5-Hydroxy-7-methoxybenzo[f][1]benzofuran-4,9-dione

Details

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Internal ID 3dc7aecb-df50-4f62-950f-9e34e1063dec
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name 5-hydroxy-7-methoxybenzo[f][1]benzofuran-4,9-dione
SMILES (Canonical) COC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)OC=C3
SMILES (Isomeric) COC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)OC=C3
InChI InChI=1S/C13H8O5/c1-17-6-4-8-10(9(14)5-6)11(15)7-2-3-18-13(7)12(8)16/h2-5,14H,1H3
InChI Key PCEZUCVTTHLZLG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C13H8O5
Molecular Weight 244.20 g/mol
Exact Mass 244.03717335 g/mol
Topological Polar Surface Area (TPSA) 76.70 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.77
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-Hydroxy-7-methoxybenzo[f][1]benzofuran-4,9-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9935 99.35%
Caco-2 + 0.5693 56.93%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7618 76.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9371 93.71%
OATP1B3 inhibitior + 0.9815 98.15%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.8832 88.32%
P-glycoprotein inhibitior - 0.8254 82.54%
P-glycoprotein substrate - 0.9742 97.42%
CYP3A4 substrate - 0.5285 52.85%
CYP2C9 substrate - 0.8094 80.94%
CYP2D6 substrate - 0.8172 81.72%
CYP3A4 inhibition - 0.7964 79.64%
CYP2C9 inhibition + 0.7055 70.55%
CYP2C19 inhibition + 0.5266 52.66%
CYP2D6 inhibition - 0.8119 81.19%
CYP1A2 inhibition + 0.9623 96.23%
CYP2C8 inhibition - 0.6151 61.51%
CYP inhibitory promiscuity + 0.5362 53.62%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9143 91.43%
Carcinogenicity (trinary) Warning 0.4189 41.89%
Eye corrosion - 0.9625 96.25%
Eye irritation + 0.9288 92.88%
Skin irritation - 0.6521 65.21%
Skin corrosion - 0.9742 97.42%
Ames mutagenesis + 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7503 75.03%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5927 59.27%
skin sensitisation - 0.8651 86.51%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6139 61.39%
Acute Oral Toxicity (c) III 0.5919 59.19%
Estrogen receptor binding + 0.6914 69.14%
Androgen receptor binding + 0.7408 74.08%
Thyroid receptor binding - 0.5587 55.87%
Glucocorticoid receptor binding + 0.7691 76.91%
Aromatase binding + 0.7277 72.77%
PPAR gamma + 0.7412 74.12%
Honey bee toxicity - 0.9415 94.15%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9142 91.42%

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
CHEMBL1951 P21397 Monoamine oxidase A 97.84% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.30% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.12% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.57% 99.15%
CHEMBL2581 P07339 Cathepsin D 92.05% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.89% 94.00%
CHEMBL4208 P20618 Proteasome component C5 90.61% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.64% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.54% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 85.95% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.44% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.38% 86.33%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.35% 96.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.32% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.98% 99.17%
CHEMBL2535 P11166 Glucose transporter 80.58% 98.75%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 80.06% 95.53%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.03% 96.21%

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.
Lantana camara

Cross-Links

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PubChem 14890479
LOTUS LTS0267684
wikiData Q105205680