.3 μm, He, 2. K/min; Tstart: 40. C; Tend: 200. C |
| Capillary | DB-5 | 1666. | Le Quere and Latrasse, 1990 | 60. m/0.32 mm/1. μm, He, 3. K/min; Tstart: 40. C; Tend: 220. C |
Van Den Dool and Kratz RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 1640.4 | Andriamaharavo, 2014 | 30. m/0.25 mm/0.25 μm, He; Program: 60C (1 min) => 5 C/min => 210C => 10 C/min => 280C (15 min) |
| Capillary | CP Sil 5 CB | 1630. | Paul, König, et al., 2001 | Column length: 25. m; Program: not specified |
Van Den Dool and Kratz RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | RTX-Wax | 2206. | Paolini, Costa, et al., 2005 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | Carbowax 20M | 2215. | Píry, Príbela, et al., 1995 | 50. m/0.2 mm/0.2 μm, He, 30. C @ 2. min, 4. K/min, 170. C @ 20. min |
| Capillary | DB-Wax | 2250. | Le Quere and Latrasse, 1990 | 30. m/0.32 mm/0.5 μm, He, 3. K/min; Tstart: 40. C; Tend: 220. C |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5 | 1652. | Yassa and Akhani, 2008 | 30. m/0.25 mm/0.32 μm, Helium, 60. C @ 30. min, 5. K/min; Tend: 250. C |
| Capillary | HP-5 MS | 1656. | Phutdhawong, Kawaree, et al., 2007 | 25. m/0.25 mm/0.25 μm, Helium, 100. C @ 3. min, 4. K/min, 280. C @ 5. min |
| Capillary | DB-5 | 1634. | Sylvestre, Pichette, et al., 2007 | 30. m/0.25 mm/0.25 μm, 2. K/min, 250. C @ 33. min; Tstart: 40. C |
| Capillary | HP-5 MS | 1640. | Vagionas, Graikou, et al., 2007 | 30. m/0.25 mm/0.25 μm, Helium, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | HP-5 | 1652. | Yassa and Akhani, 2007 | 30. m/0.25 mm/0.32 μm, He, 60. C @ 30. min, 5. K/min; Tend: 250. C |
| Capillary | HP-5MS | 1633.8 | Zizovic, Stamenic, et al., 2007 | 30. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 40. C; Tend: 260. C |
| Capillary | DB-5 | 1622. | Apel, Sobral, et al., 2006 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 300. C |
| Capillary | CP Sil 5 CB | 1625. | Ayoub, Al-Azizi, et al., 2006 | He, 10. K/min; Column length: 25. m; Tstart: 80. C; Tend: 270. C |
| Capillary | HP-5MS | 1633. | Ebrahim Sajjadi and Mehregan, 2006 | 30. m/0.25 mm/0.25 μm, 4. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | HP-5 | 1631. | Figuérédo, Cabassu, et al., 2006 | 30. m/0.25 mm/0.25 μm, He, 50. C @ 5. min, 5. K/min, 300. C @ 5. min |
| Capillary | HP-5MS | 1653. | Robinson, 2006 | 30. m/0.25 mm/0.25 μm, 50. C @ 5. min, 10. K/min; Tend: 250. C |
| Capillary | HP-5 | 1638. | Wang, Kong, et al., 2006 | 25. m/0.32 mm/0.52 μm, H2, 50. C @ 5. min, 2.5 K/min; Tend: 280. C |
| Capillary | HP-5MS | 1660. | Asadipour, Mehrabani, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 60. C; Tend: 275. C |
| Capillary | DB-1 | 1667. | Fakhari A.R., Sonboli A., et al., 2005 | 60. m/0.25 mm/0.25 μm, N2, 5. K/min, 250. C @ 10. min; Tstart: 60. C |
| Capillary | HP-5MS | 1641. | Slavkovska, Couladis, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | DB-5 | 1620. | Limberger, Sobral, et al., 2004 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 300. C |
| Capillary | HP-5MS | 1628. | Sajjadi and Shahpiri, 2004 | 30. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 60. C; Tend: 280. C |
| Capillary | DB-5 | 1624. | Limberger, Simões-Pires, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 250. C |
| Capillary | CP Sil 5 CB | 1626. | Rustaiyan, Masoudi, et al., 1999 | 25. m/0.25 mm/0.39 μm, He, 60. C @ 5. min, 5. K/min, 220. C @ 20. min |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5 MS | 1636. | Setzer, Stokes, et al., 2007 | Helium; Column length: 30. m; Column diameter: 0.25 mm; Program: 40 0C (10 min) 3 oC/min -> 200 0C 2 0C/min -> 220 0C |
