1H-Cyclopropa[a]naphthalene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-, [1aR-(1aα,7α,7aα,7bα)]-

• 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/h7,10,12-13H,5-6,8-9H2,1-4H3/t10-,12?,13?,15+/m1/s1 Copy

  
• IUPAC Standard InChIKey: MBIPADCEHSKJDQ-ADBWKJQBSA-N Copy
• CAS Registry Number: 17334-55-3
• 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:
  • [1aR-(1a,R,7R,7aR,7bR)]-1a,2,3,5,6,7,7a,7bocta-hydro-1,1,7,7a-tetramethyl-1H-cyclopropa[a]naphthalene
  • 1(10)-Aristolene
  • β-Calarene
  • 1H-Cycloprop[a]naphthalene, 1a,2,3,5,6,7a,7b-octahydro-1,1,7,7a-tetramethyl, [1aR,1aα,7α,7bβ]
  • 1H-Cyclopropa[a]naphthalene, 1a,2,3,5,6,7a,7b-octahydro-1,1,7,7a-tetramethyl-, 1aR-1aα,7α,7aα,7bβ
  • 1aα,7α,7aα,7bα-1H-Cyclopropa[a]naphthalene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl
• Other names: 1H-Cyclopropa[a]naphthalene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-, (1aR,7R,7aR,7bS)-(+)-; (1aR,7R,7aR,7bS)-1,1,7,7a-Tetramethyl-1a,2,3,5,6,7,7a,7b-octahydro-1H-cyclopropa[a]naphthalene; β-Gurjunene; δ1(10)-Aristolene; Calarene; 1(10)-Aristolene, (+)-; (+)-Calarene; δ-Aristol-1(10)-ene; (+)-1(10)-Aristolene; (+)-δ1(10)-Aristolene; 1(10)-Aristolene; β-Gurjenene; Calarene (= β-gurjunene); Aristol-1(10)-ene; 1aα,7α,7aα,7bα-1H-Cyclopropa[a]naphthalene, 1a,2,3,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl; β-Gurjurene; Calarene (β-gurjunene); β-Gurjunene (calarene); [1aR-(1aα,7α,7aα,7bα)]-1a,2,3,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-1H-cyclopropa[a]naphthalene
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• Information on this page:
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

Gas Chromatography

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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, isothermal

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Kovats' RI, non-polar column, temperature ramp

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

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Kovats' RI, polar column, isothermal

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

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

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

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Normal alkane RI, non-polar column, temperature ramp

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

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Normal alkane RI, polar column, temperature ramp

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Normal alkane RI, polar column, custom temperature program

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References

Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Andersen and Falcone, 1969
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Rao, Rout, et al., 2000
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da Silva, Andrade, et al., 1999
da Silva, M.H.L.; Andrade, E.H.A.; Zoghbi, M.G.B.; Luz, A.I.R.; da Silva, J.D.; Maia, J.G.S., The essential oils of Lantana camara L. occurring in North Brazil, Flavour Fragr. J., 1999, 14, 4, 208-210, https://doi.org/10.1002/(SICI)1099-1026(199907/08)14:4<208::AID-FFJ811>3.0.CO;2-F . [all data]

Senatore, Urrunaga Soria, et al., 1997
Senatore, F.; Urrunaga Soria, E.; Urrunaga Soria, R.; Porta, G.D.; Taddeo, R.; de Feo, V., Essential oil of Eremocharis triradiata (Wolff.) Johnston (Apiaceae) growing wild in Perú, Flavour Fragr. J., 1997, 12, 4, 257-259, https://doi.org/10.1002/(SICI)1099-1026(199707)12:4<257::AID-FFJ645>3.0.CO;2-4 . [all data]

Jantan, Ali, et al., 1995
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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]

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]

Engel and Ratel, 2007
Engel, E.; Ratel, J., Correction of the data generated by mass spectrometry analyses of biological tissues: Application to food authentication, J. Chromatogr. A, 2007, 1154, 1-2, 331-341, https://doi.org/10.1016/j.chroma.2007.02.012 . [all data]

Maccioni, Baldini, et al., 2007
Maccioni, S.; Baldini, R.; Luigi Cioni, P.; Tebano, M.; Flamini, G., In vivo volatiles emission and essential oils from different organs and pollen of Cistus albidus from Caprione (Eastern Liguria, Italy), Flavour Fragr. J., 2007, 22, 1, 61-65, https://doi.org/10.1002/ffj.1759 . [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]

