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9-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-methoxy-6H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-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 bcaf5066-1b75-477e-9724-3233c0b9bd80
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 9-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-methoxy-6H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
SMILES (Canonical) COC1=C2COC(=O)C2=C(C3=CC4=C(C=C31)OCO4)C5=CC(=C(C=C5)O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) COC1=C2COC(=O)C2=C(C3=CC4=C(C=C31)OCO4)C5=CC(=C(C=C5)O)OC6C(C(C(C(O6)CO)O)O)O
InChI InChI=1S/C26H24O12/c1-33-24-12-6-17-16(35-9-36-17)5-11(12)19(20-13(24)8-34-25(20)32)10-2-3-14(28)15(4-10)37-26-23(31)22(30)21(29)18(7-27)38-26/h2-6,18,21-23,26-31H,7-9H2,1H3
InChI Key JOXKXRDADBEAPC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H24O12
Molecular Weight 528.50 g/mol
Exact Mass 528.12677620 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.80
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5-methoxy-6H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5837 58.37%
Caco-2 - 0.8661 86.61%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6405 64.05%
OATP2B1 inhibitior - 0.8527 85.27%
OATP1B1 inhibitior + 0.9127 91.27%
OATP1B3 inhibitior + 0.9673 96.73%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7492 74.92%
P-glycoprotein inhibitior - 0.5643 56.43%
P-glycoprotein substrate - 0.7653 76.53%
CYP3A4 substrate + 0.6273 62.73%
CYP2C9 substrate - 0.8183 81.83%
CYP2D6 substrate - 0.8523 85.23%
CYP3A4 inhibition - 0.5136 51.36%
CYP2C9 inhibition - 0.7597 75.97%
CYP2C19 inhibition - 0.7181 71.81%
CYP2D6 inhibition - 0.8824 88.24%
CYP1A2 inhibition - 0.8784 87.84%
CYP2C8 inhibition + 0.5900 59.00%
CYP inhibitory promiscuity + 0.6480 64.80%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5558 55.58%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9262 92.62%
Skin irritation - 0.8100 81.00%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4447 44.47%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8770 87.70%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6649 66.49%
Acute Oral Toxicity (c) III 0.7148 71.48%
Estrogen receptor binding + 0.7771 77.71%
Androgen receptor binding + 0.5951 59.51%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6923 69.23%
Aromatase binding - 0.5458 54.58%
PPAR gamma + 0.6603 66.03%
Honey bee toxicity - 0.7653 76.53%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5649 56.49%
Fish aquatic toxicity + 0.7439 74.39%

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 99.79% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.60% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.21% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.30% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.29% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.86% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.62% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 93.33% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.04% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.97% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.59% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.98% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.98% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.66% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.04% 94.80%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.90% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.79% 85.14%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.31% 93.40%
CHEMBL3401 O75469 Pregnane X receptor 85.82% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.11% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.17% 100.00%
CHEMBL4208 P20618 Proteasome component C5 83.01% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.65% 95.89%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 80.26% 95.53%

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 85355772
LOTUS LTS0066552
wikiData Q105132578