Sparteine
- Formula: C15H26N2
- Molecular weight: 234.3803
- IUPAC Standard InChI: InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13+,14+,15-
- IUPAC Standard InChIKey: SLRCCWJSBJZJBV-PYHGIMPFSA-N
- CAS Registry Number: 90-39-1
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: 7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, dodecahydro-, [7S-(7α,7aα,14α,14aβ)]-; (-)-Sparteine; L-sparteine; Lupinidin; Lupinidine; Spartein; 6β,7α,9α,11α-Pachycarpine; 7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, dodecahydro-; Dodecahydro [7S-(7α,7aα,14α,14aβ)]-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine; Sparteinum
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Mass spectrum (electron ionization)
Go To: Top, Gas Chromatography, 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
Spectrum
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Additional Data
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| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | Chemical Concepts |
| NIST MS number | 164482 |
Gas Chromatography
Go To: Top, Mass spectrum (electron ionization), 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
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | SE-30 | 180. | 1795. | Musumarra, Scarlata, et al., 1987 | N2, 1% se-30 on Anachrom ABS(80-100mesh); Column length: 2. m |
| Capillary | SPB-1 | 250. | 1830. | Lora-Tamayo, Rams, et al., 1986 | He; Column length: 25. m; Column diameter: 0.20 mm |
Kovats' RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Packed | OV-101 | 1785. | Maurer, 1990 | N2, Chromosorb G HP, 100. C @ 3. min, 30. K/min, 310. C @ 5. min; Column length: 0.60 m |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 1776. | Guimaraes P.R., Jose J., et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 70. C; Tend: 300. C |
| Packed | SE-30 | 1780. | Perrigo and Peel, 1981 | N2, Chromosorb W, 130. C @ 2. min, 8. K/min, 290. C @ 8. min; Column length: 1.8 m |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 1785. | Przybylak, Ciesiolka, et al., 2005 | He, 180. C @ 2. min, 5. K/min, 300. C @ 10. min; Column length: 30. m; Column diameter: 0.25 mm |
| Capillary | DB-1 | 1773. | Kite and Pennington, 2003 | 30. m/0.25 mm/0.25 μm, 6. K/min; Tstart: 120. C; Tend: 320. C |
| Capillary | OV-1 | 1777. | Woldemichael and Wink, 2002 | 30. m/0.32 mm/0.25 μm, He, 70. C @ 3. min, 6. K/min; Tend: 300. C |
| Capillary | DB-1 | 1780. | Greinwald, Henrichs, et al., 1995 | He, 6. K/min; Column length: 30. m; Column diameter: 0.32 mm; Tstart: 150. C; Tend: 300. C |
| Capillary | DB-1 | 1785. | Kirch, Veit, et al., 1995 | He, 6. K/min; Column length: 30. m; Column diameter: 0.32 mm; Tstart: 150. C; Tend: 300. C |
| Capillary | DB-1 | 1780. | van Wyk, Greinwald, et al., 1995 | 6. K/min; Column length: 30. m; Column diameter: 0.32 mm; Tstart: 150. C; Tend: 300. C |
| Capillary | DB-1 | 1785. | Greinwald, Canto, et al., 1992 | He, 6. K/min; Column length: 30. m; Column diameter: 0.32 mm; Tstart: 150. C; Tend: 300. C |
| Capillary | DB-1 | 1785. | Wink and Witte, 1991 | 30. m/0.32 mm/1.0 μm, Helium, 150. C @ 1. min, 10. K/min; Tend: 300. C |
