2-Methylbenzofuran

Details

• Internal ID: 05590031-66dd-480f-aca2-1884573e55e9
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 2-methyl-1-benzofuran
• SMILES (Canonical): CC1=CC2=CC=CC=C2O1
• SMILES (Isomeric): CC1=CC2=CC=CC=C2O1
• InChI: InChI=1S/C9H8O/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6H,1H3
• InChI Key: GBGPVUAOTCNZPT-UHFFFAOYSA-N
• Popularity: 166 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O
• Molecular Weight: 132.16 g/mol
• Exact Mass: 132.057514874 g/mol
• Topological Polar Surface Area (TPSA): 13.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 4265-25-2
• 2-Methyl-1-benzofuran
• Benzofuran, 2-methyl-
• 2-Methylcumarone
• 2-methyl-benzofuran
• 2-Methylbenzo[b]furan
• UNII-8X3183BZ3X
• 8X3183BZ3X
• EINECS 224-249-1
• MFCD00005850
• AI3-11240
• 2-methyl benzofuran
• methyl benzoxole
• 2-Methyl-1-benzofuran #
• 2-Methylbenzofuran, 96%
• SCHEMBL12264
• 2- METHYLBENZO(B)FURAN
• FEMA NO. 4543
• CHEBI:89722
• DTXSID40863353
• AMY38188
• AKOS015889444
• CS-W013412
• AC-37134
• AS-56948
• SY039830
• FT-0635195
• EN300-108850
• F11695
• A825974
• Q27161912
• Z1255386706
• InChI=1/C9H8O/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.9182	91.82%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.6287	62.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9683	96.83%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9062	90.62%
P-glycoprotein inhibitior	-	0.9822	98.22%
P-glycoprotein substrate	-	0.9782	97.82%
CYP3A4 substrate	-	0.7004	70.04%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.7092	70.92%
CYP3A4 inhibition	-	0.9582	95.82%
CYP2C9 inhibition	-	0.9450	94.50%
CYP2C19 inhibition	-	0.6433	64.33%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	+	0.7598	75.98%
CYP2C8 inhibition	-	0.8375	83.75%
CYP inhibitory promiscuity	-	0.5921	59.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7436	74.36%
Carcinogenicity (trinary)	Warning	0.5816	58.16%
Eye corrosion	+	0.4641	46.41%
Eye irritation	+	0.9916	99.16%
Skin irritation	+	0.8296	82.96%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6516	65.16%
Micronuclear	-	0.5576	55.76%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.6909	69.09%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.5705	57.05%
Acute Oral Toxicity (c)	III	0.8678	86.78%
Estrogen receptor binding	-	0.8704	87.04%
Androgen receptor binding	-	0.5132	51.32%
Thyroid receptor binding	-	0.7923	79.23%
Glucocorticoid receptor binding	-	0.8423	84.23%
Aromatase binding	-	0.8260	82.60%
PPAR gamma	-	0.8566	85.66%
Honey bee toxicity	-	0.9780	97.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	-	0.3616	36.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	92.12%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	91.75%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.96%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	84.15%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.94%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.65%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.60%	94.00%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	81.92%	96.42%

Plants that contains it

• Cinnamomum aromaticum

Cross-Links

• PubChem: 20263
• NPASS: NPC246611