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9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4S)-4-hydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxolan-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 3b6f1cb1-5d43-4e12-9641-02bddeea229d
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4S)-4-hydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxolan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H40O19/c1-45-21-6-15-16(7-22(21)46-2)30(17-8-47-32(43)25(17)24(15)14-3-4-20-23(5-14)53-13-52-20)54-35-31(55-34-29(42)27(40)19(38)10-49-34)36(44,12-51-35)11-50-33-28(41)26(39)18(37)9-48-33/h3-7,18-19,26-29,31,33-35,37-42,44H,8-13H2,1-2H3/t18-,19-,26+,27-,28+,29+,31-,33-,34-,35-,36-/m0/s1
InChI Key WTNBRCRYRLAZFO-RUZHRMPPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H40O19
Molecular Weight 776.70 g/mol
Exact Mass 776.21637904 g/mol
Topological Polar Surface Area (TPSA) 260.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -1.33
H-Bond Acceptor 19
H-Bond Donor 7
Rotatable Bonds 10

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)-4-hydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxolan-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 + 0.7415 74.15%
Caco-2 - 0.8728 87.28%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6832 68.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8942 89.42%
OATP1B3 inhibitior + 0.9475 94.75%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9543 95.43%
P-glycoprotein inhibitior + 0.6708 67.08%
P-glycoprotein substrate + 0.6278 62.78%
CYP3A4 substrate + 0.6983 69.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8565 85.65%
CYP3A4 inhibition - 0.5728 57.28%
CYP2C9 inhibition - 0.8686 86.86%
CYP2C19 inhibition - 0.7619 76.19%
CYP2D6 inhibition - 0.8666 86.66%
CYP1A2 inhibition - 0.9162 91.62%
CYP2C8 inhibition + 0.7623 76.23%
CYP inhibitory promiscuity - 0.7242 72.42%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5627 56.27%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9225 92.25%
Skin irritation - 0.8105 81.05%
Skin corrosion - 0.9433 94.33%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8953 89.53%
Micronuclear + 0.6674 66.74%
Hepatotoxicity + 0.6126 61.26%
skin sensitisation - 0.8615 86.15%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7094 70.94%
Acute Oral Toxicity (c) III 0.6348 63.48%
Estrogen receptor binding + 0.8649 86.49%
Androgen receptor binding + 0.6613 66.13%
Thyroid receptor binding - 0.5180 51.80%
Glucocorticoid receptor binding + 0.6857 68.57%
Aromatase binding + 0.5998 59.98%
PPAR gamma + 0.7122 71.22%
Honey bee toxicity - 0.7025 70.25%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5249 52.49%
Fish aquatic toxicity + 0.8782 87.82%

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 98.77% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.26% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.80% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 96.90% 92.62%
CHEMBL2581 P07339 Cathepsin D 96.51% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.97% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.70% 86.33%
CHEMBL2535 P11166 Glucose transporter 94.96% 98.75%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.84% 94.80%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.57% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.37% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.91% 94.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.50% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.16% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.69% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.40% 96.00%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 86.19% 95.53%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.39% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.26% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.87% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 84.64% 92.98%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.44% 89.62%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 81.72% 82.50%
CHEMBL4208 P20618 Proteasome component C5 81.39% 90.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.53% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.11% 99.23%

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 163029384
LOTUS LTS0161792
wikiData Q105312662