(5-Hydroxy-4,9-dioxobenzo[f][2]benzofuran-3-yl)methyl acetate

Details

• Internal ID: 2ffa4126-057b-4989-aabb-102a2c25ae37
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (5-hydroxy-4,9-dioxobenzo[f][2]benzofuran-3-yl)methyl acetate
• SMILES (Canonical): CC(=O)OCC1=C2C(=CO1)C(=O)C3=C(C2=O)C(=CC=C3)O
• SMILES (Isomeric): CC(=O)OCC1=C2C(=CO1)C(=O)C3=C(C2=O)C(=CC=C3)O
• InChI: InChI=1S/C15H10O6/c1-7(16)20-6-11-13-9(5-21-11)14(18)8-3-2-4-10(17)12(8)15(13)19/h2-5,17H,6H2,1H3
• InChI Key: OYCTYROBRSPREE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 93.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.6054	60.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7737	77.37%
OATP2B1 inhibitior	-	0.7204	72.04%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.9018	90.18%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8294	82.94%
P-glycoprotein inhibitior	-	0.8154	81.54%
P-glycoprotein substrate	-	0.8832	88.32%
CYP3A4 substrate	+	0.5230	52.30%
CYP2C9 substrate	+	0.6121	61.21%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.9281	92.81%
CYP2C9 inhibition	+	0.8234	82.34%
CYP2C19 inhibition	+	0.5505	55.05%
CYP2D6 inhibition	-	0.9249	92.49%
CYP1A2 inhibition	+	0.7337	73.37%
CYP2C8 inhibition	-	0.6469	64.69%
CYP inhibitory promiscuity	-	0.5783	57.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5083	50.83%
Eye corrosion	-	0.9809	98.09%
Eye irritation	+	0.6325	63.25%
Skin irritation	-	0.7736	77.36%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	+	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7023	70.23%
Micronuclear	+	0.5492	54.92%
Hepatotoxicity	+	0.6978	69.78%
skin sensitisation	-	0.7690	76.90%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.8635	86.35%
Acute Oral Toxicity (c)	III	0.5845	58.45%
Estrogen receptor binding	+	0.6472	64.72%
Androgen receptor binding	+	0.6779	67.79%
Thyroid receptor binding	-	0.6808	68.08%
Glucocorticoid receptor binding	+	0.6886	68.86%
Aromatase binding	-	0.5521	55.21%
PPAR gamma	+	0.8047	80.47%
Honey bee toxicity	-	0.9086	90.86%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	+	0.9730	97.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.73%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.83%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.25%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.79%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.76%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.19%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.74%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.84%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.17%	99.17%

Plants that contains it

• Bulbine capitata

Cross-Links

• PubChem: 10401719
• LOTUS: LTS0136040
• wikiData: Q105203120