5-Furo[3,2-f][1]benzofuran-2-ylbenzene-1,3-diol

Details

• Internal ID: eb485e42-4ede-46d4-bb88-7bd89b68762d
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-furo[3,2-f][1]benzofuran-2-ylbenzene-1,3-diol
• SMILES (Canonical): C1=COC2=CC3=C(C=C21)C=C(O3)C4=CC(=CC(=C4)O)O
• SMILES (Isomeric): C1=COC2=CC3=C(C=C21)C=C(O3)C4=CC(=CC(=C4)O)O
• InChI: InChI=1S/C16H10O4/c17-12-4-11(5-13(18)7-12)15-6-10-3-9-1-2-19-14(9)8-16(10)20-15/h1-8,17-18H
• InChI Key: WWGOYNYKPSPHDA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₄
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• BDBM50083073

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	+	0.6416	64.16%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5556	55.56%
OATP2B1 inhibitior	-	0.7064	70.64%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9010	90.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6525	65.25%
P-glycoprotein inhibitior	-	0.8446	84.46%
P-glycoprotein substrate	-	0.8605	86.05%
CYP3A4 substrate	-	0.6100	61.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3539	35.39%
CYP3A4 inhibition	+	0.8478	84.78%
CYP2C9 inhibition	+	0.8194	81.94%
CYP2C19 inhibition	+	0.7000	70.00%
CYP2D6 inhibition	-	0.7329	73.29%
CYP1A2 inhibition	+	0.8777	87.77%
CYP2C8 inhibition	+	0.6797	67.97%
CYP inhibitory promiscuity	+	0.8814	88.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.3433	34.33%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.9634	96.34%
Skin irritation	+	0.4945	49.45%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5178	51.78%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.6167	61.67%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6202	62.02%
Acute Oral Toxicity (c)	III	0.7170	71.70%
Estrogen receptor binding	+	0.9009	90.09%
Androgen receptor binding	+	0.6843	68.43%
Thyroid receptor binding	+	0.6198	61.98%
Glucocorticoid receptor binding	+	0.6732	67.32%
Aromatase binding	+	0.8827	88.27%
PPAR gamma	+	0.8784	87.84%
Honey bee toxicity	-	0.8943	89.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8853	88.53%

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	96.22%	91.11%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.70%	83.10%
CHEMBL2581	P07339	Cathepsin D	86.06%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.90%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.18%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.54%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.10%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.08%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	80.07%	95.93%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 46177529
• NPASS: NPC304387
• LOTUS: LTS0228390
• wikiData: Q105314011