| Capillary | SE-30 | 1790. | Wink, Witte, et al., 1983 | He, 6. K/min; Column length: 15. m; Column diameter: 0.26 mm; Tstart: 150. C; Tend: 270. C |
| Packed | OV-1 | 1810. | Marozzi, Gambaro, et al., 1982 | Gas Chrom P, 2.5 K/min; Column length: 2. m; Tstart: 120. C; Tend: 200. C |
| Capillary | SE-30 | 1790. | Wink, Witte, et al., 1981 | He, 6. K/min; Column length: 15. m; Column diameter: 0.26 mm; Tstart: 150. C; Tend: 270. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 MS | 1785. | Cook, Lee, et al., 2009 | Column length: 30. m; Column diameter: 0.25 mm; Program: 100 0C (1 min) 40 0C/min -> 200 0C 5 0C/min -> 275 0C (15 min) |
| Capillary | DB-1 | 1785. | El-Shazly, Ateya, et al., 2001 | Helium; Column length: 15. m; Column diameter: 0.317 mm; Program: 150 0C (2 min) 15 0C/min -> 250 0C 25 0C/min -> 300 0C (5 min) |
| Capillary | OV-1 | 1780. | Asres, Tei, et al., 1997 | He; Column length: 15. m; Column diameter: 0.25 mm; Program: 120C (2min) => 10C/min => 250C => 15C/min => 300C |
| Capillary | DB-1 | 1780. | Greinwald, Ross, et al., 1996 | He; Column length: 15. m; Column diameter: 0.25 mm; Program: 150C(2min) => 10C/min => 250C => 20C/min => 300C (10min) |
| Capillary | DB-1 | 1785. | Greinwald, van Rensen, et al., 1995 | He; Column length: 30. m; Column diameter: 0.32 mm; Program: 150C (2min) => 10C/min => 250C => 20C/min => 300C (5min) |
| Capillary | DB-1 | 1785. | Greinwald, Ross, et al., 1995 | He; Column length: 30. m; Column diameter: 0.32 mm; Program: 150C (2min) => 10C/min => 250C => 20C/min => 300C (5min) |
| Capillary | DB-1 | 1785. | Wink, Meissner, et al., 1995 | Column length: 30. m; Column diameter: 0.3 mm; Program: not specified |
| Capillary | SE-54 | 1785. | Detzel and Wink, 1993 | 15. m/0.25 mm/0.16 μm, Helium; Program: 150 0C (2 min) 15 0C/min -> 250 0C 25 0C/min -> 200 0C (10 min) |
| Capillary | DB-1 | 1790. | Greinwald, Witte, et al., 1991 | He; Column length: 30. m; Column diameter: 0.32 mm; Program: 150C (2min) => 10C/min => 250C => 20C/min => 300C (5min) |
| Other | Methyl Silicone | 1801. | Ardrey and Moffat, 1981 | Program: not specified |
References
Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Musumarra, Scarlata, et al., 1987
Musumarra, G.; Scarlata, G.; Romano, G.; Cappello, G.; Clementi, S.; Giulietti, G.,
Qualitative organic analysis. Part 2. Identification of drugs by principal components analysis of standardized TLC data in four eluent systems and of retention indices on SE 30,
J. Anal. Toxicol., 1987, 11, 4, 154-163, https://doi.org/10.1093/jat/11.4.154
. [all data]
Lora-Tamayo, Rams, et al., 1986
Lora-Tamayo, C.; Rams, M.A.; Chacon, J.M.R.,
Gas Chromatographic Data for 187 Nitrogen- or Phosphorus-Containing Drugs and Metabolites of Toxicological Interest Analysed on Methyl Silicone Capillary Columns,
J. Chromatogr., 1986, 374, 73-85, https://doi.org/10.1016/S0378-4347(00)83254-5
. [all data]
Maurer, 1990
Maurer, H.H.,
Identification of antiarrhythmic drugs and their metabolites in urine,
Arch. Toxicol., 1990, 64, 3, 218-230, https://doi.org/10.1007/BF02010728
