(5,9-Dimethyl-14-methylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.02,6.010,12]tetradecan-13-yl) 2-methylbut-2-enoate

Details

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Internal ID 31ce35fa-98fb-4256-be86-accf46575c14
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name (5,9-dimethyl-14-methylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.02,6.010,12]tetradecan-13-yl) 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C(O2)C3(CCC4C(C(=O)OC4C3C1=C)C)C
SMILES (Isomeric) CC=C(C)C(=O)OC1C2C(O2)C3(CCC4C(C(=O)OC4C3C1=C)C)C
InChI InChI=1S/C20H26O5/c1-6-9(2)18(21)24-14-11(4)13-15-12(10(3)19(22)25-15)7-8-20(13,5)17-16(14)23-17/h6,10,12-17H,4,7-8H2,1-3,5H3
InChI Key ODFNHKKHGWZMDR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26O5
Molecular Weight 346.40 g/mol
Exact Mass 346.17802393 g/mol
Topological Polar Surface Area (TPSA) 65.10 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.80
H-Bond Acceptor 5
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 (5,9-Dimethyl-14-methylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.02,6.010,12]tetradecan-13-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 + 0.9866 98.66%
Caco-2 + 0.5513 55.13%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5664 56.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8518 85.18%
OATP1B3 inhibitior + 0.9097 90.97%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5478 54.78%
P-glycoprotein inhibitior - 0.4434 44.34%
P-glycoprotein substrate - 0.7367 73.67%
CYP3A4 substrate + 0.7155 71.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9046 90.46%
CYP3A4 inhibition - 0.5408 54.08%
CYP2C9 inhibition - 0.8296 82.96%
CYP2C19 inhibition - 0.8038 80.38%
CYP2D6 inhibition - 0.9234 92.34%
CYP1A2 inhibition + 0.5336 53.36%
CYP2C8 inhibition - 0.7877 78.77%
CYP inhibitory promiscuity - 0.7273 72.73%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4690 46.90%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.8371 83.71%
Skin irritation - 0.5803 58.03%
Skin corrosion - 0.8488 84.88%
Ames mutagenesis - 0.6060 60.60%
Human Ether-a-go-go-Related Gene inhibition - 0.5558 55.58%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.7602 76.02%
skin sensitisation - 0.7005 70.05%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5659 56.59%
Acute Oral Toxicity (c) III 0.4589 45.89%
Estrogen receptor binding + 0.7804 78.04%
Androgen receptor binding + 0.6225 62.25%
Thyroid receptor binding + 0.5264 52.64%
Glucocorticoid receptor binding + 0.7465 74.65%
Aromatase binding - 0.5130 51.30%
PPAR gamma + 0.6120 61.20%
Honey bee toxicity - 0.6489 64.89%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9942 99.42%

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 96.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.82% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.90% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.49% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.75% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.59% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 87.30% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.72% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.32% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.96% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 83.96% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.81% 96.38%
CHEMBL1871 P10275 Androgen Receptor 81.28% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.05% 86.33%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.02% 85.00%

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.
Thapsia nitida

Cross-Links

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PubChem 73172875
LOTUS LTS0253019
wikiData Q105189821