(2S,3R,4S,5S,6R)-2-[2-[(2S)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-[(E)-3-hydroxyprop-1-enyl]-6-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID b1398b36-611e-4e72-939d-910643e99b6e
Taxonomy Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[2-[(2S)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-[(E)-3-hydroxyprop-1-enyl]-6-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)C(CC3=CC(=C(C=C3)O)OC)CO)C=CCO
SMILES (Isomeric) COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[C@H](CC3=CC(=C(C=C3)O)OC)CO)/C=C/CO
InChI InChI=1S/C26H34O11/c1-34-19-10-15(5-6-18(19)30)8-16(12-28)17-9-14(4-3-7-27)11-20(35-2)25(17)37-26-24(33)23(32)22(31)21(13-29)36-26/h3-6,9-11,16,21-24,26-33H,7-8,12-13H2,1-2H3/b4-3+/t16-,21-,22-,23+,24-,26+/m1/s1
InChI Key UFFRBCKYXMEITK-ZANRTBCKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H34O11
Molecular Weight 522.50 g/mol
Exact Mass 522.21011190 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 0.40
Atomic LogP (AlogP) -0.09
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 11

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-[2-[(2S)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-[(E)-3-hydroxyprop-1-enyl]-6-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 - 0.7662 76.62%
Caco-2 - 0.8323 83.23%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5745 57.45%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8605 86.05%
OATP1B3 inhibitior + 0.9760 97.60%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6198 61.98%
P-glycoprotein inhibitior - 0.4626 46.26%
P-glycoprotein substrate - 0.6909 69.09%
CYP3A4 substrate + 0.6415 64.15%
CYP2C9 substrate - 0.8073 80.73%
CYP2D6 substrate - 0.7960 79.60%
CYP3A4 inhibition - 0.8365 83.65%
CYP2C9 inhibition - 0.8747 87.47%
CYP2C19 inhibition - 0.8028 80.28%
CYP2D6 inhibition - 0.8823 88.23%
CYP1A2 inhibition - 0.8547 85.47%
CYP2C8 inhibition + 0.7384 73.84%
CYP inhibitory promiscuity - 0.5682 56.82%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6989 69.89%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9463 94.63%
Skin irritation - 0.8595 85.95%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8625 86.25%
Micronuclear + 0.5259 52.59%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8440 84.40%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.8097 80.97%
Acute Oral Toxicity (c) III 0.7551 75.51%
Estrogen receptor binding + 0.8176 81.76%
Androgen receptor binding + 0.5581 55.81%
Thyroid receptor binding + 0.5778 57.78%
Glucocorticoid receptor binding + 0.5798 57.98%
Aromatase binding + 0.5315 53.15%
PPAR gamma + 0.5984 59.84%
Honey bee toxicity - 0.7166 71.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.7760 77.60%

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 96.19% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.05% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.65% 96.00%
CHEMBL2581 P07339 Cathepsin D 92.11% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.84% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.02% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.96% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 89.54% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.54% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.45% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.42% 89.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.67% 95.83%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.47% 91.71%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.24% 92.88%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.04% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.99% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.81% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.25% 97.14%

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.
Albizia julibrissin
Ehretia matthewii

Cross-Links

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PubChem 162996040
LOTUS LTS0057679
wikiData Q105271820