. [all data]
Guimaraes P.R., Jose J., et al., 2003
Guimaraes P.R.; Jose J.; Galetti M.; Trigo J.R.,
Quinolizidine alkaloids in Ormosia arborea seeds inhibit predation but not hoarding by agoutis (Dasyprocta leporina),
J. Chem. Ecol., 2003, 29, 5, 1065-1072, https://doi.org/10.1023/A:1023817203748
. [all data]
Perrigo and Peel, 1981
Perrigo, B.J.; Peel, H.W.,
The use of retention indices and temperature-programmed gas chromatography in analytical toxicology,
J. Chromatogr. Sci., 1981, 19, 5, 219-226, https://doi.org/10.1093/chromsci/19.5.219
. [all data]
Przybylak, Ciesiolka, et al., 2005
Przybylak, J.K.; Ciesiolka, D.; Wysocka, W.; García-López, P.M.; Ruiz-López, M.A.; Wysocki, W.; Gulewicz, K.,
Alkaloid profiles of Mexican wild lupin and an effect of alkaloid preparation from Lupinus exaltatus seeds on growth and yield of paprika (Capsicum annuum L.),
Ind. Crops Prod., 2005, 21, 1, 1-7, https://doi.org/10.1016/j.indcrop.2003.12.001
. [all data]
Kite and Pennington, 2003
Kite, G.C.; Pennington, R.T.,
Quinolizidine alkaloid status of Styphnolobium and Cladrastis (Leguminosae),
Biochem. Syst. Ecol., 2003, 31, 12, 1409-1416, https://doi.org/10.1016/S0305-1978(03)00118-2
. [all data]
Woldemichael and Wink, 2002
Woldemichael, G.M.; Wink, M.,
Concomitant occurrence of pyrrolizidine and quinolizidine alkaloids in hemiparasite Osyris alba L. (Santalaceae),
Biochem. Syst. Ecol., 2002, 30, 2, 139-149, https://doi.org/10.1016/S0305-1978(01)00065-5
. [all data]
Greinwald, Henrichs, et al., 1995
Greinwald, R.; Henrichs, C.; Veen, G.; Ross, J.H.; Witte, L.; Czygan, F.-C.,
A survey of alkaloids in templetonia biloba (Benth.) Polhill (Fabaceae: Brongniartieae),
Biochem. Syst. Ecol., 1995, 23, 6, 649-654, https://doi.org/10.1016/0305-1978(95)00035-6
. [all data]
Kirch, Veit, et al., 1995
Kirch, J.; Veit, M.; Wätzig, Greinwald; Czygan, F.-C.,
Alkaloidal variation in Genista Iobelii s.l. (Fabaceae),
Biochem. Syst. Ecol., 1995, 23, 6, 635-643, https://doi.org/10.1016/0305-1978(95)00037-2
. [all data]
van Wyk, Greinwald, et al., 1995
van Wyk, B.-E.; Greinwald, R.; Witte, L.,
Alkaloid variation in the Lupinus pusillus group (Fabaceae: tribe Genisteae),
Biochem. Syst. Ecol., 1995, 23, 5, 533-537, https://doi.org/10.1016/0305-1978(95)00036-T
. [all data]
Greinwald, Canto, et al., 1992
Greinwald, R.; Canto, P.; Bachmann, P.; Witte, L.; Czygan, F.-C.,
Distribution and taxdonomic significance of alkaloids in the Genista cinerea agregat,
Biochem. Syst. Ecol., 1992, 20, 1, 75-81, https://doi.org/10.1016/0305-1978(92)90074-N
. [all data]
Wink and Witte, 1991
Wink, M.; Witte, L.,
Storage of quinolizidine alkaloids in Macrosiphum albifrons and Aphis genistae (Homoptera: Aphididae),
Entomol. Gener., 1991, 15, 4, 237-254, https://doi.org/10.1127/entom.gen/15/1991/237
. [all data]
Wink, Witte, et al., 1983
Wink, M.; Witte, L.; Hartmann, T.; Theuring, C.; Volz. V.,
Accumulation of quinolizidine alkaloids in plants and cell suspension cultures: genera lupinus, cytisus, baptisia, genista, laburnum, and sophora,
Planta Medica, 1983, 48, 4, 253-257, https://doi.org/10.1055/s-2007-969928
. [all data]
