3-Methoxy-5-(6-methoxy-1-benzofuran-2-yl)phenol

Details

• Internal ID: fdd128c5-5735-4341-82c1-45e48b3de4bd
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-methoxy-5-(6-methoxy-1-benzofuran-2-yl)phenol
• SMILES (Canonical): COC1=CC2=C(C=C1)C=C(O2)C3=CC(=CC(=C3)OC)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)C=C(O2)C3=CC(=CC(=C3)OC)O
• InChI: InChI=1S/C16H14O4/c1-18-13-4-3-10-7-15(20-16(10)9-13)11-5-12(17)8-14(6-11)19-2/h3-9,17H,1-2H3
• InChI Key: LHISEFXYZISKFW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 51.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.82
• 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	+	0.9945	99.45%
Caco-2	+	0.7889	78.89%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6384	63.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6724	67.24%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8290	82.90%
CYP3A4 substrate	-	0.5514	55.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	+	0.6944	69.44%
CYP2C9 inhibition	+	0.8321	83.21%
CYP2C19 inhibition	+	0.8408	84.08%
CYP2D6 inhibition	-	0.6180	61.80%
CYP1A2 inhibition	+	0.9184	91.84%
CYP2C8 inhibition	+	0.6766	67.66%
CYP inhibitory promiscuity	+	0.8617	86.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8308	83.08%
Carcinogenicity (trinary)	Warning	0.3519	35.19%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.9182	91.82%
Skin irritation	-	0.7744	77.44%
Skin corrosion	-	0.9829	98.29%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3832	38.32%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.7518	75.18%
skin sensitisation	-	0.9143	91.43%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6425	64.25%
Acute Oral Toxicity (c)	III	0.7762	77.62%
Estrogen receptor binding	+	0.8926	89.26%
Androgen receptor binding	+	0.7986	79.86%
Thyroid receptor binding	+	0.6317	63.17%
Glucocorticoid receptor binding	+	0.7718	77.18%
Aromatase binding	+	0.8740	87.40%
PPAR gamma	+	0.7604	76.04%
Honey bee toxicity	-	0.9208	92.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8890	88.90%

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	97.89%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.60%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.08%	99.15%
CHEMBL4208	P20618	Proteasome component C5	87.67%	90.00%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.59%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.49%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.69%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.26%	95.56%

Plants that contains it

• Lathyrus oleraceus
• Vicia faba
• Vicia sativa

Cross-Links

• PubChem: 5315210
• NPASS: NPC258754