Cytisine
- Formula: C11H14N2O
- Molecular weight: 190.2417
- IUPAC Standard InChIKey: ANJTVLIZGCUXLD-UHFFFAOYSA-N
- CAS Registry Number: 485-35-8
- 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. - Other names: 1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R)-; Baptitoxin; Baptitoxine; Citizin; Cytiton; Cytitone; Cytizin; Laburnin; Sophorin; Sophorine; Tabex; Tsitizin; Ulexin; Ulexine; 1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R,5S)-; Cystisine; Tabax; 1,5-Methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one, 1,2,3,4,5,6-hexahydro-; Cytisin; (-)-Cytisine; 1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, (1R)-
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Phase change data
Go To: Top, Mass spectrum (electron ionization), UV/Visible spectrum, 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: Robert L. Brown and Stephen E. Stein
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference |
---|---|---|
491.2 | 0.003 | Aldrich Chemical Company Inc., 1990 |
Mass spectrum (electron ionization)
Go To: Top, Phase change data, UV/Visible spectrum, 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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Due to licensing restrictions, this spectrum cannot be downloaded.
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 | R.E.Ardrey ET AL.Pharmaceutical Mass Spectra,L.,1985 |
NIST MS number | 298639 |
UV/Visible spectrum
Go To: Top, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
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Source | Bohlmann and Weise, 1956 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 12730 |
Instrument | Unicam Spectrophotometer |
Melting point | 270 |
Gas Chromatography
Go To: Top, Phase change data, Mass spectrum (electron ionization), UV/Visible spectrum, 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
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-1 | 1990. | Martins, Wink, et al., 2005 | He, 120. C @ 3. min, 8. K/min; Column length: 30. m; Column diameter: 0.25 mm; Tend: 300. C |
Capillary | DB-1 | 1992. | Kite and Pennington, 2003 | 30. m/0.25 mm/0.25 μm, 6. K/min; Tstart: 120. C; Tend: 320. C |
Capillary | DB-1 | 1990. | Greinwald, Bachmann, 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 | 1990. | 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 | 1990. | 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 | 1987. | 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 | 1985. | 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 | 1985. | 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 | 1990. | 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 | 1995. | Wink, Witte, et al., 1983 | 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 | OV-1 | 1995. | 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 | 1990. | 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 | 1990. | 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 | 1985. | 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 | 1990. | Wink, Meissner, et al., 1995 | Column length: 30. m; Column diameter: 0.3 mm; Program: not specified |
References
Go To: Top, Phase change data, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Bohlmann and Weise, 1956
Bohlmann, F.; Weise, W.,
Chem. Ber., 1956, 89, 792. [all data]
Martins, Wink, et al., 2005
Martins, A.; Wink, M.; Tei, A.; Brum-Bousquet, M.; Tillequin, F.; Rauter, A.-P.,
A phytochemical study of the quinolizidine alkaloids from Genista tenera by gas chromatography-mass spectrometry,
Phytochem. Anal., 2005, 16, 4, 264-266, https://doi.org/10.1002/pca.832
. [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]
Greinwald, Bachmann, et al., 1995
Greinwald, R.; Bachmann, P.; Lewis, G.; Witte, L.; Czygan, F.-C.,
Alkaloids of the genus Poecilanthe (Leguminosae: Papilionoideae),
Biochem. Syst. Ecol., 1995, 23, 5, 547-553, https://doi.org/10.1016/0305-1978(95)00050-5
. [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]
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]
Notes
Go To: Top, Phase change data, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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