(-)-Aristolene

Formula: C₁₅H₂₄
Molecular weight: 204.3511
IUPAC Standard InChI: InChI=1S/C15H24/c1-10-6-5-7-11-8-9-12-13(14(12,2)3)15(10,11)4/h8,10,12-13H,5-7,9H2,1-4H3
IUPAC Standard InChIKey: FOBXOZMHEKILEY-UHFFFAOYSA-N
CAS Registry Number: 6831-16-9
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.
Other names: (1aR,7R,7aR,7bS)-1,1,7,7a-Tetramethyl-1a,2,4,5,6,7,7a,7b-octahydro-1H-cyclopropa[a]naphthalene; Aristol-9-ene; Aristolene; α-Ferulene; Aristolen
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Gas Chromatography

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

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

Column type	Active phase	I	Reference	Comment
Capillary	OV-1	1417.	Rubiolo P., Matteodo M., et al., 2006	25. m/0.25 mm/0.25 μm, He, 50. C @ 1. min, 3. K/min, 220. C @ 5. min
Capillary	BP-1	1423.	Ferrari, Tomi, et al., 2005	50. m/0.22 mm/0.25 μm, He, 2. K/min, 220. C @ 20. min; T_start: 60. C
Capillary	DB-5	1429.	Nogueira, Bittrich, et al., 2001	30. m/0.25 mm/0.25 μm, H2, 3. K/min; T_start: 60. C; T_end: 240. C

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

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1428.3	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)

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

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Column type	Active phase	I	Reference	Comment
Capillary	PEG-20M	1552.	Rubiolo P., Matteodo M., et al., 2006	25. m/0.25 mm/0.3 μm, He, 50. C @ 1. min, 3. K/min, 220. C @ 5. min
Capillary	BP-20	1565.	Ferrari, Tomi, et al., 2005	50. m/0.22 mm/0.25 μm, He, 2. K/min, 220. C @ 20. min; T_start: 60. C

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	RTX-1	1418.	Bendiabdellah, El Amine Dib, et al., 2012	60. m/0.22 mm/0.25 μm, Helium, 2. K/min, 230. C @ 5. min; T_start: 60. C
Capillary	DB-5	1455.	Khokra, Prakash, et al., 2008	30. m/0.25 mm/0.25 μm, Helium, 100. C @ 2. min, 20. K/min, 300. C @ 10. min
Capillary	VF-5MS	1428.	Kowalski, 2008	30. m/0.25 mm/0.25 μm, Helium, 240. C @ 1. min, 20. K/min; T_end: 320. C
Capillary	BP-1	1416.	Boti, Yao, et al., 2006	50. m/0.22 mm/0.25 μm, 2. K/min, 220. C @ 20. min; T_start: 60. C
Capillary	HP-5	1472.	Yassa, Akhani, et al., 2003	30. m/0.25 mm/0.32 μm, He, 60. C @ 30. min, 5. K/min; T_end: 250. C
Capillary	DB-5	1450.	Krauze-Baranowska, Mardarowicz, et al., 2002	30. m/0.25 mm/0.25 μm, He, 35. C @ 2. min, 3. K/min, 280. C @ 15. min
Capillary	DB-5	1486.	Rousis, Papadogianni, et al., 2001	He, 50. C @ 5. min, 3. K/min; Column length: 60. m; Column diameter: 0.25 mm; T_end: 250. C

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

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Column type	Active phase	I	Reference	Comment
Capillary	RTX-1	1420.	Bendiabdellah, El Amine Dib, et al., 2012	60. m/0.22 mm/0.25 μm, Helium; Program: not specified
Capillary	DB-5	1484.	Petrakis, Tsitsimpikou, et al., 2001	Program: not specified

Normal alkane RI, polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	RTX-Wax	1553.	Bendiabdellah, El Amine Dib, et al., 2012	60. m/0.22 mm/0.25 μm, Helium, 2. K/min, 230. C @ 5. min; T_start: 60. C
Capillary	DB-Wax	1582.	Guo, Wu, et al., 2008	30. m/0.25 mm/0.25 μm, Helium, 60. C @ 2. min, 10. K/min, 250. C @ 10. min
Capillary	BP-20	1572.	Boti, Yao, et al., 2006	50. m/0.22 mm/0.25 μm, 2. K/min, 220. C @ 20. min; T_start: 60. C

Normal alkane RI, polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	PEG-20M Innowax	1574.	Wang, Tian, et al., 2013	30. m/0.25 mm/0.25 μm, Nitrogen; Program: 50 0C (7 min) 20 0C/min -> 130 0C (1 min) 1 0C/min -> 150 0C 8 0C/min -> 190 0C (5 min)
Capillary	Innowax FSC	1589.	Baser, Demirei, et al., 2002	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C

