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9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one

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 1db6bec0-3882-44bb-a363-382d8faef63c
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
SMILES (Canonical) COC1=C(C=C2C(=C1)C(=C3C(=C2OC4C(C(C(CO4)O)O)OC5C(C(C(C(O5)CO)O)O)O)COC3=O)C6=CC7=C(C=C6)OCO7)OC
SMILES (Isomeric) COC1=C(C=C2C(=C1)C(=C3C(=C2O[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O[C@@H]5[C@@H]([C@@H]([C@H]([C@H](O5)CO)O)O)O)COC3=O)C6=CC7=C(C=C6)OCO7)OC
InChI InChI=1S/C32H34O16/c1-40-18-6-13-14(7-19(18)41-2)28(15-9-42-30(39)23(15)22(13)12-3-4-17-20(5-12)45-11-44-17)47-32-29(24(35)16(34)10-43-32)48-31-27(38)26(37)25(36)21(8-33)46-31/h3-7,16,21,24-27,29,31-38H,8-11H2,1-2H3/t16-,21-,24+,25+,26-,27-,29-,31-,32+/m1/s1
InChI Key FQPOABZHQIFORM-MJJPSPLWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H34O16
Molecular Weight 674.60 g/mol
Exact Mass 674.18468499 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -0.43
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 8

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)-4-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,7-dimethoxy-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 + 0.6647 66.47%
Caco-2 - 0.8625 86.25%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5579 55.79%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.8736 87.36%
OATP1B3 inhibitior + 0.9583 95.83%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8939 89.39%
P-glycoprotein inhibitior - 0.4452 44.52%
P-glycoprotein substrate - 0.5068 50.68%
CYP3A4 substrate + 0.6883 68.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8522 85.22%
CYP3A4 inhibition - 0.5289 52.89%
CYP2C9 inhibition - 0.8794 87.94%
CYP2C19 inhibition - 0.8333 83.33%
CYP2D6 inhibition - 0.8688 86.88%
CYP1A2 inhibition - 0.9212 92.12%
CYP2C8 inhibition + 0.6426 64.26%
CYP inhibitory promiscuity - 0.5733 57.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6078 60.78%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9322 93.22%
Skin irritation - 0.8134 81.34%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8490 84.90%
Micronuclear + 0.7133 71.33%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8818 88.18%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8518 85.18%
Acute Oral Toxicity (c) III 0.7902 79.02%
Estrogen receptor binding + 0.8190 81.90%
Androgen receptor binding + 0.6167 61.67%
Thyroid receptor binding - 0.5142 51.42%
Glucocorticoid receptor binding + 0.6247 62.47%
Aromatase binding - 0.5230 52.30%
PPAR gamma + 0.6868 68.68%
Honey bee toxicity - 0.6533 65.33%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.6931 69.31%

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 99.50% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.67% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.48% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.97% 96.77%
CHEMBL2581 P07339 Cathepsin D 96.80% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.68% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.09% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.97% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 94.72% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.92% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.73% 94.80%
CHEMBL1951 P21397 Monoamine oxidase A 92.55% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.92% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.31% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.54% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.95% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.76% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.79% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.46% 96.21%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.27% 97.36%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.98% 95.53%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.45% 97.14%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.25% 97.50%
CHEMBL2535 P11166 Glucose transporter 80.95% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.63% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.09% 94.73%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162959825
LOTUS LTS0275989
wikiData Q104999772