Lupanine

For Research Use Only.
Category
Alkaloids
Cat.No.
NP0266
CAS
550-90-3
Product Name
Lupanine
Structure

Product Details

Description
Lupanine comess from the herbs of Cytisus scoparius. It has a weak sedative effect on the central nervous system, interaction with specific drugs used for treatment of the CNS and for analgesic activity.
Synonyms
(7aβ,14aα)-Dodecahydro-7α,14α-methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one;2-Oxosparteine;d-Lupanine;Lupanin;
IUPAC Name
(1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
Molecular Weight
248.4
Molecular Formula
C15H24N2O
Canonical SMILES
C1CCN2CC3CC(C2C1)CN4C3CCCC4=O
InChI
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
Boiling Point
190-193°C
Melting Point
40-44°C
Purity
0.96
Density
1.16g/cm3
Appearance
Oil
Application
antimicrobial activity
Alpha
D25 +84° (c = 4.8 in alc)
Definition
ChEBI: The delta-lactam obtained by formal oxidation at the 2-position of sparteine. The major alkaloid from the seeds of Lupinus exaltatus, L. mexicanus and L. rotundiflorus, it is among the most important of the tetracyc
ic quinolizidine alkaloids.
Form
Powder
pKa
9.47±0.20(Predicted)
Refractive Index
nD24 1.5444
Uses
(+)-Lupanine is used in biological studies with quinolizidine alkaloids in seeds of lupin genotypes of different origins.
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