(9a-Ethoxy-3,8a-dimethyl-5-methylidene-2-oxo-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8-yl) acetate

Details

Top
Internal ID 286dbd63-90cc-4b03-80be-b2e4ff24b540
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name (9a-ethoxy-3,8a-dimethyl-5-methylidene-2-oxo-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8-yl) acetate
SMILES (Canonical) CCOC12CC3(C(CCC(=C)C3CC1=C(C(=O)O2)C)OC(=O)C)C
SMILES (Isomeric) CCOC12CC3(C(CCC(=C)C3CC1=C(C(=O)O2)C)OC(=O)C)C
InChI InChI=1S/C19H26O5/c1-6-22-19-10-18(5)14(9-15(19)12(3)17(21)24-19)11(2)7-8-16(18)23-13(4)20/h14,16H,2,6-10H2,1,3-5H3
InChI Key WOBIYOUKUXILKH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C19H26O5
Molecular Weight 334.40 g/mol
Exact Mass 334.17802393 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (9a-Ethoxy-3,8a-dimethyl-5-methylidene-2-oxo-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8-yl) acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9961 99.61%
Caco-2 + 0.7755 77.55%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7065 70.65%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8286 82.86%
OATP1B3 inhibitior + 0.9397 93.97%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.6000 60.00%
P-glycoprotein inhibitior - 0.4933 49.33%
P-glycoprotein substrate - 0.7237 72.37%
CYP3A4 substrate + 0.6719 67.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9004 90.04%
CYP3A4 inhibition - 0.5123 51.23%
CYP2C9 inhibition - 0.7452 74.52%
CYP2C19 inhibition - 0.7216 72.16%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.6863 68.63%
CYP2C8 inhibition - 0.6178 61.78%
CYP inhibitory promiscuity - 0.6150 61.50%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5722 57.22%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.6585 65.85%
Skin irritation + 0.5651 56.51%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6607 66.07%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5459 54.59%
skin sensitisation - 0.8680 86.80%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.7835 78.35%
Acute Oral Toxicity (c) III 0.7617 76.17%
Estrogen receptor binding + 0.7934 79.34%
Androgen receptor binding + 0.6590 65.90%
Thyroid receptor binding + 0.6734 67.34%
Glucocorticoid receptor binding + 0.7835 78.35%
Aromatase binding + 0.5182 51.82%
PPAR gamma + 0.7380 73.80%
Honey bee toxicity - 0.8486 84.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 1.0000 100.00%

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 92.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.63% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.07% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.62% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.37% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.54% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.26% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.73% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.36% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.01% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.36% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.01% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.22% 100.00%
CHEMBL5028 O14672 ADAM10 81.21% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.66% 95.89%

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.
Asphodeline damascena

Cross-Links

Top
PubChem 162873390
LOTUS LTS0212909
wikiData Q105309420