8-Hydroxy-3-(1-hydroxyethyl)-6-methoxybenzo[f][2]benzofuran-4,9-dione

Details

• Internal ID: 44f5ced0-f08e-4ed2-9cb3-cac9e26ef315
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 8-hydroxy-3-(1-hydroxyethyl)-6-methoxybenzo[f][2]benzofuran-4,9-dione
• InChI: InChI=1S/C15H12O6/c1-6(16)15-12-9(5-21-15)14(19)11-8(13(12)18)3-7(20-2)4-10(11)17/h3-6,16-17H,1-2H3
• InChI Key: QAGJHKNOWPGTFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 97.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.5823	58.23%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7869	78.69%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.8836	88.36%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7746	77.46%
P-glycoprotein inhibitior	-	0.7554	75.54%
P-glycoprotein substrate	-	0.9642	96.42%
CYP3A4 substrate	-	0.5540	55.40%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	-	0.8104	81.04%
CYP3A4 inhibition	-	0.7793	77.93%
CYP2C9 inhibition	+	0.7343	73.43%
CYP2C19 inhibition	+	0.6238	62.38%
CYP2D6 inhibition	-	0.6182	61.82%
CYP1A2 inhibition	+	0.9162	91.62%
CYP2C8 inhibition	-	0.8579	85.79%
CYP inhibitory promiscuity	+	0.6587	65.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4502	45.02%
Eye corrosion	-	0.9777	97.77%
Eye irritation	+	0.6492	64.92%
Skin irritation	-	0.7405	74.05%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7155	71.55%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5086	50.86%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5154	51.54%
Acute Oral Toxicity (c)	II	0.4937	49.37%
Estrogen receptor binding	+	0.6862	68.62%
Androgen receptor binding	+	0.7002	70.02%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7977	79.77%
Aromatase binding	+	0.6386	63.86%
PPAR gamma	+	0.7320	73.20%
Honey bee toxicity	-	0.8261	82.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9340	93.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.04%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.50%	99.15%
CHEMBL2581	P07339	Cathepsin D	97.16%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.50%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.33%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.97%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.83%	99.23%
CHEMBL4208	P20618	Proteasome component C5	87.57%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.66%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.62%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.13%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.82%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.09%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816048
• LOTUS: LTS0107601
• wikiData: Q104195629