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(1R,2S,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-2,4,8-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 65eca059-2a13-4c06-898a-a20aa38b0f17
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (1R,2S,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-2,4,8-triol
SMILES (Canonical) CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4(C5C6O)O)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@@]4([C@@H]5[C@H]6O)O)OC)O)OC)C
InChI InChI=1S/C23H37NO5/c1-5-24-11-20(2)7-6-16(29-4)23-15(20)8-13(19(23)24)21(26)10-14(28-3)12-9-22(23,27)18(21)17(12)25/h12-19,25-27H,5-11H2,1-4H3/t12-,13+,14+,15-,16+,17+,18-,19-,20+,21+,22+,23+/m1/s1
InChI Key GBBKFXYNDQUOGN-KOWPDBJSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H37NO5
Molecular Weight 407.50 g/mol
Exact Mass 407.26717328 g/mol
Topological Polar Surface Area (TPSA) 82.40 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.02
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 (1R,2S,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-2,4,8-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8105 81.05%
Caco-2 - 0.5296 52.96%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Lysosomes 0.7486 74.86%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.9402 94.02%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.6051 60.51%
P-glycoprotein inhibitior - 0.8993 89.93%
P-glycoprotein substrate + 0.5523 55.23%
CYP3A4 substrate + 0.6747 67.47%
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 + 0.5701 57.01%
CYP inhibitory promiscuity - 0.9675 96.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6337 63.37%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9011 90.11%
Skin irritation - 0.7699 76.99%
Skin corrosion - 0.9220 92.20%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3947 39.47%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6920 69.20%
skin sensitisation - 0.8646 86.46%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7388 73.88%
Acute Oral Toxicity (c) III 0.4877 48.77%
Estrogen receptor binding + 0.7002 70.02%
Androgen receptor binding + 0.7195 71.95%
Thyroid receptor binding + 0.7237 72.37%
Glucocorticoid receptor binding + 0.5404 54.04%
Aromatase binding + 0.7122 71.22%
PPAR gamma + 0.5884 58.84%
Honey bee toxicity - 0.7304 73.04%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6200 62.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.06% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.93% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.44% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.27% 85.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 91.57% 91.03%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.69% 96.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.65% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 89.81% 90.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.53% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.02% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.98% 95.58%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.97% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.51% 95.89%
CHEMBL204 P00734 Thrombin 87.51% 96.01%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.21% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.74% 94.78%
CHEMBL1871 P10275 Androgen Receptor 86.00% 96.43%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.79% 82.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.30% 97.14%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.49% 95.36%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 82.67% 98.99%
CHEMBL299 P17252 Protein kinase C alpha 82.48% 98.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.45% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.23% 95.50%
CHEMBL259 P32245 Melanocortin receptor 4 82.18% 95.38%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.76% 90.24%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.70% 97.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.40% 91.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.27% 92.62%
CHEMBL284 P27487 Dipeptidyl peptidase IV 80.80% 95.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.64% 91.07%

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 geniculatum

Cross-Links

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PubChem 102007326
LOTUS LTS0159334
wikiData Q105005747