α-Bisabolol

Formula: C₁₅H₂₆O
Molecular weight: 222.3663
IUPAC Standard InChI: InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15+/m1/s1
IUPAC Standard InChIKey: RGZSQWQPBWRIAQ-CABCVRRESA-N
CAS Registry Number: 515-69-5
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.
Species with the same structure:
- epi-α-Bisabolol
Stereoisomers:
Other names: Bisabolol; 3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-pentenyl)-, (R*,R*)-; 5-Hepten-2-ol, 6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-; α,4-Dimethyl-α-(4-methyl-3-pentenyl)-3-cyclohexene-1-methanol; 6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol; (R*,R*)-α,4-Dimethyl-α-(4-methyl-3-pentenyl)-3-cyclohexene-1-methanol; (R*,R*)-α,4-Dimethyl-α-(4-methyl-3-pentenyl)cyclohex-3-ene-1-methanol; 3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-penten-1-yl)-, (αR,1R)-rel-; 3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-pentenyl)-, (αR,1R)-rel-; Camilol; Dragosantol; Hydagen B; dl-α-Bisabolol; α-bisabolool; α-Bisabalol
Information on this page:
Other data available:
- Mass spectrum (electron ionization)
- Gas Chromatography
Options:
- Switch to SI units

Normal alkane RI, polar column, temperature ramp

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	RTX-Wax	RTX-Wax	HP-Innowax	RTX-Wax	HP-Innowax
Column length (m)	60.	60.	30.	60.	30.
Carrier gas	Helium	Helium	Nitrogen	He	Helium
Substrate
Column diameter (mm)	0.22	0.22	0.25	0.22	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	50.	60.	50.
T_end (C)	230.	230.	280.	230.	250.
Heat rate (K/min)	2.	2.	5.	2.	6.5
Initial hold (min)			1.		1.5
Final hold (min)	30.	30.	1.	35.	10.
I	2202.	2190.	2212.	2199.	2228.
Reference	Dib, Djabou, et al., 2010	Museli, Pau, et al., 2009	Bousaada, Ammar, et al., 2008	Paolini, Tomi, et al., 2008	Thakeow, Angeli, et al., 2008
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP Innowax	Carbowax	TC-Wax	CP-Wax 52CB	Supelcowax-10
Column length (m)	30.	60.	60.	60.	30.
Carrier gas	Helium	He	He	He	He
Substrate
Column diameter (mm)	0.32	0.2	0.25	0.32	0.25
Phase thickness (μm)	0.50	0.25	0.25	0.5	0.25
T_start (C)	60.	60.	60.	40.	50.
T_end (C)	260.	250.	240.	220.	250.
Heat rate (K/min)	3.	2.	2.	4.	2.
Initial hold (min)		8.		8.
Final hold (min)		15.		20.
I	2222.	2212.	2206.	2222.	2209.
Reference	Capetanos, Saroglou, et al., 2007	Ferhat, Meklati, et al., 2007	Miyazawa and Tamura, 2007	Povolo, Contarini, et al., 2007	Raal, Orav, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	HP-20M	NB-20M	DB-Wax	Supelcowax-10
Column length (m)	60.	50.	30.	60.	30.
Carrier gas	N2	He	He		He
Substrate
Column diameter (mm)	0.25	0.2	0.2	0.25	0.25
Phase thickness (μm)	0.25	0.1	0.25	0.25	0.25
T_start (C)	70.	60.	50.	70.	50.
T_end (C)	230.	220.	250.	230.	220.
Heat rate (K/min)	2.	2.	2.	2.	4.
Initial hold (min)	2.			2.	3.
Final hold (min)	20.	30.		20.	30.
I	2195.	2168.	2193.	2220.	2208.
Reference	Choi, 2006	Filippi, Lanfranchi, et al., 2006	Orav, Raal, et al., 2006	Sawamura, Onishi, et al., 2006	Wong, Lee, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	Supelcowax-10	Supelcowax-10	DB-Wax	SW-10
