Vignafuran

Details

• Internal ID: 4580f84e-096e-427c-803e-18274567ca39
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-methoxy-4-(6-methoxy-1-benzofuran-2-yl)phenol
• InChI: InChI=1S/C16H14O4/c1-18-12-5-3-10-7-16(20-14(10)9-12)13-6-4-11(17)8-15(13)19-2/h3-9,17H,1-2H3
• InChI Key: YCDZKMJZSGRQML-UHFFFAOYSA-N
• Popularity: 17 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

• 57800-41-6
• UNII-G9CLF6S56A
• G9CLF6S56A
• Phenol, 3-methoxy-4-(6-methoxy-2-benzofuranyl)-
• CHEBI:9980
• CHEMBL233767
• 2-(4-Hydroxy-2-methoxyphenyl)-6-methoxybenzofuran
• 3-methoxy-4-(6-methoxybenzofuran-2-yl)phenol
• C08993
• DTXSID40331688
• BDBM50213495
• LMPK12160036
• Q27108545

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7880	78.80%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7180	71.80%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.9778	97.78%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5646	56.46%
P-glycoprotein inhibitior	+	0.5859	58.59%
P-glycoprotein substrate	-	0.5080	50.80%
CYP3A4 substrate	+	0.5186	51.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.5796	57.96%
CYP2C9 inhibition	+	0.8974	89.74%
CYP2C19 inhibition	+	0.9251	92.51%
CYP2D6 inhibition	-	0.7181	71.81%
CYP1A2 inhibition	+	0.9474	94.74%
CYP2C8 inhibition	+	0.7319	73.19%
CYP inhibitory promiscuity	+	0.9173	91.73%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8308	83.08%
Carcinogenicity (trinary)	Non-required	0.3441	34.41%
Eye corrosion	-	0.9874	98.74%
Eye irritation	+	0.6226	62.26%
Skin irritation	-	0.7633	76.33%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4889	48.89%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	-	0.7708	77.08%
skin sensitisation	-	0.9022	90.22%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6371	63.71%
Acute Oral Toxicity (c)	III	0.5554	55.54%
Estrogen receptor binding	+	0.9475	94.75%
Androgen receptor binding	+	0.9336	93.36%
Thyroid receptor binding	+	0.7425	74.25%
Glucocorticoid receptor binding	+	0.8787	87.87%
Aromatase binding	+	0.9124	91.24%
PPAR gamma	+	0.7991	79.91%
Honey bee toxicity	-	0.9164	91.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6151	61.51%
Fish aquatic toxicity	+	0.9534	95.34%

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	96.36%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	94.87%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.31%	94.00%
CHEMBL4208	P20618	Proteasome component C5	92.04%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.69%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.46%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.52%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.85%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.21%	90.24%
CHEMBL2535	P11166	Glucose transporter	82.76%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.43%	96.95%

Plants that contains it

• Erythrina addisoniae
• Lablab purpureus

Cross-Links

• PubChem: 441958
• LOTUS: LTS0149167
• wikiData: Q27108545