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(1S,2S,3S,4R,5R,6R,8R,9R,10S,13S,14S,16R,17S)-11-ethyl-6,16-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,14-triol

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 500be462-450c-4c42-9b7a-82978c1b330c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Lappaconitine-type diterpenoid alkaloids
IUPAC Name (1S,2S,3S,4R,5R,6R,8R,9R,10S,13S,14S,16R,17S)-11-ethyl-6,16-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,14-triol
SMILES (Canonical) CCN1CC2C3CC4C1C3(C5CC6C(CC4(C5C6O)O)OC)C(CC2O)OC
SMILES (Isomeric) CCN1C[C@@H]2[C@@H]3C[C@@H]4[C@H]1[C@]3([C@H]5C[C@H]6[C@@H](C[C@@]4([C@@H]5[C@@H]6O)O)OC)[C@@H](C[C@@H]2O)OC
InChI InChI=1S/C22H35NO5/c1-4-23-9-11-12-6-14-20(23)22(12,17(28-3)7-15(11)24)13-5-10-16(27-2)8-21(14,26)18(13)19(10)25/h10-20,24-26H,4-9H2,1-3H3/t10-,11+,12-,13-,14+,15-,16+,17+,18-,19+,20-,21+,22+/m0/s1
InChI Key YEOLFWLRGOEFNZ-ZWZKQCKGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H35NO5
Molecular Weight 393.50 g/mol
Exact Mass 393.25152322 g/mol
Topological Polar Surface Area (TPSA) 82.40 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.49
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,3S,4R,5R,6R,8R,9R,10S,13S,14S,16R,17S)-11-ethyl-6,16-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,14-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8229 82.29%
Caco-2 - 0.6188 61.88%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Lysosomes 0.8231 82.31%
OATP2B1 inhibitior - 0.8567 85.67%
OATP1B1 inhibitior + 0.9467 94.67%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.7972 79.72%
P-glycoprotein inhibitior - 0.8947 89.47%
P-glycoprotein substrate + 0.6158 61.58%
CYP3A4 substrate + 0.6463 64.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4514 45.14%
CYP3A4 inhibition - 0.9742 97.42%
CYP2C9 inhibition - 0.8999 89.99%
CYP2C19 inhibition - 0.8808 88.08%
CYP2D6 inhibition - 0.8869 88.69%
CYP1A2 inhibition - 0.9017 90.17%
CYP2C8 inhibition - 0.7738 77.38%
CYP inhibitory promiscuity - 0.9594 95.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5978 59.78%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.7814 78.14%
Skin corrosion - 0.9229 92.29%
Ames mutagenesis - 0.5789 57.89%
Human Ether-a-go-go-Related Gene inhibition + 0.7091 70.91%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8602 86.02%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7980 79.80%
Acute Oral Toxicity (c) III 0.4417 44.17%
Estrogen receptor binding + 0.6499 64.99%
Androgen receptor binding + 0.6459 64.59%
Thyroid receptor binding + 0.7883 78.83%
Glucocorticoid receptor binding - 0.4647 46.47%
Aromatase binding + 0.6472 64.72%
PPAR gamma + 0.6354 63.54%
Honey bee toxicity - 0.7197 71.97%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity - 0.7416 74.16%

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 99.45% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.82% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.24% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.19% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 89.54% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.65% 97.09%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 88.31% 82.38%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 87.94% 95.58%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.89% 96.38%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 87.23% 95.36%
CHEMBL2581 P07339 Cathepsin D 86.14% 98.95%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.91% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.71% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.48% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.34% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.14% 100.00%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 82.42% 92.38%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.69% 97.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.61% 96.61%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.60% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 81.29% 90.17%
CHEMBL230 P35354 Cyclooxygenase-2 80.80% 89.63%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.53% 100.00%
CHEMBL3820 P35557 Hexokinase type IV 80.37% 91.96%

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 toxicum

Cross-Links

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PubChem 163070109
LOTUS LTS0068807
wikiData Q105347337