[2-(5-Acetyl-6-hydroxy-1-benzofuran-2-yl)-2-oxoethyl] acetate

Details

• Internal ID: 120249f4-a5a7-4d8c-be12-7bc4146c1cdd
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: [2-(5-acetyl-6-hydroxy-1-benzofuran-2-yl)-2-oxoethyl] acetate
• SMILES (Canonical): CC(=O)C1=C(C=C2C(=C1)C=C(O2)C(=O)COC(=O)C)O
• SMILES (Isomeric): CC(=O)C1=C(C=C2C(=C1)C=C(O2)C(=O)COC(=O)C)O
• InChI: InChI=1S/C14H12O6/c1-7(15)10-3-9-4-14(12(18)6-19-8(2)16)20-13(9)5-11(10)17/h3-5,17H,6H2,1-2H3
• InChI Key: DJEDMBQVJQJTIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₆
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.06338810 g/mol
• Topological Polar Surface Area (TPSA): 93.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	-	0.5408	54.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7901	79.01%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.9387	93.87%
OATP1B3 inhibitior	+	0.8632	86.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7365	73.65%
P-glycoprotein inhibitior	-	0.8209	82.09%
P-glycoprotein substrate	-	0.7837	78.37%
CYP3A4 substrate	-	0.5855	58.55%
CYP2C9 substrate	+	0.6121	61.21%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.9174	91.74%
CYP2C9 inhibition	-	0.5539	55.39%
CYP2C19 inhibition	-	0.6687	66.87%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	+	0.6066	60.66%
CYP2C8 inhibition	-	0.6662	66.62%
CYP inhibitory promiscuity	-	0.7858	78.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6327	63.27%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.5449	54.49%
Skin irritation	-	0.7685	76.85%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7568	75.68%
Micronuclear	+	0.5032	50.32%
Hepatotoxicity	-	0.5440	54.40%
skin sensitisation	-	0.6719	67.19%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7075	70.75%
Acute Oral Toxicity (c)	III	0.5313	53.13%
Estrogen receptor binding	+	0.8381	83.81%
Androgen receptor binding	-	0.5802	58.02%
Thyroid receptor binding	-	0.7486	74.86%
Glucocorticoid receptor binding	+	0.6260	62.60%
Aromatase binding	+	0.6826	68.26%
PPAR gamma	+	0.6576	65.76%
Honey bee toxicity	-	0.8857	88.57%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	+	0.9726	97.26%

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	97.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.89%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.09%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.45%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.10%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.75%	94.42%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.44%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.68%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.54%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163192243
• LOTUS: LTS0085362
• wikiData: Q104982054