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(2S,3R,4S,5S,6R)-2-[4-[(1S,2S)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 846dff2e-1d71-420f-8fef-6022587b03b9
Taxonomy Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[4-[(1S,2S)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=C(C=CC(=C1)C(CO)C(C2=CC(=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)OC)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)[C@@H](CO)[C@@H](C2=CC(=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC)O)O
InChI InChI=1S/C23H30O11/c1-31-16-7-11(3-5-14(16)26)13(9-24)19(27)12-4-6-15(17(8-12)32-2)33-23-22(30)21(29)20(28)18(10-25)34-23/h3-8,13,18-30H,9-10H2,1-2H3/t13-,18-,19-,20-,21+,22-,23-/m1/s1
InChI Key SUJSUXUCROGYLL-BIRWPJJESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O11
Molecular Weight 482.50 g/mol
Exact Mass 482.17881177 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -0.60
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[4-[(1S,2S)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8357 83.57%
Caco-2 - 0.8641 86.41%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6229 62.29%
OATP2B1 inhibitior - 0.7174 71.74%
OATP1B1 inhibitior + 0.8598 85.98%
OATP1B3 inhibitior + 0.9646 96.46%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.4801 48.01%
P-glycoprotein inhibitior - 0.6257 62.57%
P-glycoprotein substrate - 0.7401 74.01%
CYP3A4 substrate + 0.5266 52.66%
CYP2C9 substrate - 0.7952 79.52%
CYP2D6 substrate - 0.7988 79.88%
CYP3A4 inhibition - 0.8971 89.71%
CYP2C9 inhibition - 0.8755 87.55%
CYP2C19 inhibition - 0.8560 85.60%
CYP2D6 inhibition - 0.9132 91.32%
CYP1A2 inhibition - 0.8726 87.26%
CYP2C8 inhibition - 0.6166 61.66%
CYP inhibitory promiscuity - 0.6843 68.43%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6959 69.59%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9237 92.37%
Skin irritation - 0.8693 86.93%
Skin corrosion - 0.9615 96.15%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6889 68.89%
Micronuclear + 0.5059 50.59%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8925 89.25%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.8802 88.02%
Acute Oral Toxicity (c) III 0.7720 77.20%
Estrogen receptor binding + 0.7653 76.53%
Androgen receptor binding - 0.5300 53.00%
Thyroid receptor binding + 0.6761 67.61%
Glucocorticoid receptor binding + 0.6169 61.69%
Aromatase binding - 0.5296 52.96%
PPAR gamma + 0.5960 59.60%
Honey bee toxicity - 0.8190 81.90%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity - 0.4156 41.56%

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 98.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.40% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.10% 85.14%
CHEMBL2581 P07339 Cathepsin D 91.43% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.75% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.68% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.63% 89.62%
CHEMBL4208 P20618 Proteasome component C5 88.24% 90.00%
CHEMBL1255126 O15151 Protein Mdm4 86.85% 90.20%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.32% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.36% 97.36%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.93% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.90% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.62% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 84.54% 94.73%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.42% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.05% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.24% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.05% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.01% 89.00%
CHEMBL2535 P11166 Glucose transporter 80.69% 98.75%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.59% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 101380608
LOTUS LTS0008396
wikiData Q105260989