Column length (m)	60.	50.	50.	60.	50.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.2	0.2	0.32	0.20
Phase thickness (μm)		0.25	0.25	0.25	0.25
T_start (C)	60.	70.	70.	35.	50.
T_end (C)	220.	230.	230.	220.	230.
Heat rate (K/min)	2.	2.	2.	3.	2.
Initial hold (min)	4.
Final hold (min)
I	2224.	2205.	2206.	2224.	2206.
Reference	Jiang and Kubota, 2004	Orav, Stulova, et al., 2004	Orav, Stulova, et al., 2004	Palá-Paúl, Brophy, et al., 2004	Raal, Paaver, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	DB-Wax	HP-20M	TC-Wax	SW-10
Column length (m)	60.	60.	50.	60.	50.
Carrier gas		Nitrogen	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.2	0.25	0.20
Phase thickness (μm)	0.25	0.25	0.2		0.25
T_start (C)	70.	70.	70.	80.	50.
T_end (C)	230.	230.	180.	240.	250.
Heat rate (K/min)	2.	2.	4.	3.	2.
Initial hold (min)	2.	2.	4.
Final hold (min)	20.		10.
I	2179.	2179.	2166.	2205.	2200.
Reference	Sawamura, Son, et al., 2004	Sawamura, Sou, et al., 2004	Juteau, Jerkovic, et al., 2003	Miyazawa, Teranishi, et al., 2003	Raal, Arak, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Innowax	DB-Wax	DB-Wax	PEG-20M	DB-Wax
Column length (m)	60.	60.	60.	50.	60.
Carrier gas	He	H2	N2	He	Helium
Substrate
Column diameter (mm)	0.25	0.32	0.25	0.2	0.32
Phase thickness (μm)		0.25	0.25		0.25
T_start (C)	60.	40.	70.	70.	50.
T_end (C)	220.	245.	230.	250.	230.
Heat rate (K/min)	4.	1.5	2.	2.	5.
Initial hold (min)	10.				2.
Final hold (min)	10.	20.
I	2232.	2201.	2224.	2200.	2218.
Reference	Suleimenov, Atazharova, et al., 2003	Gancel, Ollé, et al., 2002	Tu, Thanh, et al., 2002	Orav, Kailas, et al., 2001	Paniandy, Chane-Ming, et al., 2000
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	CW 20M	CW 20M	DB-Wax	DB-Wax
Column length (m)	60.	25.	25.	60.	60.
Carrier gas	He	Hydrogen	Hydrogen	He	N2
Substrate
Column diameter (mm)	0.25	0.32	0.32	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	40.	50.	50.	60.	60.
T_end (C)	200.	220.	220.	240.	220.
Heat rate (K/min)	2.	3.	3.	4.	5.
Initial hold (min)	2.	1.	1.
Final hold (min)		10.	10.
I	2214.	2180.	2201.	2213.	2229.
Reference	Umano, Hagi, et al., 2000	Bicchi, Binello, et al., 1999	Bicchi, Binello, et al., 1999	Ngassoum, Yonkeu, et al., 1999	Weyerstahl, Marschall, et al., 1999
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary
Active phase	Carbowax 20M
Column length (m)	45.
Carrier gas	Hydrogen
Substrate
Column diameter (mm)	0.32
Phase thickness (μm)	1.0
T_start (C)	60.
T_end (C)	200.
Heat rate (K/min)	2.
Initial hold (min)	5.
Final hold (min)
I	2209.
Reference	Kollmannsberger, Nitz, et al., 1992
Comment	MSDC-RI

References

Go To: Top, Normal alkane RI, polar column, temperature ramp, Notes

Dib, Djabou, et al., 2010
Dib, M.ElA.; Djabou, N.; Desjobert, L.-M.; Allali, H.; Tabti, B.; Muselli, A.; Costa, J., Characterization of volatile compounds of Daucus crinitus Desf. headspace solid phase microextraction as alternative technique to hydrodistillation, Chem, Centr. J., 2010, 4, 16, 1-15. [all data]

