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9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-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 62344aae-b769-491d-9be4-8030442e71e1
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-3H-benzo[f][2]benzofuran-1-one
SMILES (Canonical) COC1=C(C=C2C(=C1)C(=C3C(=C2OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)COC3=O)C6=CC7=C(C=C6)OCO7)OC
SMILES (Isomeric) COC1=C(C=C2C(=C1)C(=C3C(=C2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@@H]5[C@@H]([C@@H]([C@@H](CO5)O)O)O)O)O)O)COC3=O)C6=CC7=C(C=C6)OCO7)OC
InChI InChI=1S/C32H34O16/c1-40-18-6-13-14(7-19(18)41-2)29(15-8-42-30(39)23(15)22(13)12-3-4-17-20(5-12)46-11-45-17)48-32-28(38)26(36)25(35)21(47-32)10-44-31-27(37)24(34)16(33)9-43-31/h3-7,16,21,24-28,31-38H,8-11H2,1-2H3/t16-,21-,24-,25-,26+,27-,28-,31-,32+/m1/s1
InChI Key FQMUJJZFGOZSSZ-KPYCQNBFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H34O16
Molecular Weight 674.60 g/mol
Exact Mass 674.18468499 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.43
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 8

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)-6,7-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-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 + 0.7221 72.21%
Caco-2 - 0.8747 87.47%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6789 67.89%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8883 88.83%
OATP1B3 inhibitior + 0.9451 94.51%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8412 84.12%
P-glycoprotein inhibitior - 0.4469 44.69%
P-glycoprotein substrate - 0.5271 52.71%
CYP3A4 substrate + 0.6757 67.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8500 85.00%
CYP3A4 inhibition + 0.5365 53.65%
CYP2C9 inhibition - 0.8469 84.69%
CYP2C19 inhibition - 0.7380 73.80%
CYP2D6 inhibition - 0.8362 83.62%
CYP1A2 inhibition - 0.9079 90.79%
CYP2C8 inhibition + 0.6515 65.15%
CYP inhibitory promiscuity - 0.6047 60.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6075 60.75%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9291 92.91%
Skin irritation - 0.8221 82.21%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7983 79.83%
Micronuclear + 0.6774 67.74%
Hepatotoxicity - 0.5698 56.98%
skin sensitisation - 0.8676 86.76%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8694 86.94%
Acute Oral Toxicity (c) III 0.7428 74.28%
Estrogen receptor binding + 0.8578 85.78%
Androgen receptor binding + 0.6101 61.01%
Thyroid receptor binding - 0.5059 50.59%
Glucocorticoid receptor binding + 0.6129 61.29%
Aromatase binding + 0.5518 55.18%
PPAR gamma + 0.6692 66.92%
Honey bee toxicity - 0.7133 71.33%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5949 59.49%
Fish aquatic toxicity + 0.8786 87.86%

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 99.39% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.12% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.49% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.40% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.17% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.83% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.89% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 95.54% 94.80%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 95.36% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.86% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.14% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 92.65% 91.49%
CHEMBL2535 P11166 Glucose transporter 91.66% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.49% 94.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.08% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.04% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.94% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.90% 100.00%
CHEMBL1907 P15144 Aminopeptidase N 83.99% 93.31%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 83.15% 95.53%
CHEMBL4208 P20618 Proteasome component C5 83.09% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.46% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 82.31% 94.73%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 81.23% 80.96%

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.
Haplophyllum patavinum

Cross-Links

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PubChem 163012042
LOTUS LTS0271940
wikiData Q104999724