13-Hydroxylupanine

Details

• Internal ID: 60c64ab8-c49b-41d0-9b64-1d28bbc3c22e
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: 12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
• SMILES (Canonical): C1CC2C3CC(CN2C(=O)C1)C4CC(CCN4C3)O
• SMILES (Isomeric): C1CC2C3CC(CN2C(=O)C1)C4CC(CCN4C3)O
• InChI: InChI=1S/C15H24N2O2/c18-12-4-5-16-8-10-6-11(14(16)7-12)9-17-13(10)2-1-3-15(17)19/h10-14,18H,1-9H2
• InChI Key: JVYKIBAJVKEZSQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄N₂O₂
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.183778013 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 0.60

Synonyms

• 15358-48-2
• d-Hydroxylupanine
• 13-Oxylupanine
• 13-Hydroxylupanin
• NSC70827
• 12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
• Alkaloid C 2, from Cadia purpurea
• 13-Hydroxyspartein-2-one
• 13.alpha.-Hydroxylupanine
• Lupanine, 13.alpha.-hydroxy-
• NSC-70827
• 13-OH-Lupanine
• LUPANINE,13-HYDROXY
• 13-Hydroxyspartein-2-one #
• DTXSID70934782
• JVYKIBAJVKEZSQ-UHFFFAOYSA-N
• 7,14-Methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one, dodecahydro-9-hydroxy-, [7S-(7.alpha.,7a.beta.,9.beta.,14.alpha.,14a.alpha.)]-
• 7,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one, dodecahydro-9-hydroxy-, [7S-(7.alpha.,7a.beta.,9.beta.,14.alpha.,14a.alpha.)]-

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.63%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.54%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.74%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.58%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.55%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.41%	98.95%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	86.31%	98.46%
CHEMBL1978	P11511	Cytochrome P450 19A1	86.26%	91.76%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	85.19%	96.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.16%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.91%	97.25%
CHEMBL4235	P28845	11-beta-hydroxysteroid dehydrogenase 1	83.73%	97.98%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.60%	94.78%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.96%	93.00%
CHEMBL217	P14416	Dopamine D2 receptor	82.71%	95.62%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.98%	98.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.80%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.77%	94.66%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.08%	91.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.07%	94.45%

Plants that contains it

• Cadia purpurea
• Calpurnia aurea
• Cytisus scoparius
• Leontice leontopetalum
• Lupinus gibertianus
• Lupinus lanatus
• Lupinus polyphyllus
• Lupinus sericeus
• Pearsonia cajanifolia
• Petteria ramentacea
• Pinus hartwegii

Cross-Links

• PubChem: 250873
• LOTUS: LTS0071428
• wikiData: Q105136033