Pulegone
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChIKey: NZGWDASTMWDZIW-QMMMGPOBSA-N
- CAS Registry Number: 89-82-7
- 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:
- Other names: Cyclohexanone, 5-methyl-2-(1-methylethylidene)-, (R)-; p-Menth-4(8)-en-3-one, (R)-(+)-; (+)-(R)-Pulegone; (+)-Pulegone; (R)-(+)-Pulegone; d-p-Menth-4(8)-en-3-one; d-Pulegone; p-Menth-4(8)-en-3-one; Pulegone, (d); 1-Isopropylidene-4-methyl-2-cyclohexanone; 1-Methyl-4-isopropylidene-3-cyclohexanone; 3-Methyl-6-isopropylidenecyclohexanone; 4(8)-p-Menthen-3-one, (R)-(+)-; Pulegon; (+)-4(8)-Para-menthen-3-one; 5-Methyl-2-(1-methylethylidene)cyclohexanone, (R)-; (1R)-(+)-p-Menth-4(8)-en-3-one; (R)-Pulegone; Cyclohexanone, 5-methyl-2-(1-methylethylidene)-, (5R)-; NSC 15334; β-Pulegone
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Normal alkane RI, non-polar column, custom temperature program
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
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | RTX-1 | RTX-1 | HP-5 MS | HP-5 MS |
Column length (m) | 30. | 60. | 60. | 30. | 30. |
Carrier gas | Hydrogen | Helium | Helium | Helium | Helium |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.22 | 0.22 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Program | 45 0C 3 0C/min -> 175 0C 15 0C/min -> 300 0C (10 min) | not specified | not specified | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | 40 0C (5 min) 2 0C/min -> 270 0C -> 260 0C (20 min) |
I | 1210. | 1216. | 1216. | 1235. | 1237. |
Reference | Albano, Lima, et al., 2012 | Bendiabdellah, El Amine Dib, et al., 2012 | Bendiabdellah, El Amine Dib, et al., 2012 | Sharopov, Sulaimonova, et al., 2012 | Mancini, Arnold, et al., 2009 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | DB-5 MS | SLB-5 MS | SLB-5 MS | SPB-1 |
Column length (m) | 30. | 30. | 30. | 30. | 50. |
Carrier gas | Hydrogen | Helium | Helium | Helium | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Program | 45 0C 3 0C/min -> 175 0C 15 0C/min -> 300 0C (10 min) | not specified | 50 0C 3 0C/min -> 250 0C (1 min) 10 0C/min -> 300 0C (5 min) | not specified | 70C(3min) => 4C/min => 120C => 8C/min => 250C(5min) |
I | 1210. | 1244. | 1241. | 1233. | 1226. |
Reference | Mendes, Trindade, et al., 2009 | Su, Wang, et al., 2009 | Costa, De Fina, et al., 2008 | Costa, De Fina, et al., 2008 | Díaz-Maroto, Castillo, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SPB-1 | HP-5 MS | BPX-5 | BPX-5 | BPX-5 |
Column length (m) | 50. | 30. | 30. | 30. | 30. |
Carrier gas | Helium | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Program | 70C(3min) => 4C/min => 120C => 8C/min => 250C(5min) | 40 0C (5 min) 2 0C/min -> 250 0C (15 min) 10 0C/min -> 270 0C | 50C => 3C/min => 150C(10min) => 10C/min => 250C | 50C => 3C/min => 150C(10min) => 10C/min => 250C | 50C => 3C/min => 150C (10min) => 10C/min => 250C |
I | 1226. | 1233. | 1211. | 1211. | 1211. |
Reference | Díaz-Maroto, Castillo, et al., 2007 | Formisano, Rigano, et al., 2007 | Ozer H., Sokmen M., et al., 2007 | Baris, Güllüce, et al., 2006 | Ozer H., Kilic H., et al., 2006 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5MS | BPX-5 | HP-5MS | DB-5 | SE-30 |
Column length (m) | 30. | 30. | 30. | ||
Carrier gas | He | He | He | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | ||
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
Program | 40C(5min) => 2C/min => 250C (15min) => 10C/min => 270C | 50C => 3C/min => 150C(10min) => 10C/min => 250C | 50C(3min) => 3C/min => 150C(10min) => 10C/min => 250C | not specified | not specified |
I | 1233. | 1210. | 1237. | 1237. | 1230. |
