Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C15H24N2O |
Molecular Weight | 248.3639 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CN3CCCC[C@@]3([H])[C@]([H])(CN4C(=O)CCC[C@]14[H])C2
InChI
InChIKey=JYIJIIVLEOETIQ-XDQVBPFNSA-N
InChI=1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2/t11-,12-,13-,14+/m0/s1
Approval Year
PubMed
Title | Date | PubMed |
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Immunolocalization of alkaloids and X-ray microanalysis of elements in lupin seeds. | 2001 |
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Mineralogical and chemical interactions of soils eaten by chimpanzees of the Mahale Mountains and Gombe Stream National Parks, Tanzania. | 2001 Feb |
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Chemical composition, nutritive value, and toxicology evaluation of Mexican wild lupins. | 2001 Nov |
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Bacterial removal of quinolizidine alkaloids and other carbon sources from a Lupinus albus aqueous extract. | 2002 Apr 10 |
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Alkaloid profile of leaves and seeds of Lupinus hintonii C. P. Smith. | 2002 Mar-Apr |
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Cloning, sequencing and heterologous expression of the gene for lupanine hydroxylase, a quinocytochrome c from a Pseudomonas sp. | 2002 Oct 15 |
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The quinohaemoprotein lupanine hydroxylase from Pseudomonas putida. | 2003 Apr 11 |
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Quinolizidine alkaloid profiles of two taxa of Teline maderensis. | 2003 Nov-Dec |
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Mass spectrometry of bisquinolizidine alkaloids: 2- and 17-cyano-substituted derivatives of sparteine and lupanine. | 2004 May |
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Comparison of plasma disposition of alkaloids after lupine challenge in cattle that had given birth to calves with lupine-induced arthrogryposis or clinically normal calves. | 2004 Nov |
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Quinolizidine alkaloids isolated from Lupinus species enhance insulin secretion. | 2004 Nov 3 |
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The effect of body condition on disposition of alkaloids from silvery lupine (Lupinus argenteus pursh) in sheep. | 2004 Sep |
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Do naïve ruminants degrade alkaloids in the rumen? | 2005 Apr |
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A phytochemical study of the quinolizidine alkaloids from Genista tenera by gas chromatography-mass spectrometry. | 2005 Jul-Aug |
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Histological evaluation of brain damage caused by crude quinolizidine alkaloid extracts from lupines. | 2005 Oct |
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Quinolizidine alkaloids and phomopsins in lupin seeds and lupin containing food. | 2006 Apr 21 |
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Cytisus scoparius link--a natural antioxidant. | 2006 Mar 16 |
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Phloem alkaloid tolerance allows feeding on resistant Lupinus angustifolius by the aphid Myzus persicae. | 2006 Sep |
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Chemotaxonomy of Portuguese Ulex: quinolizidine alkaloids as taxonomical markers. | 2006 Sep |
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Alkaloid profiles, concentration, and pools in velvet lupine (Lupinus leucophyllus) over the growing season. | 2007 Jan |
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Hypoglycaemic effect of quinolizidine alkaloids--lupanine and 2-thionosparteine on non-diabetic and streptozotocin-induced diabetic rats. | 2007 Jun 22 |
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Influence of plant secondary metabolites on in vitro oxidation of methyl ferulate with cell wall peroxidases from lupine apoplast. | 2008 |
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Evaluation of total quinolizidine alkaloids content in lupin flours, lupin-based ingredients, and foods. | 2008 Apr |
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Quinolizidine alkaloids in seeds of lupin genotypes of different origins. | 2008 May 28 |
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Bactericidal and fungicidal activities of Calia secundiflora (Ort.) Yakovlev. | 2008 Sep-Oct |
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Periplasmically-exported lupanine hydroxylase undergoes transition from soluble to functional inclusion bodies in Escherichia coli. | 2009 Apr 1 |
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Alkaloids and saponins as cytochrome P450 inhibitors from blue cohosh (Caulophyllum thalictroides) in an in vitro assay. | 2009 Mar |
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Comparative analysis of medicinal plants used in traditional medicine in Italy and Tunisia. | 2009 Oct 26 |
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Determination of quinolizidine alkaloids in different Lupinus species by NACE using UV and MS detection. | 2010 Dec 15 |
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Overproduced Brucella abortus PdhS-mCherry forms soluble aggregates in Escherichia coli, partially associating with mobile foci of IbpA-YFP. | 2010 Sep 28 |
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91471
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m6937
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183KU7535A
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DTXSID001023908
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550-90-3
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64261
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28193
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C008298
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SUBSTANCE RECORD