Marozzi, Gambaro, et al., 1982
Marozzi, E.; Gambaro, V.; Saligari, E.; Mariani, R.; Lodi, F.,
Use of the retention index in gas chromatographic studies of drugs,
J. Anal. Toxicol., 1982, 6, 4, 185-192, https://doi.org/10.1093/jat/6.4.185
. [all data]
Wink, Witte, et al., 1981
Wink, M.; Witte, L.; Hartmann. T.,
Quinolizidine Alkaloid Composition of Plants and of Photomixotrophis Cell Suspension Cultures of Sarothamnus scoparius and Orobanche rapum-genistae,
Planta Medica, 1981, 43, 12, 342-352, https://doi.org/10.1055/s-2007-971522
. [all data]
Cook, Lee, et al., 2009
Cook, D.; Lee, S.T.; GArdner, D.R.; Pfister, J.A.; Welch, K.D.; Green, B.T.; Davis, T.Z.; Panter, K.E.,
The alkaloids profiles of lupinus sulphureus,
J. Agric. Food Chem., 2009, 57, 4, 1646-1653, https://doi.org/10.1021/jf803468q
. [all data]
El-Shazly, Ateya, et al., 2001
El-Shazly, A.; Ateya, A.-M.M.; Wink, M.,
Quinolizidine alkaloid profiles of lupunus varius orientalis. L. albus albus, L. hartwegii, and L. densiflorus,
Z. Naturforsch., 2001, 56c, 21-30. [all data]
Asres, Tei, et al., 1997
Asres, K.; Tei, A.; Wink, M.,
Quinolizidine alkaloids from the East-African legume Dicraeopetalum stipulare harms,
Biochem. Syst. Ecol., 1997, 25, 4, 305-308, https://doi.org/10.1016/S0305-1978(97)00004-5
. [all data]
Greinwald, Ross, et al., 1996
Greinwald, R.; Ross, J.H.; Witte, L.; Czygan, F.-C.,
Alkaloids of Templetonia incana,
Biochem. Syst. Ecol., 1996, 24, 5, 423-426, https://doi.org/10.1016/0305-1978(96)00024-5
. [all data]
Greinwald, van Rensen, et al., 1995
Greinwald, R.; van Rensen, I.; Veit, M.; Canto, P.; Witte, L.,
A chemical dichotomy in quinolizidine alkaloid accumulation within the section Spartioides of the genus Genista (Fabaceae: Genisteae),
Biochem. Syst. Ecol., 1995, 23, 1, 89-97, https://doi.org/10.1016/0305-1978(95)93662-M
. [all data]
Greinwald, Ross, et al., 1995
Greinwald, R.; Ross, J.H.; Witte, L.; Czygan, F.-C.,
The alkaloid pattern of Plagiocarpus axillaris (Fabaceae: Brongniartieae),
Biochem. Syst. Ecol., 1995, 23, 6, 645-648, https://doi.org/10.1016/0305-1978(95)00059-3
. [all data]
Wink, Meissner, et al., 1995
Wink, M.; Meissner, C.; Witte, L.,
Patterns of quinolizidine alkaloids in 56 species of the genus Lupinus,
Phytochemistry, 1995, 38, 1, 139-153, https://doi.org/10.1016/0031-9422(95)91890-D
. [all data]
Detzel and Wink, 1993
Detzel, A.; Wink, M.,
Attraction. deterrence or intoxication of bees (Apis mellifera) by plant allelochemicals,
Chemoecology, 1993, 4, 1, 8-18, https://doi.org/10.1007/BF01245891
. [all data]
Greinwald, Witte, et al., 1991
Greinwald, R.; Witte, L.; Wray, V.; Czygan, F.-C.,
The alkaloid pattern of Cytisophyllum sessilitolium (Fabaceae-Genisteae),
Biochem. Syst. Ecol., 1991, 19, 3, 253-258, https://doi.org/10.1016/0305-1978(91)90010-W
. [all data]
Ardrey and Moffat, 1981
Ardrey, R.E.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase,
J. Chromatogr., 1981, 220, 3, 195-252, https://doi.org/10.1016/S0021-9673(00)81925-1
. [all data]
Notes
Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, References
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