Lupanine

Inquiry

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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