(6,10-Dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl) 2-methylbut-2-enoate

Details

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Internal ID 20fa3ced-bddf-4cfc-a9ef-97b1857fe6fe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name (6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl) 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC2C(C=C(CCC=C1C)C)OC(=O)C2=C
SMILES (Isomeric) CC=C(C)C(=O)OC1CC2C(C=C(CCC=C1C)C)OC(=O)C2=C
InChI InChI=1S/C20H26O4/c1-6-13(3)19(21)23-17-11-16-15(5)20(22)24-18(16)10-12(2)8-7-9-14(17)4/h6,9-10,16-18H,5,7-8,11H2,1-4H3
InChI Key NGWGQJWDUGJASR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26O4
Molecular Weight 330.40 g/mol
Exact Mass 330.18310931 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.04
H-Bond Acceptor 4
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 (6,10-Dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl) 2-methylbut-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 + 0.9904 99.04%
Caco-2 + 0.8890 88.90%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5877 58.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8799 87.99%
OATP1B3 inhibitior + 0.8279 82.79%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7079 70.79%
P-glycoprotein inhibitior - 0.4555 45.55%
P-glycoprotein substrate - 0.8296 82.96%
CYP3A4 substrate + 0.6230 62.30%
CYP2C9 substrate - 0.6159 61.59%
CYP2D6 substrate - 0.8873 88.73%
CYP3A4 inhibition - 0.7502 75.02%
CYP2C9 inhibition - 0.9031 90.31%
CYP2C19 inhibition - 0.8056 80.56%
CYP2D6 inhibition - 0.9362 93.62%
CYP1A2 inhibition + 0.6803 68.03%
CYP2C8 inhibition - 0.5882 58.82%
CYP inhibitory promiscuity - 0.9043 90.43%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6439 64.39%
Eye corrosion - 0.9558 95.58%
Eye irritation - 0.9255 92.55%
Skin irritation - 0.5523 55.23%
Skin corrosion - 0.9216 92.16%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6490 64.90%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.8428 84.28%
skin sensitisation - 0.6815 68.15%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.6033 60.33%
Acute Oral Toxicity (c) III 0.6223 62.23%
Estrogen receptor binding - 0.5372 53.72%
Androgen receptor binding - 0.5880 58.80%
Thyroid receptor binding - 0.5950 59.50%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.7251 72.51%
PPAR gamma + 0.6480 64.80%
Honey bee toxicity - 0.6364 63.64%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9879 98.79%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.69% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.63% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.26% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.84% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.44% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.88% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.36% 99.23%
CHEMBL4208 P20618 Proteasome component C5 84.44% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.47% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.83% 93.03%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.12% 97.21%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.08% 91.24%
CHEMBL2581 P07339 Cathepsin D 81.06% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 80.70% 94.73%

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.
Zinnia haageana

Cross-Links

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PubChem 163002575
LOTUS LTS0058476
wikiData Q105179218