1-(6,7-Dimethoxy-2-prop-1-en-2-yl-1-benzofuran-5-yl)ethanone

Details

• Internal ID: c814af49-9be4-4d9b-a707-7d17c001f4cd
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-(6,7-dimethoxy-2-prop-1-en-2-yl-1-benzofuran-5-yl)ethanone
• SMILES (Canonical): CC(=C)C1=CC2=CC(=C(C(=C2O1)OC)OC)C(=O)C
• SMILES (Isomeric): CC(=C)C1=CC2=CC(=C(C(=C2O1)OC)OC)C(=O)C
• InChI: InChI=1S/C15H16O4/c1-8(2)12-7-10-6-11(9(3)16)14(17-4)15(18-5)13(10)19-12/h6-7H,1H2,2-5H3
• InChI Key: LNAUVRRKJPTXHS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.69
• 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	+	0.9965	99.65%
Caco-2	+	0.7322	73.22%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5998	59.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6665	66.65%
P-glycoprotein inhibitior	-	0.6932	69.32%
P-glycoprotein substrate	-	0.9432	94.32%
CYP3A4 substrate	-	0.6022	60.22%
CYP2C9 substrate	-	0.6121	61.21%
CYP2D6 substrate	-	0.7950	79.50%
CYP3A4 inhibition	+	0.6920	69.20%
CYP2C9 inhibition	-	0.8642	86.42%
CYP2C19 inhibition	+	0.8465	84.65%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	+	0.9256	92.56%
CYP2C8 inhibition	-	0.7684	76.84%
CYP inhibitory promiscuity	+	0.9000	90.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5236	52.36%
Eye corrosion	-	0.9576	95.76%
Eye irritation	+	0.7743	77.43%
Skin irritation	-	0.7479	74.79%
Skin corrosion	-	0.9752	97.52%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6467	64.67%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6489	64.89%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6211	62.11%
Acute Oral Toxicity (c)	II	0.6571	65.71%
Estrogen receptor binding	+	0.6434	64.34%
Androgen receptor binding	-	0.5050	50.50%
Thyroid receptor binding	+	0.5459	54.59%
Glucocorticoid receptor binding	-	0.6597	65.97%
Aromatase binding	+	0.6596	65.96%
PPAR gamma	+	0.6174	61.74%
Honey bee toxicity	-	0.8247	82.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9900	99.00%

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	94.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.84%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.71%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.61%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.57%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.95%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.25%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.74%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.67%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.26%	96.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.23%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.52%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.85%	93.65%
CHEMBL2581	P07339	Cathepsin D	81.22%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.15%	85.14%

Plants that contains it

• Symphyopappus reticulatus

Cross-Links

• PubChem: 162851013
• LOTUS: LTS0001943
• wikiData: Q105154241