Isolupanine

Details

• Internal ID: 93729daf-9dca-403e-8e31-a6837db832d1
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: (1S,2R,9S,10R)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
• SMILES (Canonical): C1CCN2CC3CC(C2C1)CN4C3CCCC4=O
• SMILES (Isomeric): C1CCN2C[C@@H]3C[C@H]([C@H]2C1)CN4[C@@H]3CCCC4=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
• InChI Key: JYIJIIVLEOETIQ-IGQOVBAYSA-N
• Popularity: 38 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄N₂O
• Molecular Weight: 248.36 g/mol
• Exact Mass: 248.188863393 g/mol
• Topological Polar Surface Area (TPSA): 23.60 Ų
• XlogP: 1.60

Synonyms

• (+)-11-Isolupanine
• 11-epi-Lupanine
• 4-Oxo-2-isosparteine
• alpha-Isolupanine
• HC999LFL05
• 11-Isolupanine
• .alpha.-Isolupanin
• .alpha.-Isolupanine
• 7,11-Methano-4H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocin-4-one, dodecahydro-, (7S,7aR,14S,14aR)-
• (+)-alpha-Isolupanin
• 11-Isolupanine, (+)-
• UNII-HC999LFL05
• EINECS 207-644-3
• ISOLUPANIN
• (+)-.ALPHA.-ISOLUPANINE
• DTXSID501318297
• LUPANINE .ALPHA.-ISOLUPANINE
• LUPANINE .ALPHA.-ISOLUPANINE [MI]
• Q27279861
• 7,11-METHANO-4H,6H-DIPYRIDO(1,2-A:1',2'-E)(1,5)DIAZOCIN-4-ONE, DODECAHYDRO-, (7S-(7.ALPHA.,7A.ALPHA.,14.ALPHA.,14A.ALPHA.))-
• 7,11-Methano-4H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocin-4-one, dodecahydro-, (7S-(7alpha,7aalpha,14alpha,14aalpha))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.21%	97.25%
CHEMBL1978	P11511	Cytochrome P450 19A1	92.53%	91.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.64%	94.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.86%	93.03%
CHEMBL2581	P07339	Cathepsin D	87.81%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.76%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.30%	90.71%
CHEMBL4235	P28845	11-beta-hydroxysteroid dehydrogenase 1	86.98%	97.98%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.67%	91.81%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.48%	98.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.28%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.13%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.85%	96.09%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	83.43%	91.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.25%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.87%	92.50%
CHEMBL1902	P62942	FK506-binding protein 1A	81.99%	97.05%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.74%	94.66%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.49%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.45%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.36%	93.00%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.05%	99.29%

Plants that contains it

• Aspalathus perfoliata
• Cytisophyllum sessilifolium
• Leontice leontopetalum
• Liparia splendens
• Lupinus mexicanus
• Pearsonia sessilifolia
• Petteria ramentacea
• Rothia hirsuta

Cross-Links

• PubChem: 15939852
• LOTUS: LTS0168030
• wikiData: Q27279861