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Retrojusticidin B

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 0ac611be-8c01-41c2-8015-bfd0b419e364
Taxonomy Lignans, neolignans and related compounds > Arylnaphthalene lignans
IUPAC Name 4-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
SMILES (Canonical) COC1=CC2=CC3=C(COC3=O)C(=C2C=C1OC)C4=CC5=C(C=C4)OCO5
SMILES (Isomeric) COC1=CC2=CC3=C(COC3=O)C(=C2C=C1OC)C4=CC5=C(C=C4)OCO5
InChI InChI=1S/C21H16O6/c1-23-17-7-12-5-14-15(9-25-21(14)22)20(13(12)8-18(17)24-2)11-3-4-16-19(6-11)27-10-26-16/h3-8H,9-10H2,1-2H3
InChI Key TXDMVCNSUVLKHW-UHFFFAOYSA-N
Popularity 19 references in papers

Physical and Chemical Properties

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Molecular Formula C21H16O6
Molecular Weight 364.30 g/mol
Exact Mass 364.09468823 g/mol
Topological Polar Surface Area (TPSA) 63.20 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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82001-16-9
CHEMBL292540
4-(2H-Benzo(3,4-d)1,3-dioxolan-5-yl)-6,7-dimethoxy-3-hydrobenzo(f)isobenzofuran-1-one
4-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
4-(2H-Benzo[3,4-d]1,3-dioxolan-5-yl)-6,7-dimethoxy-3-hydrobenzo[f]isobenzofuran-1-one
DTXSID80231512
BDBM50240576
4-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-3H-benzo[f]isobenzofuran-1-one
4-Benzo[1,3]dioxol-5-yl-6,7-dimethoxy-3H-naphtho[2,3-c]furan-1-one

2D Structure

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2D Structure of Retrojusticidin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9927 99.27%
Caco-2 + 0.8622 86.22%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7625 76.25%
OATP2B1 inhibitior - 0.8762 87.62%
OATP1B1 inhibitior + 0.9366 93.66%
OATP1B3 inhibitior + 0.9649 96.49%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9103 91.03%
P-glycoprotein inhibitior + 0.7043 70.43%
P-glycoprotein substrate - 0.8430 84.30%
CYP3A4 substrate + 0.5854 58.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8360 83.60%
CYP3A4 inhibition + 0.9348 93.48%
CYP2C9 inhibition + 0.9716 97.16%
CYP2C19 inhibition + 0.9766 97.66%
CYP2D6 inhibition + 0.6561 65.61%
CYP1A2 inhibition + 0.5380 53.80%
CYP2C8 inhibition + 0.4667 46.67%
CYP inhibitory promiscuity + 0.9546 95.46%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Warning 0.4177 41.77%
Eye corrosion - 0.9817 98.17%
Eye irritation - 0.5477 54.77%
Skin irritation - 0.7884 78.84%
Skin corrosion - 0.9637 96.37%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3798 37.98%
Micronuclear + 0.7674 76.74%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.6507 65.07%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5948 59.48%
Acute Oral Toxicity (c) III 0.7135 71.35%
Estrogen receptor binding + 0.9080 90.80%
Androgen receptor binding + 0.7459 74.59%
Thyroid receptor binding + 0.7035 70.35%
Glucocorticoid receptor binding + 0.9400 94.00%
Aromatase binding + 0.6085 60.85%
PPAR gamma + 0.6390 63.90%
Honey bee toxicity - 0.8184 81.84%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9709 97.09%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.29% 96.77%
CHEMBL2581 P07339 Cathepsin D 96.88% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.11% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.95% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.90% 92.62%
CHEMBL2535 P11166 Glucose transporter 92.76% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.75% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.65% 95.56%
CHEMBL1907 P15144 Aminopeptidase N 91.82% 93.31%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.96% 94.80%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.27% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.06% 94.45%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 89.79% 92.38%
CHEMBL1951 P21397 Monoamine oxidase A 88.71% 91.49%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 88.54% 95.53%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 86.28% 80.96%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 86.02% 90.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.85% 93.40%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 85.31% 96.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 85.21% 82.67%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 84.23% 98.21%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 84.02% 85.00%
CHEMBL240 Q12809 HERG 83.25% 89.76%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.07% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.71% 89.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.40% 96.09%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.18% 96.67%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.14% 96.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.29% 95.78%
CHEMBL3438 Q05513 Protein kinase C zeta 80.15% 88.48%

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.
There are no matching plants.

Cross-Links

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PubChem 460888
LOTUS LTS0041112
wikiData Q83112451