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(8R,13R,15S)-13-ethenyl-11-ethyl-8-hydroxy-15-methoxy-11-azahexacyclo[7.6.2.12,5.01,10.03,8.013,16]octadecane-4-carboxamide

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 8fec9922-5222-45b1-bb74-95b72ea6fa4b
Taxonomy Organoheterocyclic compounds > Quinolidines
IUPAC Name (8R,13R,15S)-13-ethenyl-11-ethyl-8-hydroxy-15-methoxy-11-azahexacyclo[7.6.2.12,5.01,10.03,8.013,16]octadecane-4-carboxamide
SMILES (Canonical) CCN1CC2(CC(C34C2CC(C31)C5(CCC6CC4C5C6C(=O)N)O)OC)C=C
SMILES (Isomeric) CCN1C[C@]2(C[C@@H](C34C2CC(C31)[C@]5(CCC6CC4C5C6C(=O)N)O)OC)C=C
InChI InChI=1S/C23H34N2O3/c1-4-21-10-16(28-3)23-13-8-12-6-7-22(27,18(13)17(12)20(24)26)14(9-15(21)23)19(23)25(5-2)11-21/h4,12-19,27H,1,5-11H2,2-3H3,(H2,24,26)/t12?,13?,14?,15?,16-,17?,18?,19?,21+,22-,23?/m0/s1
InChI Key BSOROLZKYXGRJC-LVXXQJFHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H34N2O3
Molecular Weight 386.50 g/mol
Exact Mass 386.25694295 g/mol
Topological Polar Surface Area (TPSA) 75.80 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.80
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8R,13R,15S)-13-ethenyl-11-ethyl-8-hydroxy-15-methoxy-11-azahexacyclo[7.6.2.12,5.01,10.03,8.013,16]octadecane-4-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9599 95.99%
Caco-2 - 0.5217 52.17%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.6251 62.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9055 90.55%
OATP1B3 inhibitior + 0.9470 94.70%
MATE1 inhibitior - 0.9026 90.26%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.7102 71.02%
P-glycoprotein inhibitior - 0.7921 79.21%
P-glycoprotein substrate + 0.5682 56.82%
CYP3A4 substrate + 0.6687 66.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.8271 82.71%
CYP2C9 inhibition - 0.8522 85.22%
CYP2C19 inhibition - 0.8297 82.97%
CYP2D6 inhibition - 0.8261 82.61%
CYP1A2 inhibition - 0.9101 91.01%
CYP2C8 inhibition + 0.6973 69.73%
CYP inhibitory promiscuity - 0.9381 93.81%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6069 60.69%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9608 96.08%
Skin irritation - 0.7646 76.46%
Skin corrosion - 0.9178 91.78%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7240 72.40%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.5399 53.99%
skin sensitisation - 0.8578 85.78%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7717 77.17%
Acute Oral Toxicity (c) III 0.5930 59.30%
Estrogen receptor binding + 0.8161 81.61%
Androgen receptor binding + 0.7446 74.46%
Thyroid receptor binding + 0.6482 64.82%
Glucocorticoid receptor binding + 0.7944 79.44%
Aromatase binding + 0.5821 58.21%
PPAR gamma + 0.5919 59.19%
Honey bee toxicity - 0.7723 77.23%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity - 0.4621 46.21%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.17% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.28% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.08% 96.61%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 95.86% 95.58%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.40% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.08% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 92.49% 91.19%
CHEMBL240 Q12809 HERG 89.66% 89.76%
CHEMBL3474 P14555 Phospholipase A2 group IIA 89.32% 94.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.68% 86.33%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 88.22% 92.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.08% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 87.10% 90.17%
CHEMBL233 P35372 Mu opioid receptor 86.83% 97.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.17% 95.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.83% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.76% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.07% 93.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 84.02% 95.69%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.93% 97.36%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.03% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.46% 94.45%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.40% 92.32%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.10% 91.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.04% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.01% 91.03%
CHEMBL236 P41143 Delta opioid receptor 80.73% 99.35%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.67% 97.50%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.01% 97.53%

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 racemulosum

Cross-Links

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PubChem 132539864
LOTUS LTS0031751
wikiData Q104945346