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9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-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 00f90108-0ebf-41b5-82b0-50f0a5f527d2
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
SMILES (Canonical) COC1C(C(OC(C1O)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6)CO)O
SMILES (Isomeric) CO[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1O)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6)CO)O
InChI InChI=1S/C28H28O12/c1-33-17-7-13-14(8-18(17)34-2)25(40-28-24(31)26(35-3)23(30)20(9-29)39-28)15-10-36-27(32)22(15)21(13)12-4-5-16-19(6-12)38-11-37-16/h4-8,20,23-24,26,28-31H,9-11H2,1-3H3/t20-,23-,24-,26+,28+/m1/s1
InChI Key IJNZCBYSQOHZML-GQBVEXEASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H28O12
Molecular Weight 556.50 g/mol
Exact Mass 556.15807632 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.76
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 7

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,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-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 + 0.8704 87.04%
Caco-2 - 0.7309 73.09%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6280 62.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8961 89.61%
OATP1B3 inhibitior + 0.9099 90.99%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9630 96.30%
P-glycoprotein inhibitior + 0.6552 65.52%
P-glycoprotein substrate - 0.6305 63.05%
CYP3A4 substrate + 0.6544 65.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8491 84.91%
CYP3A4 inhibition + 0.5144 51.44%
CYP2C9 inhibition - 0.6449 64.49%
CYP2C19 inhibition - 0.6357 63.57%
CYP2D6 inhibition - 0.9120 91.20%
CYP1A2 inhibition - 0.9320 93.20%
CYP2C8 inhibition + 0.5718 57.18%
CYP inhibitory promiscuity + 0.7495 74.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5803 58.03%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9349 93.49%
Skin irritation - 0.8363 83.63%
Skin corrosion - 0.9562 95.62%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6713 67.13%
Micronuclear + 0.7333 73.33%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8597 85.97%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6693 66.93%
Acute Oral Toxicity (c) III 0.7340 73.40%
Estrogen receptor binding + 0.7772 77.72%
Androgen receptor binding + 0.6383 63.83%
Thyroid receptor binding + 0.5231 52.31%
Glucocorticoid receptor binding + 0.7103 71.03%
Aromatase binding - 0.5642 56.42%
PPAR gamma + 0.6418 64.18%
Honey bee toxicity - 0.7281 72.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6149 61.49%
Fish aquatic toxicity + 0.7284 72.84%

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 99.09% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.03% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.59% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.47% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.14% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.67% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 95.54% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.91% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.20% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.10% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.90% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.19% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.51% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 88.71% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.17% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.70% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.23% 99.17%
CHEMBL1907 P15144 Aminopeptidase N 84.87% 93.31%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 83.66% 92.38%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.50% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.82% 95.89%
CHEMBL2535 P11166 Glucose transporter 81.28% 98.75%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.30% 97.50%

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.
Cleistanthus collinus

Cross-Links

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PubChem 102533446
LOTUS LTS0021485
wikiData Q105114030