5-Hepten-3-one, 2-(5-ethenyltetrahydro-5-methyl-2-furanyl)-6-methyl-, [2S-[2α(R*),5α]]-

Formula: C₁₅H₂₄O₂
Molecular weight: 236.3499
IUPAC Standard InChI: InChI=1S/C15H24O2/c1-6-15(5)10-9-14(17-15)12(4)13(16)8-7-11(2)3/h6-7,12,14H,1,8-10H2,2-5H3/t12?,14-,15-/m1/s1
IUPAC Standard InChIKey: FJKKZNIYYVEYOL-JENMUQSASA-N
CAS Registry Number: 20482-11-5
Chemical structure:
This structure is also available as a 2d Mol file
Species with the same structure:
Stereoisomers:
- Isodavanone
- davanone isomer+
Other names: 5-Hepten-3-one, 6-methyl-2-(tetrahydro-5-methyl-5-vinyl-2-furyl)-, (+)-; Davanone; 5-Hepten-3-one, 2-(5-ethenyltetrahydro-5-methyl-2-furanyl)-6-methyl-; 5-Hepten-3-one, 6-methyl-2-(tetrahydro-5-methyl-5-vinyl-2-furyl)-; cis-Davanone
Information on this page:
Other data available:
- Mass spectrum (electron ionization)
Options:
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Gas Chromatography

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, custom temperature program

Column type	Active phase	I	Reference	Comment
Capillary	OV-1	1567.	El-Shazly, Dorai, et al., 2002	30. m/0.25 mm/0.25 μm, He; Program: 44C(4min) => 3C/min => 74C => 6C/min => 134C => 12C/min => 312C

Van Den Dool and Kratz RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	DB-1	1559.	Ramezani, Behravan, et al., 2006	30. m/0.25 mm/0.25 μm, He, 2.5 K/min; T_start: 50. C; T_end: 265. C
Capillary	DB-1	1561.	Ramezani, Behravan, et al., 2004	30. m/0.25 mm/0.25 μm, 2.5 K/min; T_start: 50. C; T_end: 265. C
Capillary	HP-5MS	1592.	Salido, Valenzuela, et al., 2004	30. m/0.25 mm/0.25 μm, He, 3. K/min; T_start: 50. C; T_end: 250. C
Capillary	DB-5	1586.	Isidorov, Zenkevich, et al., 2001	He, 3. K/min; Column length: 30. m; Column diameter: 0.25 mm; T_start: 50. C; T_end: 250. C
Capillary	DB-5	1568.	Isidorov, Zenkevich, et al., 2001	He, 3. K/min; Column length: 30. m; Column diameter: 0.25 mm; T_start: 50. C; T_end: 250. C
Capillary	HP-5MS	1592.	Salido, Altarejos, et al., 2001	30. m/0.25 mm/0.25 μm, He, 3. K/min; T_start: 50. C; T_end: 250. C

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	OV-1	1561.	Nibret and Wink, 2009	30. m/0.25 mm/0.25 μm, Helium, 40. C @ 2. min, 4. K/min, 300. C @ 10. min
Capillary	DBP-5	1554.	Heravi and Sereshti, 2007	25. m/0.25 mm/0.22 μm, Helium, 40. C @ 1. min, 3. K/min, 250. C @ 10. min
Capillary	DBP-5	1554.	Sereshti and Samadi, 2007	25. m/0.25 mm/0.22 μm, Helium, 40. C @ 1. min, 3. K/min, 250. C @ 10. min
Capillary	DB-1	1567.	Hadian, Sonboli, et al., 2006	60. m/0.25 mm/0.25 μm, 5. K/min, 250. C @ 10. min; T_start: 60. C
Capillary	DB-5	1552.	Ouamba, Ouabonzi, et al., 2006	25. m/0.25 mm/0.15 μm, N2, 50. C @ 3. min, 4. K/min; T_end: 200. C
Capillary	HP-5MS	1593.	Hajhashemi V., Ghannadi A., et al., 2004	30. m/0.25 mm/0.25 μm, He, 4. K/min; T_start: 60. C; T_end: 275. C
Capillary	DB-5	1588.	Rohloff, Mordal, et al., 2004	30. m/0.25 mm/0.25 μm, He, 2.5 K/min, 220. C @ 6. min; T_start: 35. C
Capillary	HP-5MS	1608.	Sadeghpour, Asghari, et al., 2004	30. m/0.25 mm/0.25 μm, He, 4. K/min; T_start: 60. C; T_end: 280. C
Capillary	DB-1	1580.	Perez-Alonso, Velasco-Negueruela, et al., 2003	50. m/0.25 mm/0.25 μm, N2, 4. K/min; T_start: 95. C; T_end: 240. C
Capillary	SPB-1	1553.	Kamath, Asha, et al., 2001	30. m/0.25 mm/0.25 μm, N2, 70. C @ 2. min, 2. K/min, 180. C @ 1. min
Capillary	BP-1	1567.	Mallavarapu, Kulkarni, et al., 1999	25. m/0.50 mm/0.25 μm, N2, 5. K/min, 220. C @ 10. min; T_start: 60. C

