[(3aS,4R,8R,8aR,9aS)-8-hydroxy-5,8a-dimethyl-3-methylidene-2-oxo-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-4-yl] (Z)-2-methylbut-2-enoate

Details

Top
Internal ID bb761ea8-16b6-49f8-80af-49251098c0a5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name [(3aS,4R,8R,8aR,9aS)-8-hydroxy-5,8a-dimethyl-3-methylidene-2-oxo-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-4-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C(CC3(C1=C(CCC3O)C)C)OC(=O)C2=C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H]1[C@@H]2[C@H](C[C@@]3(C1=C(CC[C@H]3O)C)C)OC(=O)C2=C
InChI InChI=1S/C20H26O5/c1-6-10(2)18(22)25-17-15-12(4)19(23)24-13(15)9-20(5)14(21)8-7-11(3)16(17)20/h6,13-15,17,21H,4,7-9H2,1-3,5H3/b10-6-/t13-,14+,15-,17+,20-/m0/s1
InChI Key TYOCPGFNIPNWTH-RXKZKJLESA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H26O5
Molecular Weight 346.40 g/mol
Exact Mass 346.17802393 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 2.40

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3aS,4R,8R,8aR,9aS)-8-hydroxy-5,8a-dimethyl-3-methylidene-2-oxo-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-4-yl] (Z)-2-methylbut-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

Top

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 95.41% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.59% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.39% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.67% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.34% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.78% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.77% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.12% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.64% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.23% 93.03%
CHEMBL1871 P10275 Androgen Receptor 83.73% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.40% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.81% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 82.22% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.96% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.95% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.52% 91.24%

Plants that contains it

Top
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.
Wedelia grandiflora

Cross-Links

Top
PubChem 162927690
LOTUS LTS0160698
wikiData Q105267615