PlantaeDB Logo
Login Sign-up

5-[(2R,3R)-7-hydroxy-5-[(2S,3S)-6-hydroxy-2-(3-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-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

Top
Internal ID 4ed63924-7c0e-4499-a98a-de9e6c5a3007
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 5-[(2R,3R)-7-hydroxy-5-[(2S,3S)-6-hydroxy-2-(3-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
SMILES (Canonical) C1=CC(=CC(=C1)O)C2C(C3=C(C=C(C=C3O2)O)C=CC4=CC=C(C=C4)O)C5=CC6=C(C(=C5)O)OC(C6C7=CC(=CC(=C7)O)O)C8=CC=C(C=C8)O
SMILES (Isomeric) C1=CC(=CC(=C1)O)[C@@H]2[C@H](C3=C(C=C(C=C3O2)O)/C=C/C4=CC=C(C=C4)O)C5=CC6=C(C(=C5)O)O[C@H]([C@@H]6C7=CC(=CC(=C7)O)O)C8=CC=C(C=C8)O
InChI InChI=1S/C42H32O9/c43-28-10-5-22(6-11-28)4-7-24-14-33(48)21-36-38(24)39(41(50-36)25-2-1-3-30(45)15-25)27-18-34-37(26-16-31(46)20-32(47)17-26)40(51-42(34)35(49)19-27)23-8-12-29(44)13-9-23/h1-21,37,39-41,43-49H/b7-4+/t37-,39+,40+,41-/m1/s1
InChI Key XUNJGSUVBZMUDR-CXAUPMHNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C42H32O9
Molecular Weight 680.70 g/mol
Exact Mass 680.20463259 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 7.70
Atomic LogP (AlogP) 8.33
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

Top
DTXCID60696185
109605-83-6
5-(6-hydroxy-4-(6-hydroxy-2-(4-hydroxyphenyl)-4-((E)-2-(4-hydroxyphenyl)ethenyl)-2,3-dihydro-1-benzofuran-3-yl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl)benzene-1,3-diol
DTXSID20745441
Miyabenol C
CHEMBL1082599
SCHEMBL29393534

2D Structure

Top
2D Structure of 5-[(2R,3R)-7-hydroxy-5-[(2S,3S)-6-hydroxy-2-(3-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9826 98.26%
Caco-2 - 0.8754 87.54%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.4804 48.04%
OATP2B1 inhibitior + 0.5740 57.40%
OATP1B1 inhibitior + 0.8290 82.90%
OATP1B3 inhibitior + 0.7950 79.50%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8036 80.36%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate - 0.6387 63.87%
CYP3A4 substrate + 0.6082 60.82%
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 + 0.8357 83.57%
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 - 0.7739 77.39%
Skin irritation + 0.5234 52.34%
Skin corrosion - 0.9200 92.00%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8607 86.07%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.6222 62.22%
skin sensitisation - 0.6271 62.71%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.6278 62.78%
Acute Oral Toxicity (c) II 0.4035 40.35%
Estrogen receptor binding + 0.7204 72.04%
Androgen receptor binding + 0.7878 78.78%
Thyroid receptor binding + 0.6712 67.12%
Glucocorticoid receptor binding + 0.6514 65.14%
Aromatase binding - 0.5803 58.03%
PPAR gamma + 0.7377 73.77%
Honey bee toxicity - 0.7458 74.58%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9736 97.36%

Targets

Top

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 98.53% 91.11%
CHEMBL3194 P02766 Transthyretin 96.59% 90.71%
CHEMBL230 P35354 Cyclooxygenase-2 92.39% 89.63%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.87% 95.56%
CHEMBL242 Q92731 Estrogen receptor beta 91.53% 98.35%
CHEMBL1951 P21397 Monoamine oxidase A 90.94% 91.49%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.62% 93.99%
CHEMBL3401 O75469 Pregnane X receptor 89.54% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.23% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.62% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.79% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.08% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.65% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.49% 94.45%
CHEMBL236 P41143 Delta opioid receptor 83.40% 99.35%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.14% 89.67%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.10% 97.31%

Plants that contains it

Top
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.
Ampelopsis glandulosa var. brevipedunculata
Caragana sinica

Cross-Links

Top
PubChem 46890011
NPASS NPC157333