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2-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 3a79eb02-8d93-4bc5-a763-f492061fb798
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 2-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide
SMILES (Canonical) COC1=CC(=CC2=C1OC(C2C(=O)NCCC3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)O)C=CC(=O)NCCC5=CC=C(C=C5)O
SMILES (Isomeric) COC1=CC(=CC2=C1OC(C2C(=O)NCCC3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)O)C=CC(=O)NCCC5=CC=C(C=C5)O
InChI InChI=1S/C35H34N2O8/c1-44-30-19-23(6-13-31(42)36-16-14-21-2-8-25(38)9-3-21)18-27-32(35(43)37-17-15-22-4-10-26(39)11-5-22)33(45-34(27)30)24-7-12-28(40)29(41)20-24/h2-13,18-20,32-33,38-41H,14-17H2,1H3,(H,36,42)(H,37,43)
InChI Key YBUBLAJQIDHBCG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H34N2O8
Molecular Weight 610.70 g/mol
Exact Mass 610.23151605 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.47
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9725 97.25%
Caco-2 - 0.8778 87.78%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7082 70.82%
OATP2B1 inhibitior + 0.7158 71.58%
OATP1B1 inhibitior + 0.8918 89.18%
OATP1B3 inhibitior + 0.9501 95.01%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8361 83.61%
BSEP inhibitior + 0.9538 95.38%
P-glycoprotein inhibitior + 0.8095 80.95%
P-glycoprotein substrate + 0.6651 66.51%
CYP3A4 substrate + 0.6860 68.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8046 80.46%
CYP3A4 inhibition + 0.7788 77.88%
CYP2C9 inhibition - 0.6445 64.45%
CYP2C19 inhibition - 0.6880 68.80%
CYP2D6 inhibition - 0.8222 82.22%
CYP1A2 inhibition - 0.6868 68.68%
CYP2C8 inhibition + 0.9074 90.74%
CYP inhibitory promiscuity - 0.6211 62.11%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5776 57.76%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9324 93.24%
Skin irritation - 0.7834 78.34%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7237 72.37%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8834 88.34%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8305 83.05%
Acute Oral Toxicity (c) III 0.6588 65.88%
Estrogen receptor binding + 0.7660 76.60%
Androgen receptor binding + 0.8272 82.72%
Thyroid receptor binding + 0.5453 54.53%
Glucocorticoid receptor binding + 0.6802 68.02%
Aromatase binding - 0.6156 61.56%
PPAR gamma + 0.7156 71.56%
Honey bee toxicity - 0.6673 66.73%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.6952 69.52%

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 99.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.53% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 93.75% 85.31%
CHEMBL2581 P07339 Cathepsin D 92.34% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.27% 89.00%
CHEMBL236 P41143 Delta opioid receptor 92.09% 99.35%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.17% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.17% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.09% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.94% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.34% 97.14%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 87.85% 89.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.28% 96.00%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 86.94% 96.67%
CHEMBL3401 O75469 Pregnane X receptor 86.46% 94.73%
CHEMBL2535 P11166 Glucose transporter 86.28% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.13% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.10% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.52% 97.09%
CHEMBL233 P35372 Mu opioid receptor 84.72% 97.93%
CHEMBL1255126 O15151 Protein Mdm4 84.55% 90.20%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.32% 95.89%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.92% 89.67%
CHEMBL340 P08684 Cytochrome P450 3A4 82.88% 91.19%
CHEMBL3194 P02766 Transthyretin 82.06% 90.71%
CHEMBL4208 P20618 Proteasome component C5 81.49% 90.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.42% 97.21%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 80.51% 97.03%

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.
Aspidosperma quebracho-blanco
Xylopia aethiopica

Cross-Links

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PubChem 85286065
LOTUS LTS0246968
wikiData Q105104361