1-[5-(1-Hydroxyethyl)-6-methoxy-1-benzofuran-2-yl]ethanone

Details

• Internal ID: c521a6ff-3fa7-4b74-a6e7-35c12c5d2590
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[5-(1-hydroxyethyl)-6-methoxy-1-benzofuran-2-yl]ethanone
• SMILES (Canonical): CC(C1=C(C=C2C(=C1)C=C(O2)C(=O)C)OC)O
• SMILES (Isomeric): CC(C1=C(C=C2C(=C1)C=C(O2)C(=O)C)OC)O
• InChI: InChI=1S/C13H14O4/c1-7(14)10-4-9-5-11(8(2)15)17-12(9)6-13(10)16-3/h4-7,14H,1-3H3
• InChI Key: WAFNVCOPZBETII-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.5297	52.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9583	95.83%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7533	75.33%
P-glycoprotein inhibitior	-	0.8488	84.88%
P-glycoprotein substrate	-	0.7150	71.50%
CYP3A4 substrate	-	0.5734	57.34%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.7332	73.32%
CYP3A4 inhibition	-	0.7386	73.86%
CYP2C9 inhibition	-	0.9309	93.09%
CYP2C19 inhibition	-	0.5173	51.73%
CYP2D6 inhibition	-	0.9062	90.62%
CYP1A2 inhibition	+	0.9082	90.82%
CYP2C8 inhibition	-	0.8727	87.27%
CYP inhibitory promiscuity	-	0.5377	53.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4593	45.93%
Eye corrosion	-	0.9479	94.79%
Eye irritation	+	0.5927	59.27%
Skin irritation	-	0.6996	69.96%
Skin corrosion	-	0.9816	98.16%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6274	62.74%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.6591	65.91%
skin sensitisation	-	0.8302	83.02%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7981	79.81%
Acute Oral Toxicity (c)	II	0.6013	60.13%
Estrogen receptor binding	-	0.4773	47.73%
Androgen receptor binding	-	0.7312	73.12%
Thyroid receptor binding	-	0.6246	62.46%
Glucocorticoid receptor binding	-	0.6431	64.31%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5409	54.09%
Honey bee toxicity	-	0.8727	87.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8902	89.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.64%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.64%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.20%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	89.12%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.24%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.97%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.50%	91.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.09%	89.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.80%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.26%	90.71%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.05%	92.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.61%	96.00%
CHEMBL2535	P11166	Glucose transporter	80.55%	98.75%

Plants that contains it

• Enceliopsis covillei
• Geraea canescens

Cross-Links

• PubChem: 162933419
• LOTUS: LTS0190030
• wikiData: Q105156353