3-Methoxy-5-(2-phenylethenyl)phenol

Details

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Internal ID 3429fb38-58e0-48f7-99e6-29576910b47b
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name 3-methoxy-5-(2-phenylethenyl)phenol
SMILES (Canonical) COC1=CC(=CC(=C1)O)C=CC2=CC=CC=C2
SMILES (Isomeric) COC1=CC(=CC(=C1)O)C=CC2=CC=CC=C2
InChI InChI=1S/C15H14O2/c1-17-15-10-13(9-14(16)11-15)8-7-12-5-3-2-4-6-12/h2-11,16H,1H3
InChI Key JVIXPWIEOVZVJC-UHFFFAOYSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C15H14O2
Molecular Weight 226.27 g/mol
Exact Mass 226.099379685 g/mol
Topological Polar Surface Area (TPSA) 29.50 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.57
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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(Z)-3-Hydroxy-5-methoxystilbene
3-hydroxy-5-methoxystilbene
143207-76-5
Spectrum_000653
SpecPlus_000855
Spectrum2_000194
Spectrum3_000198
Spectrum4_001515
Pinosylvin 3-(methyl ether); Pinosylvin, methyl ether
5-hydroxy-3-methoxystilbene
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 3-Methoxy-5-(2-phenylethenyl)phenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8030 80.30%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7398 73.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9165 91.65%
OATP1B3 inhibitior + 0.9840 98.40%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5092 50.92%
P-glycoprotein inhibitior - 0.8083 80.83%
P-glycoprotein substrate - 0.9831 98.31%
CYP3A4 substrate - 0.6689 66.89%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.6581 65.81%
CYP3A4 inhibition - 0.8155 81.55%
CYP2C9 inhibition - 0.8734 87.34%
CYP2C19 inhibition + 0.8314 83.14%
CYP2D6 inhibition - 0.9319 93.19%
CYP1A2 inhibition + 0.9121 91.21%
CYP2C8 inhibition + 0.5983 59.83%
CYP inhibitory promiscuity + 0.6662 66.62%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.5757 57.57%
Carcinogenicity (trinary) Non-required 0.4701 47.01%
Eye corrosion - 0.9639 96.39%
Eye irritation + 0.9701 97.01%
Skin irritation - 0.6394 63.94%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4796 47.96%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5425 54.25%
skin sensitisation + 0.6904 69.04%
Respiratory toxicity - 0.8000 80.00%
Reproductive toxicity - 0.6111 61.11%
Mitochondrial toxicity - 0.8625 86.25%
Nephrotoxicity - 0.5722 57.22%
Acute Oral Toxicity (c) III 0.5629 56.29%
Estrogen receptor binding + 0.9087 90.87%
Androgen receptor binding + 0.7892 78.92%
Thyroid receptor binding + 0.6470 64.70%
Glucocorticoid receptor binding - 0.5658 56.58%
Aromatase binding + 0.8460 84.60%
PPAR gamma + 0.8274 82.74%
Honey bee toxicity - 0.9180 91.80%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9012 90.12%

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 97.28% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.36% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.66% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.90% 96.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.32% 94.08%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.37% 93.99%
CHEMBL2581 P07339 Cathepsin D 88.31% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 86.12% 94.73%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.80% 94.62%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.80% 91.71%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.43% 92.68%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.66% 96.09%
CHEMBL4208 P20618 Proteasome component C5 81.17% 90.00%
CHEMBL3194 P02766 Transthyretin 80.92% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.87% 99.17%

Cross-Links

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PubChem 182229
NPASS NPC123290
LOTUS LTS0135270
wikiData Q27188684