Naphtho[1,2-b]furan-4,5-dione

Details

• Internal ID: 4b2c3a32-b53f-421f-90f5-420906182c14
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: benzo[g][1]benzofuran-4,5-dione
• SMILES (Canonical): C1=CC=C2C(=C1)C3=C(C=CO3)C(=O)C2=O
• SMILES (Isomeric): C1=CC=C2C(=C1)C3=C(C=CO3)C(=O)C2=O
• InChI: InChI=1S/C12H6O3/c13-10-7-3-1-2-4-8(7)12-9(11(10)14)5-6-15-12/h1-6H
• InChI Key: HAUHEECDQLXVSA-UHFFFAOYSA-N
• Popularity: 22 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₆O₃
• Molecular Weight: 198.17 g/mol
• Exact Mass: 198.031694049 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEMBL38066
• benzo[g][1]benzofuran-4,5-dione
• SCHEMBL3273316
• HAUHEECDQLXVSA-UHFFFAOYSA-N
• BDBM50099711

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.6162	61.62%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6795	67.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9571	95.71%
OATP1B3 inhibitior	+	0.9770	97.70%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8532	85.32%
P-glycoprotein inhibitior	-	0.9200	92.00%
P-glycoprotein substrate	-	0.9863	98.63%
CYP3A4 substrate	-	0.6667	66.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7907	79.07%
CYP3A4 inhibition	-	0.9018	90.18%
CYP2C9 inhibition	-	0.5562	55.62%
CYP2C19 inhibition	-	0.5680	56.80%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	+	0.9460	94.60%
CYP2C8 inhibition	-	0.9367	93.67%
CYP inhibitory promiscuity	-	0.5055	50.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4731	47.31%
Eye corrosion	-	0.9596	95.96%
Eye irritation	+	0.9789	97.89%
Skin irritation	+	0.6792	67.92%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8104	81.04%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.5682	56.82%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7221	72.21%
Acute Oral Toxicity (c)	I	0.3746	37.46%
Estrogen receptor binding	+	0.6907	69.07%
Androgen receptor binding	+	0.7583	75.83%
Thyroid receptor binding	+	0.5228	52.28%
Glucocorticoid receptor binding	+	0.5484	54.84%
Aromatase binding	+	0.7201	72.01%
PPAR gamma	-	0.5211	52.11%
Honey bee toxicity	-	0.7702	77.02%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9393	93.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.94%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.86%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.44%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.75%	85.94%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.50%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	82.92%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.76%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.66%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.50%	89.00%

Plants that contains it

• Avicennia marina

Cross-Links

• PubChem: 598522
• LOTUS: LTS0162177
• wikiData: Q105025080