Gnetofuran C

Details

• Internal ID: da728242-04ef-48dc-b893-e5deeb4e7c0c
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-(5-hydroxy-4-methoxy-1-benzofuran-2-yl)benzene-1,3-diol
• SMILES (Canonical): COC1=C(C=CC2=C1C=C(O2)C3=CC(=CC(=C3)O)O)O
• SMILES (Isomeric): COC1=C(C=CC2=C1C=C(O2)C3=CC(=CC(=C3)O)O)O
• InChI: InChI=1S/C15H12O5/c1-19-15-11-7-14(20-13(11)3-2-12(15)18)8-4-9(16)6-10(17)5-8/h2-7,16-18H,1H3
• InChI Key: YLTBDVNPYOUKFQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 83.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 5-(5-Hydroxy-4-methoxy-1-benzofuran-2-yl)benzene-1,3-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.8433	84.33%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6053	60.53%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6912	69.12%
P-glycoprotein inhibitior	-	0.7862	78.62%
P-glycoprotein substrate	-	0.8806	88.06%
CYP3A4 substrate	-	0.5265	52.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	+	0.6258	62.58%
CYP2C9 inhibition	+	0.9142	91.42%
CYP2C19 inhibition	+	0.8898	88.98%
CYP2D6 inhibition	-	0.6116	61.16%
CYP1A2 inhibition	+	0.8969	89.69%
CYP2C8 inhibition	+	0.8017	80.17%
CYP inhibitory promiscuity	+	0.9583	95.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Warning	0.3727	37.27%
Eye corrosion	-	0.9861	98.61%
Eye irritation	+	0.9093	90.93%
Skin irritation	-	0.6572	65.72%
Skin corrosion	-	0.9016	90.16%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4291	42.91%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7789	77.89%
Acute Oral Toxicity (c)	III	0.6390	63.90%
Estrogen receptor binding	+	0.8990	89.90%
Androgen receptor binding	+	0.7820	78.20%
Thyroid receptor binding	+	0.7040	70.40%
Glucocorticoid receptor binding	+	0.6546	65.46%
Aromatase binding	+	0.8270	82.70%
PPAR gamma	+	0.7374	73.74%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9092	90.92%

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	98.98%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.89%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.11%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.64%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.52%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	86.11%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.75%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.41%	86.33%
CHEMBL3194	P02766	Transthyretin	83.71%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.38%	99.17%
CHEMBL2535	P11166	Glucose transporter	80.83%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	80.17%	94.73%

Plants that contains it

• Gnetum klossii

Cross-Links

• PubChem: 10901725
• LOTUS: LTS0117300
• wikiData: Q105350296