[(1R,4Z,7R,8R,12S,18R)-5,7,8-trimethyl-3,9-dioxo-2,10-dioxa-15-azatricyclo[10.5.1.015,18]octadec-4-en-8-yl] acetate

Details

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Internal ID e8ce4dca-2930-4178-ba56-b01e44ee6b69
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1R,4Z,7R,8R,12S,18R)-5,7,8-trimethyl-3,9-dioxo-2,10-dioxa-15-azatricyclo[10.5.1.015,18]octadec-4-en-8-yl] acetate
SMILES (Canonical) CC1CC(=CC(=O)OC2CCN3C2C(CC3)COC(=O)C1(C)OC(=O)C)C
SMILES (Isomeric) C[C@@H]1C/C(=C\C(=O)O[C@@H]2CCN3[C@@H]2[C@H](CC3)COC(=O)[C@]1(C)OC(=O)C)/C
InChI InChI=1S/C20H29NO6/c1-12-9-13(2)20(4,27-14(3)22)19(24)25-11-15-5-7-21-8-6-16(18(15)21)26-17(23)10-12/h10,13,15-16,18H,5-9,11H2,1-4H3/b12-10-/t13-,15-,16-,18-,20-/m1/s1
InChI Key SQXZSOKMIUYJBP-GWJCICOPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H29NO6
Molecular Weight 379.40 g/mol
Exact Mass 379.19948764 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.84
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4Z,7R,8R,12S,18R)-5,7,8-trimethyl-3,9-dioxo-2,10-dioxa-15-azatricyclo[10.5.1.015,18]octadec-4-en-8-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9191 91.91%
Caco-2 + 0.6197 61.97%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4700 47.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9182 91.82%
OATP1B3 inhibitior + 0.9301 93.01%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6229 62.29%
P-glycoprotein inhibitior - 0.4747 47.47%
P-glycoprotein substrate + 0.5275 52.75%
CYP3A4 substrate + 0.6459 64.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8180 81.80%
CYP3A4 inhibition - 0.7686 76.86%
CYP2C9 inhibition - 0.9503 95.03%
CYP2C19 inhibition - 0.8831 88.31%
CYP2D6 inhibition - 0.9081 90.81%
CYP1A2 inhibition - 0.8540 85.40%
CYP2C8 inhibition - 0.7142 71.42%
CYP inhibitory promiscuity - 0.9522 95.22%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Danger 0.6118 61.18%
Eye corrosion - 0.9807 98.07%
Eye irritation - 0.9830 98.30%
Skin irritation - 0.7380 73.80%
Skin corrosion - 0.9068 90.68%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5260 52.60%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.9481 94.81%
skin sensitisation - 0.8036 80.36%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6315 63.15%
Acute Oral Toxicity (c) III 0.7392 73.92%
Estrogen receptor binding + 0.6519 65.19%
Androgen receptor binding + 0.5533 55.33%
Thyroid receptor binding - 0.6767 67.67%
Glucocorticoid receptor binding + 0.6566 65.66%
Aromatase binding - 0.6146 61.46%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7899 78.99%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5350 53.50%
Fish aquatic toxicity + 0.8276 82.76%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.63% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.79% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.02% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 91.18% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.08% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.79% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.92% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.75% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.23% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.03% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.03% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.61% 94.00%
CHEMBL2581 P07339 Cathepsin D 84.75% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 83.84% 91.19%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.73% 93.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.07% 91.11%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.31% 94.78%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.01% 86.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.98% 97.14%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.65% 98.99%

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.
Senecio callosus

Cross-Links

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PubChem 10738499
LOTUS LTS0173829
wikiData Q105258761