ar-Turmerone

Formula: C₁₅H₂₀O
Molecular weight: 216.3187
IUPAC Standard InChI: InChI=1S/C15H20O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5-9,13H,10H2,1-4H3
IUPAC Standard InChIKey: NAAJVHHFAXWBOK-UHFFFAOYSA-N
CAS Registry Number: 532-65-0
Chemical structure:
This structure is also available as a 2d Mol file
Other names: (S)-2-Methyl-6-(p-tolyl)hept-2-en-4-one; 2-Hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (6S)-; 2-Hepten-4-one, 2-methyl-6-(4-methylphenyl)-, (S)-; 2-Hepten-4-one, 2-methyl-6-p-tolyl-; (+)-(S)-ar-Turmerone; (+)-ar-Turmerone; (S)-ar-Turmerone; ar-Tumerone; Turmerone; Turmerone (-ar); Aromatic turmerone
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Gas Chromatography

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	BP-1	1638.	Srivastava, Srivastava, et al., 2006	30. m/0.32 mm/0.25 μm, N2, 5. K/min, 220. C @ 3. min; T_start: 60. C
Capillary	SPB-1	1628.	Jayaprakasha, Jena, et al., 2002	30. m/0.32 mm/0.25 μm, He, 60. C @ 3. min, 2. K/min, 225. C @ 5. min
Capillary	SPB-1	1632.	Jayaprakasha, Jena, et al., 2002	30. m/0.32 mm/0.25 μm, He, 60. C @ 3. min, 2. K/min, 225. C @ 5. min
Capillary	BP-1	1640.	Raina, Srivastava, et al., 2002	25. m/0.55 mm/0.25 μm, N2, 5. K/min, 220. C @ 15. min; T_start: 60. C

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

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1664.	Esmaeili, Nematollahi, et al., 2006	50. m/0.2 mm/0.32 μm, N2, 60. C @ 3. min, 5. K/min, 220. C @ 5. min
Capillary	HP-5MS	1664.	Pino, Mesa, et al., 2005	30. m/0.25 mm/0.25 μm, He, 60. C @ 2. min, 4. K/min, 250. C @ 20. min
Capillary	HP-5MS	1665.	Afsharypuor and Suleimany, 2002	30. m/0.25 mm/0.25 μm, He, 4. K/min; T_start: 60. C; T_end: 275. C
Capillary	Ultra-1	1638.	Richmond and Pombo-Villar, 1998	25. m/0.32 mm/0.52 μm, He, 15. K/min, 320. C @ 10. min; T_start: 35. C

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

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1672.3	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)
Capillary	5 % Phenyl methyl siloxane	1669.	Sacchetti, Maietti, et al., 2005	30. m/0.32 mm/0.15 μm, He; Program: 45C => 1C/min => 100C => 5C/min => 250C (10min)

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	Polydimethyl siloxane with 5 % Ph	1636.	Priya, Prathapan, et al., 2012	Helium, 5. K/min, 200. C @ 25. min; Column length: 30. m; T_start: 80. C
Capillary	Polydimethyl siloxane with 5 % Ph	1670.	Priya, Prathapan, et al., 2012	Helium, 5. K/min, 200. C @ 25. min; Column length: 30. m; T_start: 80. C
Capillary	ZB-5	1631.	Gardini, Beletti, et al., 2009	30. m/0.25 mm/0.25 μm, Helium, 3. K/min, 240. C @ 1. min; T_start: 50. C
Capillary	HP-5 MS	1659.	Zaibunnisa, Norashikin, et al., 2009	30. m/0.25 mm/0.25 μm, Helium, 60. C @ 6. min, 10. K/min, 325. C @ 10. min
Capillary	HP-5 MS	1661.	Zaibunnisa, Norashikin, et al., 2009	30. m/0.25 mm/0.25 μm, Helium, 60. C @ 6. min, 10. K/min, 325. C @ 10. min
Capillary	HP-5	1657.	Miyazawa and Kawata, 2006	30. m/0.32 mm/0.25 μm, Helium, 4. K/min, 240. C @ 5. min; T_start: 40. C
Capillary	DB-5	1658.	Miyazawa, Fuhita, et al., 2004	Helium, 2. K/min, 240. C @ 999. min; Column length: 30. m; Column diameter: 0.25 mm; T_start: 60. C
Capillary	DB-5	1658.	Miyazawa, Fujita, et al., 2004	Helium, 2. K/min, 240. C @ 999. min; Column length: 50. m; Column diameter: 0.25 mm; T_start: 60. C
Capillary	RTX-1	1637.	Kalemba, 1999	30. m/0.25 mm/0.25 μm, N2, 4. K/min; T_start: 60. C; T_end: 300. C

