2-[2,4-Dihydroxy-6-[2-(4-hydroxyphenyl)ethenyl]phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 97ef212e-31f0-4ca6-82b8-d20d233dd1f3
Taxonomy Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
IUPAC Name 2-[2,4-dihydroxy-6-[2-(4-hydroxyphenyl)ethenyl]phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C1=CC(=CC=C1C=CC2=C(C(=CC(=C2)O)O)C3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C=CC2=C(C(=CC(=C2)O)O)C3C(C(C(C(O3)CO)O)O)O)O
InChI InChI=1S/C20H22O8/c21-9-15-17(25)18(26)19(27)20(28-15)16-11(7-13(23)8-14(16)24)4-1-10-2-5-12(22)6-3-10/h1-8,15,17-27H,9H2
InChI Key ISYJYFWUXHMCFY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H22O8
Molecular Weight 390.40 g/mol
Exact Mass 390.13146766 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.49
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[2,4-Dihydroxy-6-[2-(4-hydroxyphenyl)ethenyl]phenyl]-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 - 0.4873 48.73%
Caco-2 - 0.8896 88.96%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5544 55.44%
OATP2B1 inhibitior - 0.5620 56.20%
OATP1B1 inhibitior + 0.8115 81.15%
OATP1B3 inhibitior + 0.9764 97.64%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.7024 70.24%
P-glycoprotein inhibitior - 0.8138 81.38%
P-glycoprotein substrate - 0.9184 91.84%
CYP3A4 substrate - 0.5117 51.17%
CYP2C9 substrate + 0.6062 60.62%
CYP2D6 substrate - 0.7673 76.73%
CYP3A4 inhibition - 0.7625 76.25%
CYP2C9 inhibition - 0.8430 84.30%
CYP2C19 inhibition - 0.8325 83.25%
CYP2D6 inhibition - 0.9204 92.04%
CYP1A2 inhibition - 0.8560 85.60%
CYP2C8 inhibition + 0.6602 66.02%
CYP inhibitory promiscuity + 0.5745 57.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6838 68.38%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.6489 64.89%
Skin irritation - 0.8094 80.94%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.5636 56.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7011 70.11%
Micronuclear + 0.5859 58.59%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.7287 72.87%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6487 64.87%
Acute Oral Toxicity (c) III 0.5825 58.25%
Estrogen receptor binding - 0.5215 52.15%
Androgen receptor binding + 0.6820 68.20%
Thyroid receptor binding + 0.6678 66.78%
Glucocorticoid receptor binding - 0.5614 56.14%
Aromatase binding + 0.6065 60.65%
PPAR gamma + 0.6994 69.94%
Honey bee toxicity - 0.8385 83.85%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8155 81.55%

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 99.29% 91.11%
CHEMBL3194 P02766 Transthyretin 94.09% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.25% 96.00%
CHEMBL226 P30542 Adenosine A1 receptor 90.67% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 90.17% 94.73%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 89.93% 88.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.21% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.00% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.71% 96.09%
CHEMBL2581 P07339 Cathepsin D 86.69% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.06% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.68% 99.17%
CHEMBL242 Q92731 Estrogen receptor beta 85.32% 98.35%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.54% 89.67%

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.
Hopea reticulata
Hopea utilis
Perilla frutescens

Cross-Links

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PubChem 76537225
LOTUS LTS0245159
wikiData Q105169002