1,6-Germacradien-5β-ol

Formula: C₁₅H₂₆O
Molecular weight: 222.3663
IUPAC Standard InChI: InChI=1S/C15H26O/c1-12(2)14-8-7-13(3)6-5-10-15(4,16)11-9-14/h6,9,11-12,14,16H,5,7-8,10H2,1-4H3/b11-9+,13-6-/t14-,15+/m0/s1
IUPAC Standard InChIKey: RHCTXHCNRLCYBN-GWVGWQBCSA-N
Chemical structure:
This structure is also available as a 2d Mol file
Species with the same structure:
Stereoisomers:
Other names: 4β-Hydroxy-germacra-1(10),5-diene; Germacra-1(10),5-dien-4-β-ol; 1,6-Germacradien-5 β-ol (=Germacrene D-4 β-ol); 4-β-Hydroksygermacra-1(10),5-diene; 4b-Hydroxygermacra-1(10),5-diene; Germacra-1(10)E,5E-dien-4β-ol; 1,6-Germacradien-5 β-ol (= germacreneD-4 β-ol), (=1(10),5-germacradien-4 β-ol)
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Gas Chromatography

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

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

Column type	Active phase	I	Reference	Comment
Capillary	DB-5MS	1585.	Mardarowicz, Wianowska, et al., 2004	30. m/0.25 mm/0.25 μm, He, 40. C @ 2. min, 4. K/min; T_end: 280. C
Capillary	BP-1	1572.	Mariotti, Costa, et al., 1997	50. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; T_start: 60. C

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

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Column type	Active phase	I	Reference	Comment
Capillary	BP-1	1568.	Filippini, Tomi, et al., 2000	Program: not specified

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

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Column type	Active phase	I	Reference	Comment
Capillary	BP-20	2047.	Mariotti, Costa, et al., 1997	50. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; T_start: 60. C

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

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Column type	Active phase	I	Reference	Comment
Capillary	BP-20	2039.	Filippini, Tomi, et al., 2000	Program: not specified

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1585.	Kowalski and Wolski, 2005	30. m/0.25 mm/0.25 μm, 35. C @ 2. min, 4. K/min; T_end: 280. C
Capillary	RTX-1	1609.	Sonboli, Salehi, et al., 2005	60. m/0.25 mm/0.25 μm, He, 5. K/min, 25. C @ 10. min; T_start: 60. C
Capillary	DB-5	1586.	Krauze-Baranowska, Mardarowicz, et al., 2002	30. m/0.25 mm/0.25 μm, He, 35. C @ 2. min, 3. K/min, 280. C @ 15. min
Capillary	DB-5	1586.	Krauze-Baranowska, Mardarowicz, et al., 2002, 2	30. m/0.25 mm/0.25 μm, He, 35. C @ 2. min, 4. K/min, 280. C @ 15. min

Normal alkane RI, polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-Wax	2064.	Molleken U., Sinnwell V., et al., 1998	30. m/0.25 mm/0.25 μm, N2, 3. K/min; T_start: 45. C; T_end: 220. C

Normal alkane RI, polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	Innowax FSC	2069.	Baser K.H.C., Ozek G., et al., 2006	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C (10min) => 1C/min => 240C
Capillary	Innowax FSC	2069.	Baser, Özek, et al., 2006	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min >220C (10min) => 1C/min => 240C
Capillary	HP-Innowax	2069.	Duman, Kartal, et al., 2005	60. m/0.25 mm/0.25 μm, N2; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C
Capillary	HP-Innowax FSC	2069.	Kivcak, Akay, et al., 2004	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C
Capillary	HP-Innowax FSC	2069.	Kirimer N., Tabanea N., et al., 2001	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C

References

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Mardarowicz, Wianowska, et al., 2004
Mardarowicz, M.; Wianowska, D.; Dawidowicz, A.L.; Sawicki, R., The influence of sample treatment on SPME extracts from conifers. I. Comparison of terpene composition in Engelmann Spruce (Picea engelmanii) using hydrodistillation, SPME and PLE, Annales Universitatis Mariae Curie-Sklodowska Lublin - Polonia, 2004, 59, 3, 25-42. [all data]

