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2-[[2-(2,4-dihydroxyphenyl)-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,6-dihydroxy-1-benzofuran-3-yl]methyl]-6H-[1]benzofuro[3,2-c]chromene-3,9-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 131dc335-38d0-4f12-82cd-792eeaf7bd2b
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 2-[[2-(2,4-dihydroxyphenyl)-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,6-dihydroxy-1-benzofuran-3-yl]methyl]-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H36O9/c1-20(2)5-4-6-21(3)7-10-27-37(46)34(45)17-29-28(38(49-39(27)29)26-12-9-23(41)15-33(26)44)13-22-14-30-35(18-32(22)43)47-19-31-25-11-8-24(42)16-36(25)48-40(30)31/h5,7-9,11-12,14-18,41-46H,4,6,10,13,19H2,1-3H3/b21-7+
InChI Key DMXCZIUMBYRKQW-QPSGOUHRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H36O9
Molecular Weight 660.70 g/mol
Exact Mass 660.23593272 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 9.20
Atomic LogP (AlogP) 9.46
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[2-(2,4-dihydroxyphenyl)-7-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,6-dihydroxy-1-benzofuran-3-yl]methyl]-6H-[1]benzofuro[3,2-c]chromene-3,9-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9392 93.92%
Caco-2 - 0.8581 85.81%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7922 79.22%
OATP2B1 inhibitior + 0.7165 71.65%
OATP1B1 inhibitior + 0.8176 81.76%
OATP1B3 inhibitior + 0.9468 94.68%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7567 75.67%
BSEP inhibitior + 0.9739 97.39%
P-glycoprotein inhibitior + 0.8395 83.95%
P-glycoprotein substrate + 0.7583 75.83%
CYP3A4 substrate + 0.6724 67.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3752 37.52%
CYP3A4 inhibition - 0.6116 61.16%
CYP2C9 inhibition - 0.5215 52.15%
CYP2C19 inhibition - 0.5740 57.40%
CYP2D6 inhibition - 0.7763 77.63%
CYP1A2 inhibition + 0.6213 62.13%
CYP2C8 inhibition + 0.7916 79.16%
CYP inhibitory promiscuity + 0.6502 65.02%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6745 67.45%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.8691 86.91%
Skin irritation - 0.7492 74.92%
Skin corrosion - 0.9344 93.44%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8893 88.93%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.6427 64.27%
skin sensitisation - 0.8282 82.82%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8214 82.14%
Acute Oral Toxicity (c) III 0.4555 45.55%
Estrogen receptor binding + 0.8769 87.69%
Androgen receptor binding + 0.8763 87.63%
Thyroid receptor binding + 0.5896 58.96%
Glucocorticoid receptor binding + 0.7619 76.19%
Aromatase binding + 0.6219 62.19%
PPAR gamma + 0.7524 75.24%
Honey bee toxicity - 0.7153 71.53%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.93% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.47% 91.49%
CHEMBL242 Q92731 Estrogen receptor beta 97.16% 98.35%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 96.19% 83.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.80% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.00% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.89% 100.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 93.30% 92.08%
CHEMBL3038469 P24941 CDK2/Cyclin A 91.35% 91.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.04% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 89.63% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.03% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.86% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.85% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.47% 99.17%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.13% 89.62%
CHEMBL3194 P02766 Transthyretin 86.02% 90.71%
CHEMBL3438 Q05513 Protein kinase C zeta 84.48% 88.48%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.42% 85.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.97% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.96% 95.56%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.46% 92.68%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.76% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.92% 90.71%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.87% 95.58%
CHEMBL1929 P47989 Xanthine dehydrogenase 81.61% 96.12%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.45% 99.23%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 81.41% 98.11%
CHEMBL4208 P20618 Proteasome component C5 81.21% 90.00%
CHEMBL2535 P11166 Glucose transporter 80.95% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.08% 86.33%

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.
Lespedeza homoloba

Cross-Links

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PubChem 10532385
LOTUS LTS0249535
wikiData Q104985365