4-acetyl-3H-2-benzofuran-1-one

Details

• Internal ID: 33be610e-d744-46d7-a03a-50aef8a7ec63
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: 4-acetyl-3H-2-benzofuran-1-one
• SMILES (Canonical): CC(=O)C1=CC=CC2=C1COC2=O
• SMILES (Isomeric): CC(=O)C1=CC=CC2=C1COC2=O
• InChI: InChI=1S/C10H8O3/c1-6(11)7-3-2-4-8-9(7)5-13-10(8)12/h2-4H,5H2,1H3
• InChI Key: JUPDJMWLVUWUII-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₃
• Molecular Weight: 176.17 g/mol
• Exact Mass: 176.047344113 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

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	+	0.6248	62.48%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6751	67.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9690	96.90%
OATP1B3 inhibitior	+	0.9703	97.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8650	86.50%
P-glycoprotein inhibitior	-	0.9866	98.66%
P-glycoprotein substrate	-	0.9235	92.35%
CYP3A4 substrate	-	0.6209	62.09%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.9813	98.13%
CYP2C9 inhibition	-	0.5897	58.97%
CYP2C19 inhibition	-	0.7767	77.67%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	+	0.8001	80.01%
CYP2C8 inhibition	-	0.9525	95.25%
CYP inhibitory promiscuity	-	0.8308	83.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.6177	61.77%
Eye corrosion	-	0.6790	67.90%
Eye irritation	+	0.9658	96.58%
Skin irritation	-	0.5952	59.52%
Skin corrosion	-	0.8839	88.39%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7613	76.13%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6784	67.84%
skin sensitisation	-	0.5411	54.11%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7570	75.70%
Acute Oral Toxicity (c)	III	0.7235	72.35%
Estrogen receptor binding	-	0.8708	87.08%
Androgen receptor binding	-	0.6043	60.43%
Thyroid receptor binding	-	0.8680	86.80%
Glucocorticoid receptor binding	-	0.8962	89.62%
Aromatase binding	-	0.8493	84.93%
PPAR gamma	-	0.8976	89.76%
Honey bee toxicity	-	0.9789	97.89%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8842	88.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.65%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.07%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.81%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.31%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.72%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.68%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.13%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.28%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.82%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.92%	97.25%

Plants that contains it

• Salvia xalapensis

Cross-Links

• PubChem: 11159618
• LOTUS: LTS0040867
• wikiData: Q105135355