References

Go To: Top, Gas Chromatography, Notes

Rubiolo P., Matteodo M., et al., 2006
Rubiolo P.; Matteodo M.; Riccio G.; Ballero M.; Christen P.; Fleury-Souverain S.; Veuthey J.L.; Bicchi C., Analytical discrimination of poisonous and nonpoisonous chemotypes of giant fennel (Ferula communis L.) through their biologically active and volatile fractions, J. Agric. Food Chem., 2006, 54, 20, 7556-7563, https://doi.org/10.1021/jf061592t . [all data]

Ferrari, Tomi, et al., 2005
Ferrari, B.; Tomi, F.; Casanova, J., Composition and chemical variability of Ferula communis essential oil from Corsica, Flavour Fragr. J., 2005, 20, 2, 180-185, https://doi.org/10.1002/ffj.1405 . [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]

Andriamaharavo, 2014
Andriamaharavo, N.R., Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2014. [all data]

Bendiabdellah, El Amine Dib, et al., 2012
Bendiabdellah, A.; El Amine Dib, M.; Djabou, N.; Allali, H.; Tabti, B.; Costa, J.; Myseli, A., Biological activities and volatile cinstituents of Daucus muricatus L. from Algeria, Chem. Centr. J., 2012, 6, 48, 1-22. [all data]

Khokra, Prakash, et al., 2008
Khokra, S.L.; Prakash, O.; Jain, S.; Aneja, K.R.; Dhingra, Y., Essential oil composition and antibacterial studies of Vitex negundo Linn. extracts, Indian J. Pharm. Sci., 2008, 70, 4, 522-526, https://doi.org/10.4103/0250-474X.44610 . [all data]

Kowalski, 2008
Kowalski, R., Antimicrobial activity of essential oils and extracts of rosinweed (Silphoum trifoliatum and Silphium integrifolium) plants used by the American Indians, Flav. Fragr. J., 2008, 23, 6, 426-433, https://doi.org/10.1002/ffj.1901 . [all data]

Boti, Yao, et al., 2006
Boti, J.B.; Yao, P.A.; Koukoua, G.; N'Guessan, T.Y.; Casanova, J., Components and chemical variability of Isolona campanulata Engler Diels leaf oil, Flavour Fragr. J., 2006, 21, 1, 166-170, https://doi.org/10.1002/ffj.1555 . [all data]

Yassa, Akhani, et al., 2003
Yassa, N.; Akhani, H.; Aqaahmadi, M.; Salimian, M., Essential oils from two endemic species of Apiaceae from Iran, Z. Naturforsch. C:, 2003, 58, 459-463. [all data]

Krauze-Baranowska, Mardarowicz, et al., 2002
Krauze-Baranowska, M.; Mardarowicz, M.; Wiwart, M.; Poblocka, L.; Dynowska, M., Antifungal activity of the essential oils from some species of the genus Pinus, Z. Naturforsch., 2002, 57c, 478-482. [all data]

Rousis, Papadogianni, et al., 2001
Rousis, V.; Papadogianni, K.; Vagias, C.; Harvala, C.; Petrakis, P.V.; Ortiz, A., Volatile constituents of three Pinus species grown in Greece, J. Essent. Oil Res., 2001, 13, 2, 118-121, https://doi.org/10.1080/10412905.2001.9699632 . [all data]

Petrakis, Tsitsimpikou, et al., 2001
Petrakis, P.V.; Tsitsimpikou, C.; Tzakou, O.; Couladis, M.; Vagias, C.; Roussis, V., Needle volatiles from five Pinus species growing in Greece, Flavour Fragr. J., 2001, 16, 4, 249-252, https://doi.org/10.1002/ffj.990 . [all data]

Guo, Wu, et al., 2008
Guo, L.; Wu, J.-Z.; Han, T.; Cao, T.; Rahman, K.; Qin, L.-P., Chemical composition, antifungal and antitumor properties of ether extracts of Scapania verrucosa Heeg. and its endophytic fungus Chaetomium fusiforme, Molecules, 2008, 13, 9, 2114-2125, https://doi.org/10.3390/molecules13092114 . [all data]

Wang, Tian, et al., 2013
Wang, G.-J.; Tian, L.; Fan, Y.-M.; Qi, M.-L., Headspace single drop microextraction gas chromatography mass spectrometry for the analysis of volatile compounds from herba Asari, J. Anal. Methods in Chemistry, 2013, 1-6. [all data]

Baser, Demirei, et al., 2002
Baser, K.H.C.; Demirei, B.; Özek, T.; Akalin, E.; Özhatay, N., Micro-distilled volatile compounds from Ferulago species growing in Western Turkey, Pharm. Biol., 2002, 40, 6, 466-471, https://doi.org/10.1076/phbi.40.6.466.8439 . [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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