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2-(4-hydroxy-3-methoxyphenyl)-5-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-N-[2-(4-hydroxyphenyl)-2-oxoethyl]-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 0a83daef-878d-470e-a210-dd38ce127a95
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 2-(4-hydroxy-3-methoxyphenyl)-5-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-N-[2-(4-hydroxyphenyl)-2-oxoethyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide
SMILES (Canonical) COC1=CC(=CC2=C1OC(C2C(=O)NCC(=O)C3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)OC)C=CC(=O)NCCC5=CC=C(C=C5)O
SMILES (Isomeric) COC1=CC(=CC2=C1OC(C2C(=O)NCC(=O)C3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)OC)C=CC(=O)NCCC5=CC=C(C=C5)O
InChI InChI=1S/C36H34N2O9/c1-45-30-19-24(8-13-28(30)41)34-33(36(44)38-20-29(42)23-6-11-26(40)12-7-23)27-17-22(18-31(46-2)35(27)47-34)5-14-32(43)37-16-15-21-3-9-25(39)10-4-21/h3-14,17-19,33-34,39-41H,15-16,20H2,1-2H3,(H,37,43)(H,38,44)
InChI Key XVJJOSGFWYDEBL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H34N2O9
Molecular Weight 638.70 g/mol
Exact Mass 638.22643067 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.41
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(4-hydroxy-3-methoxyphenyl)-5-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-N-[2-(4-hydroxyphenyl)-2-oxoethyl]-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 + 0.9802 98.02%
Caco-2 - 0.8647 86.47%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7236 72.36%
OATP2B1 inhibitior + 0.8586 85.86%
OATP1B1 inhibitior + 0.8512 85.12%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7861 78.61%
BSEP inhibitior + 0.9738 97.38%
P-glycoprotein inhibitior + 0.8598 85.98%
P-glycoprotein substrate + 0.7079 70.79%
CYP3A4 substrate + 0.6938 69.38%
CYP2C9 substrate - 0.8174 81.74%
CYP2D6 substrate - 0.8052 80.52%
CYP3A4 inhibition + 0.8007 80.07%
CYP2C9 inhibition - 0.5776 57.76%
CYP2C19 inhibition + 0.5194 51.94%
CYP2D6 inhibition - 0.8769 87.69%
CYP1A2 inhibition - 0.6819 68.19%
CYP2C8 inhibition + 0.9409 94.09%
CYP inhibitory promiscuity + 0.5341 53.41%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5958 59.58%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9302 93.02%
Skin irritation - 0.8017 80.17%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7059 70.59%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.7448 74.48%
skin sensitisation - 0.8944 89.44%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8332 83.32%
Acute Oral Toxicity (c) III 0.6854 68.54%
Estrogen receptor binding + 0.8026 80.26%
Androgen receptor binding + 0.8197 81.97%
Thyroid receptor binding + 0.6417 64.17%
Glucocorticoid receptor binding + 0.7655 76.55%
Aromatase binding - 0.5952 59.52%
PPAR gamma + 0.7206 72.06%
Honey bee toxicity - 0.6979 69.79%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.5074 50.74%

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 99.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.91% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 97.80% 85.31%
CHEMBL236 P41143 Delta opioid receptor 96.31% 99.35%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.63% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.30% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.26% 89.00%
CHEMBL1255126 O15151 Protein Mdm4 93.20% 90.20%
CHEMBL2581 P07339 Cathepsin D 92.83% 98.95%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 91.29% 89.33%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 91.14% 96.67%
CHEMBL233 P35372 Mu opioid receptor 90.64% 97.93%
CHEMBL4208 P20618 Proteasome component C5 90.39% 90.00%
CHEMBL2535 P11166 Glucose transporter 90.28% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.11% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.37% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.21% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.31% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.04% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.74% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.59% 95.89%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.39% 89.67%
CHEMBL3194 P02766 Transthyretin 85.08% 90.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.22% 93.99%
CHEMBL3401 O75469 Pregnane X receptor 83.89% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 83.35% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.26% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.13% 95.89%

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.
Tribulus terrestris

Cross-Links

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PubChem 78385614
LOTUS LTS0232495
wikiData Q105342924