8-Hydroxy-6-methoxybenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: f2eb2d82-822c-4f16-b7b4-8e394bfcb49d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 8-hydroxy-6-methoxybenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): COC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CO3
• SMILES (Isomeric): COC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CO3
• InChI: InChI=1S/C13H8O5/c1-17-6-4-8-10(9(14)5-6)12(16)13-7(11(8)15)2-3-18-13/h2-5,14H,1H3
• InChI Key: UQFRFUGDWCRDDS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₅
• Molecular Weight: 244.20 g/mol
• Exact Mass: 244.03717335 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.6161	61.61%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7618	76.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9815	98.15%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9187	91.87%
P-glycoprotein inhibitior	-	0.7947	79.47%
P-glycoprotein substrate	-	0.9758	97.58%
CYP3A4 substrate	-	0.5225	52.25%
CYP2C9 substrate	-	0.8094	80.94%
CYP2D6 substrate	-	0.8172	81.72%
CYP3A4 inhibition	-	0.7964	79.64%
CYP2C9 inhibition	+	0.7055	70.55%
CYP2C19 inhibition	+	0.5266	52.66%
CYP2D6 inhibition	-	0.8119	81.19%
CYP1A2 inhibition	+	0.9623	96.23%
CYP2C8 inhibition	-	0.6764	67.64%
CYP inhibitory promiscuity	+	0.5362	53.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Warning	0.4189	41.89%
Eye corrosion	-	0.9625	96.25%
Eye irritation	+	0.9136	91.36%
Skin irritation	-	0.6521	65.21%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7693	76.93%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.8651	86.51%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6180	61.80%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	+	0.6979	69.79%
Androgen receptor binding	+	0.7408	74.08%
Thyroid receptor binding	-	0.4927	49.27%
Glucocorticoid receptor binding	+	0.7909	79.09%
Aromatase binding	+	0.7621	76.21%
PPAR gamma	+	0.5331	53.31%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9142	91.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.26%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.42%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.59%	99.15%
CHEMBL2581	P07339	Cathepsin D	93.55%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.38%	94.00%
CHEMBL4208	P20618	Proteasome component C5	91.38%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.40%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.64%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.02%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.05%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.80%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.31%	86.33%
CHEMBL2535	P11166	Glucose transporter	80.83%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.37%	99.17%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.17%	96.67%

Plants that contains it

• Lantana camara

Cross-Links

• PubChem: 14890478
• LOTUS: LTS0167248
• wikiData: Q105277228