5-Methoxybenzofuran

Details

• Internal ID: 342f3b8f-f914-498d-8de7-7e3d0ce756ea
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 5-methoxy-1-benzofuran
• InChI: InChI=1S/C9H8O2/c1-10-8-2-3-9-7(6-8)4-5-11-9/h2-6H,1H3
• InChI Key: JJXPTUWJVQUHKN-UHFFFAOYSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.16 g/mol
• Exact Mass: 148.052429494 g/mol
• Topological Polar Surface Area (TPSA): 22.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 13391-28-1
• 5-methoxy-1-benzofuran
• BENZOFURAN, 5-METHOXY-
• NSC 149953
• BRN 0116721
• VSU72383LP
• NSC-149953
• DTXSID40158418
• 5-17-04-00203 (Beilstein Handbook Reference)
• RefChem:103054
• DTXCID0080909
• JJXPTUWJVQUHKN-UHFFFAOYSA-N
• 5-methoxy-benzofuran
• MFCD00079770
• R 7236
• 5-Methoxybenzo[b]furan
• UNII-VSU72383LP
• SCHEMBL533282
• SCHEMBL826624
• SCHEMBL3810173
• SCHEMBL4116888
• SCHEMBL15201351
• SCHEMBL16295095
• SCHEMBL27616644
• 1-Benzofuran-5-yl methyl ether #
• NSC149953
• AKOS006342986
• SB18213
• SY032575
• TS-01940
• DB-049841
• CS-0056827
• 391M281
• F018772

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8515	85.15%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4827	48.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9597	95.97%
OATP1B3 inhibitior	+	0.9845	98.45%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8867	88.67%
P-glycoprotein inhibitior	-	0.9586	95.86%
P-glycoprotein substrate	-	0.9694	96.94%
CYP3A4 substrate	-	0.6791	67.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4149	41.49%
CYP3A4 inhibition	-	0.9237	92.37%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	+	0.5310	53.10%
CYP2D6 inhibition	-	0.8541	85.41%
CYP1A2 inhibition	+	0.9491	94.91%
CYP2C8 inhibition	-	0.7847	78.47%
CYP inhibitory promiscuity	+	0.5243	52.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7893	78.93%
Carcinogenicity (trinary)	Warning	0.6736	67.36%
Eye corrosion	-	0.7413	74.13%
Eye irritation	+	0.9954	99.54%
Skin irritation	+	0.5139	51.39%
Skin corrosion	-	0.9723	97.23%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5288	52.88%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	+	0.5025	50.25%
skin sensitisation	+	0.4748	47.48%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.4542	45.42%
Acute Oral Toxicity (c)	III	0.8758	87.58%
Estrogen receptor binding	-	0.8180	81.80%
Androgen receptor binding	+	0.6751	67.51%
Thyroid receptor binding	-	0.8361	83.61%
Glucocorticoid receptor binding	-	0.8331	83.31%
Aromatase binding	-	0.8002	80.02%
PPAR gamma	-	0.8099	80.99%
Honey bee toxicity	-	0.9344	93.44%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.7800	78.00%
Fish aquatic toxicity	-	0.3711	37.11%

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	95.72%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.32%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.22%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.60%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.50%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.48%	93.65%
CHEMBL4208	P20618	Proteasome component C5	81.97%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	80.49%	93.31%
CHEMBL1951	P21397	Monoamine oxidase A	80.44%	91.49%

Plants that contains it

• Syzygium aromaticum

Cross-Links

• PubChem: 25943
• NPASS: NPC88574
• LOTUS: LTS0006217
• wikiData: Q72489142