(1S,2R,3R,4S,5S,6S,8S,9S,10R,13R,16S,17R)-11-ethyl-6,16-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8-diol

Details

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Internal ID 7b52cdcb-c45a-4503-baef-3c9665e69fcd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (1S,2R,3R,4S,5S,6S,8S,9S,10R,13R,16S,17R)-11-ethyl-6,16-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8-diol
SMILES (Canonical) CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5C6O)OC)O)OC)C
SMILES (Isomeric) CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H]([C@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6O)OC)O)OC)C
InChI InChI=1S/C23H37NO4/c1-5-24-11-21(2)7-6-17(28-4)23-13-8-12-15(27-3)10-22(26,18(13)19(12)25)14(20(23)24)9-16(21)23/h12-20,25-26H,5-11H2,1-4H3/t12-,13-,14+,15+,16-,17+,18-,19+,20-,21+,22+,23-/m1/s1
InChI Key NGWMZXLZSGJSRI-VHNKBEDGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H37NO4
Molecular Weight 391.50 g/mol
Exact Mass 391.27225866 g/mol
Topological Polar Surface Area (TPSA) 62.20 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.90
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,3R,4S,5S,6S,8S,9S,10R,13R,16S,17R)-11-ethyl-6,16-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8105 81.05%
Caco-2 + 0.5720 57.20%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Lysosomes 0.7486 74.86%
OATP2B1 inhibitior - 0.8574 85.74%
OATP1B1 inhibitior + 0.9332 93.32%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5731 57.31%
P-glycoprotein inhibitior - 0.8918 89.18%
P-glycoprotein substrate + 0.5736 57.36%
CYP3A4 substrate + 0.6764 67.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4514 45.14%
CYP3A4 inhibition - 0.9534 95.34%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9236 92.36%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9675 96.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6337 63.37%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9153 91.53%
Skin irritation - 0.7699 76.99%
Skin corrosion - 0.9220 92.20%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6436 64.36%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.7202 72.02%
skin sensitisation - 0.8646 86.46%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8162 81.62%
Acute Oral Toxicity (c) III 0.4877 48.77%
Estrogen receptor binding + 0.6568 65.68%
Androgen receptor binding + 0.6853 68.53%
Thyroid receptor binding + 0.7383 73.83%
Glucocorticoid receptor binding + 0.5556 55.56%
Aromatase binding + 0.7113 71.13%
PPAR gamma + 0.5797 57.97%
Honey bee toxicity - 0.7297 72.97%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity - 0.6509 65.09%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.31% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.23% 97.25%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 94.66% 95.58%
CHEMBL221 P23219 Cyclooxygenase-1 93.67% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.58% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.53% 97.09%
CHEMBL204 P00734 Thrombin 93.41% 96.01%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.20% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.12% 85.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.30% 91.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.92% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.63% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 87.68% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.80% 94.45%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 86.71% 95.36%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 86.15% 98.99%
CHEMBL1871 P10275 Androgen Receptor 85.97% 96.43%
CHEMBL4040 P28482 MAP kinase ERK2 85.47% 83.82%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.39% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.69% 94.78%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.00% 97.50%
CHEMBL4073 P09237 Matrix metalloproteinase 7 82.53% 97.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.44% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 81.95% 95.38%
CHEMBL1937 Q92769 Histone deacetylase 2 81.90% 94.75%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.28% 82.38%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 81.27% 92.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.03% 92.62%
CHEMBL3820 P35557 Hexokinase type IV 80.56% 91.96%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 80.11% 87.16%
CHEMBL2581 P07339 Cathepsin D 80.00% 98.95%

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.
Aconitum raddeanum
Aconitum variegatum
Aconitum vilmorinianum

Cross-Links

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PubChem 101297639
LOTUS LTS0039155
wikiData Q104403463