9-(1,3-benzodioxol-5-yl)-5-hydroxy-4,6,8-trimethoxy-3H-benzo[f][2]benzofuran-1-one

Details

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Internal ID fdd55064-15b4-4b83-b208-212d5f2d62a6
Taxonomy Lignans, neolignans and related compounds > Arylnaphthalene lignans
IUPAC Name 9-(1,3-benzodioxol-5-yl)-5-hydroxy-4,6,8-trimethoxy-3H-benzo[f][2]benzofuran-1-one
SMILES (Canonical) COC1=CC(=C(C2=C(C3=C(C(=C12)C4=CC5=C(C=C4)OCO5)C(=O)OC3)OC)O)OC
SMILES (Isomeric) COC1=CC(=C(C2=C(C3=C(C(=C12)C4=CC5=C(C=C4)OCO5)C(=O)OC3)OC)O)OC
InChI InChI=1S/C22H18O8/c1-25-14-7-15(26-2)20(23)19-18(14)16(10-4-5-12-13(6-10)30-9-29-12)17-11(21(19)27-3)8-28-22(17)24/h4-7,23H,8-9H2,1-3H3
InChI Key HVJLXRHXIVYZJS-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H18O8
Molecular Weight 410.40 g/mol
Exact Mass 410.10016753 g/mol
Topological Polar Surface Area (TPSA) 92.70 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.64
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-(1,3-benzodioxol-5-yl)-5-hydroxy-4,6,8-trimethoxy-3H-benzo[f][2]benzofuran-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9810 98.10%
Caco-2 + 0.8191 81.91%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7563 75.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9084 90.84%
OATP1B3 inhibitior + 0.9420 94.20%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9403 94.03%
P-glycoprotein inhibitior + 0.6679 66.79%
P-glycoprotein substrate - 0.8731 87.31%
CYP3A4 substrate + 0.5760 57.60%
CYP2C9 substrate - 0.8012 80.12%
CYP2D6 substrate - 0.8332 83.32%
CYP3A4 inhibition + 0.8019 80.19%
CYP2C9 inhibition + 0.8832 88.32%
CYP2C19 inhibition + 0.8585 85.85%
CYP2D6 inhibition - 0.8601 86.01%
CYP1A2 inhibition - 0.8339 83.39%
CYP2C8 inhibition + 0.6298 62.98%
CYP inhibitory promiscuity + 0.8490 84.90%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.3935 39.35%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.6438 64.38%
Skin irritation - 0.8168 81.68%
Skin corrosion - 0.9700 97.00%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5603 56.03%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.7568 75.68%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.4639 46.39%
Acute Oral Toxicity (c) III 0.3539 35.39%
Estrogen receptor binding + 0.8990 89.90%
Androgen receptor binding + 0.6479 64.79%
Thyroid receptor binding + 0.7027 70.27%
Glucocorticoid receptor binding + 0.9306 93.06%
Aromatase binding + 0.6424 64.24%
PPAR gamma + 0.8382 83.82%
Honey bee toxicity - 0.8414 84.14%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5049 50.49%
Fish aquatic toxicity + 0.9566 95.66%

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 99.08% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.18% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.09% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.90% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.73% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.44% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.98% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.66% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.32% 89.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 91.27% 80.96%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 90.69% 98.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.81% 92.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.01% 96.09%
CHEMBL2535 P11166 Glucose transporter 87.66% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.23% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.69% 95.78%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.65% 94.80%
CHEMBL4208 P20618 Proteasome component C5 82.89% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.17% 99.17%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 80.24% 85.00%

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.
Justicia patentiflora

Cross-Links

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PubChem 11373226
LOTUS LTS0229525
wikiData Q105034304