2-(4-Hydroxy-2,3-dimethoxyphenyl)-5-methoxy-1-benzofuran-6-ol

Details

• Internal ID: 9e62f8be-c0a1-4a00-987c-e788481b2803
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(4-hydroxy-2,3-dimethoxyphenyl)-5-methoxy-1-benzofuran-6-ol
• InChI: InChI=1S/C17H16O6/c1-20-15-7-9-6-14(23-13(9)8-12(15)19)10-4-5-11(18)17(22-3)16(10)21-2/h4-8,18-19H,1-3H3
• InChI Key: FXTRHGNYTOSLDP-UHFFFAOYSA-N
• Popularity: 2 references 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	+	0.7578	75.78%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7313	73.13%
OATP2B1 inhibitior	-	0.7220	72.20%
OATP1B1 inhibitior	+	0.9340	93.40%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7108	71.08%
P-glycoprotein inhibitior	-	0.5183	51.83%
P-glycoprotein substrate	-	0.6985	69.85%
CYP3A4 substrate	-	0.5000	50.00%
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	+	0.6949	69.49%
CYP inhibitory promiscuity	+	0.9176	91.76%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Danger	0.3552	35.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	+	0.7261	72.61%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6482	64.82%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.8949	89.49%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7217	72.17%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	+	0.9097	90.97%
Androgen receptor binding	+	0.8163	81.63%
Thyroid receptor binding	+	0.8080	80.80%
Glucocorticoid receptor binding	+	0.9172	91.72%
Aromatase binding	+	0.8701	87.01%
PPAR gamma	+	0.7406	74.06%
Honey bee toxicity	-	0.9357	93.57%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	97.92%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.21%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.16%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.19%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.94%	90.24%
CHEMBL4208	P20618	Proteasome component C5	85.44%	90.00%
CHEMBL3194	P02766	Transthyretin	85.08%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.85%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.36%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.09%	89.62%
CHEMBL2535	P11166	Glucose transporter	81.24%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.20%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.95%	96.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.95%	80.78%
CHEMBL5747	Q92793	CREB-binding protein	80.84%	95.12%

Plants that contains it

• Mucuna birdwoodiana

Cross-Links

• PubChem: 46177525
• LOTUS: LTS0055122
• wikiData: Q105004262