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(3R,4R,5S)-3-[[4-hydroxy-3-[2-hydroxy-5-[[(3R,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-3-methoxyphenyl]-5-methoxyphenyl]methyl]-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-ol

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 79e9bfe9-31da-42f9-b4c9-f4c7ed16897f
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
IUPAC Name (3R,4R,5S)-3-[[4-hydroxy-3-[2-hydroxy-5-[[(3R,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-3-methoxyphenyl]-5-methoxyphenyl]methyl]-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-ol
SMILES (Canonical) COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)CC3(COC(C3CO)C4=CC(=C(C=C4)O)OC)O)OC)O)CC5(COC(C5CO)C6=CC(=C(C=C6)O)OC)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)C[C@@]3(CO[C@@H]([C@H]3CO)C4=CC(=C(C=C4)O)OC)O)OC)O)C[C@@]5(CO[C@@H]([C@H]5CO)C6=CC(=C(C=C6)O)OC)O
InChI InChI=1S/C40H46O14/c1-49-31-13-23(5-7-29(31)43)37-27(17-41)39(47,19-53-37)15-21-9-25(35(45)33(11-21)51-3)26-10-22(12-34(52-4)36(26)46)16-40(48)20-54-38(28(40)18-42)24-6-8-30(44)32(14-24)50-2/h5-14,27-28,37-38,41-48H,15-20H2,1-4H3/t27-,28-,37-,38-,39+,40+/m1/s1
InChI Key SZBZRBDIQDAGDJ-NRBLOWOGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H46O14
Molecular Weight 750.80 g/mol
Exact Mass 750.28875614 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.52
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4R,5S)-3-[[4-hydroxy-3-[2-hydroxy-5-[[(3R,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-3-methoxyphenyl]-5-methoxyphenyl]methyl]-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8370 83.70%
Caco-2 - 0.8523 85.23%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7562 75.62%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8851 88.51%
OATP1B3 inhibitior + 0.9490 94.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9556 95.56%
P-glycoprotein inhibitior + 0.7822 78.22%
P-glycoprotein substrate - 0.6472 64.72%
CYP3A4 substrate + 0.6230 62.30%
CYP2C9 substrate - 0.7924 79.24%
CYP2D6 substrate - 0.6715 67.15%
CYP3A4 inhibition - 0.6742 67.42%
CYP2C9 inhibition - 0.7616 76.16%
CYP2C19 inhibition - 0.7154 71.54%
CYP2D6 inhibition - 0.9117 91.17%
CYP1A2 inhibition - 0.8255 82.55%
CYP2C8 inhibition + 0.7714 77.14%
CYP inhibitory promiscuity + 0.5180 51.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5509 55.09%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.8330 83.30%
Skin corrosion - 0.9549 95.49%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8845 88.45%
Micronuclear - 0.5226 52.26%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8416 84.16%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7769 77.69%
Acute Oral Toxicity (c) III 0.5930 59.30%
Estrogen receptor binding + 0.8149 81.49%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding + 0.5973 59.73%
Glucocorticoid receptor binding + 0.7204 72.04%
Aromatase binding + 0.6100 61.00%
PPAR gamma + 0.6950 69.50%
Honey bee toxicity - 0.8828 88.28%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8354 83.54%

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 99.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.70% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.27% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.77% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.35% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.06% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.40% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.15% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.67% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.70% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.05% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.03% 99.15%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.21% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.95% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.19% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.99% 94.45%
CHEMBL2535 P11166 Glucose transporter 80.86% 98.75%
CHEMBL4208 P20618 Proteasome component C5 80.43% 90.00%

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.
Cerbera manghas

Cross-Links

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PubChem 163021483
LOTUS LTS0208796
wikiData Q105263952