Museli, Pau, et al., 2009
Museli, A.; Pau, M.; Desjobert, J.-M.; Foddai, M.; Usai, M.; Costa, J., Volatile constituents of Achllea ligustica All. by HS-SPME/GC/GC-MS. Comparison with essential oils obtained by hydrodistillation from Corsica and Sardinia, Chromatographia, 2009, 69, 5/6, 575-585, https://doi.org/10.1365/s10337-008-0939-1 . [all data]

Bousaada, Ammar, et al., 2008
Bousaada, O.; Ammar, S.; Saidana, D.; Chriaa, J.; Chraif, I.; Daami, M.; Helal, A.N.; Mighri, Z., Chemical composition and antimicrobial activity of volatile components from capitula and aerial parts of Rhaponticum acaule DC growing wild in Tunisia, Microbiol. Res., 2008, 163, 1, 87-95, https://doi.org/10.1016/j.micres.2007.02.010 . [all data]

Paolini, Tomi, et al., 2008
Paolini, J.; Tomi, P.; Bernardini, A.-F.; Bradesi, P.; Casanova, J.; Kaloustian, J., Detailed analysis of the essential oil from Cistus albidus L. by combination of GC/RI, GC/MS and 13C-NMR spectroscopy, N.Z. J. Agric. Res., 2008, 22, 14, 1270-1278. [all data]

Thakeow, Angeli, et al., 2008
Thakeow, P.; Angeli, S.; Weissbecker, B.; Schutz, S., Antennal and behavioral responses of Cis boleti to fungal odor of Trametes gibbosa, Chem. Senses, 2008, 33, 4, 379-387, https://doi.org/10.1093/chemse/bjn005 . [all data]

Capetanos, Saroglou, et al., 2007
Capetanos, C.; Saroglou, V.; Marin, P.D.; Simic, A.; Skaltsa, H.D., Essential oil snalysis of two endemic Eringium species from Serbia, J. Serb. Chem. Soc., 2007, 72, 10, 961-965, https://doi.org/10.2298/JSC0710961C . [all data]

Ferhat, Meklati, et al., 2007
Ferhat, M.A.; Meklati, B.Y.; Chemat, F., Comparison of different isolation methods of essential oil from Citrus fruits: cold pressing, hydrodistillation and microwave dry distillation, Flavour Fragr. J., 2007, 22, 6, 494-504, https://doi.org/10.1002/ffj.1829 . [all data]

Miyazawa and Tamura, 2007
Miyazawa, M.; Tamura, N., Components of the essential oil from sprouts of Polygonum hydropiper L. ('Benitade'), Flavour Fragr. J., 2007, 22, 3, 188-190, https://doi.org/10.1002/ffj.1779 . [all data]

Povolo, Contarini, et al., 2007
Povolo, M.; Contarini, G.; Mele, M.; Secchiari, P., Study on the influence of pasture on volatile fraction of Ewes' dairy products by solid-phase microextraction and gas chromatography-mass spectrometry, J. Dairy Sci., 2007, 90, 2, 556-569, https://doi.org/10.3168/jds.S0022-0302(07)71539-4 . [all data]

Raal, Orav, et al., 2007
Raal, A.; Orav, A.; Arak, E.; Kailas, T.; Müürisepp, M., Variation in the composition of the essential oil of Valeriana officinalis L. roots from Estonia, Proc. Est. Acad. Sci. Chem., 2007, 56, 2, 67-74. [all data]

Choi, 2006
Choi, H.-S., Headspace analyses of fresh leaves and stems of Angelica gigas Nakai, a Korean medicinal herb, Flavour Fragr. J., 2006, 21, 4, 604-608, https://doi.org/10.1002/ffj.1602 . [all data]

