12-Acetylnapelline N-oxide

Details

Top
Internal ID 824fcd30-5f0c-4e30-befc-4d4955253767
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2R,4S,5R,7R,8R,9R,10R,13R,16S,17R)-11-ethyl-7,16-dihydroxy-13-methyl-6-methylidene-11-oxido-11-azoniahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecan-4-yl] acetate
SMILES (Canonical) CC[N+]1(CC2(CCC(C34C2CC(C31)C56C4CC(C(C5)C(=C)C6O)OC(=O)C)O)C)[O-]
SMILES (Isomeric) CC[N+]1(C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H]([C@H]31)[C@]56[C@H]4C[C@@H]([C@H](C5)C(=C)[C@H]6O)OC(=O)C)O)C)[O-]
InChI InChI=1S/C24H35NO5/c1-5-25(29)11-22(4)7-6-19(27)24-17(22)8-15(20(24)25)23-10-14(12(2)21(23)28)16(9-18(23)24)30-13(3)26/h14-21,27-28H,2,5-11H2,1,3-4H3/t14-,15+,16+,17-,18-,19+,20-,21-,22+,23+,24+,25?/m1/s1
InChI Key SQRGUSMGAJODON-YTZYIXOZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C24H35NO5
Molecular Weight 417.50 g/mol
Exact Mass 417.25152322 g/mol
Topological Polar Surface Area (TPSA) 84.80 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.38
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
12-O-Acetylnapelline N-oxide

2D Structure

Top
2D Structure of 12-Acetylnapelline N-oxide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6567 65.67%
Caco-2 - 0.6324 63.24%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Lysosomes 0.3867 38.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8972 89.72%
OATP1B3 inhibitior + 0.9372 93.72%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6962 69.62%
P-glycoprotein inhibitior - 0.6860 68.60%
P-glycoprotein substrate - 0.5308 53.08%
CYP3A4 substrate + 0.7170 71.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8542 85.42%
CYP3A4 inhibition - 0.6770 67.70%
CYP2C9 inhibition - 0.8088 80.88%
CYP2C19 inhibition - 0.7881 78.81%
CYP2D6 inhibition - 0.8679 86.79%
CYP1A2 inhibition - 0.8126 81.26%
CYP2C8 inhibition + 0.6847 68.47%
CYP inhibitory promiscuity - 0.9098 90.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5090 50.90%
Eye corrosion - 0.9808 98.08%
Eye irritation - 0.8734 87.34%
Skin irritation - 0.7429 74.29%
Skin corrosion - 0.9224 92.24%
Ames mutagenesis - 0.6928 69.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6735 67.35%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5726 57.26%
skin sensitisation - 0.8298 82.98%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8858 88.58%
Acute Oral Toxicity (c) III 0.5945 59.45%
Estrogen receptor binding + 0.7942 79.42%
Androgen receptor binding + 0.6745 67.45%
Thyroid receptor binding + 0.6283 62.83%
Glucocorticoid receptor binding + 0.7078 70.78%
Aromatase binding + 0.6287 62.87%
PPAR gamma - 0.5245 52.45%
Honey bee toxicity - 0.7075 70.75%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9789 97.89%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.53% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 97.48% 96.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.97% 90.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 94.78% 97.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.44% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.79% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.77% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.24% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 89.09% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 87.39% 97.79%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.99% 91.24%
CHEMBL1871 P10275 Androgen Receptor 83.96% 96.43%
CHEMBL1937 Q92769 Histone deacetylase 2 83.84% 94.75%
CHEMBL2581 P07339 Cathepsin D 82.72% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.55% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.22% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.92% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.73% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.31% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.57% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.44% 91.11%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.00% 97.28%

Plants that contains it

Top
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.
Aconitum soongaricum

Cross-Links

Top
PubChem 163184430
LOTUS LTS0275242
wikiData Q105258423