10-(1,3-benzodioxol-5-yl)-6a,7-dihydro-6H-[2]benzofuro[5,6-g][1,3]benzodioxol-9-one

Details

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Internal ID bb4c8153-14a2-4af6-9d5a-9767fd53a4ec
Taxonomy Lignans, neolignans and related compounds > Lignan lactones
IUPAC Name 10-(1,3-benzodioxol-5-yl)-6a,7-dihydro-6H-[2]benzofuro[5,6-g][1,3]benzodioxol-9-one
SMILES (Canonical) C1C2COC(=O)C2=C(C3=C1C=CC4=C3OCO4)C5=CC6=C(C=C5)OCO6
SMILES (Isomeric) C1C2COC(=O)C2=C(C3=C1C=CC4=C3OCO4)C5=CC6=C(C=C5)OCO6
InChI InChI=1S/C20H14O6/c21-20-18-12(7-22-20)5-10-2-4-14-19(26-9-24-14)17(10)16(18)11-1-3-13-15(6-11)25-8-23-13/h1-4,6,12H,5,7-9H2
InChI Key NHPQUOJLDVERNK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H14O6
Molecular Weight 350.30 g/mol
Exact Mass 350.07903816 g/mol
Topological Polar Surface Area (TPSA) 63.20 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.68
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 10-(1,3-benzodioxol-5-yl)-6a,7-dihydro-6H-[2]benzofuro[5,6-g][1,3]benzodioxol-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.6095 60.95%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7792 77.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9394 93.94%
OATP1B3 inhibitior + 0.9432 94.32%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9090 90.90%
P-glycoprotein inhibitior + 0.5998 59.98%
P-glycoprotein substrate - 0.8788 87.88%
CYP3A4 substrate + 0.5210 52.10%
CYP2C9 substrate - 0.8042 80.42%
CYP2D6 substrate - 0.8218 82.18%
CYP3A4 inhibition + 0.8385 83.85%
CYP2C9 inhibition + 0.8538 85.38%
CYP2C19 inhibition + 0.8149 81.49%
CYP2D6 inhibition + 0.6344 63.44%
CYP1A2 inhibition + 0.7662 76.62%
CYP2C8 inhibition - 0.6447 64.47%
CYP inhibitory promiscuity + 0.9384 93.84%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4437 44.37%
Eye corrosion - 0.9747 97.47%
Eye irritation - 0.6101 61.01%
Skin irritation - 0.6614 66.14%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4061 40.61%
Micronuclear + 0.8074 80.74%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation - 0.6038 60.38%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.6982 69.82%
Acute Oral Toxicity (c) III 0.5898 58.98%
Estrogen receptor binding + 0.8712 87.12%
Androgen receptor binding + 0.8469 84.69%
Thyroid receptor binding + 0.6103 61.03%
Glucocorticoid receptor binding + 0.8478 84.78%
Aromatase binding + 0.5829 58.29%
PPAR gamma + 0.8456 84.56%
Honey bee toxicity - 0.8188 81.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9925 99.25%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.35% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.55% 91.11%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 94.49% 80.96%
CHEMBL2581 P07339 Cathepsin D 93.45% 98.95%
CHEMBL240 Q12809 HERG 93.25% 89.76%
CHEMBL1951 P21397 Monoamine oxidase A 92.86% 91.49%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.85% 93.40%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.82% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.73% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.47% 86.33%
CHEMBL1841 P06241 Tyrosine-protein kinase FYN 89.75% 81.29%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 85.94% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.88% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.99% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.98% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.35% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.29% 89.00%

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.
Linum perenne

Cross-Links

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PubChem 163091213
LOTUS LTS0099278
wikiData Q105179543