Anagyrine
- Formula: C15H20N2O
- Molecular weight: 244.3321
- IUPAC Standard InChI: InChI=1S/C15H20N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h3,5-6,11-13H,1-2,4,7-10H2/t11-,12+,13-/m1/s1
- IUPAC Standard InChIKey: FQEQMASDZFXSJI-FRRDWIJNSA-N
- CAS Registry Number: 486-89-5
- 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. - Stereoisomers:
- Other names: 7,14-Methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one, 7,7a,8,9,10,11,13,14-octahydro-, [7R-(7α,7aβ,14α)]-; Rhombinine; Anagyrin; Monolupin; Monolupine; Rhombinin
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Gas Chromatography
Go To: Top, 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 | 2390. | 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 | 2406. | Kite and Pennington, 2003 | 30. m/0.25 mm/0.25 μm, 6. K/min; Tstart: 120. C; Tend: 320. C |
| Capillary | OV-1 | 2408. | 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 | 2380. | 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 | 2390. | 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 | 2390. | 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 | 2387. | 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 | 2375. | 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 | 2375. | 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 | 2390. | 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 | 2380. | Wink, Witte, et al., 1983 | He, 6. K/min; Column length: 15. m; Column diameter: 0.26 mm; Tstart: 150. C; Tend: 270. C |
| Capillary | SE-30 | 2375. | 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 | 2390. | 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 | OV-1 | 2390. | 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 | 2380. | 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 | 2382. | 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 | 2375. | 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 | 2390. | Wink, Meissner, et al., 1995 | Column length: 30. m; Column diameter: 0.3 mm; Program: not specified |
References
Go To: Top, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
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, 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]
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]
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, Gas Chromatography, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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