| Capillary | DB-5 | 1621. | Ferreira, Costantin, et al., 2001 | Program: not specified |
| Capillary | CP Sil 5 CB | 1628. | Weyerstahl, Marschall, et al., 1998 | N2; Column length: 25. m; Phase thickness: 0.39 μm; Program: not specified |
Normal alkane RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-Innowax | 2234. | Hachicha, Skanji, et al., 2007 | 30. m/0.25 mm/0.25 μm, He, 2. K/min, 240. C @ 20. min; Tstart: 60. C |
| Capillary | Supelcowax-10 | 2225. | Sylvestre, Pichette, et al., 2007 | 30. m/0.25 mm/0.25 μm, 2. K/min, 250. C @ 33. min; Tstart: 40. C |
| Capillary | CP-Wax | 2186. | Ka, Choi, et al., 2005 | 30. m/0.32 mm/0.25 μm, He, 40. C @ 2. min, 5. K/min; Tend: 180. C |
| Capillary | DB-Wax | 2222. | Lee, Umano, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 3. K/min, 180. C @ 40. min; Tstart: 50. C |
Normal alkane RI, polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Innowax | 2228. | Özcan, Akgül, et al., 2001 | 60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 200C(10min) => 1C/min => 240C |
| Capillary | DB-Wax | 2238. | Weyerstahl, Marschall, et al., 1998 | N2; Column length: 60. m; Phase thickness: 0.25 μm; Program: not specified |
References
Go To: Top, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Siani, Ramos, et al., 1999
Siani, A.C.; Ramos, M.F.S.; Menezes-de-Lima, O., Jr.; Ribeiro-dos-Santos, R.; Fernadez-Ferreira, E.; Soares, R.O.A.; Rosas, E.C.; Susunaga, G.S.; Guimarães, A.C.; Zoghbi, M.G.B.; Henriques, M.G.M.O.,
Evaluation of anti-inflammatory-related activity of essential oils from the leaves and resin of species of Protium,
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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
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Vagionas, Ngassapa, et al., 2007
Vagionas, K.; Ngassapa, O.; Runyoro, D.; Graikou, K.; Gortzi, O.; Chinou, I.,
Chemical analysis of edible aromatic plants growing in Tanzania,
Food Chem., 2007, 105, 4, 1711-1717, https://doi.org/10.1016/j.foodchem.2007.05.029
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Vujisic L., Vuckovic I., et al., 2006
Vujisic L.; Vuckovic I.; Tesevic V.; Dokovic D.; Ristic M.S.; Janackovic P.; Milosavljevic S.,
Comparative examination of the essential oils of Anthemis ruthenica and A-arvensis wild-growing in Serbia,
Flavour Fragr. J., 2006, 21, 3, 458-461, https://doi.org/10.1002/ffj.1681
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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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Ngassapa, Runyoro, et al., 2003
Ngassapa, O.; Runyoro, D.K.B.; Harvala, E.; Chinou, I.B.,
Composition and antimicrobial activity of essential oils of two populations of Tanzanian Lippia javanica (Burm. f.) Spreng. (Verbenaceae),
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Tsiri, Kretsi, et al., 2003
Tsiri, D.; Kretsi, O.; Chinou, I.B.; Spyropoulos, C.G.,
Composition of fruit volatiles and annual changes in the volatiles of leaves of Eucalyptus camaldulensis Dehn. growing in Greece,
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Fokialakis, Magiatis, et al., 2002
Fokialakis, N.; Magiatis, P.; Mitaku, S.,
Essential oil constituents of Valeriana italica and Valeriana tuberosa. Stereochemical and conformational study of 15-acetoxyvaleranone,
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Javidnia, Miri, et al., 2002
