2-(2-Hydroxy-4,6-dimethoxyphenyl)-7-methoxy-1-benzofuran-6-ol

Details

• Internal ID: 2809f898-ceef-44b4-a567-78afa1c573a1
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(2-hydroxy-4,6-dimethoxyphenyl)-7-methoxy-1-benzofuran-6-ol
• SMILES (Canonical): COC1=CC(=C(C(=C1)OC)C2=CC3=C(O2)C(=C(C=C3)O)OC)O
• SMILES (Isomeric): COC1=CC(=C(C(=C1)OC)C2=CC3=C(O2)C(=C(C=C3)O)OC)O
• InChI: InChI=1S/C17H16O6/c1-20-10-7-12(19)15(13(8-10)21-2)14-6-9-4-5-11(18)17(22-3)16(9)23-14/h4-8,18-19H,1-3H3
• InChI Key: RFKCFEOUIAGHTA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 81.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.8466	84.66%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7313	73.13%
OATP2B1 inhibitior	-	0.7169	71.69%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4879	48.79%
P-glycoprotein inhibitior	-	0.4461	44.61%
P-glycoprotein substrate	-	0.9210	92.10%
CYP3A4 substrate	-	0.5469	54.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.6629	66.29%
CYP2C9 inhibition	+	0.6671	66.71%
CYP2C19 inhibition	+	0.7837	78.37%
CYP2D6 inhibition	-	0.7290	72.90%
CYP1A2 inhibition	+	0.8553	85.53%
CYP2C8 inhibition	+	0.6896	68.96%
CYP inhibitory promiscuity	+	0.9176	91.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Danger	0.3552	35.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	+	0.6450	64.50%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3949	39.49%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8949	89.49%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6152	61.52%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	+	0.9228	92.28%
Androgen receptor binding	+	0.7489	74.89%
Thyroid receptor binding	+	0.8461	84.61%
Glucocorticoid receptor binding	+	0.8993	89.93%
Aromatase binding	+	0.8317	83.17%
PPAR gamma	+	0.7167	71.67%
Honey bee toxicity	-	0.9290	92.90%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9441	94.41%

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	98.08%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.49%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.77%	94.00%
CHEMBL4208	P20618	Proteasome component C5	93.70%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.87%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.90%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.87%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.93%	94.73%
CHEMBL3194	P02766	Transthyretin	81.66%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.14%	96.95%

Plants that contains it

• Lespedeza virgata

Cross-Links

• PubChem: 141232131
• LOTUS: LTS0046989
• wikiData: Q105235449