Reference | Senatore, Apostolides Arnold, et al., 2006 | Özer, Sahín, et al., 2005 | Sahin, Gulluce, et al., 2004 | Vilaseca, Guy, et al., 2004 | Vinogradov, 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 | AT-5 | DB-5 | Polydimethyl siloxanes | Methyl Silicone |
Column length (m) | 30. | 60. | |||
Carrier gas | He | He | |||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | |||
Phase thickness (μm) | 0.25 | 0.25 | |||
Program | 50C(3min) => 3C/min => 150C(10min) => 10 C/min => 250C | 50 0C 5 0C/min -> 135 0C (1 min) 5 0C/min -> 225 0C (5 min) 5 0C/min -> 260 0C | not specified | not specified | not specified |
I | 1237. | 1237. | 1237. | 1216. | 1215. |
Reference | Güllüce, Sökmen, et al., 2003 | Usai, Atzei, et al., 2003 | Isidorov, Zenkevich, et al., 1997 | Zenkevich, 1997 | Grundschober, 1991 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Packed |
---|---|---|
Active phase | OV-101 | OV-101 |
Column length (m) | 2.5 | |
Carrier gas | N2 | |
Substrate | Chromosorb G 60-80mesh DMCS | |
Column diameter (mm) | ||
Phase thickness (μm) | ||
Program | not specified | not specified |
I | 1230. | 1259. |
Reference | Shibamoto, 1987 | Swigar and Silverstein, 1981 |
Comment | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Albano, Lima, et al., 2012
Albano, S.M.; Lima, A.S.; Miguel, M.G.; Pedro, L.G.; Barroso, J.G.; Figueiredo, A.C.,
Antioxidant, anti-5-lipoxygenase and antiacetylcholinesterase activities of essential oils and decoction water of some aromatic plants,
Rec. Nat. Prod., 2012, 6, 1, 35-48. [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]
Sharopov, Sulaimonova, et al., 2012
Sharopov, F.S.; Sulaimonova, V.A.; Setzer, W.N.,
Composition of the essential oil of Ertemisia absinthium from Tajikistan,
Rec. Nat. Prod., 2012, 6, 2, 127-134. [all data]
Mancini, Arnold, et al., 2009
Mancini, E.; Arnold, N.A.; De Martino, L.; De Feo, V.; Formisano, C.; Rigano, D.; Senatore, F.,
Chemical composition and phytotoxic effects of essential oils of Salvia hierosolymitana Boiss. and Salvia multicaulis Vahl. var. simplicifolia Boiss. growing wild in Lebanon,
Molecules, 2009, 14, 11, 4725-4736, https://doi.org/10.3390/molecules14114725
. [all data]
Mendes, Trindade, et al., 2009
Mendes, M.D.; Trindade, H.; Figueiredo, A.C.; Barroso, J.G.; Fontinha, S.S.; Pedro, L.G.,
Volatile and molecular characterization of two Portuguese endemic species: Angelica lignescens and Melanoselinium decipiens,
Biochen. Systematics Ecol., 2009, 37, 2, 98-105, https://doi.org/10.1016/j.bse.2008.12.006
. [all data]
Su, Wang, et al., 2009
Su, Y.; Wang, C.; Yinlong, G.,
Analysis of volatile compounds from Mentha hapioealyx Briq. by GC-MS based on accurate mass measurements and retention indices,
Acta Chem. Sinica, 2009, 67, 6, 546-554. [all data]
Costa, De Fina, et al., 2008
Costa, R.; De Fina, M.R.; Valentino, M.R.; Rustaiyan, A.; Dugo, P.; Dugo, G.; Mondello, L.,
An investigation on the volatile composition of some Artemisia species from Iran,
Flavour Fragr. J., 2008, 24, 2, 75-82, https://doi.org/10.1002/ffj.1919
. [all data]
Díaz-Maroto, Castillo, et al., 2007
Díaz-Maroto, M.C.; Castillo, N.; Castro-Vázquez, L.; González-Viñas, M.A.; Pérez-Coello, M.S.,
Volatile composition and olfactory profile of pennyroyal (Mentha pulegium L.) plants,
Flavour Fragr. J., 2007, 22, 2, 114-118, https://doi.org/10.1002/ffj.1766
. [all data]
Formisano, Rigano, et al., 2007
Formisano, C.; Rigano, D.; Napolitano, F.; Senatore, F.; Arnold, N.A.; Piozzi, F.; Rosselli, S.,
Volatile constituents of Calamintha ariganifolia Boiss. growing wild in Lebanon,
Natural Product Communications, 2007, 2, 12, 1253-1256. [all data]
Ozer H., Sokmen M., et al., 2007
Ozer H.; Sokmen M.; Gulluce M.; Adiguzel A.; Sahin F.; Sokmen A.; Kilic H.; Baris O.,
Chemical Composition and Antimicrobial and Antioxidant Activities of the Essential Oil and Methanol Extract of Hippomarathrum microcarpum (Bieb.) from Turkey,
