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(1R,2S,3R,5R,6S,8S,9S,10R,13R,16S,17R)-11-ethyl-2,8-dihydroxy-6,16-dimethoxy-13-methyl-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 84746ffe-7585-4497-adc2-3e036a511b08
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (1R,2S,3R,5R,6S,8S,9S,10R,13R,16S,17R)-11-ethyl-2,8-dihydroxy-6,16-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-one
SMILES (Canonical) CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4(C5C6=O)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]5C6=O)O)OC)O)OC)C
InChI InChI=1S/C23H35NO5/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/h12-16,18-19,26-27H,5-11H2,1-4H3/t12-,13+,14+,15-,16+,18-,19-,20+,21+,22+,23+/m1/s1
InChI Key MHSYUBFGORFSCY-ILFITJABSA-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 0.40
Atomic LogP (AlogP) 1.23
H-Bond Acceptor 6
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 (1R,2S,3R,5R,6S,8S,9S,10R,13R,16S,17R)-11-ethyl-2,8-dihydroxy-6,16-dimethoxy-13-methyl-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 + 0.8391 83.91%
Caco-2 + 0.5567 55.67%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Lysosomes 0.6582 65.82%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.9169 91.69%
OATP1B3 inhibitior + 0.9438 94.38%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.4702 47.02%
P-glycoprotein inhibitior - 0.8040 80.40%
P-glycoprotein substrate + 0.5281 52.81%
CYP3A4 substrate + 0.6744 67.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3538 35.38%
CYP3A4 inhibition - 0.9298 92.98%
CYP2C9 inhibition - 0.8998 89.98%
CYP2C19 inhibition - 0.9151 91.51%
CYP2D6 inhibition - 0.9353 93.53%
CYP1A2 inhibition - 0.9280 92.80%
CYP2C8 inhibition - 0.5775 57.75%
CYP inhibitory promiscuity - 0.9709 97.09%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6281 62.81%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9115 91.15%
Skin irritation - 0.7685 76.85%
Skin corrosion - 0.9295 92.95%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5172 51.72%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.6170 61.70%
skin sensitisation - 0.8680 86.80%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7328 73.28%
Acute Oral Toxicity (c) III 0.4409 44.09%
Estrogen receptor binding + 0.7831 78.31%
Androgen receptor binding + 0.7221 72.21%
Thyroid receptor binding + 0.6455 64.55%
Glucocorticoid receptor binding + 0.6191 61.91%
Aromatase binding + 0.6516 65.16%
PPAR gamma + 0.6466 64.66%
Honey bee toxicity - 0.7847 78.47%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6168 61.68%
Fish aquatic toxicity - 0.5644 56.44%

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 99.46% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.49% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.44% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.70% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.95% 95.89%
CHEMBL2581 P07339 Cathepsin D 88.04% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.51% 94.45%
CHEMBL1871 P10275 Androgen Receptor 86.67% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.37% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.72% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.49% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.69% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.23% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.04% 96.61%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.74% 82.38%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.34% 91.03%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.00% 96.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.48% 93.04%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.47% 90.24%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.39% 93.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.16% 94.78%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.95% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.76% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.05% 92.62%

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 variegatum

Cross-Links

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PubChem 163042513
LOTUS LTS0165510
wikiData Q105164088