5-Acetyl-2-(1-hydroxy-1-methylethyl)benzofuran

Details

• Internal ID: 29be7630-426c-4076-ba65-44a3617f53e6
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C=C1)OC(=C2)C(C)(C)O
• SMILES (Isomeric): CC(=O)C1=CC2=C(C=C1)OC(=C2)C(C)(C)O
• InChI: InChI=1S/C13H14O3/c1-8(14)9-4-5-11-10(6-9)7-12(16-11)13(2,3)15/h4-7,15H,1-3H3
• InChI Key: JJKBKOOIAOIYSD-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.25 g/mol
• Exact Mass: 218.094294304 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 5-Acetyl-2-(1-hydroxy-1-methylethyl)benzofuran
• 1-[2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]ethanone
• Ethanone, 1-[2-(1-hydroxy-1-methylethyl)-5-benzofuranyl]-
• SCHEMBL12640272
• DTXSID50504942
• AKOS030597558
• 1-(2-(2-Hydroxypropan-2-yl)benzofuran-5-yl)ethanone
• 1-[2-(2-Hydroxypropan-2-yl)-1-benzofuran-5-yl]ethan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.6478	64.78%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6441	64.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9357	93.57%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7930	79.30%
P-glycoprotein inhibitior	-	0.8956	89.56%
P-glycoprotein substrate	-	0.8866	88.66%
CYP3A4 substrate	-	0.5868	58.68%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8081	80.81%
CYP3A4 inhibition	-	0.8699	86.99%
CYP2C9 inhibition	-	0.8123	81.23%
CYP2C19 inhibition	-	0.8622	86.22%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	+	0.5081	50.81%
CYP2C8 inhibition	-	0.7758	77.58%
CYP inhibitory promiscuity	-	0.7650	76.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7936	79.36%
Carcinogenicity (trinary)	Non-required	0.4805	48.05%
Eye corrosion	-	0.9488	94.88%
Eye irritation	+	0.6497	64.97%
Skin irritation	-	0.6017	60.17%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6953	69.53%
Micronuclear	-	0.5699	56.99%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.5482	54.82%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.6449	64.49%
Acute Oral Toxicity (c)	III	0.7969	79.69%
Estrogen receptor binding	+	0.5330	53.30%
Androgen receptor binding	+	0.5229	52.29%
Thyroid receptor binding	-	0.5459	54.59%
Glucocorticoid receptor binding	-	0.5141	51.41%
Aromatase binding	+	0.6751	67.51%
PPAR gamma	+	0.5737	57.37%
Honey bee toxicity	-	0.9748	97.48%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8252	82.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	92.30%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.35%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.56%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.92%	81.11%
CHEMBL2039	P27338	Monoamine oxidase B	89.61%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.76%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.92%	93.65%
CHEMBL2581	P07339	Cathepsin D	85.39%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.99%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.13%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.90%	89.00%

Plants that contains it

• Liatris aspera
• Ophryosporus charua
• Smallanthus fruticosus
• Smallanthus sonchifolius
• Stylotrichium rotundifolium

Cross-Links

• PubChem: 12629821
• LOTUS: LTS0254399
• wikiData: Q82359730