2-Acetyl-5-acetylbenzofuran

Details

• Internal ID: 3d08c604-7fe2-4776-8efb-ba824217a9b5
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-(2-acetyl-1-benzofuran-5-yl)ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C=C1)OC(=C2)C(=O)C
• SMILES (Isomeric): CC(=O)C1=CC2=C(C=C1)OC(=C2)C(=O)C
• InChI: InChI=1S/C12H10O3/c1-7(13)9-3-4-11-10(5-9)6-12(15-11)8(2)14/h3-6H,1-2H3
• InChI Key: QKNUQRIOFNUYQG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.062994177 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• NSC247532
• Benzofuran,5-diacetyl-
• 2-Acetyl-5-acetylbenzofuran
• SCHEMBL15623111
• DTXSID60311927
• NSC-247532
• Ethanone,1'-(2,5-benzofurandiyl)bis-
• 1,1'-(1-Benzofuran-2,5-diyl)di(ethan-1-one)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.7094	70.94%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6016	60.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9556	95.56%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7985	79.85%
P-glycoprotein inhibitior	-	0.9004	90.04%
P-glycoprotein substrate	-	0.9097	90.97%
CYP3A4 substrate	-	0.6940	69.40%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.7979	79.79%
CYP3A4 inhibition	-	0.9454	94.54%
CYP2C9 inhibition	-	0.9000	90.00%
CYP2C19 inhibition	-	0.7977	79.77%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	+	0.7713	77.13%
CYP2C8 inhibition	-	0.7437	74.37%
CYP inhibitory promiscuity	-	0.7285	72.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7979	79.79%
Carcinogenicity (trinary)	Non-required	0.4941	49.41%
Eye corrosion	-	0.7890	78.90%
Eye irritation	+	0.7869	78.69%
Skin irritation	+	0.5984	59.84%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6248	62.48%
Micronuclear	+	0.6075	60.75%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	+	0.6811	68.11%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6904	69.04%
Acute Oral Toxicity (c)	III	0.8370	83.70%
Estrogen receptor binding	-	0.6132	61.32%
Androgen receptor binding	-	0.6404	64.04%
Thyroid receptor binding	-	0.6817	68.17%
Glucocorticoid receptor binding	-	0.6825	68.25%
Aromatase binding	+	0.5914	59.14%
PPAR gamma	-	0.7457	74.57%
Honey bee toxicity	-	0.9696	96.96%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8214	82.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	93.00%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.67%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.12%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.79%	90.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.68%	93.65%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.19%	87.67%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.10%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.85%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.31%	81.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.08%	94.42%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.99%	91.11%

Plants that contains it

• Ophryosporus charua

Cross-Links

• PubChem: 317197
• LOTUS: LTS0104455
• wikiData: Q82062133