6-Hydroxy-4-(2-phenylethyl)benzofuran

Details

• Internal ID: 8abb24ee-c35a-41a2-8f2c-cdf21f32ce1e
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-(2-phenylethyl)-1-benzofuran-6-ol
• SMILES (Canonical): C1=CC=C(C=C1)CCC2=C3C=COC3=CC(=C2)O
• SMILES (Isomeric): C1=CC=C(C=C1)CCC2=C3C=COC3=CC(=C2)O
• InChI: InChI=1S/C16H14O2/c17-14-10-13(15-8-9-18-16(15)11-14)7-6-12-4-2-1-3-5-12/h1-5,8-11,17H,6-7H2
• InChI Key: CGEBILIBNUWOPA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₂
• Molecular Weight: 238.28 g/mol
• Exact Mass: 238.099379685 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 2
• 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	+	0.9936	99.36%
Caco-2	+	0.6999	69.99%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4526	45.26%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5678	56.78%
P-glycoprotein inhibitior	-	0.8738	87.38%
P-glycoprotein substrate	-	0.8345	83.45%
CYP3A4 substrate	-	0.5669	56.69%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	+	0.4482	44.82%
CYP3A4 inhibition	-	0.7991	79.91%
CYP2C9 inhibition	+	0.5556	55.56%
CYP2C19 inhibition	+	0.8018	80.18%
CYP2D6 inhibition	-	0.8056	80.56%
CYP1A2 inhibition	+	0.9354	93.54%
CYP2C8 inhibition	+	0.8371	83.71%
CYP inhibitory promiscuity	+	0.7275	72.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Warning	0.4148	41.48%
Eye corrosion	-	0.9383	93.83%
Eye irritation	+	0.9429	94.29%
Skin irritation	+	0.5346	53.46%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7166	71.66%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6056	60.56%
skin sensitisation	-	0.5491	54.91%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8344	83.44%
Acute Oral Toxicity (c)	III	0.6889	68.89%
Estrogen receptor binding	+	0.9481	94.81%
Androgen receptor binding	+	0.8646	86.46%
Thyroid receptor binding	-	0.5209	52.09%
Glucocorticoid receptor binding	+	0.5798	57.98%
Aromatase binding	+	0.9034	90.34%
PPAR gamma	+	0.9031	90.31%
Honey bee toxicity	-	0.8184	81.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.7079	70.79%

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	98.82%	91.11%
CHEMBL240	Q12809	HERG	95.22%	89.76%
CHEMBL2581	P07339	Cathepsin D	92.55%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.55%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.51%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.43%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.13%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	83.70%	91.49%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.33%	100.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.06%	96.25%

Plants that contains it

• Radula kojana

Cross-Links

• PubChem: 14805904
• LOTUS: LTS0193191
• wikiData: Q104957540