Piperitol

Formula: C₁₀H₁₈O
Molecular weight: 154.2493
IUPAC Standard InChI: InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9-11H,4-5H2,1-3H3
IUPAC Standard InChIKey: HPOHAUWWDDPHRS-UHFFFAOYSA-N
CAS Registry Number: 491-04-3
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:
- 2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethyl)-, cis-
- 2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethyl)-, trans-
Other names: p-Menth-1-en-3-ol; Terpinen-3-ol; 6-(isopropyl)-3-methylcyclohex-2-en-1-ol
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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	1197.	Breheret, Talou, et al., 1997	50. m/0.22 mm/1. μm, He, 3. K/min; T_start: 50. C; T_end: 220. C

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

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Column type	Active phase	I	Reference	Comment
Capillary	DB-1	1209.	Osorio, Alarcon, et al., 2006	25. m/0.2 mm/0.33 μm, 4. K/min; T_start: 50. C; T_end: 300. C
Capillary	HP-5MS	1204.	Vujisic L., Vuckovic I., et al., 2006	30. m/0.25 mm/0.25 μm, H2, 4.3 K/min; T_start: 50. C; T_end: 285. C
Capillary	DB-5	1198.	Agnihotri, Agarwal, et al., 2005	30. m/0.25 mm/0.25 μm, He, 90. C @ 2. min, 4. K/min; T_end: 220. C
Capillary	RSL-200	1213.	Ngassoum, Ousmaila, et al., 2004	30. m/0.32 mm/0.25 μm, H2, 40. C @ 5. min, 6. K/min, 280. C @ 5. min
Capillary	DB-1	1205.	Muselli, Hoi, et al., 1999	30. m/0.25 mm/0.25 μm, 50. C @ 3. min, 3. K/min; T_end: 220. C

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

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Column type	Active phase	I	Reference	Comment
Capillary	DB-Wax	1720.	Osorio, Alarcon, et al., 2006	30. m/0.25 mm/0.25 μm, He, 50. C @ 4. min, 4. K/min, 220. C @ 20. min

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DBP-5	1179.	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	1179.	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	BPX5	1201.	Dickschat, Bode, et al., 2005	25. m/0.22 mm/0.25 μm, Helium, 50. C @ 5. min, 5. K/min; T_end: 320. C
Capillary	HP-5MS	1211.	Sajjadi and Ghannadi, 2005	30. m/0.25 mm/0.25 μm, He, 4. K/min; T_start: 60. C; T_end: 275. C
Capillary	DB-1	1188.	Sefidkon, Jalili, et al., 2002	60. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 4. K/min; T_end: 280. C
Capillary	CBP-1	1179.	Ly, Yamauchi, et al., 2001	25. m/0.25 mm/0.25 μm, Nitrogen, 50. C @ 2. min, 3. K/min; T_end: 210. C
Capillary	HP-5	1193.	Lis-Balchin and Roth, 2000	He, 9. K/min, 200. C @ 10. min; Column length: 30. m; Column diameter: 0.25 mm; T_start: 80. C

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

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Column type	Active phase	I	Reference	Comment
Capillary	SPB-1	1205.	Díaz-Maroto, Castillo, et al., 2007	50. m/0.25 mm/0.25 μm; Program: 70C(3min) => 4C/min => 120C => 8C/min => 250C(5min)
Capillary	SPB-1	1205.	Díaz-Maroto, Castillo, et al., 2007	50. m/0.25 mm/0.25 μm; Program: 70C(3min) => 4C/min => 120C => 8C/min => 250C(5min)
Capillary	DB-1	1196.	Rao, Maia, et al., 2007	30. m/0.25 mm/0.25 μm, Helium; Program: 35 0C 4 0C/min -> 180 0C 10 0C/min -> 250 0C
Capillary	HP-5MS	1196.	Sahin, Gulluce, et al., 2004	30. m/0.25 mm/0.25 μm, He; Program: 50C(3min) => 3C/min => 150C(10min) => 10C/min => 250C

Normal alkane RI, polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-Wax	1744.	Jiang and Kubota, 2004	He, 60. C @ 4. min, 2. K/min; Column length: 60. m; Column diameter: 0.25 mm; T_end: 220. C
Capillary	DB-Wax	1744.	Jiang and Kubota, 2004	He, 60. C @ 4. min, 2. K/min; Column length: 60. m; Column diameter: 0.25 mm; T_end: 220. C
Capillary	DB-Wax	1741.	Umano, Hagi, et al., 2000	60. m/0.25 mm/0.25 μm, He, 40. C @ 2. min, 2. K/min; T_end: 200. C

