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9-(1,3-benzodioxol-5-yl)-4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-7-hydroxy-6-methoxy-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 1ef8fc95-5371-4ef0-bb50-3885129c917d
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 9-(1,3-benzodioxol-5-yl)-4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-7-hydroxy-6-methoxy-3H-benzo[f][2]benzofuran-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H22O11/c1-31-17-6-13-12(5-15(17)27)19(11-2-3-16-18(4-11)35-10-34-16)20-14(7-32-23(20)29)21(13)36-24-22(28)25(30,8-26)9-33-24/h2-6,22,24,26-28,30H,7-10H2,1H3
InChI Key UPKFEVJUWDFDPL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H22O11
Molecular Weight 498.40 g/mol
Exact Mass 498.11621151 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.44
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 9-(1,3-benzodioxol-5-yl)-4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-7-hydroxy-6-methoxy-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 + 0.8276 82.76%
Caco-2 - 0.7546 75.46%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5858 58.58%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior + 0.9082 90.82%
OATP1B3 inhibitior + 0.9616 96.16%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9308 93.08%
P-glycoprotein inhibitior + 0.6666 66.66%
P-glycoprotein substrate - 0.5671 56.71%
CYP3A4 substrate + 0.6768 67.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8575 85.75%
CYP3A4 inhibition - 0.5116 51.16%
CYP2C9 inhibition - 0.8135 81.35%
CYP2C19 inhibition - 0.7728 77.28%
CYP2D6 inhibition - 0.8829 88.29%
CYP1A2 inhibition - 0.8913 89.13%
CYP2C8 inhibition + 0.7111 71.11%
CYP inhibitory promiscuity - 0.6479 64.79%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4924 49.24%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8986 89.86%
Skin irritation - 0.7933 79.33%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6800 68.00%
Micronuclear + 0.7133 71.33%
Hepatotoxicity + 0.5802 58.02%
skin sensitisation - 0.8541 85.41%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6916 69.16%
Estrogen receptor binding + 0.8854 88.54%
Androgen receptor binding + 0.7167 71.67%
Thyroid receptor binding + 0.6112 61.12%
Glucocorticoid receptor binding + 0.8254 82.54%
Aromatase binding + 0.6305 63.05%
PPAR gamma + 0.7329 73.29%
Honey bee toxicity - 0.7241 72.41%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.7756 77.56%

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 99.80% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.14% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.75% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.14% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.13% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.96% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.75% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 95.08% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.83% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.37% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.12% 94.80%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.76% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.81% 99.15%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 89.63% 95.53%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.61% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 87.54% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.35% 99.23%
CHEMBL2535 P11166 Glucose transporter 86.36% 98.75%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.63% 95.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.44% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 84.04% 95.93%
CHEMBL1907 P15144 Aminopeptidase N 83.77% 93.31%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.49% 97.28%
CHEMBL5555 O00767 Acyl-CoA desaturase 83.36% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.35% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.69% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.64% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.55% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.25% 99.17%

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 162911974
LOTUS LTS0027323
wikiData Q105276841