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(3R,4R)-3-[[3-[(1R,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl]methyl]-4-[(3,4-dimethoxyphenyl)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 52410f93-cadb-4e18-9c28-602fe59ddd67
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
IUPAC Name (3R,4R)-3-[[3-[(1R,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl]methyl]-4-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one
SMILES (Canonical) COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C(=C3)OC)O)C(CO)C(C4=CC(=C(C=C4)O)OC)O)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C(=C3)OC)O)[C@H](CO)[C@H](C4=CC(=C(C=C4)O)OC)O)OC
InChI InChI=1S/C31H36O10/c1-37-25-8-5-17(12-27(25)39-3)9-20-16-41-31(36)21(20)10-18-11-22(30(35)28(13-18)40-4)23(15-32)29(34)19-6-7-24(33)26(14-19)38-2/h5-8,11-14,20-21,23,29,32-35H,9-10,15-16H2,1-4H3/t20-,21+,23-,29-/m0/s1
InChI Key HDTODGZKAUQBPM-DTENNIBZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H36O10
Molecular Weight 568.60 g/mol
Exact Mass 568.23084734 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.52
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4R)-3-[[3-[(1R,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-hydroxy-5-methoxyphenyl]methyl]-4-[(3,4-dimethoxyphenyl)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 + 0.7651 76.51%
Caco-2 - 0.8066 80.66%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7753 77.53%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8562 85.62%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9076 90.76%
P-glycoprotein inhibitior + 0.8393 83.93%
P-glycoprotein substrate + 0.6300 63.00%
CYP3A4 substrate + 0.6361 63.61%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.7524 75.24%
CYP3A4 inhibition + 0.7040 70.40%
CYP2C9 inhibition + 0.5370 53.70%
CYP2C19 inhibition + 0.5657 56.57%
CYP2D6 inhibition - 0.9082 90.82%
CYP1A2 inhibition - 0.5297 52.97%
CYP2C8 inhibition + 0.5600 56.00%
CYP inhibitory promiscuity + 0.7949 79.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6691 66.91%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9267 92.67%
Skin irritation - 0.8552 85.52%
Skin corrosion - 0.9683 96.83%
Ames mutagenesis - 0.6078 60.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8703 87.03%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8641 86.41%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8936 89.36%
Acute Oral Toxicity (c) III 0.6141 61.41%
Estrogen receptor binding + 0.8725 87.25%
Androgen receptor binding + 0.7424 74.24%
Thyroid receptor binding + 0.6111 61.11%
Glucocorticoid receptor binding + 0.7494 74.94%
Aromatase binding - 0.5156 51.56%
PPAR gamma + 0.5714 57.14%
Honey bee toxicity - 0.7763 77.63%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9756 97.56%

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 98.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.46% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.98% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.28% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.47% 85.14%
CHEMBL204 P00734 Thrombin 92.12% 96.01%
CHEMBL1255126 O15151 Protein Mdm4 91.82% 90.20%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.71% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.62% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.57% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.96% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.48% 86.33%
CHEMBL1978 P11511 Cytochrome P450 19A1 89.29% 91.76%
CHEMBL4040 P28482 MAP kinase ERK2 89.19% 83.82%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.17% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.41% 99.15%
CHEMBL5555 O00767 Acyl-CoA desaturase 85.38% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.11% 97.09%
CHEMBL2535 P11166 Glucose transporter 84.50% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.32% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.12% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.09% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.25% 90.71%

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 158449177
LOTUS LTS0066681
wikiData Q105026538