Mariotti, Costa, et al., 1997
Mariotti, J.P.; Costa, J.; Bianchini, A.; Bernardini, A.F.; Casanova, J., Composition and variability of the essential oil of Stachys glutinosa L. from Corsica (France), Flavour Fragr. J., 1997, 12, 3, 205-209, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<205::AID-FFJ636>3.0.CO;2-I . [all data]

Filippini, Tomi, et al., 2000
Filippini, M.-H.; Tomi, F.; Casanova, J., Composition of the leaf oil of Ferula arrigonii Bocchieri, Flavour Fragr. J., 2000, 15, 3, 195-198, https://doi.org/10.1002/1099-1026(200005/06)15:3<195::AID-FFJ891>3.0.CO;2-6 . [all data]

Kowalski and Wolski, 2005
Kowalski, R.; Wolski, T., The chemical composition of essential oils of Silphium perfoliatum L., Flavour Fragr. J., 2005, 20, 3, 306-310, https://doi.org/10.1002/ffj.1418 . [all data]

Sonboli, Salehi, et al., 2005
Sonboli, A.; Salehi, P.; Ebrahimi, S.N., Essential oil composition and antibacterial activity of the leaves of Stachys schtschegleevii from Iran, Chem. Nat. Compd. (Engl. Transl.), 2005, 41, 2, 171-175, https://doi.org/10.1007/s10600-005-0105-z . [all data]

Krauze-Baranowska, Mardarowicz, et al., 2002
Krauze-Baranowska, M.; Mardarowicz, M.; Wiwart, M.; Poblocka, L.; Dynowska, M., Antifungal activity of the essential oils from some species of the genus Pinus, Z. Naturforsch., 2002, 57c, 478-482. [all data]

Krauze-Baranowska, Mardarowicz, et al., 2002, 2
Krauze-Baranowska, M.; Mardarowicz, M.; Wiwart, M., The chemical composition of Microbiota decussata, Z. Naturforsch. C:, 2002, 57c, 998-1003. [all data]

Molleken U., Sinnwell V., et al., 1998
Molleken U.; Sinnwell V.; Kubeczka K.H., TThe essential oil composition of fruits from Smyrnium perfoliatum, Phytochemistry, 1998, 47, 6, 1079-1083, https://doi.org/10.1016/S0031-9422(98)80076-9 . [all data]

Baser K.H.C., Ozek G., et al., 2006
Baser K.H.C.; Ozek G.; Ozek T.; Duran A., Composition of the essential oil of Centaurea huber-morathii Wagenitz isolated from seeds by microdistillation, Flavour Fragr. J., 2006, 21, 3, 568-570, https://doi.org/10.1002/ffj.1620 . [all data]

Baser, Özek, et al., 2006
Baser, K.H.C.; Özek, G.; Özek, T.; Duran, A.; Duman, H., Composition of the essential oils of Rhabdosciadium oligocarpum (Post ex Boiss.) Hedge et Lamond and Rhabdosciadium microcalycinum Hand.-Mazz., Flavour Fragr. J., 2006, 21, 4, 650-655, https://doi.org/10.1002/ffj.1639 . [all data]

Duman, Kartal, et al., 2005
Duman, H.; Kartal, M.; Altun, L.; Demirci, B.; Baser, K.H.C., The essential oil of Stachys laetivirens Kotschy Boiss. ex Rech. fil., endemic in Turkey, Flavour Fragr. J., 2005, 20, 1, 48-50, https://doi.org/10.1002/ffj.1362 . [all data]

Kivcak, Akay, et al., 2004
Kivcak, B.; Akay, S.; Demirci, B.; Baser, K.H.C., Chemical composition of essential oils from leaves and twigs of Pistacia lentiscus, Pistacia lentiscus var. chia, and Pistacia terebinthus from Turkey, Pharm. Biol, 2004, 42, 4-5, 360-366, https://doi.org/10.1080/13880200490519677 . [all data]

Kirimer N., Tabanea N., et al., 2001
Kirimer N.; Tabanea N.; Demirci B.; Baser K.H.C.; Duman H.; Aytac Z., The essential oil of a new Sideritis species: Sideritis ozturkii Aytac and Aksoy, Chem. Nat. Compd. (Engl. Transl.), 2001, 37, 3, 234-237, https://doi.org/10.1023/A:1012561806033 . [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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