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

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	Polydimethyl siloxane with 5 % Ph groups	1662.	da Silva, de Souza, et al., 2012	30. m/0.25 mm/0.25 μm, Helium; Program: 50 0C 4 0C/min -> 200 0C (5 min) 20 0C/min -> 280 0C
Capillary	Polydimethyl siloxane with 5 % Ph groups	1667.	da Silva, de Souza, et al., 2012	30. m/0.25 mm/0.25 μm, Helium; Program: 50 0C 4 0C/min -> 200 0C (5 min) 20 0C/min -> 280 0C
Capillary	ZB-1 MS	1616.	Al-Reza, Rahman, et al., 2010	30. m/0.25 mm/0.25 μm, Helium; Program: 50 0C 3 0C/min -> 150 0C (10 min) 10 0C/min -> 250 0C
Capillary	SE-52	1669.	Tognolini, Barocelli, et al., 2006	30. m/0.32 mm/0.15 μm, He; Program: 45C => 1C/min => 100C => 5C/min => 250C (10min)
Capillary	DB-5	1664.	Barros-Filho, Nunes, et al., 2004	30. m/0.25 mm/0.1 μm, He; Program: 35C => 4C/min => 180C => 20C/min => 280C

References

Go To: Top, Gas Chromatography, Notes

Srivastava, Srivastava, et al., 2006
Srivastava, A.K.; Srivastava, S.K.; Syamsundar, K.V., Volatile composition of Curcuma angustifolia Roxb. rhizome from central and southern India, Flavour Fragr. J., 2006, 21, 3, 423-426, https://doi.org/10.1002/ffj.1680 . [all data]

Jayaprakasha, Jena, et al., 2002
Jayaprakasha, G.K.; Jena, B.S.; Negi, P.S.; Sakariah, K.K., Evaluation of antioxidant activities and antimutagenicity of turmeric oil: a byproduct from curcumin production, Z. Naturforsch. C:, 2002, 57c, 828-835, retrieved from http://www.znaturforsch.com/57c/s57c0828.pdf. [all data]

Raina, Srivastava, et al., 2002
Raina, V.K.; Srivastava, S.K.; Jain, N.; Ahmad, A.; Syamasundar, K.V.; Aggarwal, K.K., Essential oil composition of Curcuma longa L. cv. Roma from the plains of northern India, Flavour Fragr. J., 2002, 17, 2, 99-102, https://doi.org/10.1002/ffj.1053 . [all data]

Esmaeili, Nematollahi, et al., 2006
Esmaeili, A.; Nematollahi, F.; Rustaiyan, A.; Moazami, N.; Masoudi, S.; Bamasian, S., Volatile constituents of Achillea pachycephala, A. oxyodonta and A. biebersteinii from Iran, Flavour Fragr. J., 2006, 21, 2, 253-256, https://doi.org/10.1002/ffj.1571 . [all data]

Pino, Mesa, et al., 2005
Pino, J.A.; Mesa, J.; Muñoz, Y.; Martí, M.P.; Marbot, R., Volatile components from mango (Mangifera indica L.) cultivars, J. Agric. Food Chem., 2005, 53, 6, 2213-2223, https://doi.org/10.1021/jf0402633 . [all data]

Afsharypuor and Suleimany, 2002
Afsharypuor, S.; Suleimany, M., Volatile oil constituents of Brassica oleracea var. gongylodes seeds, J. Essent. Oil Res., 2002, 14, 1, 18-19, https://doi.org/10.1080/10412905.2002.9699748 . [all data]

Richmond and Pombo-Villar, 1998
Richmond, R.; Pombo-Villar, E., Short communication. Use of persistent trace gas chromatography artifacts for the calculation of pseudo-Sadtler retention indices, J. Chromatogr. A, 1998, 811, 1-2, 241-245, https://doi.org/10.1016/S0021-9673(98)00285-4 . [all data]

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

Sacchetti, Maietti, et al., 2005
Sacchetti, G.; Maietti, S.; Muzzoli, M.; Scaglianti, M.; Manfredini, S.; Radice, M.; Bruni, R., Comparative evaluation of 11 essential oils of different origin as functional antioxidants, antiradicals and antimicrobials in foods, Food Chem., 2005, 91, 4, 621-632, https://doi.org/10.1016/j.foodchem.2004.06.031 . [all data]

