7-Methoxybenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: cbe7933d-9832-41b1-9f0b-c498355033e9
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 7-methoxybenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): COC1=CC2=C(C=C1)C(=O)C3=C(C2=O)OC=C3
• SMILES (Isomeric): COC1=CC2=C(C=C1)C(=O)C3=C(C2=O)OC=C3
• InChI: InChI=1S/C13H8O4/c1-16-7-2-3-8-10(6-7)12(15)13-9(11(8)14)4-5-17-13/h2-6H,1H3
• InChI Key: NYLGBIPCPODKFO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₄
• Molecular Weight: 228.20 g/mol
• Exact Mass: 228.04225873 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8172	81.72%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9525	95.25%
OATP1B3 inhibitior	+	0.9916	99.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7272	72.72%
P-glycoprotein inhibitior	-	0.7789	77.89%
P-glycoprotein substrate	-	0.9516	95.16%
CYP3A4 substrate	-	0.5279	52.79%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.7426	74.26%
CYP3A4 inhibition	-	0.7104	71.04%
CYP2C9 inhibition	+	0.7736	77.36%
CYP2C19 inhibition	+	0.7679	76.79%
CYP2D6 inhibition	-	0.8026	80.26%
CYP1A2 inhibition	+	0.9819	98.19%
CYP2C8 inhibition	-	0.8695	86.95%
CYP inhibitory promiscuity	+	0.7833	78.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Warning	0.4775	47.75%
Eye corrosion	-	0.9313	93.13%
Eye irritation	+	0.9228	92.28%
Skin irritation	-	0.6877	68.77%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5527	55.27%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8152	81.52%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5365	53.65%
Acute Oral Toxicity (c)	III	0.7054	70.54%
Estrogen receptor binding	+	0.8490	84.90%
Androgen receptor binding	+	0.8730	87.30%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	+	0.8065	80.65%
Aromatase binding	+	0.8620	86.20%
PPAR gamma	+	0.5439	54.39%
Honey bee toxicity	-	0.8903	89.03%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9394	93.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.67%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.14%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.58%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	92.35%	93.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.26%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.07%	94.00%
CHEMBL4208	P20618	Proteasome component C5	86.92%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.75%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.56%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.81%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.57%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.51%	86.92%

Plants that contains it

• Lantana camara

Cross-Links

• PubChem: 10398858
• LOTUS: LTS0007934
• wikiData: Q105187555