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5-[4-[5-[2-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-4-yl]ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

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 078f3fab-6142-4036-9bc9-f249129c5f96
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 5-[4-[5-[2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-4-yl]ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
SMILES (Canonical) C1=CC(=CC=C1C2C(C3=C(C=C(C=C3O2)O)C4C(OC5=C4C=C(C=C5)C=CC6=C7C(=CC(=C6)O)OC(=C7C8=CC(=CC(=C8)O)O)C9=CC=C(C=C9)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2C(C3=C(C=C(C=C3O2)O)C4C(OC5=C4C=C(C=C5)C=CC6=C7C(=CC(=C6)O)OC(=C7C8=CC(=CC(=C8)O)O)C9=CC=C(C=C9)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
InChI InChI=1S/C56H40O12/c57-35-10-4-29(5-11-35)54-50(33-19-38(60)23-39(61)20-33)49-32(18-42(64)26-47(49)67-54)3-1-28-2-16-46-44(17-28)52(56(66-46)31-8-14-37(59)15-9-31)45-25-43(65)27-48-53(45)51(34-21-40(62)24-41(63)22-34)55(68-48)30-6-12-36(58)13-7-30/h1-27,51-52,55-65H
InChI Key RBEDFIPDONMHBV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H40O12
Molecular Weight 904.90 g/mol
Exact Mass 904.25197671 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 10.70
Atomic LogP (AlogP) 11.82
H-Bond Acceptor 12
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[4-[5-[2-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-4-yl]ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9881 98.81%
Caco-2 - 0.8777 87.77%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5535 55.35%
OATP2B1 inhibitior - 0.5625 56.25%
OATP1B1 inhibitior + 0.7727 77.27%
OATP1B3 inhibitior + 0.8015 80.15%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8201 82.01%
P-glycoprotein inhibitior + 0.7368 73.68%
P-glycoprotein substrate - 0.6034 60.34%
CYP3A4 substrate + 0.6643 66.43%
CYP2C9 substrate + 0.6095 60.95%
CYP2D6 substrate - 0.6951 69.51%
CYP3A4 inhibition + 0.6476 64.76%
CYP2C9 inhibition + 0.9283 92.83%
CYP2C19 inhibition + 0.8370 83.70%
CYP2D6 inhibition - 0.8256 82.56%
CYP1A2 inhibition + 0.8993 89.93%
CYP2C8 inhibition + 0.9220 92.20%
CYP inhibitory promiscuity + 0.9650 96.50%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Danger 0.4413 44.13%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8722 87.22%
Skin irritation + 0.5125 51.25%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7880 78.80%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.6900 69.00%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7147 71.47%
Acute Oral Toxicity (c) II 0.4136 41.36%
Estrogen receptor binding + 0.7630 76.30%
Androgen receptor binding + 0.8443 84.43%
Thyroid receptor binding + 0.6264 62.64%
Glucocorticoid receptor binding + 0.6276 62.76%
Aromatase binding + 0.5582 55.82%
PPAR gamma + 0.7533 75.33%
Honey bee toxicity - 0.6683 66.83%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9801 98.01%

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 99.12% 91.11%
CHEMBL242 Q92731 Estrogen receptor beta 97.52% 98.35%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.08% 89.00%
CHEMBL3194 P02766 Transthyretin 95.33% 90.71%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 94.04% 95.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.64% 94.45%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.65% 95.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.59% 85.14%
CHEMBL2581 P07339 Cathepsin D 91.47% 98.95%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 91.34% 91.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.96% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 89.11% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.64% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.86% 86.33%
CHEMBL1900 P15121 Aldose reductase 86.55% 92.38%
CHEMBL1951 P21397 Monoamine oxidase A 85.55% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.51% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.52% 99.17%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.15% 97.31%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.75% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.17% 94.62%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 80.06% 92.50%

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.
Vitis amurensis
Vitis vinifera

Cross-Links

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PubChem 162871368
LOTUS LTS0242306
wikiData Q105233077