Gnetofuran B

Details

• Internal ID: 39d4e0da-5943-4843-b446-e177fb6fde42
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(3-hydroxy-5-methoxyphenyl)-4-methoxy-1-benzofuran-5-ol
• SMILES (Canonical): COC1=CC(=CC(=C1)O)C2=CC3=C(O2)C=CC(=C3OC)O
• SMILES (Isomeric): COC1=CC(=CC(=C1)O)C2=CC3=C(O2)C=CC(=C3OC)O
• InChI: InChI=1S/C16H14O5/c1-19-11-6-9(5-10(17)7-11)15-8-12-14(21-15)4-3-13(18)16(12)20-2/h3-8,17-18H,1-2H3
• InChI Key: KOGQJESJCMFQBX-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 526214-79-9
• AKOS040762846
• 2-(3-Hydroxy-5-methoxyphenyl)-4-methoxy-1-benzofuran-5-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.8175	81.75%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7499	74.99%
OATP2B1 inhibitior	-	0.5840	58.40%
OATP1B1 inhibitior	+	0.9404	94.04%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6139	61.39%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8698	86.98%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.5808	58.08%
CYP2C9 inhibition	+	0.8944	89.44%
CYP2C19 inhibition	+	0.9181	91.81%
CYP2D6 inhibition	-	0.5954	59.54%
CYP1A2 inhibition	+	0.8881	88.81%
CYP2C8 inhibition	+	0.7797	77.97%
CYP inhibitory promiscuity	+	0.9368	93.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8708	87.08%
Carcinogenicity (trinary)	Warning	0.3621	36.21%
Eye corrosion	-	0.9874	98.74%
Eye irritation	+	0.7902	79.02%
Skin irritation	-	0.7313	73.13%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4606	46.06%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8658	86.58%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7838	78.38%
Acute Oral Toxicity (c)	III	0.5903	59.03%
Estrogen receptor binding	+	0.9093	90.93%
Androgen receptor binding	+	0.8343	83.43%
Thyroid receptor binding	+	0.7307	73.07%
Glucocorticoid receptor binding	+	0.7346	73.46%
Aromatase binding	+	0.8779	87.79%
PPAR gamma	+	0.7267	72.67%
Honey bee toxicity	-	0.8398	83.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9408	94.08%

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	99.19%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.02%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.00%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.29%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.58%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.60%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.74%	94.73%
CHEMBL2535	P11166	Glucose transporter	84.32%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	84.14%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.07%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.94%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.76%	93.65%

Plants that contains it

• Gnetum klossii
• Gnetum montanum

Cross-Links

• PubChem: 11108903
• LOTUS: LTS0034468
• wikiData: Q105143810