References

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Breheret, Talou, et al., 1997
Breheret, S.; Talou, T.; Rapior, S.; Bessiére, J.-M., Monoterpenes in the aroma of fresh wild mushrooms (Basidiomycetes), J. Agric. Food Chem., 1997, 45, 3, 831-836, https://doi.org/10.1021/jf960417h . [all data]

Osorio, Alarcon, et al., 2006
Osorio, C.; Alarcon, M.; Moreno, C.; Bonilla, A.; Barrios, J.; Garzon, C.; Duque, C., Characterization of Odor-Active Volatiles in Champa ( Campomanesia lineatifolia R. P.), J. Agric. Food Chem., 2006, 54, 2, 509-516, https://doi.org/10.1021/jf052098c . [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]

Agnihotri, Agarwal, et al., 2005
Agnihotri, V.K.; Agarwal, S.G.; Dhar, P.L.; Thappa, R.K.; Baleshwar; Kapahi, B.K.; Saxena, R.K.; Qazi, G.N., Essential oil composition of Mentha pulegium L. growing wild in the north-western Himalayas India, Flavour Fragr. J., 2005, 20, 6, 607-610, https://doi.org/10.1002/ffj.1497 . [all data]

Ngassoum, Ousmaila, et al., 2004
Ngassoum, M.B.; Ousmaila, H.; Ngamo, L.T.; Maponmetsem, P.M.; Jirovetz, L.; Buchbauer, G., Aroma compounds of essential oils of two varieties of the spice plant Ocimum canum Sims from northern Cameroon, J. Food Comp. Anal., 2004, 17, 2, 197-204, https://doi.org/10.1016/j.jfca.2003.08.002 . [all data]

Muselli, Hoi, et al., 1999
Muselli, A.; Hoi, T.M.; Cu, L.D.; Moi, L.D.; Bessière, J.-M.; Bighelli, A.; Casanova, J., Composition of the essential oil of Acanthopanax trifoliatus (L.) Merr. (Araliacaea) from Vietnam, Flavour Fragr. J., 1999, 14, 1, 41-44, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<41::AID-FFJ781>3.0.CO;2-B . [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]

Dickschat, Bode, et al., 2005
Dickschat, J.S.; Bode, H.B.; Wenzel, S.C.; Muller, R.; Schulz, S., Biosinthesis and Identification of Volatiles Released by the Myxobacterium Stigmatella aurantiaca, ChemBioChem, 2005, 6, 11, 2023-2033, https://doi.org/10.1002/cbic.200500174 . [all data]

Sajjadi and Ghannadi, 2005
Sajjadi, S.-E.; Ghannadi, A., Essential oil of the Persian sage, Salvia rhytidea Benth., Acta Pharm. Sin., 2005, 55, 321-326. [all data]

Sefidkon, Jalili, et al., 2002
Sefidkon, F.; Jalili, A.; Mirhaji, T., Essential oil composition of three Artemisia spp. from Iran, Flavour Fragr. J., 2002, 17, 2, 150-152, https://doi.org/10.1002/ffj.1063 . [all data]

Ly, Yamauchi, et al., 2001
Ly, T.N.; Yamauchi, R.; KAto, K., Volatile components of the essential oils in Galanga (Alpina officinarum Hance) from Vietnam, Food Sci. Technol. Res., 2001, 7, 4, 303-306, https://doi.org/10.3136/fstr.7.303 . [all data]

Lis-Balchin and Roth, 2000
Lis-Balchin, M.; Roth, G., Composition of the essential oils of Pelargonium odoratissimum, P. exstipulatum, and P. x fragrans (Geraniaceae) and their bioactivity, Flavour Fragr. J., 2000, 15, 6, 391-394, https://doi.org/10.1002/1099-1026(200011/12)15:6<391::AID-FFJ929>3.0.CO;2-W . [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]

Rao, Maia, et al., 2007
Rao, V.S.; Maia, J.L.; Oliveira, F.A.; Lemos, T.L.G.; Chaves, M.H.; Santos, F.A., Composition and antinociceptive activity of the essential oil from Protium heptaphyllum resin, Natural Product Communications, 2007, 2, 12, 1199-1202. [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]

Jiang and Kubota, 2004
Jiang, L.; Kubota, K., Differences in the volatile components and their odor characteristics of green and ripe fruits and dried pericarp of Japanese pepper (Xanthoxylum piperitum DC.), J. Agric. Food Chem., 2004, 52, 13, 4197-4203, https://doi.org/10.1021/jf030663a . [all data]

Umano, Hagi, et al., 2000
Umano, K.; Hagi, Y.; Nakahara, K.; Shoji, A.; Shibamoto, T., Volatile chemicals identified in extracts from leaves of Japanese mugwort (Artemisia princeps Pamp.), J. Agric. Food Chem., 2000, 48, 8, 3463-3469, https://doi.org/10.1021/jf0001738 . [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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