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(2S)-2alpha-(3,5-Dimethoxy-4-hydroxyphenyl)-3beta-[[(Z)-3-(3-methoxy-4-hydroxyphenyl)propenoyl]oxymethyl]-4beta-(3,5-dimethoxy-4-hydroxybenzyl)tetrahydrofuran

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 2f984459-3910-46b1-bf48-02ee4e921402
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
IUPAC Name [(2S,3R,4R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methyl (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)CC2COC(C2COC(=O)C=CC3=CC(=C(C=C3)O)OC)C4=CC(=C(C(=C4)OC)O)OC
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C[C@H]2CO[C@@H]([C@H]2COC(=O)/C=C\C3=CC(=C(C=C3)O)OC)C4=CC(=C(C(=C4)OC)O)OC
InChI InChI=1S/C32H36O11/c1-37-24-11-18(6-8-23(24)33)7-9-29(34)42-17-22-21(10-19-12-25(38-2)30(35)26(13-19)39-3)16-43-32(22)20-14-27(40-4)31(36)28(15-20)41-5/h6-9,11-15,21-22,32-33,35-36H,10,16-17H2,1-5H3/b9-7-/t21-,22-,32+/m0/s1
InChI Key NTYDMYPTASSNQW-WHGAHGNWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H36O11
Molecular Weight 596.60 g/mol
Exact Mass 596.22576196 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.65
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 12

Synonyms

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(2S)-2alpha-(3,5-Dimethoxy-4-hydroxyphenyl)-3beta-[[(Z)-3-(3-methoxy-4-hydroxyphenyl)propenoyl]oxymethyl]-4beta-(3,5-dimethoxy-4-hydroxybenzyl)tetrahydrofuran

2D Structure

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2D Structure of (2S)-2alpha-(3,5-Dimethoxy-4-hydroxyphenyl)-3beta-[[(Z)-3-(3-methoxy-4-hydroxyphenyl)propenoyl]oxymethyl]-4beta-(3,5-dimethoxy-4-hydroxybenzyl)tetrahydrofuran

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9708 97.08%
Caco-2 - 0.7935 79.35%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8701 87.01%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8597 85.97%
OATP1B3 inhibitior + 0.8881 88.81%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9909 99.09%
P-glycoprotein inhibitior + 0.8448 84.48%
P-glycoprotein substrate - 0.6476 64.76%
CYP3A4 substrate + 0.6445 64.45%
CYP2C9 substrate + 0.6039 60.39%
CYP2D6 substrate - 0.8299 82.99%
CYP3A4 inhibition + 0.6126 61.26%
CYP2C9 inhibition + 0.7344 73.44%
CYP2C19 inhibition + 0.7810 78.10%
CYP2D6 inhibition - 0.9110 91.10%
CYP1A2 inhibition - 0.5582 55.82%
CYP2C8 inhibition + 0.8152 81.52%
CYP inhibitory promiscuity + 0.9129 91.29%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9228 92.28%
Carcinogenicity (trinary) Non-required 0.5543 55.43%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8903 89.03%
Skin irritation - 0.8761 87.61%
Skin corrosion - 0.9748 97.48%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8850 88.50%
Micronuclear + 0.6374 63.74%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8082 80.82%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.5641 56.41%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.9441 94.41%
Acute Oral Toxicity (c) III 0.6136 61.36%
Estrogen receptor binding + 0.8218 82.18%
Androgen receptor binding + 0.7825 78.25%
Thyroid receptor binding + 0.7461 74.61%
Glucocorticoid receptor binding + 0.8337 83.37%
Aromatase binding + 0.6146 61.46%
PPAR gamma + 0.7321 73.21%
Honey bee toxicity - 0.8460 84.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9962 99.62%

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 99.70% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.49% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.98% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.66% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.51% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.06% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.31% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.94% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.30% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.21% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.04% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.14% 92.62%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.95% 89.62%
CHEMBL3194 P02766 Transthyretin 85.84% 90.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.96% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.81% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.13% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 80.94% 94.73%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.47% 80.78%

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.
Zanthoxylum avicennae

Cross-Links

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PubChem 24800017
NPASS NPC102934
ChEMBL CHEMBL255459
LOTUS LTS0252121
wikiData Q105185751