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[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxan-3-yl] 4-hydroxy-3,5-dimethoxybenzoate

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 a0861d43-84b3-4132-a362-d4551bbd5618
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxan-3-yl] 4-hydroxy-3,5-dimethoxybenzoate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2C(C(CC3=CC(=C(C(=C23)OC)O)OC)CO)COC4C(C(C(C(O4)CO)O)O)OC(=O)C5=CC(=C(C(=C5)OC)O)OC
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)[C@@H]2[C@H]([C@@H](CC3=CC(=C(C(=C23)OC)O)OC)CO)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)OC(=O)C5=CC(=C(C(=C5)OC)O)OC
InChI InChI=1S/C37H46O17/c1-46-21-9-17(10-22(47-2)29(21)40)27-20(19(13-38)7-16-8-25(50-5)32(43)34(51-6)28(16)27)15-52-37-35(33(44)31(42)26(14-39)53-37)54-36(45)18-11-23(48-3)30(41)24(12-18)49-4/h8-12,19-20,26-27,31,33,35,37-44H,7,13-15H2,1-6H3/t19-,20-,26+,27+,31+,33-,35+,37+/m0/s1
InChI Key ALMDXDJFNMSYBR-XWYNBPJESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H46O17
Molecular Weight 762.70 g/mol
Exact Mass 762.27349999 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.45
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxan-3-yl] 4-hydroxy-3,5-dimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4585 45.85%
Caco-2 - 0.8626 86.26%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6312 63.12%
OATP2B1 inhibitior - 0.7168 71.68%
OATP1B1 inhibitior + 0.7253 72.53%
OATP1B3 inhibitior + 0.9483 94.83%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8020 80.20%
P-glycoprotein inhibitior + 0.7041 70.41%
P-glycoprotein substrate - 0.5698 56.98%
CYP3A4 substrate + 0.6489 64.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8233 82.33%
CYP3A4 inhibition - 0.9067 90.67%
CYP2C9 inhibition - 0.9129 91.29%
CYP2C19 inhibition - 0.8670 86.70%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.7936 79.36%
CYP2C8 inhibition + 0.6578 65.78%
CYP inhibitory promiscuity - 0.6892 68.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6957 69.57%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9125 91.25%
Skin irritation - 0.8525 85.25%
Skin corrosion - 0.9628 96.28%
Ames mutagenesis - 0.6408 64.08%
Human Ether-a-go-go-Related Gene inhibition + 0.7722 77.22%
Micronuclear + 0.6059 60.59%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9309 93.09%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9656 96.56%
Acute Oral Toxicity (c) III 0.6685 66.85%
Estrogen receptor binding + 0.8068 80.68%
Androgen receptor binding + 0.6779 67.79%
Thyroid receptor binding + 0.5700 57.00%
Glucocorticoid receptor binding + 0.7481 74.81%
Aromatase binding + 0.6120 61.20%
PPAR gamma + 0.7173 71.73%
Honey bee toxicity - 0.7907 79.07%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.8811 88.11%

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 99.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.85% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.10% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.29% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.20% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.02% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.65% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 88.46% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.02% 95.89%
CHEMBL4208 P20618 Proteasome component C5 86.90% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.54% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 84.78% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.05% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.97% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.69% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.67% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.55% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.94% 96.95%

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.
Acanthus ilicifolius

Cross-Links

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PubChem 637481
LOTUS LTS0106444
wikiData Q104914200