Normal alkane RI, non-polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-5 MS	1608.	Liu, Chu, et al., 2010	30. m/0.25 mm/0.25 μm, Helium; Program: 60 0C (1 min) 10 0C/min -> 180 0C (1 min) 20 0C/min -> 280 0C (15 min)
Capillary	BP-5	1609.	Hashemi, Abolghasemi, et al., 2007	30. m/0.32 mm/0.25 μm, He; Program: 60C => 4C/min => 150C => 10C/min => 220C
Capillary	CP Sil 8 CB	1588.	Judzentiene and Buzelyte, 2006	50. m/0.32 mm/0.25 μm, He; Program: 60C(2min) => 5C/min => 160C(1min) => 10C/min => 250C (5min)
Capillary	DB-5	1586.	Isidorov, Zenkevich, et al., 2001	He; Column length: 30. m; Column diameter: 0.25 mm; Program: not specified

Normal alkane RI, polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	Supelcowax-10	2040.	Benites, Moiteiro, et al., 2009	30. m/0.25 mm/0.25 μm, Helium, 2. K/min; T_start: 70. C; T_end: 220. C
Capillary	DB-Wax	2040.	Ngassoum, Yonkeu, et al., 1999	60. m/0.25 mm/0.25 μm, He, 4. K/min; T_start: 60. C; T_end: 240. C

References

Go To: Top, Gas Chromatography, Notes

El-Shazly, Dorai, et al., 2002
El-Shazly, A.; Dorai, G.; Wink, M., Composition and antimicrobial activity of essential oil and hexane-ether extract of Tanacetum santolinoides (DC.) Feinbr. and Fertig, Z. Naturforsch., 2002, 57c, 620-623. [all data]

Ramezani, Behravan, et al., 2006
Ramezani, M.; Behravan, J.; Yazdinezhad, A., Composition and antimicrobial activity of the volatile oil of Artemisia kopetdaghensis Krasch., M.Pop. Linecz ex Poljak from Iran, Flavour Fragr. J., 2006, 21, 6, 869-871, https://doi.org/10.1002/ffj.1644 . [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]

Salido, Valenzuela, et al., 2004
Salido, S.; Valenzuela, L.R.; Altarejos, J.; Nogueras, M.; Sánchez, A.; Cano, E., Composition and infraspecific variability of Artemisia herba-alba from southern Spain, Biochem. Syst. Ecol., 2004, 32, 3, 265-277, https://doi.org/10.1016/j.bse.2003.09.002 . [all data]

Isidorov, Zenkevich, et al., 2001
Isidorov, V.A.; Zenkevich, I.G.; Krajewska, U.; Dubis, E.N.; Jaroszynska, J.; Bal, K., Gas chromatographic analysis of essential oils with preliminary partition of components, Phytochem. Anal., 2001, 12, 2, 87-90, https://doi.org/10.1002/pca.564 . [all data]

Salido, Altarejos, et al., 2001
Salido, S.; Altarejos, J.; Nogueras, M.; Sánchez, A., Chemical composition of the essential oil of Artemisia herba-alba Asso ssp. valentina (Lam.) Marcl., J. Essent. Oil Res., 2001, 13, 4, 221-224, https://doi.org/10.1080/10412905.2001.9699675 . [all data]

Nibret and Wink, 2009
Nibret, E.; Wink, M., Volatile components of four Ethiopian Artemisia species extracts and their in vitro antipatrypanosomal and cytotoxic activities, Phytomedicine, 2009, 00, 0, 000-000. [all data]

Heravi and Sereshti, 2007
Heravi, M.J.; Sereshti, H., Determination of Essential Oil Components of Artemisia haussknechtii Boiss. using Simultaneous Hydrodistillation-Static Headspace Liquid Phase Microextraction - Gas Chromatography Mass Spectrometry, J. Chromatogr. A, 2007, 1160, 1-2, 81-89, https://doi.org/10.1016/j.chroma.2007.05.096 . [all data]

Sereshti and Samadi, 2007
Sereshti, H.; Samadi, S., Comparison of hydrodistillation-headspace liquid phase microextraction techniques with hydrodistillation in determination of essential oils in Artemisia Haussknechtii Boiss, JSUT, 2007, 33, 2, 7-17. [all data]

Hadian, Sonboli, et al., 2006
Hadian, J.; Sonboli, A.; Ebrahimi, S.N.; Mirjalili, M.H., Essential oil composition of Nepeta satureioides from Iran, Chem. Nat. Compd. (Engl. Transl.), 2006, 42, 2, 175-177, https://doi.org/10.1007/s10600-006-0071-0 . [all data]

