lupanine
AlkaPlorer ID: AK002103
Synonym: '', '(+)-Lupanine', '2-oxosparteine', 'alpha-Isolupanine', 'Lupanine', '2-Oxosparteine', 'Dehydrolupanine', "(7alpha,7aalpha,14alpha,14abeta)-dodecahydro-7,14-methano-2H,11H-dipyridol1,2-a:1',2'-e1,5diazocin-11-one", '(+)-2-oxosparteine', 'lupanine', 'd-lupanine', '(-)-Lupanine'
IUPAC Name: (1R,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
Structure
SMILES: O=C1CCC[C@@H]2[C@@H]3C[C@@H](CN12)[C@@H]1CCCCN1C3
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-/m1/s1
InChIKey: JYIJIIVLEOETIQ-ZOBORPQBSA-N
Reference
Alkaloids from seeds of Lupinus varius and L. hartwegii
PubChem CID: 442956
CAS: 550-90-3
LOTUS: LTS0157694
NPASS: NPC290231
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Sophora flavescens | Sophora | Fabaceae | Fabales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 248.36999999999992
TPSA？: 23.550000000000004
MolLogP？: 1.8717
Number of H-Donors: 0
Number of H-Acceptors: 2
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 40000.0 | nM | 10.1016/j.bmcl.2015.09.010 |
| Homo sapiens | KB | IC50 | 40000.0 | nM | 10.1016/j.bmcl.2015.09.010 |
| Homo sapiens | MCF7 | IC50 | nan | None | 10.1016/j.bmcl.2015.09.010 |
| Homo sapiens | MDA-MB-231 | IC50 | 40000.0 | nM | 10.1016/j.bmcl.2015.09.010 |
| None | NON-PROTEIN TARGET | IC50 | 40000.0 | nM | 10.1016/j.bmcl.2015.09.010 |