Isobenzofuran

Details

• Internal ID: d6680b30-e742-4b16-928e-bf880d2b7f3a
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 2-benzofuran
• SMILES (Canonical): C1=CC2=COC=C2C=C1
• SMILES (Isomeric): C1=CC2=COC=C2C=C1
• InChI: InChI=1S/C8H6O/c1-2-4-8-6-9-5-7(8)3-1/h1-6H
• InChI Key: UXGVMFHEKMGWMA-UHFFFAOYSA-N
• Popularity: 190 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₆O
• Molecular Weight: 118.13 g/mol
• Exact Mass: 118.041864811 g/mol
• Topological Polar Surface Area (TPSA): 13.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 2-benzofuran
• 2-Oxa-2H-isoindene
• Benzo(C)furan
• 270-75-7
• Benzo[c]furan
• 9T5PJS6W2B
• UNII-9T5PJS6W2B
• CHEBI:35261
• SCHEMBL8020
• DTXSID00943009
• UXGVMFHEKMGWMA-UHFFFAOYSA-N
• AKOS006370995
• Q761117
• 208-83-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.9697	96.97%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.7082	70.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9600	96.00%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8977	89.77%
P-glycoprotein inhibitior	-	0.9779	97.79%
P-glycoprotein substrate	-	0.9959	99.59%
CYP3A4 substrate	-	0.8134	81.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6725	67.25%
CYP3A4 inhibition	-	0.9692	96.92%
CYP2C9 inhibition	-	0.9361	93.61%
CYP2C19 inhibition	-	0.6256	62.56%
CYP2D6 inhibition	-	0.8448	84.48%
CYP1A2 inhibition	+	0.6443	64.43%
CYP2C8 inhibition	-	0.9093	90.93%
CYP inhibitory promiscuity	-	0.6963	69.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7336	73.36%
Carcinogenicity (trinary)	Warning	0.5308	53.08%
Eye corrosion	+	0.7590	75.90%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9008	90.08%
Skin corrosion	-	0.9089	90.89%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7636	76.36%
Micronuclear	-	0.5136	51.36%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	+	0.7549	75.49%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.6480	64.80%
Acute Oral Toxicity (c)	III	0.8778	87.78%
Estrogen receptor binding	-	0.8039	80.39%
Androgen receptor binding	-	0.6922	69.22%
Thyroid receptor binding	-	0.7813	78.13%
Glucocorticoid receptor binding	-	0.8765	87.65%
Aromatase binding	-	0.7096	70.96%
PPAR gamma	-	0.8785	87.85%
Honey bee toxicity	-	0.9505	95.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.8100	81.00%
Fish aquatic toxicity	+	0.7728	77.28%

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	86.41%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	82.45%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	81.38%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.65%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.12%	94.62%

Plants that contains it

• Ocimum tenuiflorum

Cross-Links

• PubChem: 11378474
• LOTUS: LTS0164783
• wikiData: Q761117