J. Agric. Food Chem., 2007, 55, 3, 937-942, https://doi.org/10.1021/jf0624244
. [all data]
Baris, Güllüce, et al., 2006
Baris, Ö.; Güllüce, M.; Sahin, F.; Özer, H.; Kilic, H.; Özkan, H.; Sökmen, M.; Özbek, T.,
Biological Activities of the Essential Oil and Methanol Extract of Achillea biebersteinii Afan. (Asteraceae),
Turk. J. Biol., 2006, 30, 65-73. [all data]
Ozer H., Kilic H., et al., 2006
Ozer H.; Kilic H.; Gulluce M.; Sahin F.,
Essential oil composition of Tanacetum sorbifolium (Boiss.) Grierson from Turkey,
Flavour Fragr. J., 2006, 21, 3, 543-545, https://doi.org/10.1002/ffj.1656
. [all data]
Senatore, Apostolides Arnold, et al., 2006
Senatore, F.; Apostolides Arnold, N.; Piozzi, F.; Formisano, C.,
Chemical composition of the essential oil of Salvia microstegia Boiss. et Balansa growing wild in Lebanon,
J. Chromatogr. A, 2006, 1108, 2, 276-278, https://doi.org/10.1016/j.chroma.2006.01.066
. [all data]
Özer, Sahín, et al., 2005
Özer, H.; Sahín, F.; Kilic, H.; Güllüce, M.,
Essential oil composition of Hyssopus officinalis L. subsp. angustifolius (Bieb.) Arcangeli from Turkey,
Flavour Fragr. J., 2005, 20, 1, 42-44, https://doi.org/10.1002/ffj.1421
. [all data]
Sahin, Gulluce, et al., 2004
Sahin, F.; Gulluce, M.; Daferera, D.; Sokmen, A.; Sokmen, M.; Polissiou, M.; Agar, G.; Ozer, H.,
Biological activities of the essential oils and methanol extract of Origanum vulgare ssp. vulgare in the Eastern Anatolia region of Turkey,
Food Control, 2004, 15, 7, 549-557, https://doi.org/10.1016/j.foodcont.2003.08.009
. [all data]
Vilaseca, Guy, et al., 2004
Vilaseca, A.; Guy, I.; Charles, B.; Guinaudeau, H.; de Arias, A.R.; Fournet, A.,
Chemical composition and insecticidal activity of Hedeoma mandoniana essential oils,
J. Essent. Oil Res., 2004, 16, 4, 380-383, https://doi.org/10.1080/10412905.2004.9698749
. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Güllüce, Sökmen, et al., 2003
Güllüce, M.; Sökmen, M.; Daferera, D.; Agar, G.; Özkan, H.; Kartal, N.; Polissiou, M.; Sökmen, A.; Sahín, F.,
In vitro antibacterial, antifungal, and antioxidant activities of the essential oil and methanol extracts of herbal parts and callus cultures of Satureja hortensis L.,
J. Agric. Food Chem., 2003, 51, 14, 3958-3965, https://doi.org/10.1021/jf0340308
. [all data]
Usai, Atzei, et al., 2003
Usai, M.; Atzei, A.; Pintore, G.; Casanova, I.,
Composition and variability of the essential oil of Sardinian Thymus herba-barona Loisel,
Flavour Fragr. J., 2003, 18, 1, 21-25, https://doi.org/10.1002/ffj.1137
. [all data]
Isidorov, Zenkevich, et al., 1997
Isidorov, V.; Zenkevich, I.; Sacharevich, T.,
Calculation of Gas Chromatographic Retention Indices for Monoterpenes and Terpenoids from Their Physico-Chemical Constants,
Chem. Anal. (Warsaw), 1997, 42, 627-634. [all data]
Zenkevich, 1997
Zenkevich, I.G.,
Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Spectral Identificaiton. Oxsigenated derivatives of Mono- and Sesquiterpene Hydrocarbons,
Rastit, Resursy (Rus.), 1997, 33, 1, 16-28. [all data]
Grundschober, 1991
Grundschober, F.,
The identification of individual components in flavourings and flavoured foods,
Z. Lebensm. Unters. Forsch., 1991, 192, 6, 530-534, https://doi.org/10.1007/BF01202508
. [all data]
Shibamoto, 1987
Shibamoto, T.,
Retention Indices in Essential Oil Analysis
in Capillary Gas Chromatography in Essential Oil Analysis, Sandra, P.; Bicchi, C., ed(s)., Hutchig Verlag, Heidelberg, New York, 1987, 259-274. [all data]
Swigar and Silverstein, 1981
Swigar, A.A.; Silverstein, R.M.,
Monoterpenes, Aldrich Chemical Company, Milwaukee, WI, USA, 1981, 130. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, References
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