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(3R,4R)-4-[[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]methyl]-3-[[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl]oxolan-2-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 9c879867-9e67-4846-ab25-00473669dcb9
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (3R,4R)-4-[[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]methyl]-3-[[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl]oxolan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H44O13/c1-47-32-16-23(6-8-29(32)43)37(45)36(19-42)52-31-10-5-21(14-34(31)49-3)11-25-20-51-40(46)26(25)12-22-13-27-28(18-41)38(53-39(27)35(15-22)50-4)24-7-9-30(44)33(17-24)48-2/h5-10,13-17,25-26,28,36-38,41-45H,11-12,18-20H2,1-4H3/t25-,26+,28-,36-,37+,38+/m0/s1
InChI Key IRSYJVZSCKQGDP-PMFZMPEESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H44O13
Molecular Weight 732.80 g/mol
Exact Mass 732.27819145 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.39
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4R)-4-[[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]methyl]-3-[[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl]oxolan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9454 94.54%
Caco-2 - 0.8561 85.61%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7549 75.49%
OATP2B1 inhibitior + 0.5671 56.71%
OATP1B1 inhibitior + 0.8479 84.79%
OATP1B3 inhibitior + 0.9088 90.88%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7674 76.74%
P-glycoprotein inhibitior + 0.7835 78.35%
P-glycoprotein substrate + 0.6837 68.37%
CYP3A4 substrate + 0.6662 66.62%
CYP2C9 substrate + 0.5928 59.28%
CYP2D6 substrate - 0.7079 70.79%
CYP3A4 inhibition - 0.6254 62.54%
CYP2C9 inhibition - 0.6343 63.43%
CYP2C19 inhibition - 0.6300 63.00%
CYP2D6 inhibition - 0.9434 94.34%
CYP1A2 inhibition - 0.8608 86.08%
CYP2C8 inhibition + 0.5992 59.92%
CYP inhibitory promiscuity + 0.6109 61.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6003 60.03%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9125 91.25%
Skin irritation - 0.8636 86.36%
Skin corrosion - 0.9682 96.82%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7282 72.82%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8350 83.50%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7155 71.55%
Acute Oral Toxicity (c) III 0.6239 62.39%
Estrogen receptor binding + 0.8078 80.78%
Androgen receptor binding + 0.7473 74.73%
Thyroid receptor binding + 0.5421 54.21%
Glucocorticoid receptor binding + 0.7210 72.10%
Aromatase binding + 0.5950 59.50%
PPAR gamma + 0.6769 67.69%
Honey bee toxicity - 0.7485 74.85%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9572 95.72%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.71% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.52% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.58% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.48% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 94.47% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.00% 91.11%
CHEMBL204 P00734 Thrombin 93.67% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.55% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.10% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.55% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.24% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.71% 92.62%
CHEMBL1978 P11511 Cytochrome P450 19A1 89.54% 91.76%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.68% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.98% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.81% 86.92%
CHEMBL2535 P11166 Glucose transporter 87.56% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.88% 99.15%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.99% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.57% 93.40%
CHEMBL5555 O00767 Acyl-CoA desaturase 83.03% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.23% 96.00%
CHEMBL1255126 O15151 Protein Mdm4 81.21% 90.20%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.22% 89.50%

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.
Arctium lappa

Cross-Links

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PubChem 162992563
LOTUS LTS0181794
wikiData Q105119106