3-[(E)-2-(2-hydroxyphenyl)ethenyl]-5-methoxyphenol

Details

• Internal ID: a2654f7e-4517-490b-a240-856b25e24110
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 3-[(E)-2-(2-hydroxyphenyl)ethenyl]-5-methoxyphenol
• SMILES (Canonical): COC1=CC(=CC(=C1)O)C=CC2=CC=CC=C2O
• SMILES (Isomeric): COC1=CC(=CC(=C1)O)/C=C/C2=CC=CC=C2O
• InChI: InChI=1S/C15H14O3/c1-18-14-9-11(8-13(16)10-14)6-7-12-4-2-3-5-15(12)17/h2-10,16-17H,1H3/b7-6+
• InChI Key: NOWDSFJDVBOOBU-VOTSOKGWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7540	75.40%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8479	84.79%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9857	98.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5598	55.98%
P-glycoprotein inhibitior	-	0.7719	77.19%
P-glycoprotein substrate	-	0.9671	96.71%
CYP3A4 substrate	-	0.6008	60.08%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.6581	65.81%
CYP3A4 inhibition	-	0.8164	81.64%
CYP2C9 inhibition	+	0.6866	68.66%
CYP2C19 inhibition	+	0.9254	92.54%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	+	0.9479	94.79%
CYP2C8 inhibition	+	0.5389	53.89%
CYP inhibitory promiscuity	+	0.8832	88.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6556	65.56%
Carcinogenicity (trinary)	Non-required	0.5335	53.35%
Eye corrosion	-	0.9489	94.89%
Eye irritation	+	0.9740	97.40%
Skin irritation	-	0.5370	53.70%
Skin corrosion	-	0.7792	77.92%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5965	59.65%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5175	51.75%
skin sensitisation	-	0.6171	61.71%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.4694	46.94%
Acute Oral Toxicity (c)	IV	0.4971	49.71%
Estrogen receptor binding	+	0.9094	90.94%
Androgen receptor binding	+	0.8065	80.65%
Thyroid receptor binding	+	0.7941	79.41%
Glucocorticoid receptor binding	+	0.7008	70.08%
Aromatase binding	+	0.8441	84.41%
PPAR gamma	+	0.8917	89.17%
Honey bee toxicity	-	0.8872	88.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9761	97.61%

Targets

Proven Targets:

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	98.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.65%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.75%	96.00%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.62%	86.33%
CHEMBL3194	P02766	Transthyretin	88.42%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	88.18%	94.73%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.73%	92.68%
CHEMBL4208	P20618	Proteasome component C5	84.45%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.85%	99.15%
CHEMBL2535	P11166	Glucose transporter	82.82%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.25%	91.71%

Plants that contains it

• Phragmipedium longifolium

Cross-Links

• PubChem: 102318988
• LOTUS: LTS0045721
• wikiData: Q105182845