Filippi, Lanfranchi, et al., 2006
Filippi, J.-J.; Lanfranchi, D.-A.; Prado, S.; Baldovini, N.; Meierhenrich, U.J., Composition, Enantiomeric Distribution, and Antibacterial Activity of the Essential Oil of Achillea ligustica All. from Corsica, J. Agric. Food Chem., 2006, 54, 17, 6308-6313, https://doi.org/10.1021/jf060752y . [all data]

Orav, Raal, et al., 2006
Orav, A.; Raal, A.; Arak, E.; Müürisepp, M.; Kailas, T., Composition of the essential oil of Artemisia absinthium L. of different geographical origin, Proc. Est. Acad. Sci. Chem., 2006, 55, 3, 155-165. [all data]

Sawamura, Onishi, et al., 2006
Sawamura, M.; Onishi, Y.; Ikemoto, J.; Tu, N.T.M.; Phi, N.T.L., Characteristic odour components of bergamot (Citrus bergamia Risso) essential oil, Flavour Fragr. J., 2006, 21, 4, 609-615, https://doi.org/10.1002/ffj.1604 . [all data]

Wong, Lee, et al., 2005
Wong, K.C.; Lee, B.C.; Lam, N.F.; Ibrahim, P., Essential oils of the rhizomes of Alpinia conchigera Griff. and Alpinia latilabris Ridl., Flavour Fragr. J., 2005, 20, 4, 431-433, https://doi.org/10.1002/ffj.1458 . [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]

Orav, Stulova, et al., 2004
Orav, A.; Stulova, I.; Kailas, T.; Müürisepp, M., Effect of storage on the essential oil composition of piper nigrum L. fruits of different ripening states, J. Agric. Food Chem., 2004, 52, 9, 2582-2586, https://doi.org/10.1021/jf030635s . [all data]

Palá-Paúl, Brophy, et al., 2004
Palá-Paúl, J.; Brophy, J.J.; Goldsack, R.J.; Fontaniella, B., Analysis of the volatile components of Lavandula canariensis (L.) Mill., a Canary Islands endemic species, growing in Australia, Biochem. Syst. Ecol., 2004, 32, 1, 55-62, https://doi.org/10.1016/S0305-1978(03)00177-7 . [all data]

Raal, Paaver, et al., 2004
Raal, A.; Paaver, U.; Arak, E.; Orav, A., Content and composition of the essential oil of Thymus serpyllum L. growing wild in Estonia, Medicina (Kaunas), 2004, 40, 8, 795-800. [all data]

Sawamura, Son, et al., 2004
Sawamura, M.; Son, U.-S.; Choi, H.-S.; Kim, M.-S.L.; Phi, N.T.L.; Fears, M.; Kumagai, Compositional changes in commercial lemon essential oil for aromatherapy, Int. J. Aromatherapy, 2004, 14, 1, 27-36, https://doi.org/10.1016/j.ijat.2004.02.001 . [all data]

Sawamura, Sou, et al., 2004
Sawamura, M.; Sou, U.-S.; Choi, H.-S.; Kim, M.-S.; Phi, N.T.L.; Fears, M.; Kumagai. C., Composition changes in commercial lemon essential oil for aromatherapy, Int. J. Aromatherapy, 2004, 14, 1, 27-36, https://doi.org/10.1016/j.ijat.2004.02.001 . [all data]

Juteau, Jerkovic, et al., 2003
Juteau, F.; Jerkovic, I.; Masotti, V.; Milos, M.; Mastelic, J.; Bessière, J.-M.; Viano, J., Composition and antimicrobial activity of the essential oil of Artemisia absinthium from Croatia and France, Planta Medica, 2003, 69, 2, 158-161, https://doi.org/10.1055/s-2003-37714 . [all data]

Miyazawa, Teranishi, et al., 2003
Miyazawa, M.; Teranishi, A.; Ishikawa, Y., Components of the essential oil from Petasites japonicus, Flavour Fragr. J., 2003, 18, 3, 231-233, https://doi.org/10.1002/ffj.1203 . [all data]

