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(1R,2R,3R,4R,5R,6S,8R,9R,10R,13R,16R,17S,18S)-11-ethyl-9-hydroperoxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,13-diol

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 743b6e99-e1bd-4a1b-93f5-5fa9f566eb14
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Lappaconitine-type diterpenoid alkaloids
IUPAC Name (1R,2R,3R,4R,5R,6S,8R,9R,10R,13R,16R,17S,18S)-11-ethyl-9-hydroperoxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,13-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H39NO8/c1-6-25-11-21(26)8-7-15(30-3)23-13-9-12-14(29-2)10-22(27,16(13)17(12)31-4)24(33-28,20(23)25)19(32-5)18(21)23/h12-20,26-28H,6-11H2,1-5H3/t12-,13-,14+,15-,16-,17-,18+,19+,20-,21+,22-,23-,24+/m1/s1
InChI Key OJTGVRVXRXFTNU-OYROXQJZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H39NO8
Molecular Weight 469.60 g/mol
Exact Mass 469.26756720 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.52
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,3R,4R,5R,6S,8R,9R,10R,13R,16R,17S,18S)-11-ethyl-9-hydroperoxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,13-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5665 56.65%
Caco-2 - 0.6350 63.50%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Lysosomes 0.6870 68.70%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.9092 90.92%
OATP1B3 inhibitior + 0.9426 94.26%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5657 56.57%
P-glycoprotein inhibitior - 0.8626 86.26%
P-glycoprotein substrate + 0.5905 59.05%
CYP3A4 substrate + 0.6864 68.64%
CYP2C9 substrate - 0.8129 81.29%
CYP2D6 substrate + 0.4006 40.06%
CYP3A4 inhibition - 0.9539 95.39%
CYP2C9 inhibition - 0.8679 86.79%
CYP2C19 inhibition - 0.8464 84.64%
CYP2D6 inhibition - 0.8744 87.44%
CYP1A2 inhibition - 0.9030 90.30%
CYP2C8 inhibition + 0.5296 52.96%
CYP inhibitory promiscuity - 0.9529 95.29%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5954 59.54%
Eye corrosion - 0.9833 98.33%
Eye irritation - 0.9059 90.59%
Skin irritation - 0.7628 76.28%
Skin corrosion - 0.9201 92.01%
Ames mutagenesis - 0.6907 69.07%
Human Ether-a-go-go-Related Gene inhibition + 0.6858 68.58%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.5672 56.72%
skin sensitisation - 0.8521 85.21%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7940 79.40%
Acute Oral Toxicity (c) III 0.4626 46.26%
Estrogen receptor binding + 0.7499 74.99%
Androgen receptor binding + 0.7484 74.84%
Thyroid receptor binding + 0.7135 71.35%
Glucocorticoid receptor binding - 0.4784 47.84%
Aromatase binding + 0.7001 70.01%
PPAR gamma + 0.7118 71.18%
Honey bee toxicity - 0.7823 78.23%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity - 0.7527 75.27%

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 99.48% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.91% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.39% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.83% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.41% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.68% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.54% 97.14%
CHEMBL226 P30542 Adenosine A1 receptor 89.12% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.79% 92.94%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.11% 91.11%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 87.29% 92.38%
CHEMBL204 P00734 Thrombin 85.23% 96.01%
CHEMBL332 P03956 Matrix metalloproteinase-1 84.68% 94.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.67% 92.62%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.39% 91.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.36% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.96% 89.62%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.70% 92.68%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.63% 97.28%
CHEMBL3820 P35557 Hexokinase type IV 83.52% 91.96%
CHEMBL1937 Q92769 Histone deacetylase 2 82.84% 94.75%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.48% 95.58%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.42% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.39% 95.89%
CHEMBL4208 P20618 Proteasome component C5 80.95% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.69% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.58% 96.77%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162955234
LOTUS LTS0030062
wikiData Q105193271