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5-[(2R,3R)-4-[(2S,3R)-5-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]-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 ac33cbe5-b0a0-473a-9e5f-360a36d9daf4
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 5-[(2R,3R)-4-[(2S,3R)-5-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]-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)
SMILES (Isomeric)
InChI InChI=1S/C56H42O12/c57-35-10-2-28(3-11-35)1-4-31-17-42(64)26-47-49(31)50(33-18-38(60)23-39(61)19-33)56(67-47)32-9-16-46-44(22-32)52(55(66-46)30-7-14-37(59)15-8-30)45-25-43(65)27-48-53(45)51(34-20-40(62)24-41(63)21-34)54(68-48)29-5-12-36(58)13-6-29/h1-27,50-52,54-65H/b4-1+/t50-,51-,52+,54+,55-,56+/m1/s1
InChI Key DVRLJFWTPJSLED-BMEDRRBSSA-N
Popularity 2 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-[(2R,3R)-4-[(2S,3R)-5-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]-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 - 0.8753 87.53%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5535 55.35%
OATP2B1 inhibitior - 0.7063 70.63%
OATP1B1 inhibitior + 0.7599 75.99%
OATP1B3 inhibitior + 0.8015 80.15%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8042 80.42%
P-glycoprotein inhibitior + 0.7372 73.72%
P-glycoprotein substrate - 0.8186 81.86%
CYP3A4 substrate + 0.5724 57.24%
CYP2C9 substrate + 0.6202 62.02%
CYP2D6 substrate + 0.3681 36.81%
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 + 0.7835 78.35%
CYP inhibitory promiscuity + 0.9650 96.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Danger 0.4413 44.13%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8590 85.90%
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 + 0.8207 82.07%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6313 63.13%
skin sensitisation - 0.6900 69.00%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.4664 46.64%
Acute Oral Toxicity (c) II 0.4136 41.36%
Estrogen receptor binding + 0.7666 76.66%
Androgen receptor binding + 0.8180 81.80%
Thyroid receptor binding + 0.6413 64.13%
Glucocorticoid receptor binding + 0.6293 62.93%
Aromatase binding + 0.5294 52.94%
PPAR gamma + 0.7594 75.94%
Honey bee toxicity - 0.7497 74.97%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6000 60.00%
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 98.57% 91.11%
CHEMBL3194 P02766 Transthyretin 92.95% 90.71%
CHEMBL242 Q92731 Estrogen receptor beta 92.88% 98.35%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.60% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.32% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.07% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.69% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.11% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 85.53% 94.73%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.28% 93.40%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.20% 90.93%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.47% 89.44%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.46% 93.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.02% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.78% 89.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.28% 96.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.05% 93.99%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.74% 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.
Upuna borneensis

Cross-Links

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PubChem 162915635
LOTUS LTS0246380
wikiData Q104990302