6-Hydroxybenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: abae2e9a-69ed-4539-b4b9-071eb9974261
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 6-hydroxybenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): C1=CC2=C(C=C1O)C(=O)C3=C(C2=O)OC=C3
• SMILES (Isomeric): C1=CC2=C(C=C1O)C(=O)C3=C(C2=O)OC=C3
• InChI: InChI=1S/C12H6O4/c13-6-1-2-7-9(5-6)10(14)8-3-4-16-12(8)11(7)15/h1-5,13H
• InChI Key: SKNZDXFIGIOJSJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₆O₄
• Molecular Weight: 214.17 g/mol
• Exact Mass: 214.02660867 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.6599	65.99%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7239	72.39%
OATP2B1 inhibitior	-	0.8682	86.82%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9568	95.68%
P-glycoprotein inhibitior	-	0.9317	93.17%
P-glycoprotein substrate	-	0.9409	94.09%
CYP3A4 substrate	-	0.5855	58.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7929	79.29%
CYP3A4 inhibition	-	0.8889	88.89%
CYP2C9 inhibition	+	0.6256	62.56%
CYP2C19 inhibition	-	0.7306	73.06%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	+	0.9563	95.63%
CYP2C8 inhibition	-	0.7932	79.32%
CYP inhibitory promiscuity	-	0.6779	67.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Warning	0.4651	46.51%
Eye corrosion	-	0.9699	96.99%
Eye irritation	+	0.9877	98.77%
Skin irritation	+	0.6262	62.62%
Skin corrosion	-	0.9792	97.92%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8672	86.72%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7297	72.97%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4406	44.06%
Estrogen receptor binding	+	0.7214	72.14%
Androgen receptor binding	+	0.8812	88.12%
Thyroid receptor binding	-	0.4885	48.85%
Glucocorticoid receptor binding	+	0.8309	83.09%
Aromatase binding	+	0.7621	76.21%
PPAR gamma	+	0.5241	52.41%
Honey bee toxicity	-	0.8956	89.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6841	68.41%
Fish aquatic toxicity	+	0.9498	94.98%

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	99.04%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.16%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.98%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.60%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.51%	86.33%

Plants that contains it

• Avicennia marina

Cross-Links

• PubChem: 44423352
• LOTUS: LTS0001314
• wikiData: Q105254950