Aphylline
- Formula: C15H24N2O
- Molecular weight: 248.3639
- IUPAC Standard InChI: InChI=1S/C15H24N2O/c18-15-12-9-11(13-5-2-4-8-17(13)15)10-16-7-3-1-6-14(12)16/h11-14H,1-10H2/t11-,12+,13-,14+/m0/s1
- IUPAC Standard InChIKey: YQMWQSMYVPLYDI-RFQIPJPRSA-N
- CAS Registry Number: 577-37-7
- 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-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-6-one, dodecahydro-, [7R-(7α,7aβ,14α,14aα)]-; D-aphylline; 10-Oxosparteine; (+)-Aphylline
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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 | 2180. | 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-5 | 2178. | 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 | 2196. | Kite and Pennington, 2003 | 30. m/0.25 mm/0.25 μm, 6. K/min; Tstart: 120. C; Tend: 320. C |
| Capillary | DB-1 | 2180. | Martínez-Herrera, Robledo-Quintos, et al., 2001 | 30. m/0.25 mm/0.25 μm, He, 2. K/min, 280. C @ 15. min; Tstart: 150. C |
| Capillary | DB-1 | 2180. | Greinwald, Reyes-Chilpa, et al., 1996 | He, 6. K/min; Column length: 30. m; Column diameter: 0.32 mm; Tstart: 150. C; Tend: 300. C |
| Capillary | DB-1 | 2180. | 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 | 2180. | 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 | 2165. | 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 | DB-5 MS | 2163. | 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 | 2180. | 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 | DB-1 | 2180. | 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]
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]
Martínez-Herrera, Robledo-Quintos, et al., 2001
Martínez-Herrera, J.; Robledo-Quintos, N.; Mora-Escobedo, R.; Dávila-Ortiz, G.,
Alkaloid composition of Lupinus campestris from Mexico,
J. Food Biochem., 2001, 25, 2, 117-125, https://doi.org/10.1111/j.1745-4514.2001.tb00728.x
. [all data]
Greinwald, Reyes-Chilpa, et al., 1996
Greinwald, R.; Reyes-Chilpa, R.; Ross, J.H.; Witte, L.; Czygan, F.-C.,
A survey of alkaloids in the genera Harpalyce and Brongniartia (Fabaceae - Brongniartieae),
Biochem. Syst. Ecol., 1996, 24, 7/8, 749-755. [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]
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]
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]
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
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- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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