Ethanone, 1-[2,3-dihydro-2-(1-methylethenyl)-5-benzofuranyl]-

Details

• Internal ID: 2524eecb-94b6-4d52-8935-736179c145f6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-(2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl)ethanone
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=CC(=C2)C(=O)C
• SMILES (Isomeric): CC(=C)C1CC2=C(O1)C=CC(=C2)C(=O)C
• InChI: InChI=1S/C13H14O2/c1-8(2)13-7-11-6-10(9(3)14)4-5-12(11)15-13/h4-6,13H,1,7H2,2-3H3
• InChI Key: UVYUUQGGBNKRFU-UHFFFAOYSA-N
• Popularity: 37 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₂
• Molecular Weight: 202.25 g/mol
• Exact Mass: 202.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 1-(2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl)ethanone
• Ethanone, 1-[2,3-dihydro-2-(1-methylethenyl)-5-benzofuranyl]-
• 4976-25-4
• NSC-247531
• (.+/-.)-Tremeton
• (.+/-.)-Tremetone
• 2,3-dihydro-2-isopropenyl-5-benzofuranyl methyl ketone
• 1-[2,3-Dihydro-2-(1-methylethenyl)-5-benzofuranyl]ethanone
• MEGxp0_001566
• SCHEMBL4743840
• CHEMBL1985317
• ACon1_002193
• DTXSID60871910
• UVYUUQGGBNKRFU-UHFFFAOYSA-N
• NSC247531
• NCGC00179737-01
• NCI60_001975
• 2-Isopropenyl-5-acetyl-2,3-dihydrobenzofuran
• BRD-A14659197-001-01-5
• Ketone,3-dihydro-2-isopropenyl-5-benzofuranyl methyl
• Ethanone,3-dihydro-2-(1-methylethenyl)-5-benzofuranyl]-, (R)-
• 1-[2-(Prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethan-1-one
• InChI=1/C13H14O2/c1-8(2)13-7-11-6-10(9(3)14)4-5-12(11)15-13/h4-6,13H,1,7H2,2-3H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6757	67.57%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4802	48.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9396	93.96%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7760	77.60%
P-glycoprotein inhibitior	-	0.9447	94.47%
P-glycoprotein substrate	-	0.8609	86.09%
CYP3A4 substrate	-	0.5868	58.68%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.6885	68.85%
CYP3A4 inhibition	-	0.6483	64.83%
CYP2C9 inhibition	-	0.7396	73.96%
CYP2C19 inhibition	+	0.6794	67.94%
CYP2D6 inhibition	-	0.9006	90.06%
CYP1A2 inhibition	+	0.8722	87.22%
CYP2C8 inhibition	-	0.8714	87.14%
CYP inhibitory promiscuity	+	0.7654	76.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7719	77.19%
Carcinogenicity (trinary)	Non-required	0.5630	56.30%
Eye corrosion	-	0.8504	85.04%
Eye irritation	+	0.8802	88.02%
Skin irritation	+	0.5625	56.25%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3953	39.53%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.8470	84.70%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4590	45.90%
Acute Oral Toxicity (c)	III	0.8127	81.27%
Estrogen receptor binding	-	0.8948	89.48%
Androgen receptor binding	-	0.7861	78.61%
Thyroid receptor binding	-	0.7730	77.30%
Glucocorticoid receptor binding	-	0.8721	87.21%
Aromatase binding	-	0.5217	52.17%
PPAR gamma	-	0.8087	80.87%
Honey bee toxicity	-	0.9199	91.99%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6352	63.52%
Fish aquatic toxicity	+	0.9695	96.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	92.59%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.85%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.65%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.86%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.71%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.53%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.51%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.82%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.25%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	80.05%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.04%	95.89%

Plants that contains it

• Baccharis calvescens
• Baccharis latifolia
• Culcitium albifolium
• Flourensia fiebrigii
• Goyazianthus tetrastichus
• Grindelia hirsutula
• Helichrysum argyrophyllum
• Hertia pallens
• Neomirandea guevarii
• Selaginella tamariscina

Cross-Links

• PubChem: 317196
• NPASS: NPC11799
• LOTUS: LTS0128609
• wikiData: Q105280199