2-Acetyl-7,8-dimethoxybenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 2ddf8db1-28d4-40e4-88b8-a1906ec5dbaf
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 2-acetyl-7,8-dimethoxybenzo[f][1]benzofuran-4,9-dione
• InChI: InChI=1S/C16H12O6/c1-7(17)11-6-9-13(18)8-4-5-10(20-2)16(21-3)12(8)14(19)15(9)22-11/h4-6H,1-3H3
• InChI Key: KVXCWSDWGOWJSF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• SCHEMBL20187669

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.8539	85.39%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6723	67.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9445	94.45%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6083	60.83%
P-glycoprotein inhibitior	+	0.6341	63.41%
P-glycoprotein substrate	-	0.8489	84.89%
CYP3A4 substrate	+	0.5320	53.20%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.7804	78.04%
CYP3A4 inhibition	-	0.6714	67.14%
CYP2C9 inhibition	-	0.7424	74.24%
CYP2C19 inhibition	-	0.5343	53.43%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	+	0.9721	97.21%
CYP2C8 inhibition	-	0.6041	60.41%
CYP inhibitory promiscuity	+	0.7690	76.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.4190	41.90%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.5284	52.84%
Skin irritation	-	0.8133	81.33%
Skin corrosion	-	0.9807	98.07%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3980	39.80%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6698	66.98%
Acute Oral Toxicity (c)	II	0.5294	52.94%
Estrogen receptor binding	+	0.7799	77.99%
Androgen receptor binding	+	0.7018	70.18%
Thyroid receptor binding	-	0.5267	52.67%
Glucocorticoid receptor binding	+	0.7232	72.32%
Aromatase binding	+	0.7332	73.32%
PPAR gamma	+	0.6611	66.11%
Honey bee toxicity	-	0.8597	85.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6201	62.01%
Fish aquatic toxicity	+	0.9721	97.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.60%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.72%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.24%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.30%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL2535	P11166	Glucose transporter	85.53%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.38%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.82%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.26%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	82.20%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.27%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.20%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	80.38%	94.73%

Plants that contains it

• Tabebuia ochracea

Cross-Links

• PubChem: 11098601
• LOTUS: LTS0008551
• wikiData: Q105146781