4-(1,3-benzodioxol-5-yl)-6-methoxy-3H-benzo[f][2]benzofuran-1,5,8-trione

Details

• Internal ID: c117e93a-d04c-46ae-b746-71142548ad05
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 4-(1,3-benzodioxol-5-yl)-6-methoxy-3H-benzo[f][2]benzofuran-1,5,8-trione
• SMILES (Canonical): COC1=CC(=O)C2=C(C1=O)C(=C3COC(=O)C3=C2)C4=CC5=C(C=C4)OCO5
• SMILES (Isomeric): COC1=CC(=O)C2=C(C1=O)C(=C3COC(=O)C3=C2)C4=CC5=C(C=C4)OCO5
• InChI: InChI=1S/C20H12O7/c1-24-16-6-13(21)11-5-10-12(7-25-20(10)23)17(18(11)19(16)22)9-2-3-14-15(4-9)27-8-26-14/h2-6H,7-8H2,1H3
• InChI Key: OMFFZUFSYORIFH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂O₇
• Molecular Weight: 364.30 g/mol
• Exact Mass: 364.05830272 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.5597	55.97%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7798	77.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9831	98.31%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9309	93.09%
P-glycoprotein inhibitior	+	0.6093	60.93%
P-glycoprotein substrate	-	0.8917	89.17%
CYP3A4 substrate	+	0.5701	57.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	+	0.8890	88.90%
CYP2C9 inhibition	+	0.9385	93.85%
CYP2C19 inhibition	+	0.9478	94.78%
CYP2D6 inhibition	-	0.5517	55.17%
CYP1A2 inhibition	-	0.5470	54.70%
CYP2C8 inhibition	+	0.4769	47.69%
CYP inhibitory promiscuity	+	0.9493	94.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Danger	0.4065	40.65%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.6217	62.17%
Skin irritation	-	0.7653	76.53%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5878	58.78%
Micronuclear	+	0.8174	81.74%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	+	0.4920	49.20%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7770	77.70%
Acute Oral Toxicity (c)	III	0.6242	62.42%
Estrogen receptor binding	+	0.9221	92.21%
Androgen receptor binding	+	0.7435	74.35%
Thyroid receptor binding	-	0.5547	55.47%
Glucocorticoid receptor binding	+	0.9056	90.56%
Aromatase binding	+	0.6602	66.02%
PPAR gamma	+	0.7003	70.03%
Honey bee toxicity	-	0.8003	80.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9916	99.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.09%	96.77%
CHEMBL2581	P07339	Cathepsin D	97.43%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.03%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.53%	94.80%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.84%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	94.68%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.57%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	93.27%	80.96%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.92%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.46%	85.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.15%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.20%	94.00%
CHEMBL2535	P11166	Glucose transporter	89.09%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.82%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	88.00%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.43%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.15%	96.67%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	84.65%	93.24%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.51%	95.53%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.15%	96.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	81.02%	98.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.46%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.35%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.21%	92.62%

Plants that contains it

• Justicia hyssopifolia

Cross-Links

• PubChem: 11417181
• LOTUS: LTS0185067
• wikiData: Q105194311