Ethyl 4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.05,13]trideca-1(13),4,9,11-tetraene-6-carboxylate

Details

Top
Internal ID de1a5cb5-346d-4f89-ae15-d692950b8ebc
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7,8-dihydroxycoumarins
IUPAC Name ethyl 4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.05,13]trideca-1(13),4,9,11-tetraene-6-carboxylate
SMILES (Canonical) CCOC(=O)CC1=C2C(OC(=O)C3=CC(=C(C(=C32)OC1=O)O)O)C(=O)OCC
SMILES (Isomeric) CCOC(=O)CC1=C2C(OC(=O)C3=CC(=C(C(=C32)OC1=O)O)O)C(=O)OCC
InChI InChI=1S/C18H16O10/c1-3-25-10(20)6-8-12-11-7(16(22)28-15(12)18(24)26-4-2)5-9(19)13(21)14(11)27-17(8)23/h5,15,19,21H,3-4,6H2,1-2H3
InChI Key ZSGXCHNAYOOIFO-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C18H16O10
Molecular Weight 392.30 g/mol
Exact Mass 392.07434670 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.08
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of Ethyl 4-(2-ethoxy-2-oxoethyl)-11,12-dihydroxy-3,8-dioxo-2,7-dioxatricyclo[7.3.1.05,13]trideca-1(13),4,9,11-tetraene-6-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7708 77.08%
Caco-2 - 0.6626 66.26%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8348 83.48%
OATP2B1 inhibitior - 0.7129 71.29%
OATP1B1 inhibitior + 0.7771 77.71%
OATP1B3 inhibitior + 0.8879 88.79%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.7759 77.59%
P-glycoprotein inhibitior - 0.7046 70.46%
P-glycoprotein substrate - 0.8107 81.07%
CYP3A4 substrate + 0.6050 60.50%
CYP2C9 substrate + 0.6359 63.59%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition - 0.8922 89.22%
CYP2C9 inhibition - 0.5936 59.36%
CYP2C19 inhibition + 0.5625 56.25%
CYP2D6 inhibition - 0.9563 95.63%
CYP1A2 inhibition - 0.6058 60.58%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.7765 77.65%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6399 63.99%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.7230 72.30%
Skin irritation - 0.8728 87.28%
Skin corrosion - 0.9585 95.85%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6859 68.59%
Micronuclear + 0.5700 57.00%
Hepatotoxicity + 0.5177 51.77%
skin sensitisation - 0.8280 82.80%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8742 87.42%
Acute Oral Toxicity (c) III 0.7039 70.39%
Estrogen receptor binding + 0.6279 62.79%
Androgen receptor binding + 0.6697 66.97%
Thyroid receptor binding - 0.7249 72.49%
Glucocorticoid receptor binding + 0.8052 80.52%
Aromatase binding - 0.5833 58.33%
PPAR gamma + 0.7093 70.93%
Honey bee toxicity - 0.8429 84.29%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9762 97.62%

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 96.45% 91.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 95.72% 89.34%
CHEMBL3401 O75469 Pregnane X receptor 93.08% 94.73%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.68% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.45% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.40% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.86% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.46% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.45% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.36% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.67% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.83% 99.23%
CHEMBL4040 P28482 MAP kinase ERK2 85.76% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.56% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.01% 92.62%
CHEMBL230 P35354 Cyclooxygenase-2 80.26% 89.63%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.04% 95.17%

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.
Punica granatum

Cross-Links

Top
PubChem 156009855
LOTUS LTS0108762
wikiData Q105382509