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[(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 4-hydroxybenzoate

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 b45b62cd-6c3e-4ace-8956-59537b057918
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 4-hydroxybenzoate
SMILES (Canonical) COC1=C(C=CC(=C1)CO)OC2C(C(C(C(O2)COC3C(C(CO3)(COC(=O)C4=CC=C(C=C4)O)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(COC(=O)C4=CC=C(C=C4)O)O)O)O)O)O
InChI InChI=1S/C26H32O14/c1-35-17-8-13(9-27)2-7-16(17)39-24-21(31)20(30)19(29)18(40-24)10-36-25-22(32)26(34,12-38-25)11-37-23(33)14-3-5-15(28)6-4-14/h2-8,18-22,24-25,27-32,34H,9-12H2,1H3/t18-,19-,20+,21-,22+,24-,25-,26-/m1/s1
InChI Key FLLLEVXQNGRTCK-RMOHBAFUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H32O14
Molecular Weight 568.50 g/mol
Exact Mass 568.17920569 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -1.60
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 4-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6380 63.80%
Caco-2 - 0.8798 87.98%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7226 72.26%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8449 84.49%
OATP1B3 inhibitior + 0.9576 95.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.4567 45.67%
P-glycoprotein inhibitior - 0.5163 51.63%
P-glycoprotein substrate + 0.5741 57.41%
CYP3A4 substrate + 0.6839 68.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8490 84.90%
CYP3A4 inhibition - 0.8740 87.40%
CYP2C9 inhibition - 0.8880 88.80%
CYP2C19 inhibition - 0.8556 85.56%
CYP2D6 inhibition - 0.9105 91.05%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.8844 88.44%
CYP inhibitory promiscuity - 0.8492 84.92%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6045 60.45%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9297 92.97%
Skin irritation - 0.8351 83.51%
Skin corrosion - 0.9538 95.38%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4153 41.53%
Micronuclear - 0.5526 55.26%
Hepatotoxicity - 0.7574 75.74%
skin sensitisation - 0.8509 85.09%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8416 84.16%
Acute Oral Toxicity (c) III 0.7127 71.27%
Estrogen receptor binding + 0.8106 81.06%
Androgen receptor binding + 0.5585 55.85%
Thyroid receptor binding + 0.5206 52.06%
Glucocorticoid receptor binding + 0.7067 70.67%
Aromatase binding + 0.7082 70.82%
PPAR gamma + 0.7246 72.46%
Honey bee toxicity - 0.7838 78.38%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.6888 68.88%

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 97.32% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.25% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.71% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.33% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.66% 94.00%
CHEMBL2535 P11166 Glucose transporter 92.22% 98.75%
CHEMBL2581 P07339 Cathepsin D 91.52% 98.95%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 90.18% 96.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.32% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.22% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.17% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 88.79% 95.93%
CHEMBL4208 P20618 Proteasome component C5 88.72% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.20% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.12% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.85% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.34% 96.90%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.94% 85.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.10% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 83.02% 92.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.80% 89.44%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.94% 93.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.32% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.02% 96.95%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.98% 94.00%
CHEMBL1255126 O15151 Protein Mdm4 80.85% 90.20%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.75% 95.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162902215
LOTUS LTS0173036
wikiData Q104997217