Quinine N-Oxide


Internal ID 69fdb52d-ad85-4906-955a-f39821bc0816
Taxonomy Alkaloids and derivatives > Cinchona alkaloids
IUPAC Name (R)-[(1R,2S,4S,5R)-5-ethenyl-1-oxido-1-azoniabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
SMILES (Canonical) COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CC[N+]3(CC4C=C)[O-])O
SMILES (Isomeric) COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CC[N@+]3(C[C@@H]4C=C)[O-])O
InChI InChI=1S/C20H24N2O3/c1-3-13-12-22(24)9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(25-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+,22+/m0/s1
Popularity 3 references in papers

Physical and Chemical Properties

Molecular Formula C20H24N2O3
Molecular Weight 340.40 g/mol
Exact Mass 340.17869263 g/mol
Topological Polar Surface Area (TPSA) 60.40 Ų
XlogP 2.90


Quinine 1-Oxide

2D Structure

2D Structure of Quinine N-Oxide

3D Structure


ADMET Properties (via admetSAR 2)

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



Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1951 P21397 Monoamine oxidase A 97.86% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.44% 91.11%
CHEMBL2243 O00519 Anandamide amidohydrolase 95.38% 97.53%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.22% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.43% 96.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 91.00% 99.18%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.57% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 90.47% 93.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.39% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.59% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.94% 86.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.12% 91.03%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.97% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.71% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.39% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.74% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.24% 89.00%
CHEMBL2535 P11166 Glucose transporter 85.68% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 85.18% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.71% 94.45%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.38% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.70% 98.95%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.55% 94.97%
CHEMBL3401 O75469 Pregnane X receptor 81.49% 94.73%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.38% 93.99%
CHEMBL5747 Q92793 CREB-binding protein 80.90% 95.12%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.70% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.41% 85.14%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.17% 95.83%

Plants that contains it

Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.


PubChem 71751940
LOTUS LTS0048300
wikiData Q104386015