2-methoxy-6-[(E)-2-phenylethenyl]pyran-4-one

Details

• Internal ID: cc74bd93-9516-457f-a075-ec14a1420983
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 2-methoxy-6-[(E)-2-phenylethenyl]pyran-4-one
• SMILES (Canonical): COC1=CC(=O)C=C(O1)C=CC2=CC=CC=C2
• SMILES (Isomeric): COC1=CC(=O)C=C(O1)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C14H12O3/c1-16-14-10-12(15)9-13(17-14)8-7-11-5-3-2-4-6-11/h2-10H,1H3/b8-7+
• InChI Key: CSVBHFGQISRADN-BQYQJAHWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.078644241 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8790	87.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7699	76.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9885	98.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5052	50.52%
P-glycoprotein inhibitior	-	0.5870	58.70%
P-glycoprotein substrate	-	0.9682	96.82%
CYP3A4 substrate	-	0.5829	58.29%
CYP2C9 substrate	-	0.6320	63.20%
CYP2D6 substrate	-	0.8219	82.19%
CYP3A4 inhibition	-	0.7925	79.25%
CYP2C9 inhibition	-	0.6256	62.56%
CYP2C19 inhibition	+	0.9179	91.79%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	+	0.9460	94.60%
CYP2C8 inhibition	-	0.5760	57.60%
CYP inhibitory promiscuity	+	0.7846	78.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8341	83.41%
Carcinogenicity (trinary)	Non-required	0.4000	40.00%
Eye corrosion	-	0.6804	68.04%
Eye irritation	+	0.8024	80.24%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4662	46.62%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.5535	55.35%
Acute Oral Toxicity (c)	III	0.6806	68.06%
Estrogen receptor binding	+	0.9350	93.50%
Androgen receptor binding	+	0.7905	79.05%
Thyroid receptor binding	-	0.5393	53.93%
Glucocorticoid receptor binding	-	0.5356	53.56%
Aromatase binding	+	0.8780	87.80%
PPAR gamma	+	0.6841	68.41%
Honey bee toxicity	-	0.8755	87.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9209	92.09%

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	97.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.50%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.96%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.18%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.46%	93.99%
CHEMBL2581	P07339	Cathepsin D	91.00%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	89.95%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	87.94%	94.73%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.41%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.52%	95.50%
CHEMBL2535	P11166	Glucose transporter	82.49%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.29%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.95%	99.17%

Plants that contains it

• Vicia cracca

Cross-Links

• PubChem: 10799349
• LOTUS: LTS0193497
• wikiData: Q104969579