Javidnia, K.; Miri, R.; Kamalinejad, M.; Nasiri, A.,
Composition of the essential oil of Salvia mirzayanii Rech. f. Esfand from Iran,
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Kovacevic, Pavlovic, et al., 2002
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Composition of the essential oil from roots and rhizomes of Valeriana pancicii Halácsy Bald,
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Composition of the Essential Oils of Blackcurrant Buds (Ribes nigrum L.),
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Andriamaharavo, 2014
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Paul, C.; König, W.A.; Wu, C.-L.,
Sesquiterpenoid constituents of the liverworts Lepidozia fauriana and Lepidozia vitrea,
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Phutdhawong, Kawaree, et al., 2007
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Microwave-Assisted Isolation of Essential Oil of Cinnamomum iners Reinw. es Bl.: Comparison with Conventional Hydrodistillation,
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Sylvestre, Pichette, et al., 2007
Sylvestre, M.; Pichette, A.; Longtin, A.; Martin, M.-A.C.; Bercion, S.R.; Legault, J.,
Chemical composition of leaf essential oil of Hedyosmum arborescens and evaluation of its anticancer activity,
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Vagionas, Graikou, et al., 2007
Vagionas, K.; Graikou, K.; Ngassapa, O.; Runyoro, D.; Chinou, I.,
Composition and antimicrobial activity of the essential oils of three Satureja species growing in Tansania,
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Yassa and Akhani, 2007
Yassa, N.; Akhani, H.,
The essential oils composition in two species of the genus Eriocycla Lindl. (Apiaceae) from Iran, 2007, retrieved from http://biology.ut.ac.ir/members/akhani/PdfReprintNumber/27.pdf. [all data]
Zizovic, Stamenic, et al., 2007
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Apel, Sobral, et al., 2006
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Essential oil composition of four Plinia species (Myrtaceae),
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Ayoub, Al-Azizi, et al., 2006
Ayoub, N.; Al-Azizi, M.; König, W.; Kubeczka, K.-H.,
Essential oils and a novel polyacetylene from Eryngium yuccifolium Michaux. (Apiaceae),
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Ebrahim Sajjadi and Mehregan, 2006
Ebrahim Sajjadi, S.; Mehregan, I.,
Volatile constituents of flowers and leaves of Anthemis hyalina,
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Figuérédo, Cabassu, et al., 2006
Figuérédo, G.; Cabassu, P.; Chalchat, J.-C.; Pasquier, B.,
Studies of Mediterranean oregano populations. VIII. Chemical composition of essential oils of oreganos of various origins,
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Robinson, 2006
Robinson, C.J.,
A new essential oil - Agonis fragrans, A report for the Rural Industries Research and Development Corporation, RIRDC Publication No. 06/090, Rural Industries Research and Development Corporation, Barton, ACT, 2006, 12. [all data]
Wang, Kong, et al., 2006
Wang, P.; Kong, C.H.; Zhang, C.X.,
Chemical Composition and Antimicrobial Activity of the Essential Oil from Ambrosia trifida L.,
Molecules, 2006, 11, 7, 549-555, https://doi.org/10.3390/11070549
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Asadipour, Mehrabani, et al., 2005
Asadipour, A.; Mehrabani, M.; Najafi, M.L.,
Volatile oil composition of Centaurea aucheri (DC.) wagenitz,
