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[(2S,3R,4S,5R,6R)-2-[4-[[(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl]-2-methoxyphenoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

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 24ee6240-97f3-41be-b004-2d06a475cc18
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2S,3R,4S,5R,6R)-2-[4-[[(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl]-2-methoxyphenoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H40O14/c1-44-26-9-5-20(15-28(26)45-2)12-22-18-47-35(43)23(22)13-21-6-10-27(29(16-21)46-3)48-36-33(42)34(32(41)30(17-37)49-36)50-31(40)11-7-19-4-8-24(38)25(39)14-19/h4-11,14-16,22-23,30,32-34,36-39,41-42H,12-13,17-18H2,1-3H3/b11-7+/t22-,23+,30+,32+,33+,34-,36+/m0/s1
InChI Key OHQVJZXZOCBRIJ-JBXXTIRESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H40O14
Molecular Weight 696.70 g/mol
Exact Mass 696.24180595 g/mol
Topological Polar Surface Area (TPSA) 200.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.14
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6R)-2-[4-[[(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl]-2-methoxyphenoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5486 54.86%
Caco-2 - 0.8699 86.99%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7404 74.04%
OATP2B1 inhibitior + 0.5668 56.68%
OATP1B1 inhibitior + 0.8662 86.62%
OATP1B3 inhibitior + 0.9279 92.79%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7842 78.42%
P-glycoprotein inhibitior + 0.7625 76.25%
P-glycoprotein substrate + 0.5373 53.73%
CYP3A4 substrate + 0.6759 67.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8656 86.56%
CYP3A4 inhibition - 0.5953 59.53%
CYP2C9 inhibition - 0.8477 84.77%
CYP2C19 inhibition - 0.7825 78.25%
CYP2D6 inhibition - 0.9258 92.58%
CYP1A2 inhibition - 0.8483 84.83%
CYP2C8 inhibition + 0.7411 74.11%
CYP inhibitory promiscuity - 0.7472 74.72%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6436 64.36%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.8613 86.13%
Skin corrosion - 0.9567 95.67%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7563 75.63%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.7989 79.89%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9087 90.87%
Acute Oral Toxicity (c) III 0.6702 67.02%
Estrogen receptor binding + 0.7890 78.90%
Androgen receptor binding + 0.7030 70.30%
Thyroid receptor binding + 0.5748 57.48%
Glucocorticoid receptor binding + 0.7504 75.04%
Aromatase binding + 0.5390 53.90%
PPAR gamma + 0.7101 71.01%
Honey bee toxicity - 0.6964 69.64%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9689 96.89%

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 99.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.13% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.93% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.96% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.70% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.60% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.39% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.95% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.74% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.42% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.11% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.38% 92.62%
CHEMBL1951 P21397 Monoamine oxidase A 89.17% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.65% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.78% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.66% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.90% 86.92%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.21% 97.33%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 84.13% 92.95%
CHEMBL3194 P02766 Transthyretin 83.35% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 83.13% 94.73%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.58% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.19% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.06% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 80.54% 92.50%

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.
Centaurea melitensis

Cross-Links

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PubChem 163193349
LOTUS LTS0105564
wikiData Q105192211