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

Details

• Internal ID: d542000a-086e-4757-b954-bc53da6d0ea0
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 2-methoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]pyran-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C=CC2=CC(=O)C=C(O2)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)/C=C/C2=CC(=O)C=C(O2)OC
• InChI: InChI=1S/C15H14O4/c1-17-13-6-3-11(4-7-13)5-8-14-9-12(16)10-15(18-2)19-14/h3-10H,1-2H3/b8-5+
• InChI Key: HHSHIDRPFXMPHE-VMPITWQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.8848	88.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7627	76.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9386	93.86%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4915	49.15%
P-glycoprotein substrate	-	0.9657	96.57%
CYP3A4 substrate	-	0.5261	52.61%
CYP2C9 substrate	-	0.6320	63.20%
CYP2D6 substrate	-	0.8219	82.19%
CYP3A4 inhibition	+	0.6181	61.81%
CYP2C9 inhibition	-	0.7542	75.42%
CYP2C19 inhibition	+	0.8060	80.60%
CYP2D6 inhibition	-	0.8898	88.98%
CYP1A2 inhibition	+	0.8067	80.67%
CYP2C8 inhibition	-	0.7340	73.40%
CYP inhibitory promiscuity	+	0.8306	83.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8441	84.41%
Carcinogenicity (trinary)	Non-required	0.4861	48.61%
Eye corrosion	-	0.8887	88.87%
Eye irritation	+	0.7066	70.66%
Skin irritation	-	0.6947	69.47%
Skin corrosion	-	0.9890	98.90%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5247	52.47%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.8943	89.43%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4762	47.62%
Acute Oral Toxicity (c)	III	0.5724	57.24%
Estrogen receptor binding	+	0.9095	90.95%
Androgen receptor binding	+	0.8248	82.48%
Thyroid receptor binding	-	0.6927	69.27%
Glucocorticoid receptor binding	+	0.6624	66.24%
Aromatase binding	+	0.8840	88.40%
PPAR gamma	+	0.5283	52.83%
Honey bee toxicity	-	0.8877	88.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9501	95.01%

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	97.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.36%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	96.27%	92.51%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.13%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.66%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.47%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	88.94%	93.31%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.04%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	85.75%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.88%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.45%	86.92%
CHEMBL4208	P20618	Proteasome component C5	82.88%	90.00%
CHEMBL2581	P07339	Cathepsin D	82.66%	98.95%
CHEMBL2535	P11166	Glucose transporter	82.61%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.84%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.14%	89.00%

Plants that contains it

• Vicia cracca

Cross-Links

• PubChem: 10587288
• LOTUS: LTS0152946
• wikiData: Q105028539