DARU, 2005, 13, 3, 160-164. [all data]
Fakhari A.R., Sonboli A., et al., 2005
Fakhari A.R.; Sonboli A.; Heydari R.,
Composition of the essential oil of Rhabdosciadium strausii from Iran,
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. [all data]
Slavkovska, Couladis, et al., 2005
Slavkovska, V.; Couladis, M.; Bojovic, S.; Tzakou, O.; Pavlovic, M.; Lakusic, B.; Jancic, R.,
Essential oil and its systematic significance in species of Micromeria Bentham from Serbia Montenegro,
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. [all data]
Limberger, Sobral, et al., 2004
Limberger, R.P.; Sobral, M.; Henriques, A.T.; Menut, C.; Bessière, J.-M.,
Óleos voláteis de espécies de Myrcia nativas do rio grande do sul,
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. [all data]
Sajjadi and Shahpiri, 2004
Sajjadi, S.E.; Shahpiri, Z.,
Chemical composition of the essential oil of Salvia limbata C.A.Mey,
DARU, 2004, 12, 3, 94-97. [all data]
Limberger, Simões-Pires, et al., 2003
Limberger, R.P.; Simões-Pires, C.A.; Sobral, M.; Menut, C.; Bessiere, J.-M.; Henriques, A.T.,
Essential oils of six Gomidesia spp. from southern Brazil,
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Rustaiyan, Masoudi, et al., 1999
Rustaiyan, A.; Masoudi, S.; Monfared, A.; Komeilizadeh, H.,
Volatile constituents of three Salvia species grown wild in Iran,
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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]
Ferreira, Costantin, et al., 2001
Ferreira, M.J.P.; Costantin, M.B.; Sartorelli, P.; Rodrigues, G.V.; Limberger, R.; Henriques, A.T.; Kato, M.J.; Emerenciano, V.P.,
Computer-aided method for identification of components in essential oils by 13C NMR spectroscopy,
Anal. Chim. Acta., 2001, 447, 1-2, 125-134, https://doi.org/10.1016/S0003-2670(01)01204-1
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Weyerstahl, Marschall, et al., 1998
Weyerstahl, P.; Marschall, H.; Thefeld, K.; Subba, G.C.,
Constituents of the essential oil from the rhizomes of Hedychium gardnerianum Roscoe,
Flavour Fragr. J., 1998, 13, 6, 377-388, https://doi.org/10.1002/(SICI)1099-1026(199811/12)13:6<377::AID-FFJ755>3.0.CO;2-F
. [all data]
Hachicha, Skanji, et al., 2007
Hachicha, S.F.; Skanji, T.; Barrek, S.; Ghrabi, Z.G.; Zarrouk, H.,
Composition of the essential oil of Teucrium ramosissimum Desf. (Lamiaceae) from Tunisia,
Flavour Fragr. J., 2007, 22, 2, 101-104, https://doi.org/10.1002/ffj.1764
. [all data]
Ka, Choi, et al., 2005
Ka, M.-H.; Choi, E.H.; Chun, H.-S.; Lee, K.-G.,
Antioxidative Activity of Volatile Extracts Isolated from Angelica tenuissimae Roots, Peppermint Leaves, Pine Needles, and Sweet Flag Leaves,
J. Agric. Food Chem., 2005, 53, 10, 4124-4129, https://doi.org/10.1021/jf047932x
. [all data]
Lee, Umano, et al., 2005
Lee, S.-J.; Umano, K.; Shibamoto, T.; Lee, K.-G.,
Identification of volatile components in basil (Ocimum basilicum L.) and thyme leaves (Thymus vulgaris L.) and their antioxidant properties,
Food Chem., 2005, 91, 1, 131-137, https://doi.org/10.1016/j.foodchem.2004.05.056
. [all data]
Özcan, Akgül, et al., 2001
Özcan, M.; Akgül, A.; Bascr, K.H.C.; Özck, T.; Tabanca, N.,
Essential oil composition of sea fennel (Crithmum maritimum) form Turkey,
Nahrung/Food, 2001, 45, 5, 353-356, https://doi.org/10.1002/1521-3803(20011001)45:5<353::AID-FOOD353>3.0.CO;2-4
. [all data]
Notes
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- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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