Isopterofuran

Details

• Internal ID: 57a5eea6-2b54-4458-a838-ffafab6b4d60
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(4-hydroxy-2,3-dimethoxyphenyl)-1-benzofuran-6-ol
• SMILES (Canonical): COC1=C(C=CC(=C1OC)O)C2=CC3=C(O2)C=C(C=C3)O
• SMILES (Isomeric): COC1=C(C=CC(=C1OC)O)C2=CC3=C(O2)C=C(C=C3)O
• InChI: InChI=1S/C16H14O5/c1-19-15-11(5-6-12(18)16(15)20-2)14-7-9-3-4-10(17)8-13(9)21-14/h3-8,17-18H,1-2H3
• InChI Key: MJXRPRSQGHPZMK-UHFFFAOYSA-N
• Popularity: 2 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

• RefChem:149878
• 2-(4-hydroxy-2,3-dimethoxyphenyl)-1-benzofuran-6-ol
• 74048-95-6
• 6-Hydroxy-2-(4-hydroxy-2,3-dimethoxyphenyl)benzofuran
• CHEBI:178315
• LMPK12160049
• 2-(4-hydroxy-2,3-dimethoxyphenyl)-1-benzouran-6-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.6598	65.98%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7499	74.99%
OATP2B1 inhibitior	-	0.5804	58.04%
OATP1B1 inhibitior	+	0.8427	84.27%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5727	57.27%
P-glycoprotein inhibitior	-	0.6122	61.22%
P-glycoprotein substrate	-	0.6185	61.85%
CYP3A4 substrate	-	0.5190	51.90%
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	+	0.6566	65.66%
CYP inhibitory promiscuity	+	0.9368	93.68%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8708	87.08%
Carcinogenicity (trinary)	Warning	0.3621	36.21%
Eye corrosion	-	0.9874	98.74%
Eye irritation	+	0.7085	70.85%
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	-	0.5346	53.46%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8658	86.58%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7327	73.27%
Acute Oral Toxicity (c)	III	0.5903	59.03%
Estrogen receptor binding	+	0.8756	87.56%
Androgen receptor binding	+	0.8587	85.87%
Thyroid receptor binding	+	0.7711	77.11%
Glucocorticoid receptor binding	+	0.9029	90.29%
Aromatase binding	+	0.8498	84.98%
PPAR gamma	+	0.7653	76.53%
Honey bee toxicity	-	0.9296	92.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
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	97.91%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	96.71%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.21%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.15%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.69%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.69%	99.17%
CHEMBL3194	P02766	Transthyretin	85.69%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.36%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.60%	80.78%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.20%	90.24%

Plants that contains it

• Mucuna birdwoodiana

Cross-Links

• PubChem: 21787915
• LOTUS: LTS0249908
• wikiData: Q105165729