Saroglou, Marin, et al., 2007
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Telascrea, de Araujo, et al., 2007
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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 . [all data]

Yu, Liao, et al., 2007
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Chorianopoulos N.; Evergets E.; Mallouchos A.; Kalpoutzakis E.; Nychas G.J.; Haroutounian S.A., Characterization of the essential oil volatiles of Satureja thymbra and Satureja parnassica: Influence of harvesting time and antimicrobial activity, J. Agric. Food Chem., 2006, 54, 8, 3139-3145, https://doi.org/10.1021/jf053183n . [all data]

Dob, Dahmane, et al., 2006
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Javidnia, Miri, et al., 2006
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Kuiate, Bessière, et al., 2006
Kuiate, J.R.; Bessière, J.M.; Vilarem, G.; Amvam Zollo, P.H., Chemical composition and antidermatophytic properties of the essential oils from leaves, flowers and fruits of Cupressus lusitanica Mill. from Cameroon, Flavour Fragr. J., 2006, 21, 4, 693-697, https://doi.org/10.1002/ffj.1686 . [all data]

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Kukic J.; Petrovic S.; Pavlovic M.; Couladis M.; Tzakou O.; Niketic M., Composition of essential oil of Stachys alpina L. ssp dinarica Murb., Flavour Fragr. J., 2006, 21, 3, 539-542, https://doi.org/10.1002/ffj.1684 . [all data]

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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]

Silva-Brandão, Solferini, et al., 2006
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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]

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 . [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]

Dob, Berramdane, et al., 2005
Dob, T.; Berramdane, T.; Dahmane, D.; Chelghoum, C., Chemical composition of the needles oil of Pinus canariensis from Algeria, Chem. Nat. Compd. (Engl. Transl.), 2005, 41, 2, 165-167, https://doi.org/10.1007/s10600-005-0103-1 . [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]

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]

Flamini, Luigi Cioni, et al., 2005
Flamini, G.; Luigi Cioni, P.; Morelli, I.; Celik, S.; Gokturk, R.S.; Unal, O., Essential oil of Stachys aleurites from Turkey, Biochem. Syst. Ecol., 2005, 33, 1, 61-66, https://doi.org/10.1016/j.bse.2004.05.013 . [all data]

Flamini, Luigi Cioni, et al., 2005, 2
Flamini, G.; Luigi Cioni, P.; Morelli, I., Composition of the essential oils and in vivo emission of volatiles of four Lamium species from Italy: L. purpureum, L. hybridum, L. bifidum and L. amplexicaule, Food Chem., 2005, 91, 1, 63-68, https://doi.org/10.1016/j.foodchem.2004.05.047 . [all data]

Javidnia, Miri, et al., 2005
Javidnia, K.; Miri, R.; Mehregan, I.; Sadeghpour, H., Volatile constituents of the essential oil of Nepeta ucrainica L. ssp. kopetdaghensis from Iran, Flavour Fragr. J., 2005, 20, 2, 219-221, https://doi.org/10.1002/ffj.1381 . [all data]

Bertoli, Menichini, et al., 2004
Bertoli, A.; Menichini, F.; Noccioli, C.; Morelli, I.; Pistelli, L., Volatile constituents of different organs of Psoralea bituminosa L., Flavour Fragr. J., 2004, 19, 2, 166-171, https://doi.org/10.1002/ffj.1315 . [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]

Chorianopoulos, Kalpoutzakis, et al., 2004
Chorianopoulos, N.; Kalpoutzakis, E.; Aligiannis, N.; Mitaku, S.; Nychas, G.-J.; Haroutounian, S.A., Essential oils of Satureja, Origanum, and Thymus species: chemical composition and antibacterial activities against foodborne pathogens, J. Agric. Food Chem., 2004, 52, 26, 8261-8267, https://doi.org/10.1021/jf049113i . [all data]

Flach A., Dondon R.C., et al., 2004
Flach A.; Dondon R.C.; Singer R.B.; Koehler S.; Amaral M.D.E.; Marsaioli A.J., The chemistry of pollination in selected Brazilian maxillariinae orchids: Floral rewards and fragrance, J. Chem. Ecol., 2004, 30, 5, 1045-1056, https://doi.org/10.1023/B:JOEC.0000028466.50392.ed . [all data]

Flamini, Luigi Cioni, et al., 2004
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Notes

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