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(1R,2S)-2-[4-[(2S,3R,4S)-4-hydroxy-4-[[4-hydroxy-3-[2-hydroxy-5-[[(3S,4S,5R)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-3-methoxyphenyl]-5-methoxyphenyl]methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

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 c0f1e6df-e307-4efe-8392-2d18268c8dd0
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
IUPAC Name (1R,2S)-2-[4-[(2S,3R,4S)-4-hydroxy-4-[[4-hydroxy-3-[2-hydroxy-5-[[(3S,4S,5R)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-3-methoxyphenyl]-5-methoxyphenyl]methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol
SMILES (Canonical) COC1=CC(=CC(=C1O)C2=C(C(=CC(=C2)CC3(COC(C3CO)C4=CC(=C(C=C4)OC(CO)C(C5=CC(=C(C=C5)O)OC)O)OC)O)OC)O)CC6(COC(C6CO)C7=CC(=C(C=C7)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[C@@H](CO)[C@@H](C5=CC(=C(C=C5)O)OC)O)OC)O)OC)O)C[C@]6(CO[C@H]([C@@H]6CO)C7=CC(=C(C=C7)O)OC)O
InChI InChI=1S/C50H58O18/c1-61-38-16-28(6-9-35(38)54)44(56)43(23-53)68-37-11-8-30(18-40(37)63-3)48-34(22-52)50(60,25-67-48)20-27-13-32(46(58)42(15-27)65-5)31-12-26(14-41(64-4)45(31)57)19-49(59)24-66-47(33(49)21-51)29-7-10-36(55)39(17-29)62-2/h6-18,33-34,43-44,47-48,51-60H,19-25H2,1-5H3/t33-,34+,43-,44+,47-,48+,49+,50+/m0/s1
InChI Key OAZIJOCQBIAGFW-LQCZBIETSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C50H58O18
Molecular Weight 947.00 g/mol
Exact Mass 946.36231500 g/mol
Topological Polar Surface Area (TPSA) 276.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.00
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S)-2-[4-[(2S,3R,4S)-4-hydroxy-4-[[4-hydroxy-3-[2-hydroxy-5-[[(3S,4S,5R)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-3-methoxyphenyl]-5-methoxyphenyl]methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

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 - 0.8593 85.93%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7562 75.62%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8615 86.15%
OATP1B3 inhibitior + 0.9490 94.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9357 93.57%
P-glycoprotein inhibitior + 0.7570 75.70%
P-glycoprotein substrate + 0.6567 65.67%
CYP3A4 substrate + 0.6700 67.00%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.6668 66.68%
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 + 0.6928 69.28%
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 - 0.9024 90.24%
Skin irritation - 0.8330 83.30%
Skin corrosion - 0.9549 95.49%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7842 78.42%
Micronuclear - 0.5226 52.26%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8416 84.16%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8893 88.93%
Acute Oral Toxicity (c) III 0.5930 59.30%
Estrogen receptor binding + 0.7949 79.49%
Androgen receptor binding + 0.7499 74.99%
Thyroid receptor binding + 0.6216 62.16%
Glucocorticoid receptor binding + 0.7267 72.67%
Aromatase binding + 0.6322 63.22%
PPAR gamma + 0.7706 77.06%
Honey bee toxicity - 0.8069 80.69%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.78% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.65% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.50% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.85% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.60% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.39% 89.62%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.26% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.25% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.50% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.40% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.93% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.63% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.55% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.32% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.29% 95.17%
CHEMBL2535 P11166 Glucose transporter 86.95% 98.75%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.39% 100.00%
CHEMBL5555 O00767 Acyl-CoA desaturase 84.28% 97.50%
CHEMBL3474 P14555 Phospholipase A2 group IIA 83.32% 94.05%
CHEMBL4208 P20618 Proteasome component C5 83.26% 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 162948796
LOTUS LTS0096472
wikiData Q105188897