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Quinine N-Oxide

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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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
InChI Key WVDIZKMXQMCCAA-CURGQOQWSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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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
Atomic LogP (AlogP) 3.19
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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109906-48-1
Quinine 1-Oxide
quinine-N-oxide
DTXSID201317052

2D Structure

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2D Structure of Quinine N-Oxide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5423 54.23%
Caco-2 + 0.6072 60.72%
Blood Brain Barrier + 0.5672 56.72%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.5128 51.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9301 93.01%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior + 0.6750 67.50%
BSEP inhibitior + 0.6213 62.13%
P-glycoprotein inhibitior + 0.5866 58.66%
P-glycoprotein substrate + 0.7606 76.06%
CYP3A4 substrate + 0.6755 67.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7908 79.08%
CYP3A4 inhibition - 0.7603 76.03%
CYP2C9 inhibition - 0.8465 84.65%
CYP2C19 inhibition - 0.7729 77.29%
CYP2D6 inhibition - 0.7435 74.35%
CYP1A2 inhibition - 0.8040 80.40%
CYP2C8 inhibition - 0.6089 60.89%
CYP inhibitory promiscuity - 0.8642 86.42%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.5110 51.10%
Eye corrosion - 0.9813 98.13%
Eye irritation - 0.9476 94.76%
Skin irritation - 0.7087 70.87%
Skin corrosion - 0.9225 92.25%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7421 74.21%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8394 83.94%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.9106 91.06%
Acute Oral Toxicity (c) III 0.5888 58.88%
Estrogen receptor binding + 0.5964 59.64%
Androgen receptor binding + 0.7422 74.22%
Thyroid receptor binding + 0.5315 53.15%
Glucocorticoid receptor binding + 0.6610 66.10%
Aromatase binding + 0.6552 65.52%
PPAR gamma - 0.6873 68.73%
Honey bee toxicity - 0.7553 75.53%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.6519 65.19%

Targets

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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

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 71751940
LOTUS LTS0048300
wikiData Q104386015