(4-Ethenyl-6,7,14-trimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadeca-4,11-dien-7-yl) acetate

Details

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Internal ID 45af66cd-bf9b-4f29-9d68-501a27461f56
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name (4-ethenyl-6,7,14-trimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadeca-4,11-dien-7-yl) acetate
SMILES (Canonical) CC1C=C(C(=O)OC2CCN(CC=C(C2=O)COC(=O)C1(C)OC(=O)C)C)C=C
SMILES (Isomeric) CC1C=C(C(=O)OC2CCN(CC=C(C2=O)COC(=O)C1(C)OC(=O)C)C)C=C
InChI InChI=1S/C21H27NO7/c1-6-15-11-13(2)21(4,29-14(3)23)20(26)27-12-16-7-9-22(5)10-8-17(18(16)24)28-19(15)25/h6-7,11,13,17H,1,8-10,12H2,2-5H3
InChI Key LIEIOJNANXUNDT-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H27NO7
Molecular Weight 405.40 g/mol
Exact Mass 405.17875220 g/mol
Topological Polar Surface Area (TPSA) 99.20 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.36
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4-Ethenyl-6,7,14-trimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadeca-4,11-dien-7-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 + 0.8677 86.77%
Caco-2 - 0.5214 52.14%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4651 46.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9002 90.02%
OATP1B3 inhibitior + 0.9275 92.75%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8932 89.32%
P-glycoprotein inhibitior + 0.7104 71.04%
P-glycoprotein substrate - 0.6003 60.03%
CYP3A4 substrate + 0.6827 68.27%
CYP2C9 substrate - 0.8119 81.19%
CYP2D6 substrate - 0.8297 82.97%
CYP3A4 inhibition - 0.6703 67.03%
CYP2C9 inhibition - 0.9128 91.28%
CYP2C19 inhibition - 0.8897 88.97%
CYP2D6 inhibition - 0.9319 93.19%
CYP1A2 inhibition - 0.8367 83.67%
CYP2C8 inhibition - 0.7083 70.83%
CYP inhibitory promiscuity - 0.9905 99.05%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) + 0.5100 51.00%
Carcinogenicity (trinary) Danger 0.6639 66.39%
Eye corrosion - 0.9743 97.43%
Eye irritation - 0.9689 96.89%
Skin irritation - 0.7253 72.53%
Skin corrosion - 0.9096 90.96%
Ames mutagenesis + 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3808 38.08%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 1.0000 100.00%
skin sensitisation - 0.7687 76.87%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7730 77.30%
Acute Oral Toxicity (c) III 0.5265 52.65%
Estrogen receptor binding + 0.5488 54.88%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding - 0.6597 65.97%
Glucocorticoid receptor binding + 0.6122 61.22%
Aromatase binding - 0.5516 55.16%
PPAR gamma - 0.5076 50.76%
Honey bee toxicity - 0.7891 78.91%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5651 56.51%
Fish aquatic toxicity + 0.8329 83.29%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.99% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 97.39% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.60% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.40% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.71% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.36% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.84% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.62% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.53% 86.33%
CHEMBL4208 P20618 Proteasome component C5 86.31% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.87% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.67% 89.00%
CHEMBL5028 O14672 ADAM10 84.26% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.07% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.46% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.08% 97.14%

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.
Ligularia dentata
Ligularia hodgsonii

Cross-Links

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PubChem 5090286
LOTUS LTS0065582
wikiData Q105152139