Hydroxylupanine
- Formula: C15H24N2O2
- Molecular weight: 264.3633
- IUPAC Standard InChI: InChI=1S/C15H24N2O2/c18-12-4-5-16-8-10-6-11(14(16)7-12)9-17-13(10)2-1-3-15(17)19/h10-14,18H,1-9H2
- IUPAC Standard InChIKey: JVYKIBAJVKEZSQ-UHFFFAOYSA-N
- CAS Registry Number: 15358-48-2
- 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, dodecahydro-9-hydroxy-, [7S-(7α,7aβ,9β,14α,14aα)]-; Lupanine, 13α-hydroxy-; Alkaloid C 2, from Cadia purpurea; Jamaidine; Luparine, hydroxy-; Oxylupanine; 13α-Hydroxylupanine; 13-Hydroxylupanin; 13-Hydroxylupanine; 13-Oxylupanine; d-Hydroxylupanine; Lupanine,13-hydroxy; (+)-13-Hydroxylupanine; 7,14-Methano-2H,11H-dipyrido(1,2-a:1',2'-e)(1,5)diazocin-11-one, dodecahydro-2-hydroxy-, (2S-(2α,7β,7aβ,14β,14aα))-; Hydroxylupanin; Lupanine, hydroxy-; NSC 70827
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- Information on this page:
- Other data available:
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Normal alkane RI, non-polar column, temperature ramp
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
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | DB-1 | DB-1 | DB-1 | DB-1 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.32 | 0.32 | 0.32 |
| Phase thickness (μm) | |||||
| Tstart (C) | 180. | 150. | 150. | 150. | 150. |
| Tend (C) | 300. | 300. | 300. | 300. | 300. |
| Heat rate (K/min) | 5. | 6. | 6. | 6. | 6. |
| Initial hold (min) | 2. | ||||
| Final hold (min) | 10. | ||||
| I | 2410. | 2400. | 2400. | 2400. | 2395. |
| Reference | Przybylak, Ciesiolka, et al., 2005 | Greinwald, Reyes-Chilpa, et al., 1996 | Greinwald, Henrichs, et al., 1995 | van Wyk, Greinwald, et al., 1995 | Greinwald, Canto, et al., 1992 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary |
|---|---|---|---|
| Active phase | DB-1 | SE-30 | SE-30 |
| Column length (m) | 30. | 15. | 15. |
| Carrier gas | Helium | He | He |
| Substrate | |||
| Column diameter (mm) | 0.32 | 0.26 | 0.26 |
| Phase thickness (μm) | 1.0 | ||
| Tstart (C) | 150. | 150. | 150. |
| Tend (C) | 300. | 270. | 270. |
| Heat rate (K/min) | 10. | 6. | 6. |
| Initial hold (min) | 1. | ||
| Final hold (min) | |||
| I | 2410. | 2408. | 2410. |
| Reference | Wink and Witte, 1991 | Wink, Witte, et al., 1983 | Wink, Witte, et al., 1981 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
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, 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]
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]
Notes
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References
- Symbols used in this document:
Tend Final temperature Tstart Initial temperature - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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