Benzofuran, 2,5-diacetyl-6-methoxy-

Details

• Internal ID: 3633b49d-659b-4431-88c4-fc8c65b34e08
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-(5-acetyl-6-methoxy-1-benzofuran-2-yl)ethanone
• SMILES (Canonical): CC(=O)C1=CC2=CC(=C(C=C2O1)OC)C(=O)C
• SMILES (Isomeric): CC(=O)C1=CC2=CC(=C(C=C2O1)OC)C(=O)C
• InChI: InChI=1S/C13H12O4/c1-7(14)10-4-9-5-11(8(2)15)17-12(9)6-13(10)16-3/h4-6H,1-3H3
• InChI Key: QJIYGTAEIRBFIS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Benzofuran, 2,5-diacetyl-6-methoxy-
• Euparone, methyl ether
• 2,5-diacetyl-6-methoxybenzofuran
• QJIYGTAEIRBFIS-UHFFFAOYSA-N
• 23840-15-5
• Ethanone, 1,1'-(6-methoxy-2,5-benzofurandiyl)bis-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.7465	74.65%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6523	65.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9598	95.98%
OATP1B3 inhibitior	+	0.9788	97.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8055	80.55%
P-glycoprotein inhibitior	-	0.7850	78.50%
P-glycoprotein substrate	-	0.7913	79.13%
CYP3A4 substrate	-	0.6111	61.11%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.7804	78.04%
CYP3A4 inhibition	-	0.8389	83.89%
CYP2C9 inhibition	-	0.9041	90.41%
CYP2C19 inhibition	-	0.6701	67.01%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	+	0.9479	94.79%
CYP2C8 inhibition	-	0.7178	71.78%
CYP inhibitory promiscuity	-	0.5094	50.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.5032	50.32%
Eye corrosion	-	0.9403	94.03%
Eye irritation	+	0.6613	66.13%
Skin irritation	-	0.7897	78.97%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.8071	80.71%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6012	60.12%
Acute Oral Toxicity (c)	II	0.5585	55.85%
Estrogen receptor binding	+	0.7855	78.55%
Androgen receptor binding	-	0.6621	66.21%
Thyroid receptor binding	-	0.7420	74.20%
Glucocorticoid receptor binding	-	0.6231	62.31%
Aromatase binding	+	0.6702	67.02%
PPAR gamma	-	0.5085	50.85%
Honey bee toxicity	-	0.8925	89.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7049	70.49%
Fish aquatic toxicity	+	0.9438	94.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.13%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.04%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.99%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.74%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	88.09%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.57%	94.42%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.03%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.29%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.19%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	82.84%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.97%	98.75%

Plants that contains it

• Encelia californica
• Flourensia riparia
• Ligularia nanchuanica
• Ligularia veitchiana
• Plumbago indica

Cross-Links

• PubChem: 612527
• NPASS: NPC9415
• LOTUS: LTS0151093
• wikiData: Q105222698