5-Acetyl-3-acetyloxy-2-isopropenyl-2,3-dihydrobenzofuran

Details

• Internal ID: 585cb78e-6e84-4769-bd28-abd03e9c2568
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: (5-acetyl-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-yl) acetate
• InChI: InChI=1S/C15H16O4/c1-8(2)14-15(18-10(4)17)12-7-11(9(3)16)5-6-13(12)19-14/h5-7,14-15H,1H2,2-4H3
• InChI Key: YBBZHQYJPSHIMD-UHFFFAOYSA-N
• Popularity: 1 reference 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): 52.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 5-Acetyl-3-acetyloxy-2-isopropenyl-2,3-dihydrobenzofuran
• (5-acetyl-2-isopropenyl-2,3-dihydrobenzofuran-3-yl) acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.6201	62.01%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6594	65.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9309	93.09%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7809	78.09%
P-glycoprotein inhibitior	-	0.7601	76.01%
P-glycoprotein substrate	-	0.8366	83.66%
CYP3A4 substrate	-	0.5170	51.70%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	-	0.5952	59.52%
CYP2C9 inhibition	-	0.7971	79.71%
CYP2C19 inhibition	+	0.7031	70.31%
CYP2D6 inhibition	-	0.9670	96.70%
CYP1A2 inhibition	+	0.8546	85.46%
CYP2C8 inhibition	+	0.5188	51.88%
CYP inhibitory promiscuity	+	0.7519	75.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.4871	48.71%
Eye corrosion	-	0.9399	93.99%
Eye irritation	+	0.6311	63.11%
Skin irritation	-	0.7222	72.22%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.6047	60.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.5566	55.66%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5301	53.01%
Acute Oral Toxicity (c)	III	0.3663	36.63%
Estrogen receptor binding	-	0.5278	52.78%
Androgen receptor binding	-	0.6131	61.31%
Thyroid receptor binding	-	0.5984	59.84%
Glucocorticoid receptor binding	-	0.8187	81.87%
Aromatase binding	-	0.6537	65.37%
PPAR gamma	-	0.7053	70.53%
Honey bee toxicity	-	0.8357	83.57%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6602	66.02%
Fish aquatic toxicity	+	0.9961	99.61%

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	93.20%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.87%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	90.77%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.16%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.97%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.74%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.29%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.15%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.78%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.55%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.33%	98.95%

Plants that contains it

• Xenophyllum ciliolatum

Cross-Links

• PubChem: 455701
• LOTUS: LTS0155182
• wikiData: Q105345754