CAS 550-90-3
:(+)-Lupanine
Description:
(+)-Lupanine is an alkaloid primarily derived from various plant species, particularly those in the Lupinus genus, such as lupins. It is characterized by its complex bicyclic structure, which includes a quinolizidine ring system. This compound exhibits a range of biological activities, including potential neuroprotective effects and interactions with neurotransmitter systems, making it of interest in pharmacological research. (+)-Lupanine is typically found as a white to pale yellow crystalline solid and is soluble in organic solvents like ethanol and methanol, but has limited solubility in water. Its molecular formula is C15H21N, and it has a specific optical rotation, indicating its chiral nature. The compound's stereochemistry is significant, as the (+) designation refers to its specific enantiomer, which can exhibit different biological properties compared to its counterparts. Due to its alkaloid nature, (+)-Lupanine may also possess toxicological properties at certain concentrations, necessitating careful handling and study in laboratory settings.
Formula:C15H24N2O
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
InChI key:InChIKey=JYIJIIVLEOETIQ-XDQVBPFNSA-N
SMILES:O=C1N2[C@@]([C@]3(C[C@@](C2)([C@]4(N(C3)CCCC4)[H])[H])[H])(CCC1)[H]
Synonyms:- (7Alpha)-Spartein-2-One
- (7S,7aR,14S,14aS)-Dodecahydro-7,14-methano-2H,11H-dipyrido[1,2-a:1′,2′-e][1,5]diazocin-11-one
- 2-Oxosparteine
- 7,14-Methano-2H,11H-dipyrido[1,2-a:1′,2′-e][1,5]diazocin-11-one, dodecahydro-, (7S,7aR,14S,14aS)-
- 7,14-Methano-2H,11H-dipyrido[1,2-a:1′,2′-e][1,5]diazocin-11-one, dodecahydro-, [7S-(7α,7aα,14α,14aβ)]-
- 7,14-Methano-4H,6H-dipyrido[1,2-a:1′,2′-e][1,5]diazocin-4-one, dodecahydro-, [7S-(7α,7aβ,14α,14aα)]-
- <span class="text-smallcaps">D</span>-(+)-Lupanine
- Lupanin
- Lupanine d-form
- Lupanine, d-
- Spartein-15-One
- Spartein-2-One
- d-Lupanine
- (+)-Lupanine
- See more synonyms
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