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[(2R,3S,4S)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl 3-[(2R)-2-hydroxy-3-methoxy-3-oxopropyl]benzoate

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 ce6581b0-05a1-4ef1-96ad-3cb0b9ed32b6
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
IUPAC Name [(2R,3S,4S)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl 3-[(2R)-2-hydroxy-3-methoxy-3-oxopropyl]benzoate
SMILES (Canonical) COC1=C(C=CC(=C1)CC2COC(C2COC(=O)C3=CC=CC(=C3)CC(C(=O)OC)O)C4=CC(=C(C=C4)O)OC)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C[C@@H]2CO[C@H]([C@@H]2COC(=O)C3=CC=CC(=C3)C[C@H](C(=O)OC)O)C4=CC(=C(C=C4)O)OC)O
InChI InChI=1S/C31H34O10/c1-37-27-14-19(7-9-24(27)32)12-22-16-40-29(20-8-10-25(33)28(15-20)38-2)23(22)17-41-30(35)21-6-4-5-18(11-21)13-26(34)31(36)39-3/h4-11,14-15,22-23,26,29,32-34H,12-13,16-17H2,1-3H3/t22-,23-,26-,29+/m1/s1
InChI Key ZQLBLDNJYXBSPV-ODQFMULZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H34O10
Molecular Weight 566.60 g/mol
Exact Mass 566.21519728 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.59
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl 3-[(2R)-2-hydroxy-3-methoxy-3-oxopropyl]benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9491 94.91%
Caco-2 - 0.8038 80.38%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8872 88.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8797 87.97%
OATP1B3 inhibitior + 0.8421 84.21%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9354 93.54%
P-glycoprotein inhibitior + 0.8463 84.63%
P-glycoprotein substrate + 0.5703 57.03%
CYP3A4 substrate + 0.6778 67.78%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.7746 77.46%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition + 0.5565 55.65%
CYP2C19 inhibition - 0.5391 53.91%
CYP2D6 inhibition - 0.9456 94.56%
CYP1A2 inhibition - 0.6450 64.50%
CYP2C8 inhibition + 0.8105 81.05%
CYP inhibitory promiscuity - 0.5185 51.85%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6184 61.84%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9170 91.70%
Skin irritation - 0.8946 89.46%
Skin corrosion - 0.9747 97.47%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8716 87.16%
Micronuclear + 0.5848 58.48%
Hepatotoxicity - 0.6477 64.77%
skin sensitisation - 0.8577 85.77%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9025 90.25%
Acute Oral Toxicity (c) III 0.5455 54.55%
Estrogen receptor binding + 0.8512 85.12%
Androgen receptor binding + 0.8165 81.65%
Thyroid receptor binding + 0.6482 64.82%
Glucocorticoid receptor binding + 0.8004 80.04%
Aromatase binding + 0.5323 53.23%
PPAR gamma + 0.6508 65.08%
Honey bee toxicity - 0.8229 82.29%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9812 98.12%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.49% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.48% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.06% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.32% 99.17%
CHEMBL2535 P11166 Glucose transporter 94.30% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 93.95% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.21% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.24% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 89.67% 85.31%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.44% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.33% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.13% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.00% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.89% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.42% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.55% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.68% 95.89%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.86% 89.67%
CHEMBL5028 O14672 ADAM10 81.32% 97.50%

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.
Hyoscyamus niger

Cross-Links

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PubChem 163067940
LOTUS LTS0201970
wikiData Q105381511