Raal, Arak, et al., 2003
Raal, A.; Arak, E.; Orav, A.; Ivask, K., Comparison of essential oil content of Matricaria recutita L. from different origins, Ars Pharm., 2003, 44, 2, 159-165, retrieved from http://www.ugr.es/~ars/abstract/44-159-03.pdf. [all data]

Suleimenov, Atazharova, et al., 2003
Suleimenov, E.M.; Atazharova, G.A.; Demirchi, B.; Baser, K.H.C.; Adekenov, S.M., Essential oil composition of Artemisia Lercheana and A. Sieversiana of Kazakhstan flora in Recent problems of development of new medicines of natural origin, Proceedings of symposium, St.Petersburg - Pushkin, 2003, 382-385. [all data]

Gancel, Ollé, et al., 2002
Gancel, A.-L.; Ollé, D.; Ollitrault, P.; Luro, F.; Brillouet, J.-M., Leaf and peel volatile compounds of an interspecific citrus somatic hybrid [Citrus aurantifolia (Christm.) Swing. + Citrus paradisi Macfayden], Flavour Fragr. J., 2002, 17, 6, 416-424, https://doi.org/10.1002/ffj.1119 . [all data]

Tu, Thanh, et al., 2002
Tu, N.T.M.; Thanh, L.X.; Une, A.; Ukeda, H.; Sawamura, M., Volatile constituents of Vietnamese pummelo, orange, tangerine and lime peel oils, Flavour Fragr. J., 2002, 17, 3, 169-174, https://doi.org/10.1002/ffj.1076 . [all data]

Orav, Kailas, et al., 2001
Orav, A.; Kailas, T.; Ivask, K., Volatile constituents of Matricaria recutita L. from Estonia, Proc. Est. Acad. Sci. Chem., 2001, 50, 39-45. [all data]

Paniandy, Chane-Ming, et al., 2000
Paniandy, J.-C.; Chane-Ming, J.; Pierbattesti, J.-C., Chemical Composition of the Essential Oil and Headspace Solid-Phase Microextraction of the Guava Fruit (Psidium guajava L.), J. Essent. Oil Res., 2000, 12, 153-158. [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]

Bicchi, Binello, et al., 1999
Bicchi, C.; Binello, A.; D'Amato, A.; Rubiolo, P., Reliability of Van den Dool retention indices in the analysis of essential oils, J. Chromatogr. Sci., 1999, 37, 8, 288-294, https://doi.org/10.1093/chromsci/37.8.288 . [all data]

Ngassoum, Yonkeu, et al., 1999
Ngassoum, M.B.; Yonkeu, S.; Jirovetz, L.; Buchbauer, G.; Schmaus, G.; Hammerschmidt, F.-J.H., Chemical composition of essential oils of Lantana camara leaves and flowers from Cameroon and Madagascar, Flavour Fragr. J., 1999, 14, 4, 245-250, https://doi.org/10.1002/(SICI)1099-1026(199907/08)14:4<245::AID-FFJ819>3.0.CO;2-X . [all data]

Weyerstahl, Marschall, et al., 1999
Weyerstahl, P.; Marschall, H.; Thefeld, K.; Rustaiyan, A., Constituents of the essential oil of Tanacetum (syn. Chrysanthemum) fruticulosum Ledeb. from Iran, Flavour Fragr. J., 1999, 14, 2, 112-120, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<112::AID-FFJ786>3.0.CO;2-1 . [all data]

Kollmannsberger, Nitz, et al., 1992
Kollmannsberger, H.; Nitz, S.; Drawert, F., UBer die Aromastoffzusammensetzung von Hochdruckextrakten. I. Pfeffer (Piper nigrum, Var. muntok), Z. Lebensm. Unters Forsch., 1992, 194, 6, 545-551, https://doi.org/10.1007/BF01185481 . [all data]

Notes

Go To: Top, Normal alkane RI, polar column, temperature ramp, References

Symbols used in this document:

T_end Final temperature

T_start Initial temperature
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
Customer support for NIST Standard Reference Data products.