1-[6-Methoxy-5-(3-methylbut-2-enyl)-1-benzofuran-2-yl]ethanone

Details

• Internal ID: 701b8e96-c00a-4fbd-8176-9fd1021e009c
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[6-methoxy-5-(3-methylbut-2-enyl)-1-benzofuran-2-yl]ethanone
• SMILES (Canonical): CC(=CCC1=C(C=C2C(=C1)C=C(O2)C(=O)C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C2C(=C1)C=C(O2)C(=O)C)OC)C
• InChI: InChI=1S/C16H18O3/c1-10(2)5-6-12-7-13-8-14(11(3)17)19-16(13)9-15(12)18-4/h5,7-9H,6H2,1-4H3
• InChI Key: XOHVVDUDAPIQRW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.15
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.8667	86.67%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6838	68.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5776	57.76%
P-glycoprotein inhibitior	-	0.7353	73.53%
P-glycoprotein substrate	-	0.6921	69.21%
CYP3A4 substrate	-	0.5535	55.35%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.7286	72.86%
CYP3A4 inhibition	-	0.7075	70.75%
CYP2C9 inhibition	-	0.5808	58.08%
CYP2C19 inhibition	+	0.8228	82.28%
CYP2D6 inhibition	-	0.8619	86.19%
CYP1A2 inhibition	+	0.9214	92.14%
CYP2C8 inhibition	-	0.7309	73.09%
CYP inhibitory promiscuity	+	0.9317	93.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5357	53.57%
Eye corrosion	-	0.9722	97.22%
Eye irritation	-	0.5258	52.58%
Skin irritation	-	0.7277	72.77%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6593	65.93%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6296	62.96%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7327	73.27%
Acute Oral Toxicity (c)	III	0.6219	62.19%
Estrogen receptor binding	+	0.9198	91.98%
Androgen receptor binding	-	0.6674	66.74%
Thyroid receptor binding	-	0.5477	54.77%
Glucocorticoid receptor binding	+	0.6246	62.46%
Aromatase binding	+	0.8580	85.80%
PPAR gamma	+	0.6740	67.40%
Honey bee toxicity	-	0.8813	88.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9901	99.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	94.81%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.27%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.04%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.86%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	89.01%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.50%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.32%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.97%	94.00%
CHEMBL2581	P07339	Cathepsin D	86.74%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.60%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.72%	89.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.75%	90.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.77%	95.50%

Plants that contains it

• Ligularia veitchiana

Cross-Links

• PubChem: 101506859
• LOTUS: LTS0162171
• wikiData: Q105337759