4-Methoxy-5-methyl-6-(3-methylpenta-1,3-dienyl)pyran-2-one

Details

• Internal ID: 79c688c1-5491-451b-89ad-9b7ac9bb5d47
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-methoxy-5-methyl-6-(3-methylpenta-1,3-dienyl)pyran-2-one
• SMILES (Canonical): CC=C(C)C=CC1=C(C(=CC(=O)O1)OC)C
• SMILES (Isomeric): CC=C(C)C=CC1=C(C(=CC(=O)O1)OC)C
• InChI: InChI=1S/C13H16O3/c1-5-9(2)6-7-11-10(3)12(15-4)8-13(14)16-11/h5-8H,1-4H3
• InChI Key: FYADCZYVWPMYFR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26 g/mol
• Exact Mass: 220.109944368 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.94
• 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	+	0.9929	99.29%
Caco-2	+	0.8841	88.41%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8035	80.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9003	90.03%
OATP1B3 inhibitior	+	0.9832	98.32%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5129	51.29%
P-glycoprotein inhibitior	-	0.7870	78.70%
P-glycoprotein substrate	-	0.8967	89.67%
CYP3A4 substrate	-	0.5375	53.75%
CYP2C9 substrate	-	0.6203	62.03%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.8922	89.22%
CYP2C9 inhibition	-	0.9396	93.96%
CYP2C19 inhibition	+	0.7648	76.48%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	+	0.6803	68.03%
CYP2C8 inhibition	-	0.8047	80.47%
CYP inhibitory promiscuity	+	0.7629	76.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8358	83.58%
Carcinogenicity (trinary)	Non-required	0.6139	61.39%
Eye corrosion	-	0.8119	81.19%
Eye irritation	+	0.6453	64.53%
Skin irritation	-	0.5334	53.34%
Skin corrosion	-	0.9862	98.62%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7029	70.29%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	+	0.5399	53.99%
skin sensitisation	-	0.8088	80.88%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.4835	48.35%
Acute Oral Toxicity (c)	III	0.6305	63.05%
Estrogen receptor binding	+	0.7754	77.54%
Androgen receptor binding	-	0.5646	56.46%
Thyroid receptor binding	-	0.6630	66.30%
Glucocorticoid receptor binding	+	0.5795	57.95%
Aromatase binding	+	0.8329	83.29%
PPAR gamma	+	0.6391	63.91%
Honey bee toxicity	-	0.8889	88.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9286	92.86%

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	95.34%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.39%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.59%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.39%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.70%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.92%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.88%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.43%	94.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.85%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	83.50%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.77%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.13%	99.17%
CHEMBL2581	P07339	Cathepsin D	81.07%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.09%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.05%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162977719
• LOTUS: LTS0149766
• wikiData: Q105004384