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4-(1,3-benzodioxol-5-yl)-6-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-benzo[f][2]benzofuran-3-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 bfeb460a-5957-422e-88f4-46ac1b871685
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 4-(1,3-benzodioxol-5-yl)-6-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-benzo[f][2]benzofuran-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H24O11/c1-32-16-7-14-12(6-18(16)36-26-24(30)23(29)22(28)19(8-27)37-26)4-13-9-33-25(31)21(13)20(14)11-2-3-15-17(5-11)35-10-34-15/h2-7,19,22-24,26-30H,8-10H2,1H3
InChI Key UPWRYBUKFGSKJO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H24O11
Molecular Weight 512.50 g/mol
Exact Mass 512.13186158 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.09
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-(1,3-benzodioxol-5-yl)-6-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1H-benzo[f][2]benzofuran-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6191 61.91%
Caco-2 - 0.8411 84.11%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6374 63.74%
OATP2B1 inhibitior - 0.8525 85.25%
OATP1B1 inhibitior + 0.8983 89.83%
OATP1B3 inhibitior + 0.9728 97.28%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9404 94.04%
P-glycoprotein inhibitior - 0.5243 52.43%
P-glycoprotein substrate - 0.6696 66.96%
CYP3A4 substrate + 0.6303 63.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8522 85.22%
CYP3A4 inhibition - 0.5836 58.36%
CYP2C9 inhibition - 0.7784 77.84%
CYP2C19 inhibition - 0.7015 70.15%
CYP2D6 inhibition - 0.8616 86.16%
CYP1A2 inhibition - 0.9048 90.48%
CYP2C8 inhibition + 0.5456 54.56%
CYP inhibitory promiscuity + 0.6208 62.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5596 55.96%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9388 93.88%
Skin irritation - 0.8137 81.37%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis + 0.6009 60.09%
Human Ether-a-go-go-Related Gene inhibition - 0.4460 44.60%
Micronuclear + 0.7033 70.33%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8847 88.47%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6115 61.15%
Acute Oral Toxicity (c) III 0.7562 75.62%
Estrogen receptor binding + 0.8014 80.14%
Androgen receptor binding + 0.6304 63.04%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6888 68.88%
Aromatase binding - 0.5340 53.40%
PPAR gamma + 0.6888 68.88%
Honey bee toxicity - 0.7667 76.67%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6249 62.49%
Fish aquatic toxicity + 0.7290 72.90%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.35% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.23% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.33% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 95.99% 92.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.26% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.25% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.29% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.93% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.48% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.34% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.22% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 89.84% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.57% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 89.18% 91.49%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 88.61% 92.38%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.27% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.05% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.99% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 86.69% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.02% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.85% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.11% 100.00%
CHEMBL2535 P11166 Glucose transporter 81.98% 98.75%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 81.78% 90.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.72% 96.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.34% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.40% 95.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.17% 89.62%

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 14704576
LOTUS LTS0036075
wikiData Q105277038