2-Hydroxy-3,4,6,9-tetramethoxydibenzofuran

Details

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Internal ID 51ed565a-90e0-4a95-b01e-0f1d2c9091ac
Taxonomy Organoheterocyclic compounds > Benzofurans > Dibenzofurans
IUPAC Name 3,4,6,9-tetramethoxydibenzofuran-2-ol
SMILES (Canonical) COC1=C2C3=CC(=C(C(=C3OC2=C(C=C1)OC)OC)OC)O
SMILES (Isomeric) COC1=C2C3=CC(=C(C(=C3OC2=C(C=C1)OC)OC)OC)O
InChI InChI=1S/C16H16O6/c1-18-10-5-6-11(19-2)15-12(10)8-7-9(17)14(20-3)16(21-4)13(8)22-15/h5-7,17H,1-4H3
InChI Key UKLAPCYGHOYTBR-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H16O6
Molecular Weight 304.29 g/mol
Exact Mass 304.09468823 g/mol
Topological Polar Surface Area (TPSA) 70.30 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.33
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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CHEMBL1270045
2-Hydroxy-3,4,6,9-tetramethoxydibenzofuran
Q27138962

2D Structure

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2D Structure of 2-Hydroxy-3,4,6,9-tetramethoxydibenzofuran

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9900 99.00%
Caco-2 + 0.8001 80.01%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.6304 63.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9209 92.09%
OATP1B3 inhibitior + 0.9646 96.46%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5462 54.62%
P-glycoprotein inhibitior - 0.6244 62.44%
P-glycoprotein substrate - 0.8783 87.83%
CYP3A4 substrate - 0.5746 57.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4038 40.38%
CYP3A4 inhibition - 0.6640 66.40%
CYP2C9 inhibition - 0.7904 79.04%
CYP2C19 inhibition + 0.6728 67.28%
CYP2D6 inhibition - 0.7457 74.57%
CYP1A2 inhibition + 0.9562 95.62%
CYP2C8 inhibition + 0.5770 57.70%
CYP inhibitory promiscuity + 0.7987 79.87%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8908 89.08%
Carcinogenicity (trinary) Warning 0.3481 34.81%
Eye corrosion - 0.9841 98.41%
Eye irritation + 0.8758 87.58%
Skin irritation - 0.7620 76.20%
Skin corrosion - 0.9801 98.01%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6951 69.51%
Micronuclear + 0.7259 72.59%
Hepatotoxicity - 0.6052 60.52%
skin sensitisation - 0.8285 82.85%
Respiratory toxicity - 0.8333 83.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7493 74.93%
Acute Oral Toxicity (c) II 0.5356 53.56%
Estrogen receptor binding + 0.7719 77.19%
Androgen receptor binding + 0.6593 65.93%
Thyroid receptor binding + 0.6722 67.22%
Glucocorticoid receptor binding + 0.7840 78.40%
Aromatase binding + 0.7330 73.30%
PPAR gamma + 0.7650 76.50%
Honey bee toxicity - 0.9236 92.36%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5151 51.51%
Fish aquatic toxicity + 0.9220 92.20%

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 97.24% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.73% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.70% 94.45%
CHEMBL2535 P11166 Glucose transporter 87.56% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.67% 95.56%
CHEMBL3194 P02766 Transthyretin 86.42% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.51% 89.00%
CHEMBL1255126 O15151 Protein Mdm4 84.33% 90.20%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.77% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.73% 86.33%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 81.27% 98.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.01% 93.99%

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.
Rhaphiolepis indica

Cross-Links

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PubChem 49831388
LOTUS LTS0204683
wikiData Q27138962