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(1S,2R,3S,5R,6S,8S,9S,10R,13S,16S,17R)-11-ethyl-8,16-dihydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-one

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 dc179089-876d-44cf-a943-970ebb59c0ac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (1S,2R,3S,5R,6S,8S,9S,10R,13S,16S,17R)-11-ethyl-8,16-dihydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-one
SMILES (Canonical) CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5C6=O)OC)O)O)COC
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]5C6=O)OC)O)O)COC
InChI InChI=1S/C23H35NO5/c1-4-24-10-21(11-28-2)6-5-17(25)23-13-7-12-15(29-3)9-22(27,18(13)19(12)26)14(20(23)24)8-16(21)23/h12-18,20,25,27H,4-11H2,1-3H3/t12-,13-,14+,15+,16-,17+,18-,20-,21+,22+,23-/m1/s1
InChI Key OSLKTTGZLRCUHJ-VWFWEDDHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H35NO5
Molecular Weight 405.50 g/mol
Exact Mass 405.25152322 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.09
H-Bond Acceptor 6
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 (1S,2R,3S,5R,6S,8S,9S,10R,13S,16S,17R)-11-ethyl-8,16-dihydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9224 92.24%
Caco-2 + 0.5312 53.12%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.5789 57.89%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.9170 91.70%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.5606 56.06%
P-glycoprotein inhibitior - 0.8400 84.00%
P-glycoprotein substrate + 0.5609 56.09%
CYP3A4 substrate + 0.6922 69.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3488 34.88%
CYP3A4 inhibition - 0.8550 85.50%
CYP2C9 inhibition - 0.9072 90.72%
CYP2C19 inhibition - 0.9231 92.31%
CYP2D6 inhibition - 0.9250 92.50%
CYP1A2 inhibition - 0.9320 93.20%
CYP2C8 inhibition + 0.4523 45.23%
CYP inhibitory promiscuity - 0.9638 96.38%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6129 61.29%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9391 93.91%
Skin irritation - 0.7818 78.18%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.6123 61.23%
Human Ether-a-go-go-Related Gene inhibition - 0.4757 47.57%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.5767 57.67%
skin sensitisation - 0.8682 86.82%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7003 70.03%
Acute Oral Toxicity (c) III 0.4914 49.14%
Estrogen receptor binding + 0.7591 75.91%
Androgen receptor binding + 0.7153 71.53%
Thyroid receptor binding + 0.6051 60.51%
Glucocorticoid receptor binding + 0.6973 69.73%
Aromatase binding + 0.5365 53.65%
PPAR gamma - 0.5186 51.86%
Honey bee toxicity - 0.8055 80.55%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.5442 54.42%

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 98.00% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.28% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.68% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.20% 96.38%
CHEMBL2581 P07339 Cathepsin D 92.26% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.14% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 89.18% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.56% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.33% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.12% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.99% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 85.90% 94.75%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.87% 90.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.93% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.58% 92.94%
CHEMBL1871 P10275 Androgen Receptor 84.04% 96.43%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.76% 82.38%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.28% 98.99%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.24% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.00% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.47% 94.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.29% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.23% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.01% 99.23%

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 102007327
LOTUS LTS0029374
wikiData Q105199075