6-Demethylvignafuran

Details

• Internal ID: efcd8c2f-d98c-4c8e-b55d-4940550fceb1
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(4-hydroxy-2-methoxyphenyl)-1-benzofuran-6-ol
• InChI: InChI=1S/C15H12O4/c1-18-14-8-11(17)4-5-12(14)15-6-9-2-3-10(16)7-13(9)19-15/h2-8,16-17H,1H3
• InChI Key: QTFMQWQJMAKEOI-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 62.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 6-Hydroxy-2-(4-hydroxy-2-methoxyphenyl)benzofuran
• LMPK12160038

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5580	55.80%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7624	76.24%
OATP2B1 inhibitior	-	0.5878	58.78%
OATP1B1 inhibitior	+	0.8072	80.72%
OATP1B3 inhibitior	+	0.9773	97.73%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6208	62.08%
P-glycoprotein inhibitior	-	0.7420	74.20%
P-glycoprotein substrate	+	0.5436	54.36%
CYP3A4 substrate	-	0.5297	52.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.6981	69.81%
CYP2C9 inhibition	+	0.9665	96.65%
CYP2C19 inhibition	+	0.9539	95.39%
CYP2D6 inhibition	-	0.6998	69.98%
CYP1A2 inhibition	+	0.9473	94.73%
CYP2C8 inhibition	+	0.7330	73.30%
CYP inhibitory promiscuity	+	0.9474	94.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8308	83.08%
Carcinogenicity (trinary)	Warning	0.3857	38.57%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.7711	77.11%
Skin irritation	-	0.6870	68.70%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6563	65.63%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9248	92.48%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5816	58.16%
Acute Oral Toxicity (c)	III	0.5765	57.65%
Estrogen receptor binding	+	0.9164	91.64%
Androgen receptor binding	+	0.9122	91.22%
Thyroid receptor binding	+	0.7854	78.54%
Glucocorticoid receptor binding	+	0.9013	90.13%
Aromatase binding	+	0.9198	91.98%
PPAR gamma	+	0.8667	86.67%
Honey bee toxicity	-	0.9236	92.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	+	0.9460	94.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	94.55%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.53%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.27%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.15%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.27%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.73%	89.62%
CHEMBL4208	P20618	Proteasome component C5	84.97%	90.00%
CHEMBL3194	P02766	Transthyretin	83.90%	90.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.85%	90.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.69%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.42%	96.09%
CHEMBL2535	P11166	Glucose transporter	81.52%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.41%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.97%	95.56%

Plants that contains it

• Dalbergia odorifera
• Hedysarum polybotrys
• Mucuna birdwoodiana

Cross-Links

• PubChem: 14887925
• LOTUS: LTS0223108
• wikiData: Q104396095