Phenol, 2-methoxy-5-[(1E)-2-phenylethenyl]-

Details

• Internal ID: fd7269fc-8aa0-4a8e-adf5-a4a527d94cdc
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-methoxy-5-(2-phenylethenyl)phenol
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC2=CC=CC=C2)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C=CC2=CC=CC=C2)O
• InChI: InChI=1S/C15H14O2/c1-17-15-10-9-13(11-14(15)16)8-7-12-5-3-2-4-6-12/h2-11,16H,1H3
• InChI Key: QVPJESIABXRENB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• 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

• 19826-54-1
• DTXSID20332451

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8753	87.53%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7905	79.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9798	97.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6399	63.99%
P-glycoprotein inhibitior	-	0.8921	89.21%
P-glycoprotein substrate	-	0.9666	96.66%
CYP3A4 substrate	-	0.6602	66.02%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.6581	65.81%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.7056	70.56%
CYP2C19 inhibition	+	0.8176	81.76%
CYP2D6 inhibition	-	0.8861	88.61%
CYP1A2 inhibition	+	0.8369	83.69%
CYP2C8 inhibition	+	0.7056	70.56%
CYP inhibitory promiscuity	+	0.7567	75.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7309	73.09%
Carcinogenicity (trinary)	Non-required	0.4536	45.36%
Eye corrosion	-	0.9423	94.23%
Eye irritation	+	0.9484	94.84%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9062	90.62%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5489	54.89%
Micronuclear	-	0.6718	67.18%
Hepatotoxicity	-	0.5303	53.03%
skin sensitisation	+	0.8203	82.03%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.7517	75.17%
Acute Oral Toxicity (c)	III	0.8134	81.34%
Estrogen receptor binding	+	0.9194	91.94%
Androgen receptor binding	+	0.7960	79.60%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6531	65.31%
Aromatase binding	+	0.8026	80.26%
PPAR gamma	+	0.7451	74.51%
Honey bee toxicity	-	0.9426	94.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9529	95.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.46%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.34%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.55%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.73%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.95%	91.49%
CHEMBL3194	P02766	Transthyretin	91.34%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.15%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.15%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	88.14%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.03%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.63%	94.62%
CHEMBL2535	P11166	Glucose transporter	83.55%	98.75%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.45%	94.08%
CHEMBL2581	P07339	Cathepsin D	83.04%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.85%	99.17%
CHEMBL4208	P20618	Proteasome component C5	80.45%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.04%	89.62%

Plants that contains it

• Cryptocarya idenburgensis

Cross-Links

• PubChem: 456983
• LOTUS: LTS0126682
• wikiData: Q82097087