(4-Ethylidene-7-hydroxy-7,14-dimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-en-6-yl)methyl acetate

Details

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Internal ID c454721f-5477-4775-8511-3e77bb15e755
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name (4-ethylidene-7-hydroxy-7,14-dimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-en-6-yl)methyl acetate
SMILES (Canonical) CC=C1CC(C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)(C)O)COC(=O)C
SMILES (Isomeric) CC=C1CC(C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)(C)O)COC(=O)C
InChI InChI=1S/C21H29NO8/c1-5-14-10-16(12-28-13(2)23)21(3,27)20(26)29-11-15-6-8-22(4)9-7-17(18(15)24)30-19(14)25/h5-6,16-17,27H,7-12H2,1-4H3
InChI Key AONBPVHVHYWJNZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H29NO8
Molecular Weight 423.50 g/mol
Exact Mass 423.18931688 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.55
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4-Ethylidene-7-hydroxy-7,14-dimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-en-6-yl)methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8175 81.75%
Caco-2 - 0.6101 61.01%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6019 60.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8926 89.26%
OATP1B3 inhibitior + 0.9170 91.70%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior + 0.8484 84.84%
P-glycoprotein inhibitior + 0.7163 71.63%
P-glycoprotein substrate - 0.5484 54.84%
CYP3A4 substrate + 0.6743 67.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8484 84.84%
CYP3A4 inhibition - 0.7692 76.92%
CYP2C9 inhibition - 0.8905 89.05%
CYP2C19 inhibition - 0.9179 91.79%
CYP2D6 inhibition - 0.9447 94.47%
CYP1A2 inhibition - 0.8678 86.78%
CYP2C8 inhibition - 0.7661 76.61%
CYP inhibitory promiscuity - 0.9900 99.00%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.6800 68.00%
Carcinogenicity (trinary) Danger 0.7341 73.41%
Eye corrosion - 0.9807 98.07%
Eye irritation - 0.9390 93.90%
Skin irritation - 0.7323 73.23%
Skin corrosion - 0.9234 92.34%
Ames mutagenesis + 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5656 56.56%
Micronuclear + 0.5300 53.00%
Hepatotoxicity + 0.9625 96.25%
skin sensitisation - 0.8264 82.64%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.8240 82.40%
Acute Oral Toxicity (c) III 0.4914 49.14%
Estrogen receptor binding + 0.5934 59.34%
Androgen receptor binding - 0.4867 48.67%
Thyroid receptor binding - 0.6923 69.23%
Glucocorticoid receptor binding + 0.6223 62.23%
Aromatase binding - 0.4887 48.87%
PPAR gamma - 0.5621 56.21%
Honey bee toxicity - 0.8059 80.59%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.7124 71.24%

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 96.06% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.95% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.93% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.47% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.31% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.32% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.03% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.46% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.25% 89.00%
CHEMBL5028 O14672 ADAM10 85.26% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.85% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.79% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.15% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.11% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.04% 97.09%

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 laricifolius

Cross-Links

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PubChem 162974936
LOTUS LTS0181495
wikiData Q104915799