Priya, Prathapan, et al., 2012
Priya, R.; Prathapan, A.; Raghu, K.G.; Menon, A.N., Chemical composition and in vitro antioxidative potential of essential oil isolated from Curcuma longa L. leaves, Asian Pacific Journal of Tropical Biomedicine, 2012, 2, 2, s695-s699, https://doi.org/10.1016/S2221-1691(12)60298-6 . [all data]

Gardini, Beletti, et al., 2009
Gardini, F.; Beletti, N.; Ndagikimana, M.; Guerzoni, M.E.; Tchoumbougnang, F.; Zollo, P.H.A.; Micci, C.; Lanciotti, R.; Kamdem, S.L.S., Composition of four essential oils obtained from plants from Cameroon, and their bactericidal and bacteriostatic activity against Listeria Monocytogenes, Salmonella enteritidis and Staphyllococcus aureus, African J. Microbiol. Res., 2009, 3, 5, 264-271. [all data]

Zaibunnisa, Norashikin, et al., 2009
Zaibunnisa, A.H.; Norashikin, S.; Mamot, S.; Osman, H., An experimental design approach for the extraction of volatile compounds from turmeric leaves (Curcuma domestica) using pressurised liquid extraction (PLE), LWT-Food Sci. Technol., 2009, 42, 1, 233-238, https://doi.org/10.1016/j.lwt.2008.03.015 . [all data]

Miyazawa and Kawata, 2006
Miyazawa, M.; Kawata, J., Identification of the Key Aroma Compounds in Dried Roots of Rubia cordifolia, L. Oleo Sci., 2006, 55, 1, 37-39, https://doi.org/10.5650/jos.55.37 . [all data]

Miyazawa, Fuhita, et al., 2004
Miyazawa, M.; Fuhita, T.; Yamafuji, C.; Matsui, M.; Kasahara, N.; Takagi, Y.; Ishikawa, Y., Chemical composition of volatile oil from the roots of Periploca sepium, J. Oleo Sci., 2004, 53, 10, 511-513, https://doi.org/10.5650/jos.53.511 . [all data]

Miyazawa, Fujita, et al., 2004
Miyazawa, M.; Fujita, T.; Yamafuji, C.; Matsui, M.; Kasahara, N.; Takagi, Y.; Ishikawa, Y., Chemical composition of volatile oil from the roots of Periploca sepium, J. Oleo Sci., 2004, 53, 11, 511-513, https://doi.org/10.5650/jos.53.511 . [all data]

Kalemba, 1999
Kalemba, D., Constituents of the essential oil of Artemisia asiatica Nakai, Flavour Fragr. J., 1999, 14, 3, 173-176, https://doi.org/10.1002/(SICI)1099-1026(199905/06)14:3<173::AID-FFJ805>3.0.CO;2-Q . [all data]

da Silva, de Souza, et al., 2012
da Silva, A.C.; de Souza, P.E.; Machado, J. daC.; da Silva, B.M.; Pinto, J.E.B.P., Effectiveness of essential oils in the treatment of Colletotrichum truncatum-infected soybean seeds, Tropical Plant Patology, 2012, 37, 5, 305-313, https://doi.org/10.1590/S1982-56762012000500001 . [all data]

Al-Reza, Rahman, et al., 2010
Al-Reza, S.M.; Rahman, A.; Lee, J.; Kang, S.C., Potential roles of essential oil and organic extracts of Zizyphus jujuba in inhibiting food-borne pathogens, Food Chem., 2010, 119, 3, 981-986, https://doi.org/10.1016/j.foodchem.2009.07.059 . [all data]

Tognolini, Barocelli, et al., 2006
Tognolini, M.; Barocelli, E.; Ballabeni, V.; Bruni, R.; Bianchi, A.; Chiavarini, M.; Impicciatore, M., Comparative screening of plant essential oils: Phenylpropanoid moiety as basic core for antiplatelet activity, Life Sciences, 2006, 78, 13, 1419-1432, https://doi.org/10.1016/j.lfs.2005.07.020 . [all data]

Barros-Filho, Nunes, et al., 2004
Barros-Filho, B.A.; Nunes, F.M.; de Oliveira, M.C.F.; Mafezoli, J.; Andrade-Neto, M.; Silveira, E.R.; Pirani, J.R., Volatile constituents from Esenbeckia almawillia (Rutaceae), Biochem. Syst. Ecol., 2004, 32, 9, 817-821, https://doi.org/10.1016/j.bse.2004.02.003 . [all data]

Notes

Go To: Top, Gas Chromatography, References

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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