Ouamba, Ouabonzi, et al., 2006
Ouamba, J.-M.; Ouabonzi, A.; Ekouya, A.; Bessière, J.-M.; Menut, C.; Abena, A.A.; Banzouzi, J.-T., Volatile constituents of the essential oil leaf of Lantana salvifolia Jacq. (Verbenaceae), Flavour Fragr. J., 2006, 21, 1, 158-161, https://doi.org/10.1002/ffj.1553 . [all data]

Hajhashemi V., Ghannadi A., et al., 2004
Hajhashemi V.; Ghannadi A.; Jafarabadi H., Black cumin seed essential oil, as a potent analgesic and antiinflammatory drug, Phytother. Res., 2004, 18, 3, 195-199, https://doi.org/10.1002/ptr.1390 . [all data]

Rohloff, Mordal, et al., 2004
Rohloff, J.; Mordal, R.; Dragland, S., Chemotypical variation of tansy (Tanacetum vulgare L.) from 40 different locations in Norway, J. Agric. Food Chem., 2004, 52, 6, 1742-1748, https://doi.org/10.1021/jf0352430 . [all data]

Sadeghpour, Asghari, et al., 2004
Sadeghpour, O.; Asghari, G.; Ardekani, M.R.S., Composition of essential oil of Artemisia persica Boiss. from Iran, Iran. J. Pharm. Res., 2004, 3, 65-67. [all data]

Perez-Alonso, Velasco-Negueruela, et al., 2003
Perez-Alonso, M.J.; Velasco-Negueruela, A.; Palá-Paúl, J.; Sanz, J., Variations in the essential oil composition of Artemisia pedemontana gathered in Spain: chemotype camphor-1,8-cineole and chemotype davanone, Biochem. Syst. Ecol., 2003, 31, 1, 77-84, https://doi.org/10.1016/S0305-1978(02)00082-0 . [all data]

Kamath, Asha, et al., 2001
Kamath, A.; Asha, M.R.; Ravi, R.; Narasimhan, S.; Rajalakshmi, D., Comparative study of odour and GC-olfactometric profiles of selected essential oils, Flavour Fragr. J., 2001, 16, 6, 401-407, https://doi.org/10.1002/ffj.1020 . [all data]

Mallavarapu, Kulkarni, et al., 1999
Mallavarapu, G.R.; Kulkarni, R.N.; Baskaran, K.; Rao, L.; Ramesh, S., Influence of plant growth stage on the essential oil content and composition in Davana (Artemisia pallens Wall.), J. Agric. Food Chem., 1999, 47, 1, 254-258, https://doi.org/10.1021/jf980624c . [all data]

Liu, Chu, et al., 2010
Liu, Z.L.; Chu, S.S.; Liu, Q.R., Chemical composition and insecticidial activity against Sitophilus zeamais of the essential oils of Artemisia capillaris and Artemisia mongolica, Molecules, 2010, 15, 4, 2600-2608, https://doi.org/10.3390/molecules15042600 . [all data]

Hashemi, Abolghasemi, et al., 2007
Hashemi, P.; Abolghasemi, M.M.; Fakhari, A.R.; Ebrahimi, S.N.; Ahmadi, S., Hydrodistillation-Solvent Microextraction and GC-MS Identification of Volatile Components of Artemisia aucheri, Chromatographia, 2007, 66, 3-4, 283-286, https://doi.org/10.1365/s10337-007-0289-4 . [all data]

Judzentiene and Buzelyte, 2006
Judzentiene, A.; Buzelyte, J., Chemical composition of essential oils of Artemisia vulgaris L. (mugwort) from North Lithuania, Chemija, 2006, 17, 1, 12-15. [all data]

Benites, Moiteiro, et al., 2009
Benites, J.; Moiteiro, C.; Miguel, G.; Rojo, L.; Lopez, J.; Venancio, F.; Ramalho, L.; Feio, S.; Dandlen, S.; Casanova, H.; Torres, I., Composition and biological activity of the essential oil of Peruvial Lantana camara, J. Chilean Chem. Soc., 2009, 54, 4, 379-384, https://doi.org/10.4067/S0717-97072009000400012 . [all data]

Ngassoum, Yonkeu, et al., 1999
Ngassoum, M.B.; Yonkeu, S.; Jirovetz, L.; Buchbauer, G.; Schmaus, G.; Hammerschmidt, F.-J.H., Chemical composition of essential oils of Lantana camara leaves and flowers from Cameroon and Madagascar, Flavour Fragr. J., 1999, 14, 4, 245-250, https://doi.org/10.1002/(SICI)1099-1026(199907/08)14:4<245::AID-FFJ819>3.0.CO;2-X . [all data]

Notes

Go To: Top, Gas Chromatography, References

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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