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5-[5-[5-[2-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-7-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 4e45ee0e-b086-4a45-93ef-252bcd9fc90d
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 5-[5-[5-[2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
SMILES (Canonical) C1=CC(=CC=C1C2C(C3=C(O2)C=CC(=C3)C=CC4=C5C(C(OC5=CC(=C4)O)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)C8=CC9=C(C(=C8)O)OC(C9C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2C(C3=C(O2)C=CC(=C3)C=CC4=C5C(C(OC5=CC(=C4)O)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)C8=CC9=C(C(=C8)O)OC(C9C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O
InChI InChI=1S/C56H42O12/c57-36-10-4-29(5-11-36)53-49(35-23-45-50(33-19-39(60)25-40(61)20-33)54(68-56(45)46(65)24-35)30-6-12-37(58)13-7-30)44-17-28(2-16-47(44)66-53)1-3-32-18-43(64)27-48-51(32)52(34-21-41(62)26-42(63)22-34)55(67-48)31-8-14-38(59)15-9-31/h1-27,49-50,52-55,57-65H
InChI Key DKHFBZOQJBDTRB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H42O12
Molecular Weight 906.90 g/mol
Exact Mass 906.26762677 g/mol
Topological Polar Surface Area (TPSA) 210.00 Ų
XlogP 10.00
Atomic LogP (AlogP) 11.00
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-[5-[5-[2-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-7-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 + 0.9826 98.26%
Caco-2 - 0.8703 87.03%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.4804 48.04%
OATP2B1 inhibitior - 0.7071 70.71%
OATP1B1 inhibitior + 0.8010 80.10%
OATP1B3 inhibitior + 0.7950 79.50%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7455 74.55%
P-glycoprotein inhibitior + 0.7318 73.18%
P-glycoprotein substrate - 0.7591 75.91%
CYP3A4 substrate + 0.5954 59.54%
CYP2C9 substrate + 0.6202 62.02%
CYP2D6 substrate + 0.3681 36.81%
CYP3A4 inhibition + 0.6322 63.22%
CYP2C9 inhibition + 0.8880 88.80%
CYP2C19 inhibition + 0.6752 67.52%
CYP2D6 inhibition - 0.7996 79.96%
CYP1A2 inhibition + 0.8603 86.03%
CYP2C8 inhibition + 0.8021 80.21%
CYP inhibitory promiscuity + 0.9561 95.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.3983 39.83%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8633 86.33%
Skin irritation + 0.5234 52.34%
Skin corrosion - 0.9200 92.00%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8378 83.78%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.6090 60.90%
skin sensitisation - 0.6271 62.71%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.4534 45.34%
Acute Oral Toxicity (c) II 0.4035 40.35%
Estrogen receptor binding + 0.7173 71.73%
Androgen receptor binding + 0.7850 78.50%
Thyroid receptor binding + 0.6142 61.42%
Glucocorticoid receptor binding + 0.5950 59.50%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7193 71.93%
Honey bee toxicity - 0.7113 71.13%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9736 97.36%

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 99.23% 91.11%
CHEMBL3194 P02766 Transthyretin 96.20% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 92.70% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.93% 95.56%
CHEMBL230 P35354 Cyclooxygenase-2 90.11% 89.63%
CHEMBL242 Q92731 Estrogen receptor beta 89.89% 98.35%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.03% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 88.04% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.39% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.29% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.96% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.71% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.53% 99.15%
CHEMBL4040 P28482 MAP kinase ERK2 81.77% 83.82%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.48% 96.00%
CHEMBL1808 P12821 Angiotensin-converting enzyme 80.35% 93.39%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.00% 99.17%

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 vinifera

Cross-Links

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PubChem 162916094
LOTUS LTS0030070
wikiData Q104983243