(4,8-Dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl) 2-(2-methylbut-2-enoyloxymethyl)but-2-enoate

Details

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Internal ID a047deb7-3a88-47a9-9a81-d121dd3d2b8b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name (4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl) 2-(2-methylbut-2-enoyloxymethyl)but-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OCC(=CC)C(=O)OC1CC(=CCCC2(C(O2)C3C1C(=C)C(=O)O3)C)C
SMILES (Isomeric) CC=C(C)C(=O)OCC(=CC)C(=O)OC1CC(=CCCC2(C(O2)C3C1C(=C)C(=O)O3)C)C
InChI InChI=1S/C25H32O7/c1-7-15(4)22(26)29-13-17(8-2)24(28)30-18-12-14(3)10-9-11-25(6)21(32-25)20-19(18)16(5)23(27)31-20/h7-8,10,18-21H,5,9,11-13H2,1-4,6H3
InChI Key KOKNEDUGLVQEIL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H32O7
Molecular Weight 444.50 g/mol
Exact Mass 444.21480336 g/mol
Topological Polar Surface Area (TPSA) 91.40 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.74
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4,8-Dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl) 2-(2-methylbut-2-enoyloxymethyl)but-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9806 98.06%
Caco-2 - 0.6366 63.66%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7231 72.31%
OATP2B1 inhibitior - 0.8556 85.56%
OATP1B1 inhibitior + 0.8871 88.71%
OATP1B3 inhibitior + 0.9376 93.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9501 95.01%
P-glycoprotein inhibitior + 0.8529 85.29%
P-glycoprotein substrate - 0.5925 59.25%
CYP3A4 substrate + 0.6718 67.18%
CYP2C9 substrate - 0.6378 63.78%
CYP2D6 substrate - 0.8830 88.30%
CYP3A4 inhibition - 0.7290 72.90%
CYP2C9 inhibition - 0.7917 79.17%
CYP2C19 inhibition - 0.8625 86.25%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.5532 55.32%
CYP2C8 inhibition + 0.4888 48.88%
CYP inhibitory promiscuity - 0.9014 90.14%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5559 55.59%
Eye corrosion - 0.9775 97.75%
Eye irritation - 0.9173 91.73%
Skin irritation - 0.5276 52.76%
Skin corrosion - 0.9170 91.70%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4122 41.22%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.6593 65.93%
skin sensitisation - 0.8039 80.39%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.8579 85.79%
Acute Oral Toxicity (c) III 0.5673 56.73%
Estrogen receptor binding + 0.6748 67.48%
Androgen receptor binding + 0.6991 69.91%
Thyroid receptor binding + 0.6665 66.65%
Glucocorticoid receptor binding + 0.7887 78.87%
Aromatase binding + 0.6420 64.20%
PPAR gamma + 0.6036 60.36%
Honey bee toxicity - 0.5774 57.74%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9902 99.02%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.00% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.08% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.13% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 93.62% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.43% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.24% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.01% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.39% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.33% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 86.01% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.78% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.83% 89.00%
CHEMBL5028 O14672 ADAM10 84.00% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.88% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.43% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.74% 97.79%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.93% 93.03%

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.
Chromolaena opadoclinia

Cross-Links

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PubChem 163011427
LOTUS LTS0144084
wikiData Q105143856